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$90

2 BR / 1 BA / Sleeps 4

Fisherman's Paradise - North Captiva Island vacation rentals
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$90

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Fisherman's Paradise

2 BR / 1 BA / Sleeps 4 | Quick view

Details

You will just love this fisherman's property! Located in Bokeelia, on the north end of Pine Island, this 2 bedroom, 1.5 bath home is a boaters paradise. Located not far from Shell Pass, the entrance to Charlotte Harbor. Shell Pass is only 5 miles to World famous Tarpon Fishing, Boca Grande Pass, and the barrier island…
  • Ocean or water views
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$114

2 BR / 3 BA / Sleeps 4

Breathtaking Water Views!  (BCK N-1) - North Captiva Island vacation rentals
1 / 9

$114

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Breathtaking Water Views! (BCK N-1)

2 BR / 3 BA / Sleeps 4 | Quick view

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Come and relax in a beautiful, comfortable townhouse apartment located in a private enclave surrounded by deep water canals and private boat docks. This town home has an AMAZING view of the bay. Boat out into the waters around Cayo Costa, Northern Captiva and the Gulf and see the peaceful sky of a Florida sunrise, or…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Deck
  • Canoe
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$143

2 BR / 1 BA / Sleeps 4

1 Reviews

$143

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Breath taking water view Home in Bokeelia, Fl

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

+++++++Unit Available for March 21-April 18th, 2015. ++++++++Rental offers 2 Lovely Villas attached through the screened lanai. Each Unit has 2 Bedrooms and One full bath. Absolutely beautiful views over the lagoon and mangroves. Watch the giant Blue Heron's soar by with groups of Egrets close behind. Minutes out to …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Beautiful view and great fishing location

Left on Mar 14, 2014 for a stay in March 2014

Outstanding water views, comfortable furnishings and easy access to fishing. Owners are friendly and continue to improve the accommodations. Quiet area is a great place to kick back and relax.

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$190

3 BR / 2 BA / Sleeps 6

4 Reviews

$190

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THE FANCY FISH..Enjoy Pool "Sandy Beach" Boat Lift

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

This MUST SEE HOME on the bay in Matlacha is gorgeous. Stunning views of the bay and mangroves, dolphins and manatees right in your backyard. One of the largest lots on the island with plenty of parking and a 6 foot privacy fence around the entire property. Set far enough back from the main road with lush …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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Reviews

(4)

One of a Kind!

Left on Jun 07, 2014 for a stay in January 2014

As you can see from the photos Fancy Fish offers it all.

We loved watching sunrise from the master bed each morning, followed by breakfast on the covered porch just outside. Kayaking with dolphins when they weren't stopping by to say "hi" or for a bite of fish was fun. After a hot day in the sun, the pool was perfect. Our dog loved the safe fenced in yard which is separated from the pool and …

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$135

3 BR / 2 BA / Sleeps 9

Waterfront Stilted Home with Pool - North Captiva Island vacation rentals
1 / 21

$135

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Waterfront Stilted Home with Pool

3 BR / 2 BA / Sleeps 9 | Quick view

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Stay and enjoy Heron Haus for a month or longer to experience what Sanibel Island is known Beaches, tropical landscaping and beautiful wildlife. The secluded, stilted home sits just steps from Clam Bayou and your own private dock. Launch a canoe or kayak and easily get to the beach and view the birds and possibly …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$70

0 BR / 1 BA / Sleeps 4

2 Reviews

$70

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Snook Suite in Matlacha

0 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

You want to get rid of all the stress from home? Then you are exactly right in our apartment Snook Suite. You can expect a bright, spaciously living / dining area with open kitchen. The way from the well-equipped kitchen to the dining area is short ans you have a dining place for 4 guests. A big sofa that transform …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Compfy Getaway

Left on Feb 13, 2015 for a stay in January 2015

Very nice 4 unit facility. Minutes away from shopping in Matlacha by foot. A short drive to Ft. Myers and Cape Corral. Nicely appointed and quiet. Direct access to the water.

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$280

2 BR / 2 BA / Sleeps 6

1 Reviews

$280

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South Seas Resort - PRICE REDUCED 20%

2 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

FULL RESORT PRIVILEGES!!!!! Come relax for a week at the islands' only World Class Resort!!! This 2bd/2ba condo has full resort privileges at the luxurious South Seas Island Resort on breathtaking Captiva Island Florida. It has a lovely private pool and hot tub and includes complimentary green fees (cart fee still …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Nice place with wonderful food.

Left on Jan 08, 2015 for a stay in October 2014

Location is great and the food was even better. The rooms are nice but a little dated but you won't want to be in the room anyway.

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$900

4 BR / 2 BA / Sleeps 8

1 / 28

$900

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Captiva Island Beauty

4 BR / 2 BA / Sleeps 8 | Quick view

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Gentle coastal breezes, warm Gulf water, 2 1/2 miles of driftwood-strewn pristine beachfront, abundant sea and wildlife await you and your guests in the privacy of the small enclave on peaceful Upper Captiva Island. Perfect for disconnecting from everyday interruptions, this 4 bed/2 bath newly remodeled private home …
  • Ocean or water views
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$350

2 BR / 2 BA / Sleeps 4

1 / 19

$350

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Private Island Cottage!

2 BR / 2 BA / Sleeps 4 | Quick view

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Total Escape.. This beautiful old Florida style cottage is just what you need to forget the busy world and find true relaxation. The Home is designed to give you expansive views throughout with a bedroom on each floor for privacy. Large decks on the front and back make for a serene place to watch the sun rise and …
  • Waterfront
  • Ocean or water views
  • A/C or climate control
  • Balcony or terrace
  • Canoe
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$482

3 BR / 3 BA / Sleeps 6

3 Reviews

$482

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Key Lime High - Pool/Hot Tub - Fun Fun Fun

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

Gorgeous 3 bedroom North Captiva Island home newly decorated, with Gulf view, private pool and a bar making this one of, if not the best home on the Island for entertaining guests. Extra 1/2 bath next to the pool. Starting at the top floor is a Master bedroom suite with a nice sitting area with tv, a deck with hot …
    • Pet friendly
    • Suitable for children - ask

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    Reviews

    (3)

    fantastique fantastique

    Left on May 30, 2011 for a stay in April 2011

    Excellent service very friendly

    Charming house perfect getaway island

    The bar and pool were a hit

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    $63

    0 BR / 1 BA / Sleeps 3

    1 / 11

    $63

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    Studio Tarpon Suite in Matlacha

    0 BR / 1 BA / Sleeps 3 | Quick view

    Details

    The perfect place for small families, couples and friends! Our studio Tarpon Suite is located in Matlacha - in our 4plex at the open water. You´ll will get a cute and pretty studio for a maximum of 3 guests. The well equipped kitchenette leaves nothing to be desired, a private shower bath refreshes your body after a…
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly

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    $175

    3 BR / 2 BA / Sleeps 8

    5 Reviews

    $175

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    THE RHINESTONE FISHERMAN "Bay Is Your Backyard"

    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 5 Reviews

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    Reviews

    (5)

    Affectionately known as the 'Rhinestone Fisherman' this fantasy Pirate/Ocean themed waterfront vacation rental will make for a vacation you will cherish for a lifetime. Matlacha (MAT-la-shay) is just 30 minutes from Ft. Myers, but this secluded fishing village is a world apart! Fishermen, artists, bikers, vacationers …
    • Waterfront
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (5)

    Even more fun than it looks

    Left on Dec 02, 2013 for a stay in November 2013

    We were visiting family in Florida and needed extra space. We picked this place because it looked so unique online and we were not disappointed. It was even more fun in person. Everything painted and bejeweled - and most of it lights up! Nice view of the water from the screened porch. Lovely to sit and watch the pelicans. Walk to shops & restaurants in Matlacha. Well appointed kitchen, nice…

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    $175

    3 BR / 2 BA / Sleeps 6

    2 Reviews

    $175

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    Boat paradise and relaxation from your own deck.

    3 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 2 Reviews

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    Reviews

    (2)

    Ground level 3/2 home.Steps away from Ding Darling a sanctuary and undeveloped mangrove ecosystem, take stroll or bike through nature miracles.Fish from your own deck and watch manatee at play.Best place for shelling in Florida and minutes from the beach.Restaurants and grocery stores available on the island.Two weeks…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (2)

    Wonderful vacation home

    Left on Apr 26, 2014 for a stay in April 2014

    We only had the pleasure of staying for 3 nights but this house was everything we needed and expected. Very clean and spacious. Was nicely located to the area's we wanted to be in. Saw manatee by the dock each morning. Would stay again in a heartbeat!!!

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    $754

    5 BR / 3 BA / Sleeps 9

    1 / 33

    $754

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    Villa Beach Mansion

    5 BR / 3 BA / Sleeps 9 | Quick view

    Details

    Villa Beach Mansion is an ultra-luxurious and exclusive private island beach house. The villa is located on North Captiva and is only accessible by boat. You’ll get all the privacy you want and at the same time you’re only a 15 minute boat ride away from some of the Florida’s most famous restaurants …
    • A/C or climate control
    • Patio
    • Linens Provided
    • Microwave
    • Satellite or cable TV
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $63

    0 BR / 1 BA / Sleeps 2

    1 Reviews

    $63

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    Studio Redfish Room in Matlacha

    0 BR / 1 BA / Sleeps 2 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    You do not want to miss the familiarity of home in your vacation? Then you are exactly right in our studio Redfish Room. The studio is located in Matlacha - in our 4plex at the open water. You´ll will get high comfort in the smallest of spaces. The well equipped kitchenette leaves nothing to be desired, a private …
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    A very charming studio with great dock access.

    Left on Feb 09, 2015 for a stay in February 2015

    My husband and I really enjoyed our stay in the Redfish room. Hopefully, we will be able to stay there again.

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    $583

    3 BR / 2 BA / Sleeps 8

    1 Reviews

    $583

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    Villa Katie I

    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Katie I is very exclusive private island beach house with never ending views of the Gulf of Mexico. The villa is located on North Captiva and is only accessible by boat. You’ll get all the privacy you want and at the same time you’re only a 15 minute boat ride away from some of the Florida’s most …
    • A/C or climate control
    • Patio
    • Linens Provided
    • Microwave
    • Satellite or cable TV
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Perfect family beachfront getaway

    Left on Feb 28, 2014 for a stay in February 2014

    We loved the house and our week on Captiva Island. Lars was friendly and accommodating. We took advantage of the seclusion with long walks on the beach, sunbathing and preparing dinners at home while enjoying the gorgeous sunset .

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    $285

    3 BR / 3 BA / Sleeps 6

    4 Reviews

    $285

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    Charming Captiva Cottage

    3 BR / 3 BA / Sleeps 6 | Quick view
    “ Excellent ” 4 Reviews

    Details

    Reviews

    (4)

    You are just 300 steps from the beach in this private and secluded 3bedroom/3bath vacation home. The Captiva Cottage is the only home on this over one acre property nestled among other estate zoned properties in this stretch of Captiva Island, also referred to as the Gold Coast. The private beach will seem deserted …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for the elderly

    Details

    Reviews

    (4)

    What a wonderful home for our family vacation!!

    Left on Apr 09, 2014 for a stay in March 2014

    This house was wonderful from start to finish! Everything was clean and perfect! The rooms were spacious, the linens were clean and the use of extra towels was great. We ate a few meals at the house and the kitchen worked perfectly for what we needed. My kids, husband and I loved the pool! It was so great to have our own private and secluded pool. I loved the shallow spa and the tiki …

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    $300

    3 BR / 2 BA / Sleeps 6

    1 / 26

    $300

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    Conch House - Luxury 3 BR/2.5 BA Pool

    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    A perfect beach house with amazing Gulf-to-Bay views and a private pool! Completely Renovated 2012 – complete with sunset view deck and tiki bar at the pool! Unlike many of the homes on North Captiva Island, a stay at The Conch House will truly let you experience the real beach retreat you have been looking for…
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly - ask

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    $160

    3 BR / 2 BA / Sleeps 8

    1 / 16

    $160

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    Heron's Landing

    3 BR / 2 BA / Sleeps 8 | Quick view

    Details

    This is a beautiful 3 bedroom, 2 bathroom home with a den in Heron’s Landing, a residential community with deeded beach access on the quiet west end of Sanibel Island. The home is in perfect condition and its features include a vaulted ceiling in the great room, a screened lanai, large laundry room and two car …
    • Internet Access
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $186

    2 BR / 2 BA / Sleeps 6

    1 / 10

    $186

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    Nestled in Tropical Vegetation, Steps to the Beach

    2 BR / 2 BA / Sleeps 6 | Quick view

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    "The Old Key West House" and some younger folks call it, "The Tree House", but whatever you call it, you will love being nestled in the natural lush vegetation like a tropical rain forest.The house has many special architectural features like an English antique stain glass front door, a bar area adorned with a hand …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control

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    $543

    4 BR / 3 BA / Sleeps 10

    4 Reviews

    $543

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    The Island Queen- Pool- Sleeps 8

    4 BR / 3 BA / Sleeps 10 | Quick view
    “ Excellent ” 4 Reviews

    Details

    Reviews

    (4)

    If you are looking for the best in luxury, then Island Queen should be your next vacation destination!! This lovely 4000 square foot four bedroom four bath North Captiva Island home has everything. Furnished with the highest standards, this a retreat like no other. This fabulous home is located just off the …
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Suitable for children - ask

    Details

    Reviews

    (4)

    Beautiful, perfect stay for our group on North Captiva Island

    Left on Apr 29, 2010 for a stay in March 2010

    We stayed for one week at the Island Queen, March 2010. This is our fifth stay on North Captiva, a Mom and five daughters (all over 45 years old) from Minnesota. This vacation home is beautifully decorated, full of artwork and collections of tableware, linens, and fun accessories. I've never stayed in a better equipped kitchen. North Captiva Island can be a difficult place to maintain …

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    $250

    2 BR / 2 BA / Sleeps 6

    17 Reviews

    $250

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    Rockstar Beac House - 2BR/2BA - Sleeps up to 6

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 17 Reviews

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    Reviews

    (17)

    This beautiful island bungelow is the total beach getaway vacation home you have been looking for! With its two luxury bedrooms, two full bathrooms and a queen sleeper sofa, you can comfortably sleep six. The polynesian flair (including a 400 lb solid mahogany tiki head), musical influences and island style …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (17)

    Paradise found!

    Left on Apr 06, 2010 for a stay in February 2010

    North Captiva is one of the most special places that i have ever been to! Staying at The Rockstar Beach House made our vacation even more perfect. The house had everything that we quite possible needed and so very comfortable. Very relaxing home, what else would you expect at a 5 star Rockstar beach house!

    Rock on!

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    $3,500

    9 BR / 9 BA / Sleeps 30

    1 / 46

    $3,500

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    Sea Oats Luxury Estate, Captiva Island

    9 BR / 9 BA / Sleeps 30 | Quick view

    Details

    Sea Oats Captiva Island is a Luxury Estate featuring 9 bedrooms and accommodating up to 30 guests. At almost 10,000 square feet, and on over 3 acres of waterfront property, privacy and nature abound. An ideal site for gatherings, family and corporate, one can choose to never leave the property. A gorgeous pool for …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

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    $285

    2 BR / 2 BA / Sleeps 6

    35 Reviews

    $285

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    Captiva Mermaid House w/ Pvt Pool - Village Center

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 35 Reviews

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    Reviews

    (35)

    Experience the laid back Captiva Island lifestyle with this classic 2 br, 2 full bath cottage, just 150 yards off the beach. Sleeping 6, its private, secluded, screened and large 26 x 14 foot heated pool (with Mermaid mosaic on the pool floor) is off the double French doors of the living room. The pool deck and …
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (35)

    Eden on Earth

    Left on Aug 14, 2009 for a stay in August 2009

    We have now stayed at the Mermaid Home for three weeks. Each visit was truly a joy. This is a beautiful home snuggled comfortably in the embrace of God's most beautiful tapestry. We marvel at the fact that in spite of the home improvements we witnessed on each visit - we have never seen a price increase!

    If you are looking for all of the comforts and conveniences of home, beautiful private …

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    $557

    4 BR / 4 BA / Sleeps 10

    2 Reviews

    $557

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    Serendipity-4BR/4BA - Sleeps up to 10

    4 BR / 4 BA / Sleeps 10 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    Serendipity means a "fortuitous happenstance" or "pleasant surprise". It was first coined by Horace Walpole in 1754. In a letter he wrote to a friend Walpole explained an unexpected discovery he had made by reference to a Persian fairy tale, The Three Princes of Serendip. The princes, he told his correspondent, were…
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    The Lazy Dolphin, the perfect getaway!

    Left on Jun 27, 2010 for a stay in June 2010

    We came here with our family of 6 + 1 guest and our good friends of 4, so a total of 11 in the house. It was so spacious and roomy, we did not feel at all crowded. The house was clean and inviting.
    I planned menus, we packed our meat in a big cooler and ordered the rest from the Winn-Dixie grocery store in advance and they brought it to the arrival dock where we boarded, no delivery charge. How …

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    $372

    4 BR / 4 BA / Sleeps 8

    1 Reviews

    $372

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    Captiva Bayfront 4 bedroom/4 bath, boat dock, pool

    4 BR / 4 BA / Sleeps 8 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Welcome to Grande Casa, a private estate situated on Captiva Island, Florida. Enjoy the mild gulf breeze while sipping cold drinks in our open floor plan, island style house. This home is situated privately on a manicured lot overlooking the bay, on the Gulf of Mexico. Sunny days can be spent swimming in your own …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Most amazing vacation on Captiva Island!

    Left on Mar 09, 2011 for a stay in January 2011

    We had a great time on Captiva Island. We have stayed there several times, but this time we chose to stay at this private home on the bay. My husband and I were relaxed and the kids had plenty of room to run and explore. The house was amazing - beautiful views, lots of room, great pool and very private but close to everything we could possibly need.

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    $174

    2 BR / 1 BA / Sleeps 4

    5 Reviews

    $174

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    Tropical Paradise Matlacha Cottages-Green Cottage

    2 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 5 Reviews

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    Reviews

    (5)

    The Green Cottage is a water front cottage with a private deck just steps away from the Matlacha Aquatic Preserve. This two bedroom cottage has a master bedroom with a queen size bed. The second bedroom has a Tendril bed, which sleeps two. The cottage has a living room, reading room, full kitchen with stove, …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • A/C or climate control
    • Central heating
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (5)

    Overnight in Matlache

    Left on Mar 04, 2013 for a stay in February 2013

    Stayed one night in the green cottage. A very old Key West style cottage, very charming,with a faboulus deck on the waterside. Just 50 feet away is a large dock with lots of tables & chairs. Perfect spot with a cocktail & sunset. I loved it!

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    $375

    3 BR / 2 BA / Sleeps 6

    2 Reviews

    $375

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    Boca Grande Beach Home

    3 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 2 Reviews

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    Reviews

    (2)

    Classic Island beach home on Boca Grande's Gasparilla Island. This home is on "The Island". White sugar sand beach directly across the street. This 3 bedroom/2 bath home sleeps 6 comfortably with 2 bedrooms with double bed in each and full bathroom on the first floor. A very large and private master …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (2)

    Very nice Accomodations and Location

    Left on Aug 27, 2014 for a stay in May 2014

    This location has all of the luxuries of home, is nicely furnished, was very clean. It has a nice porch under the trees which also was very enjoyable, and has good beach access. Everything worked well and the stay was very enjoyable.

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    $371

    3 BR / 2 BA / Sleeps 8

    17 Reviews

    $371

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    Gorgeous Gulf Front Beach Home, Captiva Island, FL

    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 17 Reviews

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    Reviews

    (17)

    This three bedroom, two bath beach home is located on a gorgeous, secluded, Gulf of Mexico beach within luxurious South Seas Island Resort on Captiva Island. South Seas Island Resort was selected by Parents Magazine as the #3 family beach resort in the U.S. and Caribbean. South Seas was ranked as the #1 family-…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (17)

    Ahhh!

    Left on Nov 03, 2010 for a stay in April 2010

    My husband and I rented this vacation home along with another couple, and thoroughly enjoyed it. The beach is easily accessible and beautiful, the grounds were well-maintained, and the complex was quiet. There is a feeling of privacy due to the layout of the buildings, but if you want to socialize with your neighbors that's an option, especially around the pool. The house was just as advertised…

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    $215

    4 BR / 3 BA / Sleeps 10

    1 / 29

    $215

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    Sea N Stars Just Renovated Sleeps 10 in Beds

    4 BR / 3 BA / Sleeps 10 | Quick view

    Details

    Sea N Stars has just completed an extensive renovation including new furnishings and is entering the rental market in time for you to enjoy this home's close proximity to the Island's pristine gulf beach 100 feet away. Come here to enjoy the out-island lifestyle of this extraordinary out-of-the way location. …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Suitable for children

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    $328

    3 BR / 3 BA / Sleeps 8

    24 Reviews

    $328

    Inquire

    Sun & Moon Pool House, Beachside of Village Center

    3 BR / 3 BA / Sleeps 8 | Quick view
    “ Excellent ” 24 Reviews

    Details

    Reviews

    (24)

    Experience the laid back Captiva Island lifestyle in this beautifully decorated Key West inspired 3 bedroom and 3 bath beach home on the beachside of Captiva's village center. It's located on very popular Wightman Lane, a short, 3 minute stroll on our private, sandy lane to the beach. Captiva's Caribbean style beach …
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (24)

    A Perfect Place to Relax

    Left on Aug 17, 2009 for a stay in July 2009

    Captiva Sun & Moon House was a delight. The interior color scheme created a happy upbeat feeling and the welcoming music upon arrival instantly set the tone for a relaxing stay ahead. I particularly enjoyed the lush surrounding vegatation, the screened-in pool, and the quiet neighborhood street.

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    $258

    2 BR / 3 BA / Sleeps 5

    1 / 11

    $258

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    Anthony Beach Cottages Sunset Captiva 49

    2 BR / 3 BA / Sleeps 5 | Quick view

    Details

    Located in a small beach-to-bay community on the scenic Captiva Island, this fully furnished and fully equipped cottage is just minutes away on foot from the beach. This home is ideally located near all the hot-spots of Captiva. The master bedroom has a queen-size bed, private bathroom and private balcony and cable TV…
    • Wireless Internet
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly - ask

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    $399

    3 BR / 2 BA / Sleeps 8

    7 Reviews

    $399

    Inquire

    Relaxing Near Beach Captiva Island Pool Home

    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 7 Reviews

    Details

    Reviews

    (7)

    Millertime Villa is a relaxing home with a lovely private pool, lots of amenities and a perfect location on beatiful Captiva Island. This is our tenth year renting our home with the goal of providing memorable Captiva Island vacations. With 3 bedrooms and 2 full baths, this home comfortably sleeps up to 8 people. …
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (7)

    One of our best holidays so far

    Left on Dec 31, 2010 for a stay in October 2010

    An amazing place. The villa was equipped with everything you could possibly think off. The pool and sunbathing area are amazing, and the BBQ just perfect! The Millers really have thought of everything to provide the perfect holiday. The location was awesome, The beach is literally 200 metres from the villa (walking!)
    We had fantastic weather for the whole two weeks.
    The stores are better on …

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    $124

    1 BR / 1 BA / Sleeps 2

    6 Reviews

    $124

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    Sunset at Matlacha Cottages-Pink Water Cottage

    1 BR / 1 BA / Sleeps 2 | Quick view
    “ Excellent ” 6 Reviews

    Details

    Reviews

    (6)

    Our Pink Water Cottage directly faces the Matlacha Aquatic Preserve. This unit has one bed room with a queen size bed, a small living room and a kitchenette with mini refrigerator, microwave, and toaster oven. We also offer basic TV and free Wi-Fi. This cottage has its own private deck overlooking the Aquatic …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • A/C or climate control
    • Central heating
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (6)

    Wonderful host, beautiful views, quaint cabin.

    Left on Jul 02, 2013 for a stay in July 2013

    We stayed two nights in the waterfront pink cottage and enjoyed the Key West type atmosphere of the cottage and the island. Mike, the owner, was extremely helpful to us in what to do and where to eat. We plan on returning next year.

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    $500

    4 BR / 3 BA / Sleeps 10

    52 Reviews

    $500

    Inquire

    LAS OLAS, N. CAPTIVA 4 Bedroom 2.5 Bath Pool Home

    4 BR / 3 BA / Sleeps 10 | Quick view
    “ Excellent ” 52 Reviews

    Details

    Reviews

    (52)

    Newer construction 4 bedroom 2 1/2 Bath Large 3 story home with Private heated Pool. 5 Story Observation tower with 360 degree views. OPEN floor plan with large great room kitchen area on 3rd floor with large screened in Lanai offering Alfresco dining. 10 foot ceilings and 8 foot doors and marble floors through…
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (52)

    Best vacation ever

    Left on Mar 29, 2011 for a stay in March 2011

    Better than expected House and beach are awesome! Best trip ever!!!

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    $450

    3 BR / 3 BA / Sleeps 8

    5 Reviews

    $450

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    Pelican Brief right on the beach

    3 BR / 3 BA / Sleeps 8 | Quick view
    “ Excellent ” 5 Reviews

    Details

    Reviews

    (5)

    Enjoy private beach in North Captiva Island .......... catch snook off your own private dock, Special rate for the week. The Pelican Brief is located on a tropical barrier island bordered by Pine Island Sound and the Gulf of Mexico and is situated west of Ft Myers, Florida. Accessible by boat, the island is just …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (5)

    Serenity Found

    Left on Jun 04, 2011 for a stay in August 2010

    This house was amazing and the view is breathtaking. It was complete comfort and relaxation for a week. Since it's a home it has a comfort level a hotel can never compete with. My husband caught fresh fish right from the dock that we grilled for dinner. And I simply cannot put into words the sunset from the widow's walk. I can't wait to come back!

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    $2,875

    6 BR / 6 BA / Sleeps 20

    1 Reviews

    $2,875

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    Bali Hi - Best Family Beachhome w/Pool on Captiva!

    6 BR / 6 BA / Sleeps 20 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Our elegant Bali Hi Estate is a three-acre property, located in the heart of Captiva Island right on the beach of the Gulf of Mexico. Lush, award winning landscaping and over 400 feet of depth from Captiva Drive make this secluded estate the perfect venue for family vacations and private events. Bali Hi features 255' …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (1)

    Glorious home, paradise found!

    Left on May 01, 2014 for a stay in March 2014

    I cannot recommend Bali Hi enough, we have been coming here for several years with our young children. They love the private playground, swimming pool and collecting sea shells on their very own beach. My husband and I love the open lay out of the inviting home. The owners have bent over backwards to think of everything you might need, from the high thread count sheets, designer beach towels, …

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    $470

    2 BR / 2 BA / Sleeps 8

    3 Reviews

    $470

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    Charming Gulffront "on the beach" Coquina Cottage and amazing tropical beach gardens.

    2 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 3 Reviews

    Details

    Reviews

    (3)

    Coquina Cottage is a unique "Old Florida" beachfront cottage sitting on almost an acre of Captiva's finest beach. Truly a tropical dream beach getaway spot, the cottage, hot tub and gardens have an amazing view of the Gulf and a closer proximity to the water than any property on Captiva. A short quarter mile or …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (3)

    Best New Years Ever!

    Left on Mar 15, 2014 for a stay in January 2014

    We started out the new year in your home and what a great start it was. We have never had the priviledge of being so close to the beach for a vacation! We felt so safe and private. We have 7 littles and the two youngest would even run around naked sometimes. In the chaos of the season on this island, we felt like we were the only ones here when we stayed at your home, you provided everything we …

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    $308

    5 BR / 2 BA / Sleeps 12

    13 Reviews

    $308

    Inquire

    Ocean Views, Luxury 5 Bedrooms, Huge Pool

    5 BR / 2 BA / Sleeps 12 | Quick view
    “ Excellent ” 13 Reviews

    Details

    Reviews

    (13)

    North Captiva Island dream vacation home with 5 bedrooms, accepting up to 12 guests per rental. Huge private heated pool and large private sun-decks offer the best of both worlds. Just a short walk from the neighborhood's beach and located right at the start of the preserve beach trail, leading to miles of untouched …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (13)

    Beautiful Home & An amazing Spot in Paradise !

    Left on Nov 17, 2011 for a stay in November 2011

    Our family, for "Papa's" 60th birthday, stayed at the Windswept home on North Captiva Island . This beautiful home is located right near a State owned nature preserve. It is a one of a kind "round" 5 bedroom 2 bath home with its own swimming pool & put-put golf. Owner's Mark,Wendy & Miranda made us feel like family. Their home attended to our every need and more! We spent every morning enjoying …

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    $685

    5 BR / 3 BA / Sleeps 12

    2 Reviews

    $685

    Inquire

    Rum Point - 5 BR/3.5 BA Pool-2 Golf Carts/slips

    5 BR / 3 BA / Sleeps 12 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    Large 5 bedroom North Captiva house, literally surrounded by decks. Provides breathtaking views of the Gulf and bay. Rum Point is the perfect home for family vacations. There is plenty of room inside and out. Outside the home is surrounded on 4 floors by decks and has a spacious deck around the pool. Inside the home …
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Suitable for children - ask

    Details

    Reviews

    (2)

    Awesome vacation!

    Left on May 12, 2010 for a stay in May 2010

    Just returned from a 5 night stay at the Sea Shack. I wish this was my house!! The house is beautiful inside and out. The views are breathtaking. We loved sleeping to the sound of crashing waves. There is a fence that runs along the front of the house and it was perfect for our toddler. The island is amazing, a place to really get away from it all. We rented the house through Sarah Rapp and she …

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    $315

    5 BR / 2 BA / Sleeps 12

    17 Reviews

    $315

    Inquire

    Windswept North Captiva 5 Bedrooms, Heated Pool

    5 BR / 2 BA / Sleeps 12 | Quick view
    “ Excellent ” 17 Reviews

    Details

    Reviews

    (17)

    Windswept vacation home offers luxurious accommodations, heated private pool, and a truly one-of-a-kind vacation retreat. A vacation at Windswept, on North Captiva, is the perfect place to reconnect with nature, your family, and your friends. Vacation stays at Windswept available with a 7 night minimum stay. This …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (17)

    perfect stay

    Left on Apr 26, 2010 for a stay in February 2010

    Windswept was absolutley what our family needed, a break from the daily grind of sports, school, work etc. We were able to rest and relax in Mark and Wendy's beautiful home. If you want a nice private get away, North captiva is for you! Hiking, birdwatching, shell collecting, everything was easy access by golf cart...

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    $321

    3 BR / 4 BA / Sleeps 8

    1 / 25

    $321

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    The Silver Seashell - 3BR/4BA - Sleeps 8 people

    3 BR / 4 BA / Sleeps 8 | Quick view

    Details

    Driving up to The Silver Seashell, you will be impressed with the lovely landscaped grounds and the architectural flare. Tucked away are the 28-foot private pool and spa, surrounded by beautiful composite decking – no nails, no screws, no slivers. Enter the front door to find The Silver Seashell professionally …
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $143

      2 BR / 2 BA / Sleeps 6

      1 / 13

      $143

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      Island Ave Beauty On The Bay

      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Our Island Avenue Two Bedroom Beauty on the Bay is newly renovated, its located on Matlacha (mat-la-chay). The Island is home to the historic fishing village and artist community. Paradise awaits you from the 'world's fishingest bridge' which is within walking distance of our home along with excellent restaurants, …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

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      $124

      2 BR / 1 BA / Sleeps 4

      3 Reviews

      $124

      Inquire

      Romantic Getaway MatlachaCottagesPinkStreetCottage

      2 BR / 1 BA / Sleeps 4 | Quick view
      “ Excellent ” 3 Reviews

      Details

      Reviews

      (3)

      Our Pink Street Cottage has two bedrooms. This two bedroom cottage has a master bedroom with a queen size bed. The second bedroom has a Tendril bed, which sleeps two. There is a small living room, a dining room and a kitchen with a mini refrigerator, stove and microwave oven. We offer basic cable TV and free Wi-Fi. …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • A/C or climate control
      • Central heating
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (3)

      One of the best trips ever!

      Left on Dec 05, 2013 for a stay in November 2013

      My girlfriend and I stayed at the Pink Street Cottage (2 bedroom 1 bath) and we couldn't have been happier! Caught fish right from the dock in the backyard, super easy kayak launch in the back too and very nice, clean cottage with everything one could want for a weekend fishing trip or just to get away!

      I really have no complaints at all, 5 stars across the board.

      If you're thinking of …

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      $500

      3 BR / 2 BA / Sleeps 6

      5 Reviews

      $500

      Book

      By the Sea

      3 BR / 2 BA / Sleeps 6 | Quick view
      “ Excellent ” 5 Reviews

      Details

      Reviews

      (5)

      Casually elegant, with all the comforts expected in a 4 star Villa. An exceptional value for Captiva Island Florida, one of the most sought-after Gulf Coast vacation destinations. This 2 bedroom plus study Beach Cottage style home decorated with the nautical flare of Nantucket and Martha's Vineyard is sure to delight …
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Suitable for the elderly - ask

      Details

      Reviews

      (5)

      Perfect house in a perfect place

      Left on Oct 11, 2012 for a stay in March 2012

      This house was just perfect for our family. The location was steps away from both the ocean and bay. Very comfortable house. It was equipped with all the essentials. Beds were comfortable. Can't wait to come back.

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      $193

      5 BR / 5 BA / Sleeps 12

      23 Reviews

      $193

      Inquire

      Great Rates & Great Views North Captiva New Home

      5 BR / 5 BA / Sleeps 12 | Quick view
      “ Excellent ” 23 Reviews

      Details

      Reviews

      (23)

      PLEASE NOTE: THE GUEST HOUSE IS NOT AVAILABLE 10/4/14-4/3/15. ONLY THE MAIN HOUSE IS AVAILABLE DURING THAT TIME AND IT SLEEPS 8 Runway Blues has been completely renovated and refurnished as of the end of 2010. Tastefully decorated, the comfortable living/dining area of the Main House opens onto a wrap around …
      • Ocean or water views
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Clothes Dryer
      • Pet friendly
      • Suitable for children

      Details

      Reviews

      (23)

      An absolute jewel in North Captiva

      Left on Jun 26, 2011 for a stay in April 2011

      The Runway Blues is an outstanding home. It is very conveniently and almost ideally located between the sound and the gulf. The home is very comfortable, stylishly decorated and totally remodeled. It's expansive screened in porches and the top deck are a true delight. Dealing with amanda St Clair was very easy and she was accomodating to every request. The villa keeper on Island is Vicki and…

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      $110

      2 BR / 1 BA / Sleeps 4

      1 / 5

      $110

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      Private Retreat On Pine island

      2 BR / 1 BA / Sleeps 4 | Quick view

      Details

      Lovely, newly decorated Tropical Home on Pine Island. Lovely view from the Porch over looking the pine and the palms. Close to fishing, and boating. Art activities. Pine Island has lots to offer as a get away! Master has a King and Guest has Queen. All Sheets and Towels Provided. Wireless internet and Direct TV …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Central heating
      • Pet friendly - ask
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible - ask

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      $109

      1 BR / 1 BA / Sleeps 3

      1 / 20

      $109

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      Fernando's Hideaway On The Bay In Matlacha

      1 BR / 1 BA / Sleeps 3 | Quick view

      Details

      Cozy bayfront cottage in the Florida village of Matlacha Island. Sometimes compared to a mini Key West type of town, this area is known for boating, fishing, relaxing and enjoying the artistic, colorful and eclectic town atmosphere. Located within walking distance to the shops, restaurants, bayfront park, fishing …
      • Ocean or water views
      • Internet Access
      • Washing Machine
      • A/C or climate control
      • Deck
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

      PreviousNext property

      $395

      4 BR / 4 BA / Sleeps 10

      2 Reviews

      $395

      Book

      The Coral Reef Pool Home located on North Captiva Island!

      4 BR / 4 BA / Sleeps 10 | Quick view
      “ Excellent ” 2 Reviews

      Details

      Reviews

      (2)

      The Coral Reef Beach House is located on tropical North Captiva Island. It is a 4 bedroom 4 bath home professionally decorated in the British Colonial style. 4 levels of living with generous verandas and sun decks. The ground level has a 1200 sqft tumbled stone patio wrapping around the heated pool. There is an out …
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Sauna
      • Internet Access
      • Washing Machine
      • Smoking allowed - ask
      • Suitable for children

      Details

      Reviews

      (2)

      Awesome

      Left on Dec 12, 2013 for a stay in August 2013

      I have been going to North Captiva for 25 Years
      This charming island never disappoints!
      The Coral Reef was beautiful and Mark Ladner
      Was great to work with!

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      $315

      4 BR / 3 BA / Sleeps 10

      5 Reviews

      $315

      Inquire

      Beach House in Paradise "Shore to Please"

      4 BR / 3 BA / Sleeps 10 | Quick view
      “ Excellent ” 5 Reviews

      Details

      Reviews

      (5)

      Come enjoy our spacious 4 bedroom, 3 bath luxury beach home, on a very private island! It will be a completely unique experience, and "Shore to Please"! North Captiva Island presents guests with the ultimate in private island experiences. The island is located 5 miles off the coast of Florida and is accessible only …
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Suitable for children

      Details

      Reviews

      (5)

      Your on your own

      Left on Aug 04, 2013 for a stay in June 2013

      We stayed in different home three years ago and decided to return but wanted to stay in a different home this time.We chose this one and we were less than pleased after the first day but not much we could do at that point. They advertise the price of the home with all the amenities it come with but fall short of having them. We had wi-fi on the last day of our stay,no phone for for three days and…

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