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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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$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

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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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$53

2 BR / 3 BA / Sleeps 4

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

$53

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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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$160

3 BR / 2 BA / Sleeps 9

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

$160

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Waterfront Stilted Home with Pool

3 BR / 2 BA / Sleeps 9 | Quick view

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Florida/Key West-style private home for rent, on the water, in beautiful Sanibel Island. Stay and enjoy for a month or longer, to experience what Sanibel Island is known for ... Gulf beaches, tropical landscaping, island wildlife, and protected nature preserves. This secluded home, surrounded by tropical beauty, sits…
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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

Details

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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$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
  • Patio
  • 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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$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

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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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$407

3 BR / 3 BA / Sleeps 8

6 Reviews

$407

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Beach Therapy - Wow New Owners - Pool - Hot Tub

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

NEW OWNERS - Renovated August 2013 3BR/2.5BA - SLEEPS UP TO 8 PEOPLE - PRIVATE POOL – PRIVATE HOT TUB – INDOOR/OUTDOOR INTERNET – SMALL PETS OK - RESORT PRIVILEGES INCLUDED Beach Therapy melts away your problems as your private oasis with a Private Pool and secluded Hot Tub. Enjoy Gulf to Bay views from our …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children - ask

Details

Reviews

(6)

Spring Break 2010

Left on Apr 25, 2010 for a stay in April 2010

We had a great time and loved the view from the crow's nest. The view from the kitchen and living rooms was awesome, too. Blankets need to be replaced with new ones, but overall, everything was clean and ready when we arrived.

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$215

4 BR / 3 BA / Sleeps 10

2 Reviews

$215

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Sea N Stars Just Renovated Sleeps 10 in Beds

4 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

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

Details

Reviews

(2)

Everyone loved the house and place

Left on Mar 26, 2015 for a stay in March 2015

We loved the house, the island, and the low key people on North Captiva. The owners did a great job with the house design and thought of just about everything for relaxing, entertaining, and beach activities. High quality, contemporary style with lots of comfort. It was nice to be able to open the doors to the living areas and not use air conditioning. The 10 and 12-year-old girls loved the …

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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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$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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$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

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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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$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

Details

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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$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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$157

1 BR / 1 BA / Sleeps 5

1 / 27

$157

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Another Day In Paradise, Matlacha Serenity

1 BR / 1 BA / Sleeps 5 | Quick view

Details

Everything you need for the perfect vacation is awaiting you in this beautiful one bedroom waterfront apartment. Sit and watch the dolphin play in the canal, or drop a line to catch your dinner for the evening. Don't forget to grab a fresh key lime off the tree! This is truly a tropical oasis. Matlacha Pass and …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$53

0 BR / 1 BA / Sleeps 2

2 Reviews

$53

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Studio Redfish Room in Matlacha

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

Details

Reviews

(2)

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

(2)

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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$286

2 BR / 2 BA / Sleeps 4

1 / 19

$286

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Private Island Cottage!

2 BR / 2 BA / Sleeps 4 | Quick view

Details

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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$357

3 BR / 3 BA / Sleeps 6

2 Reviews

$357

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Sea Dreams: Luxury Ocean and Beach Front Townhome

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

Details

Reviews

(2)

Marvel at the stunning views of the Gulf from this beautiful newly (2014) renovated three bedroom, two and one half bath Townhome. Walk into the expanded living room enclosed with floor to ceiling windows overlooking the Gulf of Mexico providing very wide ocean/sunset views. Open the sliders to bring the outdoor …
  • Waterfront
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Location, Location, Location!

Left on Jan 15, 2015 for a stay in December 2014

You can't beat the location. Beachfront. You have to cross the road, but it's literally 100 feet. You can hear the surf thru the screened windows. It had everything we needed. From kitchen utensils to beach toys.

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$719

4 BR / 4 BA / Sleeps 10

1 / 15

$719

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16620 Captiva Dr

4 BR / 4 BA / Sleeps 10 | Quick view

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With its sought-after beachfront location and screened-in private pool and Jacuzzi, you can experience the best of both worlds at this newly-upgraded Captiva Island vacation home named "Winshall Home!" Enjoy scenic views of white sand dunes and clear-blue waters of the Gulf from this 4-bedroom, 3.5-bathroom vacation …
  • Ocean or water views
  • DVD Player
  • Ceiling Fans
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$240

3 BR / 3 BA / Sleeps 8

4 Reviews

$240

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Captiva Retreat at 47 Sunset Captiva

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

Captiva Retreat (47 Sunset Captiva) is a 2,200 Sq.Ft. detached free-standing home with 2 private bedrooms (2 queens, bunk beds), private den with queen-size wall bed, loft with single bed, and three full bathrooms. It comfortably accommodates 8 guests. If you can't get by without checking your e-mail, we have Hi…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(4)

Another Day In Paradise

Left on Aug 01, 2011 for a stay in June 2011

Five years ago, when we first stayed at 47 Sunset Captiva, we made a new friend and while walking to the beach on morning she called out "Another day in paradise." And it was. At the end of the week, my daughter commented that she had not been in a car for seven days. What a treat. Each year my granddaughters make new friends on the beach or at the pool and my son-in-law makes new friends at …

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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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$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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$327

3 BR / 2 BA / Sleeps 8

7 Reviews

$327

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Relaxing Near Beach Captiva Island Pool Home

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

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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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$328

3 BR / 3 BA / Sleeps 8

25 Reviews

$328

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Sun & Moon House, May 2 & 16 weeks - $1,895

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 25 Reviews

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Reviews

(25)

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

(25)

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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$500

4 BR / 3 BA / Sleeps 10

52 Reviews

$500

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

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

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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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$500

1 BR / 1 BA / Sleeps 4

10 Reviews

$500

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South Seas Beach Villa Gulf Front Vacation Condo

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(10)

Enjoy picturesque sunsets year round from the screened lanai overlooking the blue Gulf of Mexico and long walks on the uncrowded beach of Captiva while residing within the gates of South Seas Island Resort (formerly South Seas Plantation). This property is well equipped and you will find most of the accommodations of…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(10)

Wonderful island condo!

Left on Mar 12, 2012 for a stay in January 2012

We rented this one-bedroom condo for our January vacation. The weather was absolutley perfect during our stay, upper 70's to low 80's (made even better since the temps back home were below zero). The condo has everything you would need, however truth is we spent very little time indoors. Why be inside when the beach is so inviting? We took long walks on the beach every morning, relaxed on the…

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$135

2 BR / 2 BA / Sleeps 4

1 / 9

$135

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5775 Baltusrol Ct #302

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Situated in the Ibis at the Sanctuary community in beautiful Sanibel Island with views of the 8th fairway at the Sanctuary Golf Club, this third-floor condo is the perfect island getaway! The luxury 2-bedroom, 2-bathroom condo has a master suite, bedroom with a Murphy bed, living area with a 42” LCD TV, full …
  • Hot Tub/Jacuzzi
  • Outdoor Dining Area
  • DVD Player
  • Stereo or CD player
  • Ceiling Fans
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$650

5 BR / 2 BA / Sleeps 12

17 Reviews

$650

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Windswept North Captiva 5 Bedrooms, Heated Pool

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

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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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$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

Details

"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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$124

2 BR / 1 BA / Sleeps 4

3 Reviews

$124

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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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$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

Details

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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$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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$124

1 BR / 1 BA / Sleeps 2

7 Reviews

$124

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Sunset at Matlacha Cottages-Pink Water Cottage

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 7 Reviews

Details

Reviews

(7)

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

(7)

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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$1,472

6 BR / 6 BA / Sleeps 20

1 Reviews

$1,472

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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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$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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$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

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$500

3 BR / 2 BA / Sleeps 6

5 Reviews

$500

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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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$993

5 BR / 2 BA / Sleeps 12

13 Reviews

$993

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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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$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

Details

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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$350

4 BR / 4 BA / Sleeps 8

14 Reviews

$350

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Beach Home w/ Screened In Pool, Hot Tub, Elevator

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 14 Reviews

Details

Reviews

(14)

Manatee Haven is an upscale, non-smoking, beachview home that offers four bedrooms and three and a half bathrooms with an elevator to all three levels. It is professionally decorated, has a large private screened pool, and spa located in a large private screened patio that encompasses all three levels of living area. …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(14)

Awesome awesome awesome!

Left on Mar 17, 2011 for a stay in March 2011

The house is amazing! The island itself is incredible!

A great place to truley get away and relax.

Manatee Haven has everything you need.

Thanks again Kay - we had a great time.

Jane & Jeff were awesome as well.

Looking forward to our return.

Thanks,
Don, Amy & Family

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$278

3 BR / 8 BA / Sleeps 6

1 / 11

$278

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North Captiva Hidden Beach House with Private Pool

3 BR / 8 BA / Sleeps 6 | Quick view

Details

This traditional, Florida-style island cottage is situated less than 200 yards down a private path to a sugar, sand beach on the Gulf of Mexico. This is one of the island houses with only one elevated, single-level, floor plan providing ease of access and family-friendly living. It is designed to provide the utmost …
  • Wireless Internet
  • A/C or climate control
  • Central heating
  • Balcony or terrace
  • Grill

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$999

4 BR / 6 BA / Sleeps 10

1 / 37

$999

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11551 Wightman Ln

4 BR / 6 BA / Sleeps 10 | Quick view

Details

Escape to your own private oceanfront paradise in this 4-bedroom, 5.5-bathroom Captiva Island vacation home named “Beach Destiny.” Just 20 feet via a private path to Captiva Island’s beach famous for its shells, this vacation home is located two houses down from the Mucky Duck restaurant and Andy …
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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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$200

3 BR / 2 BA / Sleeps 8

7 Reviews

$200

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Ricks Retreat In Captiva Florida

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

Details

Reviews

(7)

Ricks Retreat is a charming ground-level home on a beach street located in the village area of Captiva. A short walk to restaurants, shops and galleries, and a 3 minute walk to the most beautiful beach at the end of the sandy lane. Originally built by Bette Davis, Rick is the 3rd owner. Simple, extra clean and …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(7)

Best Value Cleanest Home Easy Walk to Beach

Left on Feb 15, 2011 for a stay in October 2010

This is my second stay at Ricks Retreat. First trip my wife and I stayed a week by ourselves, second trip stayed a week with my three chidren. I grew up going to Captiva and Sanible as a child this home is the way old Captiva was and should be. Rick is a pleasure to deal with honest and great owner. I have rented many vacation homes in my life and this is the best. It is very clean, all …

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$53

0 BR / 1 BA / Sleeps 3

1 Reviews

$53

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Studio Tarpon Suite in Matlacha

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

Details

Reviews

(1)

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

Details

Reviews

(1)

Paradise Found

Left on Apr 06, 2015 for a stay in March 2015

The Property Manager was very friendly and professional, always asking if there was anything she could do for us. The suite was very bright and clean and within walking distance to the quaint shops and restaurants. We enjoyed the live music daily at several of the restaurants. The dock offered comfortable chairs for sunning or watching the beautiful sunsets every evening. The patio area …

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$420

2 BR / 2 BA / Sleeps 6

1 Reviews

$420

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South Seas, no availabilty until 12/15/2015

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

Details

Reviews

(1)

A perfect family vacation with AMENITY ACCESS provided to all resort facilities. Voted #1 of family beach resorts by Parents' Magazine. The resort is on a 330 acre wildlife preserve,maintained as a botanical garden. with a two and a half mile pristine beach Children's water park, H2Whoa, with water slide and …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Fantastic Land's End Villa on Captiva Island!

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

We returned to one of our favorite places on the planet - the Land's End Villas on Captiva Island - part of the South Seas Resort. Villa #1625 offered us spectacular views of Redfish Pass and sunset over the gulf each afternoon. Pelicans, osprey, dolphin, rays, amazing shells, manatee, and more. The cabanas you rent at the gorgeous pool complex make for a shady, cool day at the pool. We cooked …

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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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$1,139

4 BR / 6 BA / Sleeps 8

1 / 49

$1,139

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15009 Binder Dr

4 BR / 6 BA / Sleeps 8 | Quick view

Details

Experience the beauty of Captiva Island during your vacation with your own private direct bayfront vacation estate. This fabulous, one-of-a-kind mini estate vacation home named “Island Lure,” located in the lovely Captiva Village area, has Gulf access dockage, a private pool with views of the water and a …
  • Ocean or water views
  • Private Pool
  • Hot Tub/Jacuzzi
  • Fireplace
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$899

5 BR / 6 BA / Sleeps 12

1 / 44

$899

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11522 Andy Rosse Ln

5 BR / 6 BA / Sleeps 12 | Quick view

Details

Enjoy a vacation in paradise just 176 yards from the pristine beach of beautiful Captiva Island! Situated on Andy Rosse Lane among local hot spots for dining, like the famous Mucky Duck, and shopping, this 5-bedroom, 5.5-bathroom Captiva Island vacation home named "L’atitudes" features 4 king master bedroom …
  • Hot Tub/Jacuzzi
  • Outdoor Dining Area
  • Balcony or terrace
  • Grill
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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