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$400

4 BR / 3 BA / Sleeps 12

Ocean Front Split Level Keys House - Long Key vacation rentals
1 / 29

$400

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Ocean Front Split Level Keys House

4 BR / 3 BA / Sleeps 12 | Quick view

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Beautiful four bedroom, Ocean Front home with private beach in sunny Islamorada (near Key Largo). Welcome to our little slice of paradise in the Florida Keys! Come and relax at our beautiful ocean front home with breathtaking, panoramic views of the Atlantic ocean. This spit level home is located in Islamorada; the …
  • Private Beach
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

4 BR / 5 BA / Sleeps 8

2 Reviews

$400

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74920 Overseas Hwy

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

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Reviews

(2)

One of a kind bay front estate! This is an absolutely gorgeous estate home offering a gated entrance paved brick driveway, 3,500 sf, 3 bedrooms, 3.5 bathrooms upstars and a bonus 1 bedroom, 1 bathroom apartment downstairs. Enjoy ocean & lagoon views, deep water protected dockage, 2 Great rooms, private master suite, …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Telephone
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

The Best

Left on May 29, 2012 for a stay in April 2012

Everything about this property was exactly as represented by Freewheeler. It was spotless and completely ready for our group despite last minute changes to the schedule. We will certainly consider this property and Freewheeler for our future visits to the Keys.

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$215

3 BR / 2 BA / Sleeps 7

2 Reviews

$215

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Gorgeous Keys Water Front Home with Private Dock and Ramp

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

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Reviews

(2)

Water Front home, located Oceanside in Lower Matecumbe key, Islamorada mile marker 73, (The Sport Fishing Capital of the World). 15' wood dock and 12’ wide ramp, so bring your own boat and enjoy the sun!! Easy canal access to the ocean. Maximum boat size is 27'. Only 1 boat allowed. There is a covered fish cleaning …
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Great Getaway!

Left on Dec 09, 2014 for a stay in June 2014

This property was great! It was nicely stocked, very comfortable beds. I loved being on the water! Excellent place to stay! I will return again next summer.

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$500

4 BR / 3 BA / Sleeps 8

9 Reviews

$500

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Private Beachfront Paradise

4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 9 Reviews

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Reviews

(9)

Beautiful two story home ......four bedroom three baths.....on your private white sandy Beachfront property with large pool facing the ocean. First floor is independent with a very large one bedroom, bar with wine cooler full bath, living, dinning and new kitchen. The covered patio is huge at 60X15. The second floor…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(9)

Great House and Great Property Owner

Left on Dec 06, 2013 for a stay in November 2013

My family and I had the pleasure of staying at this home during Thanksgiving week. Not only did the house beat our expectations, but the communication with the owner was also fantastic. She was so helpful with every inquiry we had and went well above what we expected to make sure our time in Islamorada was as well as it could be.

The house itself was extremely clean, beautiful and very …

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$117

2 BR / 2 BA / Sleeps 4

2 Reviews

$117

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75190 Overseas Hwy - 28 NIGHT MINIMUM!!!!!!!

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

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Reviews

(2)

Great home with an even better view ... come and stay for a month and enjoy the Incredible endless views from the patio. Home is located in the perfect spot for snorkeling, fishing, and diving, and has a protected & private boat basin! Come once and you will see why so many people come back year after year to …
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Grill
  • Dishwasher
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Relaxing

Left on Aug 18, 2011 for a stay in July 2011

The location was great.Mad Dog's & Ziggy's was fabulous! Love shopping at Morada Bay Gallery. The kitchen was ill equipped, who ever heard of a house in the Keys w/o a blender??? Nasty grill. The beach at the house was great. The gate to the house was locked and we were not supplied the key and had to wait for 45 minutes for someone to bring us one.

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$350

3 BR / 3 BA / Sleeps 8

2 Reviews

$350

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Bay Harbour Waterfront Condo

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

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Reviews

(2)

Revel in the beauty of the morning sunrise as you relax on your own, private lanai while sipping your morning coffee, or enjoy a meal al fresco to the sound of the waves and gulls. This piece of paradise is sure to become your favorite home away from home. This beautifully furnished and spacious condo offers all the …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Great Vacation!

Left on Dec 22, 2014 for a stay in October 2014

We have stayed at Bay Harbor several times in this condo and love it. The condo feels like home and has everything you would ever need during your stay The complex is very well maintained and the pool area is great for relaxing, the slip for your boat is also a plus. Everything from the great fishing, snorkeling and great restaurants, there is something for everyone in the family. This will …

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$110

2 BR / 1 BA / Sleeps 4

1 / 17

$110

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75651 Overseas Hwy Islamorada Fla Keys Oceanfront

2 BR / 1 BA / Sleeps 4 | Quick view

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Directly on your private oceanfront beach. Ocean views from every room of your two bedroom one bath Keys style duplex villa. You will experience the true 'old Keys' charm of bird watching on the wraparound deck to fishing on the beach...or perhaps just relaxing on the sand. With over a half acre of tropical landscape…
  • Private Beach
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$150

3 BR / 2 BA / Sleeps 6

1 / 1

$150

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194 Gulfview Drive - 28 Night Minimum

3 BR / 2 BA / Sleeps 6 | Quick view

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Fantastic Home in the Fantastic Location of Port Antigua in Lower Matecumbe (South Islamorada)! This canal-front home offers 3 bedrooms, 2 bathrooms with tasteful and comfortable decorations. The home has an open floor plan, tile floors throughout, and very nice balcony overlooking the water. Click here to view this …
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$200

2 BR / 1 BA / Sleeps 4

2 Reviews

$200

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83261 Old Highway

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

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Reviews

(2)

A quaint bungalow on a not-so-quaint piece of oceanfront land right in the Heart of Islamorada! This home has two bedrooms, two bathrooms, and a lot of Keysy charm. During your stay, you will enjoy such amenities as a fishing dock with Chickee hut (1ft draft), cable television, a kayak, and a white picket fence …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

House with privats beach and fishing pier

Left on Mar 27, 2014 for a stay in March 2014

Great house; really stocked well. Huge property with a grass yard in the front, side and about half grass and sandy beach in the back. Saw a shark, stingrays, spuffer fish and baracuda from the fishing pier. Also a great location; close to everything. May be better for a couple since there is only 1 bathroom; a little tight for a family of four. Really my only complaint is they should put down…

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$125

1 BR / 1 BA / Sleeps 4

10 Reviews

$125

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Waterfront Duck Key Condo with Open Water Views

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

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Reviews

(10)

Come relax on the tropical island of Duck Key. Our Florida Keys Vacation condo is uniquely designed and decorated to capture that island paradise feel. This one bedroom one bath condo is clean, spacious, and relaxing. Our condo is completely updated, fully furnished, and has all kitchen accessories and linens …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(10)

Christmas Vacation

Left on Jan 01, 2014 for a stay in December 2013

This was a wonderful place to stay, Quiet and everything we needed for a quiet getaway for a relaxing vacation. Secure place to stay and relax, employees very helpful during stay to answer any questions and help us by telling us places to visit and things to do. i would recommend this place again to anyone. Host was very easy to work with and responded to request and information. Thanks for…

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$250

3 BR / 2 BA / Sleeps 8

3 Reviews

$250

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Fisherman's Paradise with a 30 Ft Boat Slip

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

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Reviews

(3)

Fishermans Paradise at Oceanside Isle Condominiums with 1,800 Square Feet of Living Space, on Long Key, which is a Secluded Island with direct access to both Atlantic Ocean and the Bay of Florida through Channel #5. Expansive Master Suite and with Large Tub & walk-in shower. Relax on your one of your private decks, …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(3)

Our Honeymoon!

Left on Apr 24, 2013 for a stay in February 2013

Our Honey Moon was very special at Fisherman's Paradise. Everything was top shelf and facilities are the best. The care that Bob Hubert paid to our every need was very special to us and the memories will last forever!

Sincerely,
Paget and Bennie McGee

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$380

3 BR / 3 BA / Sleeps 6

3 Reviews

$380

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75333 Overseas Hwy

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

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Reviews

(3)

Exceptional oceanfront home equipped with a sandy beach and forever views! Exquisite design and rich appointments compliment this oceanfront home in Lower Matecumbe, (mile marker 75, South Islamorada). You will enjoy private terraces from each bedroom overlooking picturesque sunrises and panoramic views of the open …
  • Internet Access
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Heaven on Earth

Left on Jan 30, 2013 for a stay in December 2012

My husband and I rented this home for the week of Christmas. We also invited our respective parents. This is the most peaceful home in Islamorada. Centrally located to the upper and lower keys.

There home is well appointed with everything you need except for the groceries and tolietries that you will need. All appliances work well and the home is in excellent condition.

Freewheeler realty…

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$125

0 BR / 1 BA / Sleeps 2

2 Reviews

$125

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Duplex with 2 Efficiencies located 50 yards from ocean $750 -$875/week, Unit 9

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

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Reviews

(2)

Two charming efficiencies located 50 yards from the Atlantic Ocean. Both are fully furnished with well-equipped kitchens and are decorated with a Caribbean flair. In the private front yard, each unit has a gas-BBQ grill, a picnic table with large umbrella's for shade. Unit 9 has two single beds which can be …
  • Internet Access
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Parking
  • Suitable for the elderly

Details

Reviews

(2)

Quaint sweet little place

Left on Jun 12, 2014 for a stay in January 2014

We stayed for one week in January. We loved our one room efficiency with its beautiful art work and nice decor. The neighbors were great, the sunsets were awesome, the small private beach was delightful. We would love to come back again. The only thing we would add would be a small love seat. We had to bring in lawn chairs to watch tv. Other the that....we were happy campers. Thanks Hans

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$333

3 BR / 3 BA / Sleeps 6

5 Reviews

$333

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Open water in Florida Keys with beautiful sunsets

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

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Reviews

(5)

Private residence on Duck Key. 2 bedrooms and 2 baths upstairs with a seperate one bedroom one bath apartment downstairs. Apartment has own kitchen and family room. Private dock with heated pool. Ocean kayak and fishing rods included. Catch tarpon right off the dock. House extensively landscaped for total …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

The best vacation ever

Left on Oct 31, 2010 for a stay in August 2010

This home is the perfect place to vacation. It has all the amenities you could ask for. Beautiful kitchens, comfortable living areas and wonderful sleeping accomodations. My children and I could not have asked for more. We spent our days swimming in the ocean and relaxing by the pool. The fishing was outstanding. We caught several large tarpon, sharks and baracudda. There are lights under the …

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$250

2 BR / 3 BA / Sleeps 6

1 / 7

$250

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Angler's Reef Coastal Conch Style Vacation Home

2 BR / 3 BA / Sleeps 6 | Quick view

Details

This Coastal Conch Style Cottage has been recently updated to accommodate vacation renters and their families. The cottage has all new furnishings and accessories that offers a "home away from home" feel. The Coastal style conch cottage is located in the gated community, ocean front resort development of Angler's Reef…
  • Suitable for children
  • Suitable for the elderly

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$225

4 BR / 3 BA / Sleeps 9

1 Reviews

$225

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Bliss in the Florida Keys

4 BR / 3 BA / Sleeps 9 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Beautiful canal front, clean, home located on ocean side in Long Key. MM 68. 4 bedrooms 3 baths total: 3 bedroom, 2 bath upstairs, 1 bedroom/bath (studio) downstairs. Great fishing and diving moments away. This is our family's vacation hideaway. Never rented prior to December 2012. Direct TV w HBO, Regional Sports …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Must stay! Gorgeous house with plenty of room.

Left on Jun 14, 2014 for a stay in June 2014

Currently staying here and couldn't be happier. Comfortably sleeping 9 people in our party (4 adults, 4 kids/teens and a baby). The kitchen is stocked very well. Gorgeous view of the ocean from the upper deck. Quiet neighborhood. Will definitely be back!

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$858

4 BR / 4 BA / Sleeps 12

2 Reviews

$858

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Turtle Nest

4 BR / 4 BA / Sleeps 12 | Quick view
“ Very Good ” 2 Reviews

Details

Reviews

(2)

Village Permit VR-062 You can not rent this property for less than one week. This luxurious new oceanfront estate is located in Islamorada. Enjoy the island's year-round sunny weather on the home's exotic wood deck surrounding a custom pool - all overlooking a private sugar sand beach on the Atlantic Ocean. New …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

This house is simply amazing, best vacation ever!

Left on Oct 29, 2012 for a stay in September 2012

I stayed in the turtle nest with my mother, father, and sister my father has stage 4 lung cancer and has been giving only months to live, this was our last vacation together and ill tell you this was the best one ever, it's a beautiful house right on the beach, it is the dream house I have always wanted :)

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$279

2 BR / 3 BA / Sleeps 6

1 / 24

$279

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LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF

2 BR / 3 BA / Sleeps 6 | Quick view

Details

This beautiful villa has all new furnishings and is located in the exclusive oceanfront gated community of Angler's Reef in Islamorada at Mile Marker 84. Angler's reef is a luxury retreat resort framed by mangroves and the clear waters of the Atlantic ocean with 52 colonial detached villas set along quaint streets …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

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$243

3 BR / 3 BA / Sleeps 6

1 / 20

$243

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Bay Harbour D-114 - 7 night minimum

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Beautiful modern luxury unit with 3 bedrooms and 2 full bathrooms, along with a half guest-bath! Plasma TV, VCR and DVD player in the living room. The Bay Harbour Complex comes complete with two tennis courts, weight room, pool, your own dedicated boat slip, a fish cleaning station, and free Wi-Fi at the community …
  • Waterfront
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$133

3 BR / 2 BA / Sleeps 6

1 Reviews

$133

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108 West Plaza Del Sol - 28 Night Minimum

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

Details

Reviews

(1)

Cozy, canalfront home at MM 74 in Islamorada's desirable Port Antigua (Lower Matecumbe Key) with quick Florida Bay access and a short ride to the Atlantic Ocean. The bed rooms are located in a separated, quiet part of the house, while the living, dining, and kitchen are open for enjoying each other's company. …
  • Waterfront
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Perfect!!!

Left on Aug 06, 2013 for a stay in July 2013

We spent a month at this house with the family. The location was perfect - especially if you have a boat. (If you do not, there are several companies nearby that will deliver one to you). Regardless, it's worth every dime just to sit on the balcony and watch the tarpon and manatees frolic in the waterway out back.

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$243

3 BR / 3 BA / Sleeps 6

1 Reviews

$243

Inquire

Bay Harbour C-312

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Beautiful 3 bedroom 2.5 bath luxury condo at MM 74.5 Complex comes complete with two tennis courts, weight room, pool, dockage, fish cleaning station, and free Wi-Fi at community clubhouse. The condo boasts some amaizing views of the Clear Blue waters of the Atlantic Ocean looking over Sea Oats Beach. Relax on your …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Vacation of a lifetime!

Left on Aug 06, 2013 for a stay in July 2013

Vacation started off when we arrived at Bay Harbour. Upon walking into our unit, we were thrilled! We will never stay any where else. Absolutely a wonderful condo and so worth the money!

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$1,279

5 BR / 7 BA / Sleeps 10

1 / 13

$1,279

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Kara-Pan

5 BR / 7 BA / Sleeps 10 | Quick view

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You can not rent this property for less than one week. The ultimate island experience awaits you at Kara-Pan I. This exquisite, private, two story, Plantation Style home is located on a pristine natural white sand beach with oceanviews that inspire relaxation. The 5 bedroom 7 bath home with a wrap around porch, is …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

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$200

3 BR / 2 BA / Sleeps 8

1 Reviews

$200

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Beautiful Captain's Cove

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

Details

Reviews

(1)

Relax and enjoy a peaceful getaway in beautiful Islamorada, Florida. This unique home is nestled on a bay overlooking the ocean. We are located on Lower Matecumbe Key just a few miles south of the hustle and bustle of downtown Islamorada. This is a spacious three bedroom with vaulted ceilings, a loft in the master …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Great property!

Left on Nov 18, 2014 for a stay in November 2014

We stayed at Captains Cove again for our annual fishing weekend. Cindy, the new owner, has made several updates to the house, deck and dock which enhanced the property since our 2013 visit. It is clean, comfortable and well furnished. We thoroughly enjoyed ourselves and the location couldn't be better! Thank you Cindy for being so responsive! We will be back again soon!

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$208

2 BR / 2 BA / Sleeps 4

2 Reviews

$208

Inquire

75130 Overseas Highway

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

Details

Reviews

(2)

Great house in Lower Matecumbe (south side of Islamorada) at the 75 mile marker on the bayside. This house has fabulous sunset views in a nice quiet part of town. There is a small beach area in the back with palm trees giving you a little more privacy. A screened in porch with tables and chairs makes for a great …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Television
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

The view and location was excellent.

Left on May 06, 2011 for a stay in April 2011

The house had most of the amenities I would expect at a beach location. You can't beat the sunsets over the bay!
We snorkeled at Key Largo and took a day trip into key West, so the location was perfect. The area had the best restaurants. We tried them all.
Only complaints were: no outdoor grill, no wine glasses, sheets kept pulling off the bed and rusted beach chairs.

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$295

2 BR / 2 BA / Sleeps 6

1 / 20

$295

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Availibility for March 5-13th... Inquire Today

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Fully renovated Hawks Cay Spa Villa with 2 bedrooms and 2.5 Bathrooms. The Villa has new furniture, stainless steel appliances, flat screen TV's and new wood floors. Come and relax in the accommodations our Villa has to offer. The Villa has an open room concept with the Kitchen open to the Living Room which opens to …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$200

1 BR / 1 BA / Sleeps 2

1 / 28

$200

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Quiet Open Water Overlooking Wildlife Sanctuary

1 BR / 1 BA / Sleeps 2 | Quick view

Details

Relax in this peaceful, open-water, bird and wildlife sanctuary with private views of the State Park. From your patio look-out, only 9 feet from water's edge, you can watch fish swim and birds fly, or if you prefer, you may simply sit and enjoy the ebb and flow of the tide. In these environmentally friendly …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for the elderly

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$200

1 BR / 1 BA / Sleeps 2

3 Reviews

$200

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Islamorada Waterfront Paradise 1

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

Details

Reviews

(3)

**We do not use the optional calendar feature on this listing. ** This is a very popular rental, so book your preferred week well in advance of peak season! I reply to EVERY inquiry. If you do not receive a reply, please contact me again! Email me for additional pictures of this wonderful hideaway. EVERY RENTER IS…
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Outdoor Dining Area
  • A/C or climate control

Details

Reviews

(3)

Great vacation location

Left on Mar 03, 2014 for a stay in February 2014

We had a lovely time staying here. The highlights were the large back yard on the water with the chiki hut and the many other places to relax on the dock. And we even saw a manatee! Having the bicycles to explore the neighborhood and the double kayak to get out on the water was a bonus. The room itself was spotless and very well set up. And fishing off the dock was so much fun! Loved having the …

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$397

2 BR / 3 BA / Sleeps 5

1 / 14

$397

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Islamorada getaway home with private boat dock.

2 BR / 3 BA / Sleeps 5 | Quick view

Details

This property is a single family home with a boat dock included in the price. Not a condo. Note: we only offer 7 day minimum stays with 4PM Saturday check ins and 10 AM checkouts. Maximum number of guests is 5. No pets, No smoking and maximum guests is strictly enforced. Rates start at $2,775 per week plus tax and …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for children

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$600

4 BR / 3 BA / Sleeps 8

1 Reviews

$600

Inquire

Latitude

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

Details

Reviews

(1)

****This house cannot rent for less than 28 days, per County Ordinance**** Latitude: Freedom of thought or action. No word could better described this Keys Vacation Home. Embrace the serenity of the azure Atlantic Ocean while you relax in the private heated pool. Latitude boasts 2 master suits and two guest rooms. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

A wonderful week with extended family

Left on Jun 16, 2013 for a stay in June 2013

Our extended family of 8 had a wonderful week at Latitude. The house is modern and immaculate. There was plenty of space and privacy for everyone. We had a great time watching a huge variety of sealife from the dock. We saw nurse and bonnet-head sharks, crabs, puffer fish, a turtle, stingrays and much more. The house was convenient to several very good restaurants (Pierre's, Islamorada Fish …

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$286

3 BR / 2 BA / Sleeps 7

6 Reviews

$286

Inquire

76300 Overseas Highway

3 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

Enjoy this Bayfront home with a spectacular sunset view, fenced yard and tile throughout the house. Also has great dockage and clean swimming area. Secured wi-fi, local telephone, & cable television (basic) included. VACATION RENTAL LICENSE: VR-039 CLICK HERE to view photos on a mobile device. Additional amenities …
  • Waterfront
  • Internet Access
  • Porch
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(6)

Great views and convenient to the entire Keys chain

Left on Feb 09, 2011 for a stay in December 2010

Great location, fantastic views, great access to the Bay and atlantic. Older home but clean and well maintained. Nicely situated in the Keys for access to Key West to Key Largo. Home had only basic cable and the dish washer did not work but overall would recommend the home. If your looking for luxury, this is not your place but if you want to just experience the keys and all they offer it's …

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$729

5 BR / 6 BA / Sleeps 12

1 / 9

$729

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OCEAN FRONT VILLA- Grand Mangrove House

5 BR / 6 BA / Sleeps 12 | Quick view

Details

Ocean Front - Villa Bali inspired Florida Keys beauty on Privately owned Walker's Island. This is a spacious 5 bedroom, 5.5 bath home with luxury in every detail and design. Features include cathedral ceilings, marble, stainless steel and and mahogany finishes, and fireplaces in the living room and master suite. …
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$300

2 BR / 3 BA / Sleeps 6

1 / 25

$300

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Anglers Reef Islamorada Florida Sleeps 6

2 BR / 3 BA / Sleeps 6 | Quick view

Details

2 bedrooms, 2 full bathrooms, 1 half bathroom, sleeps 6 This magnificent oceanfront home is at Mile Marker 85 in exclusive Angler's Reef - 52 homes . Quaint streets & walking paths wind through this village-styled retreat. Enjoy a drink in the lushly landscaped pool area overlooking the ocean or on the 500' of …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$125

0 BR / 1 BA / Sleeps 2

1 Reviews

$125

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Duplex with 2 Efficiencies located 50 yards from ocean $750 -$875/week, Unit 10

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

Details

Reviews

(1)

Two charming efficiencies located 50 yards from the Atlantic Ocean. Both are fully furnished with well-equipped kitchens and are decorated with a Caribbean flair. In the private front yard, each unit has a gas-BBQ grill, a picnic table with large umbrella's for shade.
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Perfect for us

    Left on Apr 30, 2014 for a stay in April 2014

    Our rental worked out great. We explored the Keys north and south from Marathon. Our "base" was attractive, clean, and thoughtfully equipped for our stay.

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    $329

    3 BR / 3 BA / Sleeps 6

    6 Reviews

    $329

    Inquire

    137 Leserra Lane

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

    Details

    Reviews

    (6)

    Beautiful designer appointed Oceanside canal home located at the Mile Marker 76.5 in Lower Matecumbe (South part of Islamorada). This home is the second one in on a point and has a great ocean view. Fully loaded kitchen with dishwasher, microwave, coffee maker, toaster, and blender. There are two flat panel TV's in …
    • Ocean or water views
    • Internet Access
    • A/C or climate control
    • Grill
    • Dishwasher
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (6)

    We had a very relaxing and fun-filled vacation

    Left on Jul 15, 2010 for a stay in June 2010

    The house is in a great location in Lower Matecumbe. Robbie's restaurant is only one mile away which we went to three times (twice by car, once by boat). We also went to anne's Beach twice with our dogs. The house is great for pets, the yard is fenced in and there is plenty of room for the dogs to run around.

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    $1,072

    4 BR / 4 BA / Sleeps 10

    13 Reviews

    $1,072

    Inquire

    75731 Overseas Highway

    4 BR / 4 BA / Sleeps 10 | Quick view
    “ Excellent ” 13 Reviews

    Details

    Reviews

    (13)

    Islamorada is the Spiritual Center of the Keys, the Sportfishing Capital of the World, and home to the largest fleet of charter boats in the Keys. Fish deep water or the back bay. Snorkeling and SCUBA sites abound. Restaurants, art galleries, and other shopping are plentiful in Islamorada. Pass through a private …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • A/C or climate control
    • Grill
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (13)

    Paradise!!!

    Left on Jul 14, 2010 for a stay in May 2010

    Michelle Sorell was a great help and everything was just perfect. I hated to leave. the property is well maintained and Randy was also nice with all our grandboys that came in to visit while we were there. Thanks again for making our vacation so wonderful.

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    $400

    3 BR / 3 BA / Sleeps 5

    6 Reviews

    $400

    Book

    You will never want to leave

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

    Details

    Reviews

    (6)

    3 bedroom, 2.5 bath home at the end of a quiet private road in Islamorada. Queen bed in the master with a fantastic view of the ocean from your pillow. Two queen beds in the second bedroom with en suite bath The third bedroom is used as an office. From the moment you open the front door you have a view of the ocean …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Pet friendly - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (6)

    Really Super great place. Have stayed here twice and this place

    Left on Dec 09, 2013 for a stay in December 2013

    We have stayed here twice. Could not ask for a more peaceful and scenic view. Super great place and all of the things that you need. Very clean and very nice. Beautiful inside and out and the owners as nice as the place. Fantastic restaurants within a few miles north or south. One of the nicest little Bass Pro Shops around just a few miles up the road. The sunsets are amazing the mornings are …

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    $243

    3 BR / 3 BA / Sleeps 6

    11 Reviews

    $243

    Inquire

    Bay Harbour A-304- 7 night minimum

    3 BR / 3 BA / Sleeps 6 | Quick view
    “ Excellent ” 11 Reviews

    Details

    Reviews

    (11)

    Brilliant views of Sandy Cove Yacht Basin and the Atlantic Ocean, combined with 50ft of deep-water dockage (uses 50amp) complete this 3BD/2.5BA Bay Harbour Condos penthouse. This spacious unit features updated furnishings, a full kitchen with stainless steel appliances and granite countertops, a spacious screened …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Suitable for children - ask
    • Suitable for the elderly - elevator access
    • Wheelchair accessible - ask

    Details

    Reviews

    (11)

    Excellent. Very nice unit

    Left on Aug 23, 2011 for a stay in July 2011

    We thorough enjoyed our stat in this unit. It was spotless, had a nice view, and very convenient. We would definitely ask for the same unit next time.

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    $429

    5 BR / 4 BA / Sleeps 10

    8 Reviews

    $429

    Inquire

    140 Atlantic Lane

    5 BR / 4 BA / Sleeps 10 | Quick view
    “ Excellent ” 8 Reviews

    Details

    Reviews

    (8)

    Amazing ocean views can be enjoyed from this beautiful stilt home with seperate mother-in-law cottage. You'll fall in love with this little piece of Heaven. Enjoy fishing, diving, and catching lobster with all the comforts of home. Best ocean views in town! Interior photos are available! Mile Marker 76.5, Oceanside. …
    • Ocean or water views
    • A/C or climate control
    • Grill
    • Dishwasher
    • Microwave
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (8)

    Summer vacation 2010

    Left on Sep 13, 2010 for a stay in August 2010

    Overall nice place, kitchen items were not very organized, and place could use a deep cleaning

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    $500

    4 BR / 3 BA / Sleeps 8

    4 Reviews

    $500

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    101 Palo de Oro

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

    Details

    Reviews

    (4)

    Great pool home in desirable Venetian Shores. This 4 bedroom/3 bath home is roomy and has great porches overlooking the wide, clean canal. Lovely master suite on the top floor with it's own balcony. Comfortably furnished pool home with 90 feet of excellent deep water dockage on a wide canal leading directly to Snake …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (4)

    Wonderful

    Left on Jul 15, 2010 for a stay in June 2010

    We have stayed at this house 2 years in a row. The house is comfortable and a great location. The area has wonderful restaurants and fishing is great. We plan on staying next year for 2 weeks.

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    $415

    3 BR / 2 BA / Sleeps 6

    6 Reviews

    $415

    Inquire

    La Casa Habana: Beautiful 3 BR on Gulf w Pool

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

    Details

    Reviews

    (6)

    La Casa Habana is a 3 bedroom , 2 bath house overlooking the Gulf of Mexico on exclusive and private Morton St. on Grassy Key. This house has been extremely popular for over 10 years. It has everything you need for a great vacation-bikes, kayaks, snorkel gear, fishing gear, Cable TV and wifi internet for those rare …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (6)

    Great Vacation Home

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

    This is a beautifully decorated and comfortable house. It is clean, neat and well organized. The kitchen is well stocked for cooking anything. Everything is well maintained and we got everything we needed. The pool is really nice, and its heated. The hot tub is terrific. The views of the Gulf, especially at sunset ,or the early morning, are magical. This is a great spot for a getaway or a …

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    $715

    4 BR / 3 BA / Sleeps 10

    1 / 38

    $715

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    82754 Overseas Highway

    4 BR / 3 BA / Sleeps 10 | Quick view

    Details

    OSPREY BAY VILLA! Wonderful bayfront home in the heart of Islamorada in the fabulous Florida Keys for rent by the week or monthly. Offering 5 bedrooms and 3 full baths on 2 living levels overlooking the Florida Bay with its incredible sunset views. Sleeps 10 people comfortably. Spacious fully equiped kitchen with the …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $358

    4 BR / 3 BA / Sleeps 8

    4 Reviews

    $358

    Inquire

    76004 Overseas Highway

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

    Details

    Reviews

    (4)

    Enjoy spectacular sunsets while drinking margaritas on the observation deck of this stunning home nestled back behind swaying palm trees. Large sandy beach and great dock. Interior photos available! Mile Marker 76, Bayside. Home has 2 bedrooms & 2 bathrooms upstairs, and a separate 2 bedroom, 2 bathroom apartment …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (4)

    A Week in a Tropical Paradise.

    Left on Aug 03, 2010 for a stay in July 2010

    We had a fantastic time. Incredible home on the water with boat dock. Plenty of room and privacy. Accommodations were five star. We highly recommend it.

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    $800

    4 BR / 4 BA / Sleeps 8

    2 Reviews

    $800

    Inquire

    Oceanfront Luxury Islamorada Estate - 4 bed/pool

    4 BR / 4 BA / Sleeps 8 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    * 7 Day Rental minimum - Saturday to Saturday * Please check the calendar prior to inquiry Sleeps 8 adults plus up to 4 children under 6 allowed (fire code regs…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    Stepping into a real life postcard - loved this home

    Left on Feb 20, 2013 for a stay in August 2012

    After an amazing stay I am absolutely compelled to write
    and let others know about this gem in paradise. I wasn't
    sure what to expect, knowing it was a true historic landmark,
    but my family and I could not have been more thrilled.
    The history associated with the house is fascinating and
    my husband and I found ourselves wanting to know even
    more of the background associated with this …

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    $286

    2 BR / 1 BA / Sleeps 4

    6 Reviews

    $286

    Inquire

    Conch Key Bayfront cottage with 23' Sailboat

    2 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 6 Reviews

    Details

    Reviews

    (6)

    Our Florida Keys tradional island home is a fully furnished 2 bedroom, 1 bath plus Florida room with a deck overlooking the bay. It is surrounded by lush vegetation and large towering coconut palm trees. The house has been decorated in a nautical flavor with many fine antiques collected from around the world. This …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for the elderly - ask

    Details

    Reviews

    (6)

    "One of our best Vacations"

    Left on Dec 30, 2012 for a stay in December 2012

    My wife and I sat on the back porch watching the sunset over the sailboats, and she said, "this has been one of our best vacations." We had no agenda so the pace was wonderful. We are life long sailors, so to have a 23' Compac sailboat, in great condition docked right out back made for a great way to mix the joy of sailing with the comfort of the wonderfully decorated house. If you like things…

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    $615

    5 BR / 6 BA / Sleeps 10

    1 Reviews

    $615

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    OCEAN FRONT VILLA: Great Heron House

    5 BR / 6 BA / Sleeps 10 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Great Heron House Ocean Front - Estate Luxury in ever detail and design with spectacular ocean views throughout. Private pool and spa. Spacious 5 bedroom 5.5 bath sleeps up to 10 guests. Sister property to the Grand Mangrove. Both accommodations reflect a meticulous attention to detail. Granite Countertops, Wolf and …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Sunshine and Luxury

    Left on Mar 12, 2014 for a stay in January 2014

    We spent a wonderful week at the Great Heron House in January, 2014. It was an extended family vacation so there were four adults, one toddler, and one infant. The accommodations were perfect. A room, with en suite bathrooms, for everyone, a gourmet kitchen fully equipped, very cozy and comfortable living space with fantastic views of the water, and fantastic outdoor space including a gas …

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    $372

    2 BR / 2 BA / Sleeps 6

    14 Reviews

    $372

    Inquire

    Gerry's Florida House

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 14 Reviews

    Details

    Reviews

    (14)

    RELAX Get away from the outside world at this lovely hide-away that includes two bedrooms, two bathrooms and a pull-out-sofa. There's a panoramic view of the Gulf of Mexico from every room in the house. We've made an effort to provide the things that will make your stay comfortable, fun and enjoyable. You'll love our …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (14)

    just another day in paradise.

    Left on Apr 07, 2011 for a stay in May 2010

    You want for nothing in this house. peaceful, relaxing, fun, lots to do. the porch is the best place in the house, we never sit inside, you just want to spend the day enjoying the view. It's close to great places to eat and entertainment. We drive into Key West for the day only an hour away. We fish off the dock and snorkle. The beds are very comfortable. enjoy hot afternoons in the pool and …

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    $500

    2 BR / 2 BA / Sleeps 6

    1 Reviews

    $500

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    Islamorada Waterfront Paradise 2

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

    Details

    Reviews

    (1)

    **We do not use the optional calendar feature on this listing. ** This is a very popular rental, so book your preferred week well in advance of peak season! I reply to EVERY inquiry. If you do not receive a reply, please contact me again! Email me for additional pictures of this wonderful hideaway. EVERY RENTER IS…
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    A little paradise

    Left on Feb 18, 2015 for a stay in January 2015

    We had a great family time in this house.

    It's perfectly located in the Keys. It's clean, well equiped, quiet and peaceful.

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    $339

    3 BR / 3 BA / Sleeps 8

    2 Reviews

    $339

    Book

    Bougainvillea Villas

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

    Details

    Reviews

    (2)

    .This Exquisitely Furnished Villa With A Breathtaking View of The Gulf of Mexico From the Rooftop Patio is A Dream Vacation Come True! This Beautiful Villa Comes With a Fully Equipped Kitchen. Quality Sheets, Bath Towels, and Bedding. To Get You Started We Include a Sampling of 'Ocean Mist' Bath Bar, Hand Lotion, and…
    • Waterfront
    • Ocean or water views
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (2)

    Great, just great!

    Left on Sep 21, 2013 for a stay in September 2013

    Called Sherry when we were approx. 15 minutes away from the unit and she & J met us at the the city boat launch to put our boat in approx. 2 minutes from the rental. J & I took the boat over to assure a safe way in and the local layout. Sherry took the girls over and introduced them to the rental. We were all extremely happy with everything from the location, to the pool, the view, the comfort…

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    $500

    3 BR / 3 BA / Sleeps 8

    8 Reviews

    $500

    Inquire

    Villa Pamela - Tropical Paradise

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

    Details

    Reviews

    (8)

    3 bedroom 'suites" villa on the Gulf of Mexico on exclusive and private Morton Street on beautiful Grassy Key, next to Marathon, the "heart of the Keys". Each private suite has its own bathroom-completely renovated in the fall of 2010, its own seating area and flatscreen TV. Beautifully landscaped grounds with private…
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (8)

    Can not wait to go back!

    Left on Feb 08, 2011 for a stay in November 2010

    I stayed at Villa Pamela over 4 months ago and I still think about this vacation. The home was perfect, it had every ammenity you could ask for. The kitchen was stocked with everything you could possibly need, the outdoor areas provided plenty of entertainment and seating. The heated pool was great. Fishing of the dock was a blast. I would definitely rent this unit again.

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    $153

    2 BR / 1 BA / Sleeps 4

    1 / 2

    $153

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    Cats Eye

    2 BR / 1 BA / Sleeps 4 | Quick view

    Details

    The Cats Eye has a queen bed in the bedroom and a sleeper sofa in the living/dining room. Cable color TV, A/C, paddle fans and full kitchen. BBQ grill. Light and bright. Recommended for 2 but will accommodate 4 people including children.
    • Internet Access
    • Housekeeping Optional
    • A/C or climate control
    • Parking
    • Books
    • Suitable for children
    • Suitable for the elderly
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