Florida Keys Vacation Rentals, Florida Keys Home Rentals, Homes, & More

201-250 of 257 Florida Keys Rentals

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Big Pine Key Florida Vacation Rentals - Home
1 / 16

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$100 - $125
Per week:$650
Pets allowed:No
Internet:No

980 Sf Moble home on Big Pine Key Fenced lot . 5mins from Baja Honda State park and 25 Mins from Key West. Baja Honda pass comes with rental for the week . Great fishing and snorking . Capt Ron next door for tripes. $650. 00 a week for 2 people $ 25. 00 for each person up to 6. Dopsit...

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Islamorada Florida Vacation Rentals - Home
1 / 21

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$315

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$315 - $372
Per week:$2,200 - $2,600
Pets allowed:Yes
Internet:Yes

Located on the peaceful, northern end of Islamorada, in the quite residential neighborhood of Venetian Shores. Just 75 miles from Miami Airport and 86 miles from Key West. Venetian Tropics boasts large rooms furnished in rattan and decorated with a tropical flair. Coconut palms,...

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Paradise in Islmorada

“ Excellent ”
July 6, 2010
Excellent location with a great view of the Canal. The Pool was the right size for our family and the Outside bar was Outstanding. The deck and dock were perfect for my 25' boat with ample room for my Grandson to fish for snapper. The Upstairs kitchen and living area with the high ceilings was fantastic. The downstairs bedroom was also great. The whole experience was truly enjoyable for my family.
BILL WHITE, STUART FLORIDA USA

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Marathon Florida Vacation Rentals - Home
1 / 23

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$415

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$415 - $843
Per week:$2,900 - $5,900
Pets allowed:No
Internet:Yes

Private wide waterfront home. 4, 200 square foot with banquet hall, seats 14. Three central air conditioners, the house is so big. Party room with unique Bar embedded with sand dollars, a real $100 bill that only kids can find, sometimes drunken adults; watch out for the 6 piranhas....

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New Year's Vacation - 2014-15

“ Excellent ”
January 15, 2015
We enjoyed a memorable stay at Cannon Point Fortress the week surrounding the New Year's Holiday of 2014/15. Our party consisted of 12 people (2 families and a set of grandparents with ages ranging from 18 to 75) and there was plenty of space for all. The house was "as advertised" on the vacation rental sites that I reviewed prior to rental. The owner, Patty Ripley, was very friendly and helpful and provided suggestions for local dining, nightlife, and daytime activities. She was on-site (in a private owner's quarters) throughout our stay due to ongoing renovations at her own home - but other than greeting us when we arrived and offering farewell when we left we never knew she was there. Cannon Point Fortress had all the necessary amenities that our group was looking for and was comfortably appointed. If you or your group are the type of people who settle for no less than stainless steel appliances, granite counter-tops, Italian marble, and high thread-count bedding - Cannon Point Fortress may not be suitable for your needs. If you wish to spend a week (or more) in a quiet, secluded setting that offers impeccable outdoor areas to enjoy and relax in, 24/7 water views from virtually all areas, kayaks, heated pool and spa, private decks for relaxing and sun, and a premium location in Marathon from which you can access and enjoy all parts of the Keys - then this is the place for you. We spent our days by the pool and in the incredibly landscaped yard, enjoyed the local wildlife (fishing, birds, Iguanas), watched boats motor and sail by, kayaked the area, enjoyed walking the neighborhood, and enjoyed an hour-long visit by a manatee on the last day of our stay. Our evenings were spent in the main dining/living area or in the man-cave watching TV and playing table games - particularly enjoyed watching our beloved Ohio State Buckeyes beat the Alabama Crimson Tide in the National Semifinal - OH-IO!! Like most rental homes in which we have stayed over the years, Cannon Point had its quirks - operating TV's and figuring out light switches took some time and we never did figure out how to make the patio lights by the pool/spa remain on in the evening and house was a little short on paper products, soaps, etc. (rectified by a quick trip to the store). Those quirks were heavily out-weighed by sun, ocean breezes, 80 degree days, and warm, quite nights. If we return to the Keys in the future, Cannon Point will be our first choice for a family rental!!
Debbie Wiegand Miller, Medina, Ohio USA

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Key West Florida Vacation Rentals - Guesthouse
1 / 3

Key West Guesthouse
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”1 Review

from

$393

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Guesthouse
Per night:$393 - $472
Per week:$2,750 - $3,300
Pets allowed:No
Internet:Yes

Beachfront home located on privately owned Sugarloaf Beach. This gated estate offers 350 feet of private beach and 4 acres of tropical gardens. The gardens have tropical plants and bananas that have been collected from all around the world. This 2 bedroom home is beautifully and fully...

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Great Get-a-Way

“ Excellent ”
February 8, 2010
We rented this cottage on the beautiful property of Sea Vista Estate for our 4oth wedding anniversary. We wanted a place to feel relaxed and renewed from the everyday complications of life. This was the perfect place for us. The property is beautiful, the cottage clean and neat with wonderful sunrise vistas and cool ocean breezes. The property owners were gracious and provided delicious key lime pie, daily newspapers and were ready to help with any needs we might have. The beach is quiet and private only shared with the three other houses' renters. The pool area is also very special in a lush tropical setting. We would love to come again and would highly recommend this place which is a quiet oasis to come back to after a fun trip to Key West and all the fun things to do in the area. Don't miss the restaurants, Blue Heaven in Key West and Square Grouper at Mile Marker 22!
Connie Simpson, Oak Ridge, Tennessee

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Key Largo Florida Vacation Rentals - Home
1 / 20

Key Largo Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$250 - $289
Per week:$1,750 - $2,023
Pets allowed:Yes
Internet:Yes

Villa Bella is a fabulous 3 BR/3 BA two- story townhouse. This end unit townhome "lives" on the 2nd floor. The kitchen, dining and living areas are all open to each other in a great room with a gorgeous vaulted ceiling. There are 2 bedrooms and 2 baths on this upper level including...

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View of house from street.  over 5500 sq ft of living space
1 / 14

Tavernier Home
5 Bedrooms / 5 Bathrooms / Sleeps 15

“ Excellent ”5 Reviews

from

$429

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:15
Type:Home
Per night:$429 - $715
Per week:$3,000 - $5,000
Pets allowed:Yes
Internet:Yes

This impressive home is located in Islamorada on a private lagoon with quick direct access to the Florida Bay. Featuring 5 bedrooms and 5 bathrooms, this private residence offers plenty of balconies for water viewing, expansive cathedral ceilings, top of the line appliances and...

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Seaside sanctuary 12/27 thru 1/3/15

“ Excellent ”
January 6, 2015
The house was outstanding. It exceeded all expectations. The pictures don't do it justice. We had 8 adults and 8 Kids, ages 1 3/4 to 14. It worked great.
Denny Webb, Atlanta

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Ramrod Key Florida Vacation Rentals - Home
1 / 8

Ramrod Key Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$329

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$329
Per week:$2,300
Pets allowed:No
Internet:No

4 Bedrooms, 2 Bathrooms, Sleeps 8 Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open.. This is a spacious oceanfront 4/2 home with a heated pool/spa and breathtaking open water views! It is located on beautiful Ramrod Key...

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Fantastic

“ Excellent ”
August 19, 2014
This house was great. Had everything you could ask for. The owner even called to make sure we made it ok and if we needed anything. Best view, plenty of space absolutely gorgeous couldn't of asked for better.
Gina Ashton-Jones, Magnolia TX

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Marathon Florida Vacation Rentals - Villa
1 / 34

Marathon Villa
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Villa
Per night:$143 - $715
Per week:$1,000 - $5,000
Pets allowed:No
Internet:Yes

Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse yourself in long leisurely days of boating, lounging by the pool and watching spectacular sunsets from your back porch. Located just 90 miles south of Miami...

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Very relaxing and well done

“ Excellent ”
February 19, 2015
New and beautiful townhouse. Very clean and spacious.
Richard Schaar, San Pedro, CA

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water view
1 / 6

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

“ Excellent ”2 Reviews

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$250
Per week:$1,750
Pets allowed:No
Internet:Yes

Choose between two seperate suites (2bed/lbath $950 or (1bed/1bath $850)or BOTH combined for $1750. The upstairs (The Lighhouse Suite) is on the second floor and will accommodate six people. There are two bedrooms and one bath, an eat- in kitchen with beautiful wood flooring ...

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Fun at 107 San Remo

“ Excellent ”
March 15, 2013
Four of us retired persons contracted this unit for 10 days of fishing. The weather was marginally cooperative, however, the location was ideal. The owners had a nice touch to the decor and were available for any amenities desired. I especially appreciated the champagne as a welcome gift. We caught 33 species of fish and were able to eat fresh fish tacos on several occaisions. The local cuisine was outstanding. We were visited by several local birds waiting for handouts...an iguana, and a manatee that cruised into the canal.I would highly recommend this facility to any fishermen or women, or even those seeking a relaxing quiet location centrally located on the key.
Charles Clouse, Bridgewater, VA

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Marathon Florida Vacation Rentals - Home
1 / 23

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$172

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$172 - $229
Per week:$1,200 - $1,600
Pets allowed:No
Internet:Yes

Seven night minimum. Canal front home on the Atlantic Ocean side of Marathon. This stilted home has two bedrooms, 2 baths, and comfortably furnished for your stay. Enjoy the breezes and gaze at the stars. There is 30 feet of dockage for your boat, Located in a quiet neighborhood....

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Key West Florida Vacation Rentals - Home
1 / 23

Key West Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$134

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$134 - $234
Per week:$934 - $1,634
Pets allowed:No
Internet:Yes

Monthly rental. Key West private home right on the water - family owned for three generations (former home to WWII war hero Admiral Edward McCarthy, the former mayor of Key West (Mayor Alan Cleare), and the former District Attorney (Alan B. Cleare)). Just a few doors down from ...

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Lower Keys Florida Vacation Rentals - Home
1 / 12

Lower Keys Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”7 Reviews

from

$212

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$212
Per week:$1,480
Pets allowed:No
Internet:Yes

KEY WEST only a 25 minutes drive. Bahia Honda (Beach) National Park 10 minutes... local - Looe Key National Marine Santuary for the Best Diving/Snorkling - 5 mile of reef Near Content Key Reef (Gulf side) - Best Lobstering! Depth 8- 15' Good for Novice to experienced snorklers...

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Great stay

“ Excellent ”
August 19, 2014
Great place to lay your head and relax after a day of fishing .
scott brya, Titusville fl

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Key Largo Florida Vacation Rentals - Home
1 / 18

Key Largo Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$300 - $350
Per week:$1,820 - $2,275
Pets allowed:No
Internet:Yes

Villa Los- Montes Beautiful Summer Gate- away, Paradise in the Keys. Rates quoted included base rental & taxes, standard Security Deposit $500. 00, $175. 00 Cleaning Fee and PDP Fee. There being no damages, the security deposit is FULLY REFUNDED after check out. Are you...

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summer get away

“ Excellent ”
August 18, 2014
Troy, Thanks for letting us rent your home for the month of July, we loved the location of your house. It was 2 seconds from the bay and not far from the ocean (which was a beautiful ride). We had manatees that came to the dock on many late afternoons (the kids loved this). We look forward to coming back next year. The Klopf's
Jeroline Klopf, Tampa, Fl

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Islamorada Florida Vacation Rentals - Condo
1 / 13

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$70

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$70 - $120
Per week:$490 - $840
Pets allowed:No
Internet:No

MINIMUM RENTAL 1 MONTH: This exceptional condo has been impeccably maintained and is located in one of the finest condo complexes in Islamorada. It features an updated kitchen, remodeled baths and is comfortably furnished. This unit is ready for your arrival. The owners frequently...

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Key Colony Beach Florida Vacation Rentals - Home
1 / 17

Key Colony Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$272

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$272 - $286
Per week:$1,900 - $2,000
Pets allowed:Yes
Internet:Yes

KEY COLONY BEACH IS in the heart of the Florida Keys The city, called the "Gem of the Florida Keys, " is a on an island just south of the Overseas Highway connected via a causeway with a very small bridge. Par 3 golf course, restaurants, boating, biking, fishing, etc. ...

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Casa largo mar

“ Excellent ”
January 1, 2013
The house was wonderful. Clean and all the things to make the place feel like home.
David Metza, Lacrosse wisconsin

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Tavernier Florida Vacation Rentals - Home
1 / 25

Tavernier Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$217

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$217 - $250
Per week:$1,517 - $1,750
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The patio is spacious and surrounded...

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Islamorada Florida Vacation Rentals - Home
1 / 15

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$133

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$133 - $158
Per week:$931 - $1,103
Pets allowed:No
Internet:Yes

Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area into the sunroom overlooking the canal. You'll find this...

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Islamorada Florida Vacation Rentals - Condo
1 / 12

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$77 - $124
Per week:$537 - $864
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Pure pleasure will be yours in this beautifully remodeled and immaculate condo. You'll love the uncluttered and modern décor along with the recent renovations. Enjoy the picturesque views of Alligator Reef and the Atlantic Ocean from this 4th floor balcony....

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Key Largo Florida Vacation Rentals - Home
1 / 17

Key Largo Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$120 - $140
Per week:$840 - $980
Pets allowed:Yes
Internet:Yes

Beautiful Key Largo home resting on a private canal with access to Black Water Sound in the presigious community of Stilwright Point. Beautifully decorated with everything you will need for the vacation of a lifetime. Three comfortabel bed rooms with the master enjoying the entire...

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Islamorada Florida Vacation Rentals - Townhouse
1 / 6

Islamorada Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Townhouse
Per night:$100
Per week:$700
Pets allowed:No
Internet:Yes

Call Property Manager for Best Rate. Located on Windley Key this gated 5 unit complex has the best of the Keys with a private pool sandy Beachfront, fishing pier with flats boat dockage (drawing 24" or less) located directly on the ocean your views could NOT be any better. ...

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Fabulous Vacation

“ Excellent ”
September 15, 2014
We had a fabulous time at David's place. Everything was wonderful. Beautiful view, manatees at our front door, just everything you would want in a Keys vacation.
Betty Cameron, Daytona Beach, Florida USA

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Islamorada Florida Vacation Rentals - Home
1 / 15

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$64

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$64 - $117
Per week:$444 - $817
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: 5th Floor unit at one of Islamorada's favorite condo complexes. This unit was recently sold and the new owners are beginning to update some of the décor. You'll love the fantastic panoramic ocean views as you relax or dine on the balcony. There's plenty of...

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Marathon Florida Vacation Rentals - Home
1 / 10

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”22 Reviews

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $225
Per week:$1,000 - $1,100
Pets allowed:Yes
Internet:Yes

Castaway is a 2 bedroom 2 bath ocean view waterfront home in Marathon, Florida keys. The home has been extensively remodeled. It is fully furnished and includes a living room, dining room and fully equipped kitchen. It contains such deluxe features as skylights, picture window,...

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Marathon, keys

“ Excellent ”
November 26, 2014
Very nice and very clean! Newly decorated with great care! Kitchen has most utensils that you need. Grills were not ready for use. Bathrooms were small but clean, new and nicely decorated. Bedrooms also nice but small bedroom guests stated mattress to soft rolled to middle. We had rainy cold weather and spent time at home. TV outdated and DVD player did not work. The owners put great care into this property and is well worth the fee. I would recommend. Safe area with a beautiful view. Just need weather to cooperate! We left 2'days early because of weather!
Carlene Kincaid, Port Orange, Fl 32128

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Key Colony Beach Florida Vacation Rentals - Villa
1 / 9

Key Colony Beach Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$243 - $643
Per week:$1,695 - $4,495
Pets allowed:Yes
Internet:Yes

KEY COLONY BEACH LUXURY VACATION RENTAL HOME Magnificent Keys style contemporary home offering many individual features. The large private yard is beautifully landscaped and you will find unmatched seclusion among the multiple varieties of native Palms, Banana Trees and other ...

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It WAS paradise for us!!!

“ Excellent ”
May 28, 2014
We had one of the best vacations we ever had in the house located in Marathon Florida. We had never been to the keys before so did not know what to expect but what we found was a very laid back community that is simply surrounded by the natural beauty of the ocean. The house was amazing and roomy enough for four adults and four teenagers. The teenagers were never bored as we had our own pool which we used several times a day and we also rented a boat for 8 days to do some fishing on the ocean...amazing! The bedrooms were roomy enough with king sized beds in three bedrooms and a queen bed in the fourth bedroom. The rental company left basics to start with...always nice to have toiletries and coffee pack to start before you have a chance to go shopping at the Winn-Dixie or my favourite Publix. You could literally spend all of your time at the house as the pool was the main focus and the iguanas in the yard were so entertaining and we fed them strawberries which they loved. It was fun to watch the critters hop up to the hot tub to get a drink once in awhile!!! The property was so peaceful as it is bordered by two yards on both sides which are for sale but that means that your neighbour was not that close. The canal was gorgeous and so peaceful just to sit there and watch the boats go in and out all day to do some cruising or some fishing! The area you are in in exclusive and there are 4+ million dollar homes there and it was fun to go around and see how beautiful these places were and to dream! But for two whole weeks we did have our slice of paradise and we will never forget it. A wonderful memory was made down there in the keys and it will always be in my heart!!! Thank you Coco Plum realty....you all are top notch and would love to have another vacation with you again!!!!
Karen Goheen Purdy, Sexsmith, Alberta, Canada

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Marathon Florida Vacation Rentals - Home
1 / 9

Marathon Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”5 Reviews

from

$265

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$265
Per week:$1,850
Pets allowed:Yes
Internet:Yes

The property is located at the end of the block. It has an open garage that two full size trucks could park in. It has 4 bedrooms, 2 1/2 bathrooms, if you have a boat we've got you covered with approx 200 feet of canal. Dock facilities include fresh water, electricity, and a cutting...

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good place with great backyard

“ Excellent ”
January 4, 2014
The house was a bit small for 8 people, If they had gone for a smaller furniture in the living/dining room,the room would have seemed bigger. But the Backyard and the view compensated for any flaws inside the house. It was just so beautiful and relaxing.
lavanya srinath, HIghtstown, New Jersey

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Key West Florida Vacation Rentals - Condo
1 / 12

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”8 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$250 - $600
Per week:$2,100 - $3,475
Pets allowed:No
Internet:Yes

TAKE 25% OFF: - - Stay April 4- 6 (2 nights) and pay a reduced rate of $765 for both nights instead of $1, 025. - - Stay April 11- 14 (3 nights) and pay a reduced rate of $1, 125 for all three nights instead of $1, 500. - - Note, taxes and fees will be added to all rates....

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Better than ice cream!

“ Excellent ”
May 16, 2014
I spend a week in Key west this time every year with my cousins, in celebration of one's birthday. We have a goal to always find a place to stay that allows us the most time all together. We have found some nice places on VRBO but this welcoming home captured our hearts the moment we entered. The attention to detail was impeccable. The view was gorgeous. The beds were cozy. Linens comparable to a four star hotel. Peaceful and serene. All the wants taken care of. We fell in love, so will everyone.
April Rubenstrunk, New York

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1 / 16

Islamorada Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

“ Excellent ”5 Reviews

from

$94

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Townhouse
Per night:$94
Per week:$654
Pets allowed:No
Internet:No

Vacation in beautiful peaceful Islamorada, in the Florida Keys. Islamorada, "Fishing Capital of the World". Bayside access Townhouse is a newly redone 2 bedroom, loft, 1 1/2 bath, comfortably sleeps 6 adults, patio with BBQ. Fully furnished and kitchen totally equipped. Washer/Dryer,...

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Florida Keys

“ Excellent ”
January 26, 2015
Had a wonderful time. The condo was perfect. I would definitely return next year.
Garrett Cox, Nov, MI USA

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Long Key Florida Vacation Rentals - Home
1 / 29

Long Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 9

“ Excellent ”6 Reviews

from

$243

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:9
Type:Home
Per night:$243 - $300
Per week:$1,700 - $2,100
Pets allowed:Yes
Internet:Yes

Huge Master Bedroom With View Of Beach And Large Balcony, Refrigerator And Microwave And Bar In 2nd Floor... Master Suite. Beautifull Sunrise Off You Private Balcony. First Floor Large Bedroom With Bath, Large Living Room, Dining Room, Sitting Area With Single Bed, Perfect...

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Family reunion

“ Excellent ”
August 4, 2014
We were a party of 7 and there was plenty of room for everyone. The house sets up beautifully for those wishing to take advantage of the view and use the patio. We brought our two dogs and with the gate in front we never felt they were in danger. Stayed from Saturday to Saturday which was the perfect amount of time. Plenty of good restaurants between Islamorada and Marathon which takes about 15 minutes to get to. Great charter fishing in Marathon ("Main Attraction"), both captain and mate were fantastic. Highly recommend this property if you really want to sit back, relax and enjoy The Keys the way they are meant to be.
Tom Gieseking, Orlando, Florida

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1 / 24

Key Largo Home
4 Bedrooms / 2 Bathrooms / Sleeps 14

from

$284

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:14
Type:Home
Per night:$284 - $317
Per week:$1,984 - $2,217
Pets allowed:Yes
Internet:Yes

Our Key Largo Dream home is located on approx. 1/2 acre of ocean front property. A Ground Level Home! ! ! No Walking up and down stairs 10x a day! ! ! Some of the additional features include 2 walk in beach entrances, & your own boat basin to accommodate your boats or PWC. You ...

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Islamorada Florida Vacation Rentals - Condo
1 / 8

Islamorada Condo
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$150 - $200
Per week:$1,050 - $1,400
Pets allowed:No
Internet:Yes

Welcome to our beautiful, private and secure gated community with all of the amenities to make your vacation as relaxing or exciting as you wish. Located on Plantation Key in Islamorada at mile marker 88. 5 on the bay side and boasting a great 60 slip marina, it provides quick access...

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Big Pine Key Florida Vacation Rentals - Home
1 / 22

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”20 Reviews

from

$67

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$67 - $84
Per week:$467 - $584
Pets allowed:Yes
Internet:Yes

MINIMUM 1 MONTH STAY. House is located on a very green, beautiful and quiet neighborhood within National Key Deer Refuge. 7 miles to Bahia Honda State Park, where pristine beaches abound, like Sandspur Beach, voted among the 3 top beaches in Florida by Travel Channel. The house...

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Great House

“ Excellent ”
November 13, 2014
House is just what we needed. Great spot and not on vacation but working here and right down RT1 to the job site. Friendly area and people. House is very well furnished and everything you would need to live comfortable. If I was on vacation I would rent this house again. If you do enjoy we have.
chris oliver, Maryland

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Marathon Florida Vacation Rentals - Home
1 / 8

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150
Per week:$1,050
Pets allowed:No
Internet:Yes

This cozy, single family home in the middle of Marathon, is on a deep canal just a few houses in from the ocean. You can be on the Atlantic Ocean in minutes to go fishing, snorkeling, or diving. Sit out on the comfortable porch overlooking the canal, sip a cool drink and enjoy...

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Marathon Florida Vacation Rentals - Home
1 / 24

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$900

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$900 - $1,143
Per week:$6,295 - $7,995
Pets allowed:No
Internet:Yes

Seabird Key is a private 10 acre tropical island hideaway located one- half mile offshore Marathon in the heart of the Florida Keys. As our guest, you have the entire Island to yourself, including an exquisite hardwood beach house (the only house on the Island) and a 19' Boston ...

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This place is like no other in the U.S.

“ Excellent ”
February 25, 2010
This was our second time to Seabird Key and the place is a true Paradise and just when you think it can't get better, the Davidson's added an outdoor kitchen...the pathways and the grounds are maintined so well and the private beach with all the hammocks is just wonderful....it doesn't get better than this!
Susan and Don Wolter, Roanoke, VA USA

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Key West Florida Vacation Rentals - Townhouse
1 / 11

Key West Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

“ Excellent ”14 Reviews

from

$258

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Townhouse
Per night:$258
Per week:$1,800
Pets allowed:No
Internet:Yes

This 2 bedroom, 1 and ½ bath end unit town home is located on President's walk ( Ivory Coast) in the prettiest section of the Truman Annex. The home is decorated in exceptional taste; including a King size bed in the master bedroom with ample closet space and its own private covered...

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Beautiful Escape in Truman Annex!

“ Excellent ”
January 17, 2015
This is a beautiful place in the heart of Truman Annex. Just 2 blocks from Duval so your close to everything, but far enough away if you prefer some quiet time. Very Relaxing Pool is a definite plus! The place does look like it the pictures if anything nicer. We loved our stay! We will stay there again! The Owners are just wonderful. This was our first time visiting Key West and We couldn't have picked a better place to stay. Thru the Week My Husband kept saying "Good Job finding this place its Great"! I can honestly say you wont be disappointed! Great Place to Vacation!
deb strieter, Unionville, Mi USA

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Key Largo Florida Vacation Rentals - Home
1 / 16

Key Largo Home
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”3 Reviews

from

$113

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$113
Per week:$785
Pets allowed:Yes
Internet:No

IT IS EVERYTHING ABOUT LOCATION! ! ! Lay back and enjoy – our beautiful Manatee Bay oceanfront Key West Style mobile home is an excellent place for your awesome vacation in the Florida Keys. Manatee Bay located at the very beginning of Key Largo and with access to all of...

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Sun Rise Heaven.

“ Excellent ”
December 30, 2014
We had a great two week stay at this little get away, all the right things in all the right places. Small and secure, hope to see you again next year, Thanks Again.
Jennifer Webbert, Holland Michigan

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Marathon Florida Vacation Rentals - Villa
1 / 28

Marathon Villa
8 Bedrooms / 5.5 Bathrooms / Sleeps 20

“ Excellent ”2 Reviews

Bedrooms:8
Bathrooms:5.5
Sleeps:20
Type:Villa
Per night:$1,643
Per week:$11,500
Pets allowed:No
Internet:Yes

Southern Diversion Two is an exclusive private gated estate located in Marathon in the Florida Keys. This sprawling 2 acre private estate is located directly on the Gulf of Mexico featuring 300 feet of open water, deep water dockage (water depth at low tide is 4 feet) with boat lift...

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awesome honeymoon destination

“ Excellent ”
October 19, 2014
We rented this home for our honeymoon in October 2014. We invited 9 of our family and friends to join us. We had an amazing time. The house is even more beautiful in person. It's a rough decision when u have to decide which pool to go into for the day. The kitchen was outstanding. A great time was had by all. Would 100% recommend this place.
Kathy Roberts, cocoa, florida

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Marathon Florida Vacation Rentals - Home
1 / 19

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$136

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$136 - $200
Per week:$950 - $1,400
Pets allowed:No
Internet:No

Seven Night Minimum Maximum Occupancy 6 Rare, ground level, waterfront single family home on ocean side canal with dockage. Easy access to the Atlantic. Two bedrooms, two full baths, enclosed porch area can be used as third bedroom (has trundle bed). Small screened porch facing...

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1 / 15

Key Largo Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:8
Type:Townhouse
Per night:$143 - $215
Per week:$1,000 - $1,500
Pets allowed:No
Internet:No

This bayview townhouse has a great layout. Bottom level offers kitchen, dining , 1/2 bath , and big screen tv in living area . Sliding glass doors lead to screened in porch with beautiful bayviews. You can see your boat slip. NEWS YEARS AND 4TH OF JULY SEE FIREWORKS FROM YOUR...

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Moon Bay Slice of Paradise!

“ Excellent ”
August 5, 2014
Our unit was perfect. It needs a little TLC. But overall it was great. The grounds are well kept, pools were clean, marina was fantastic and we could see our boat from our townhouse and security was good. Parking is at a premium, tight but workable. Our reservation/property manager was very though and helpful.
Maureen Foster, Melbourne Beach FL

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Marathon Florida Vacation Rentals - Home
1 / 20

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$243 - $429
Per week:$1,699 - $2,999
Pets allowed:Yes
Internet:Yes

Relax and enjoy your vacation with a specatacular waterfront view - look out over a crystal clear lagoon out onto the Gulf of Mexico. This full duplex Waterfront Home with 75' of deepwater dockage, 4 Bedrooms and 4 Baths is great for large groups looking for a quiet place to relax,...

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I Want to Come back Next Year, If not sooner!

“ Excellent ”
June 24, 2014
Rented this duplex from the Curleys. it was perfect. kids in one unit, adults in the other. the East unit was very nice w granite countertops and nice leather furniture. the west unit (where the kids stayed was nice as well, though not as updated. great views of the cove and a minute boat ride into the gulf where we spent time waterskiing and watching the sunsets. We rented a boat for the week from All Aboard Boat rentals and we basically spent our week on the water snorkeling, diving, fishing, skiing, exploring. It is perfect for the family on the go who like water activities. I would recommend this rental to anyone. it was clean, well equipped, stayed nice and cool and allowed everyone their space. my only negative was that the beds were a bit soft for my tastes.
James Weinstein, Boca Raton, FL

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Key Largo Florida Vacation Rentals - Home
1 / 23

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 6

from

$350

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:6
Type:Home
Per night:$350
Per week:$2,450
Pets allowed:No
Internet:Yes

Two stories with private two bedrooms guest quarters in first floor! Two living rooms, one in the first floor and a second in main level with independent satellite TV to include paid channels and Netfix. Two other bedrooms in second floor. a master bedroom with a king size bed and...

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Marathon Florida Vacation Rentals - Home
1 / 11

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 5

from

$129

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Home
Per night:$129 - $150
Per week:$900 - $1,050
Pets allowed:No
Internet:Yes

Beautiful Keys luxurious home at canal five house from Atlantic Ocean . It offers 50ft dock along with powers . Through boat about 4/5 minutes to Vaca Cut & about 7/9minutes distance from 7 miles Bridge . About 20 minutes distance from the Sombrero Reef . Through land about 10 minutes...

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Key West Florida Vacation Rentals - Home
1 / 29

Key West Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”8 Reviews

from

$249

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$249 - $349
Per week:$1,743
Pets allowed:No
Internet:Yes

Ahoy! PirateHead Cove, your affordable vacation dream- come- true is now taking bookings for 2015! Please check the calendar on this site for availability. We do not take rentals of less than 7 nights unless it is between 2 already booked weeks, and ONLY if it shows as available...

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Water front Key West

“ Excellent ”
December 18, 2014
Cozy home, well supplied, welcoming and engaging owners with lots of sunshine. Tucked in a quiet neighborhood on Stock Island. Great vacation.
Patricia Dubberke, Minnesota

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Islamorada Florida Vacation Rentals - Condo
1 / 22

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$167

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$167 - $200
Per week:$1,167 - $1,400
Pets allowed:No
Internet:Yes

New on the rental market. This is your opportunity to secure your winter getaway at a luxurious oceanfront condo in one of Islamorada's most prestigious condominium communities. Ocean front dockage is available for boats up to 28' in length (separate rental); heated free- form swimming...

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Islamorada Florida Vacation Rentals - Home
1 / 17

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

You will love jewel of a home! Located in Lower Matecumbe, this charming canal front home offers a swimming pool, dockage, direct access to the ocean, covered fish cleaning station, a screened lanai, inviting décor and comfortable accommodations. It is located on a dead- end...

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Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

Come enjoy this family friendly house. There are 3 bedrooms and 2 bathrooms upstairs and a separate 1 bedroom 1 bathroom and kitchen downstairs. There is a balcony off of the living room where you can sit and have your morning coffee as you watch the ocean. The house is completely...

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EXTERIOR OF HOUSE
1 / 9

Islamorada Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

This beautiful 4 bedroom/ 4 bathroom home has a 70' dock directly behind the home . Canal leads out to Snake Creek and has immediate Ocean and Bay access. The home is located in one of the finest neighborhoods of the Florida Keys- Venetian Shores. Upstairs there are 2 bedrooms/ 2...

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Wonderful Month in Key Largo

“ Excellent ”
January 9, 2015
It had been several years since we've been in the Keys, and my family and I decided it would be nice to spend Christmas there this year. We rented this property for the month of December. It was absolutely fantastic. The outside space is wonderful; the pictures just don't fully convey how great this space is. Each morning I'd spend time on the deck in "tequilaville" having coffee and watching the manatees in the canal. It was so relaxing. The flowers are spectacular; and the lights at night in the garden and the fountain are breathtaking. The house itself is comfortable and perfect; it's decorated in a caribbean/keys style which is perfect.Deborah is a job to deal with. She kept me very informed as we went through the rental process. And, she personally met me at the property for check in and to give me the grand tour. It was fantastic.There are so many things in the area to take advantage of. There is a flea market/farmers market within short walking distance; Pennekamp state park is close by; and there are so many restaurants in the area.I can't recommend this property highly enough. If you're looking for the perfect Keys experience, this property is great!! I've been home for over a week now, and I already miss Key Largo.
steve weigler, Woodbridge, VA

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Key Largo Florida Vacation Rentals - Townhouse
1 / 11
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

There are no App ! That Experiences are completely worth ! ! Just Unplug your family and simply reconnect in Florida Keys . Experience the Overseas Highway ride & Stay with us for a while . The three bedrooms and three baths beautiful town home which is conveniently located at 24hrs...

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
2 Bedrooms / 1.5 Bathrooms / Sleeps 4

Bedrooms:2
Bathrooms:1.5
Sleeps:4
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Simple and sweet with no muss, no fuss. It's all right here - Gulf Side! This quaint two bedroom vacation home offers views, a deep- water boating and swimming canal and a protective seawall. This home offers 2 queen- size beds and an additional sleeper sofa. A glassed- in...

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Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

This is a beautiful 2 bedroom / 2 full bathroom home for rent in Key Largo, Florida located within a gated community. You have a gorgeous ocean front property with beach access. If you have a boat this property is just for you, you have water access to anchor boat with water...

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1 / 8

Summerland Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

Gorgeous luxury open oceanfront home on Summerland Beach. This expansive 3 bedroom, 2 bath home is just perfect for large families and big boats. Over 2, 500 square feet of living space with lots of room for everyone to spread out. The kitchen has plenty of room for everyone to ...

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Ramrod Key Florida Vacation Rentals - Home
1 / 8

Ramrod Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

The Coral House is a prime destination spot for a great Florida Keys vacation! Conveniently located on Ramrod Key, mile marker 27. Close to all the choice restaurants and services that the Florida Keys have to offer. This home is beautifully decorated in island style with attention...

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