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

101-150 of 222 Florida Keys Rentals

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Islamorada Florida Vacation Rentals - Cottage
1 / 19

Islamorada Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$358

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$358
Per week:$2,500
Pets allowed:No
Internet:Yes

It offers a unique floor plan with the main living area in the center of the house with kitchen, dining area, sitting area and a full bath. To the right is a large bedroom with a king bed and full bath. The laundry area with a full size washer and dryer is also located in this room....

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Sunset at PirateHead Cove
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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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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Relax
1 / 34

Key Colony Beach Home
7 Bedrooms / 7 Bathrooms / Sleeps 16

from

$629

/ night

Email Owner
Bedrooms:7
Bathrooms:7
Sleeps:16
Type:Home
Per night:$629
Per week:$4,400
Pets allowed:No
Internet:Yes

This home offers 4, 200 square feet of remodeled, re- decorated space under air with an amazing 7 bedrooms/7 baths! There are three lovely master suites upstairs, each with a king size bed, and an en- suite bath. Also upstairs is a fourth bedroom with a king size bed, and a ...

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Pool and Jacuzzi on premises
1 / 7

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”5 Reviews

from

$329

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$329 - $429
Per week:$2,300 - $3,000
Pets allowed:No
Internet:No

Enjoy a beautiful solar heated pool with Jacuzzi on the premises. You also will have access to a private homeowner's sandy beach to swim and enjoy sunsets on the next street over. Come to paradise and enjoy this fabulous Islamorada bayside canal front 3/2. Located in a quiet neighborhood...

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Beautiful and Friendly

“ Excellent ”
January 22, 2014
This house was perfect. Great location, private beach, very clean, had everything you needed. Mark is very friendly and helpful. Can't wait to visit again:)
Kelly Seitzer Gee, Ocean city, md

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Key Largo Florida Vacation Rentals - Condo
1 / 20

Key Largo Condo
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$300 - $650
Per week:$2,000 - $4,200
Pets allowed:No
Internet:Yes

Every one will love this luxurious and spacious 3 bedroom and 2. 5 bathroom condo in the exclusive Mariner's Club gated community. This unit is located in the Sailfish Building which is directly on the ocean with a fantastic South exposure... Sunny deck in the winter and shaded deck...

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Islamorada Florida Vacation Rentals - Condo
1 / 21

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Condo
Per night:$77 - $130
Per week:$537 - $910
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Sensational oceanfront views are yours from both the master bedroom and the balcony of this beautifully appointed condo. Watch the fishing charter boats as they come and go from Bud and Mary's Marina. You'll be able to see cruise ships as they pass by Alligator...

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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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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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VIEW FROM 2ND FLOOR
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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View from Balcony
1 / 8

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”15 Reviews

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Condo
Per night:$143 - $200
Per week:$1,000 - $1,400
Pets allowed:No
Internet:No

Located at Mile Marker 90 in the Florida Keys our 2 Bedroom/2 Bath Condo offers unobstructed views of the Atlantic Ocean. The complex offers a heated pool, tennis court, gym, water front beach, elevators, parking and secured entrances. Our condo has been recently updated with...

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Belated Accolades!

“ Excellent ”
January 29, 2015
We had the most wonderful time here. The owner was very friendly and helpful. The condo was spotless and spacious. Airy and well equipped. We loved sitting out on the deck overlooking the ocean. There was a binder in which recent guests could write comments and suggestions for great places to eat and places to visit. We took many of their suggestions and were never disappointed! We would definitely rent this place again and highly recommend it. You will be glad you came!
Cathleen Newton, West Hartford, Vermont

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1 / 33

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 14

from

$486

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:14
Type:Home
Per night:$486 - $643
Per week:$3,400 - $4,500
Pets allowed:No
Internet:Yes

Spectacular Waterfront Ocean side 4/3 3 story home with Pool & 50 Ft Dock Oceanfront home with 2 wrap around balconies and great views. Ocean access with no bridges. Next to John Pennekamp, Jacobs Aquatic Center Water park, Publix, Dolphin Cove, and restaurants like the famous...

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Private Large L-Shape Heated Pool
1 / 12

Key West Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$415

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$415 - $858
Per week:$2,900 - $6,000
Pets allowed:No
Internet:Yes

This elegant two- story island home is a quiet retreat in the heart of Old Town Key West. Margaux's Hideaway is stylishly decorated, perfectly highlighting the classic nature of a Key West home while integrating modern amenities. This home is designed to bring the beauty of the outdoors...

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Perfect Vacation Home for Family Trips

“ Excellent ”
May 11, 2014
My cousins and I get together the first weekend of May every year, this year we picked Key West. In our hunt for the perfect house to vacation in we came across Margaux's Hideaway. After a quick phone call with Lynda, property manager, I knew it was perfect. The photos DO NOT do it justice. The house is absolutely beautiful, located on a very quiet street, about 4 blocks from Duval. There was bike rental place right next door so we quickly rented bikes and explored for 5 days. Even though there is SO much to do in Key West, we found our self enjoying the outdoor living room and pool, after dealing with Chicago winters, it was so relaxing to hang with the family and enjoy a cold beverage. The house has EVERYTHING you would need once you do a quick trip to the grocery store – all you need to bring is your clothes. Once we arrived, we were welcomed by the caretaker, a very nice man who showed us everything and quickly left. He came back by the day we left to ensure everything was in order. It truly felt like it was our vacation house and not a rental. My cousins and I had the BEST time and are making plans to go back, this will be the place we’ll stay!
Chris Junkerman, Chicago, IL

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Daily Sunset
1 / 10

Tavernier Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$84

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$84 - $117
Per week:$584 - $817
Pets allowed:No
Internet:Yes

This Gorgeous Home In The Sought Out Development Of Hammerpoint. Sits Ocean Front With Gorgeous Bay View. Large Dock Size Of 65 Feet. Experience The Sunrise And Sunset Of The Gorgeuos Florida Keys In This Fabulous Home. A Must See Treasure In The Florida Keys! ! ! !...

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Islamorada Florida Vacation Rentals - Home
1 / 25

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$200 - $267
Per week:$1,400 - $1,867
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: FABULOUS BEACH HOUSE with sea grape trees on three sides and the ocean on the other! This home is located directly on the Atlantic Ocean with a sandy beach big enough to take lovely morning walks. Wait for the tide to go out and take your chair and umbrella ...

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Tavernier Florida Vacation Rentals - Home
1 / 10

Tavernier Home
3 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$250 - $325
Per week:$1,650
Pets allowed:Yes
Internet:Yes

This keys getaway is nestled perfectly between Islamorada and Key Largo on the ocean side. Cable and wifi Internet is available also. Really laid back atmosphere super comfortable and meant for enjoying yourself with love ones.. Swimming and boating friendly 3. 5 miles away from John...

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Owner did everything to make our stay exceptional

“ Excellent ”
March 11, 2015
The owner was very easy to deal with and provided many extras. It is a nice, quiet location in one of the prettiest areas of the Keys. Our party of 6 thoroughly enjoyed our stay and we are planning a return visit.
Billy Knoles, Lake Charles, La.

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Heated Pool, baby pool on rightHot Tub, tennis courts, rec ctr., much more
1 / 8

Cudjoe Key Home
2 Bedrooms / 1 Bathroom / Sleeps 5

“ Excellent ”5 Reviews

from

$110

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:5
Type:Home
Per night:$110
Per week:$650
Pets allowed:Yes
Internet:Yes

Colorful tropical vacation home. The living room nicely decorated with tropical flare, has a flat screen TV with DVD, Directv W/DVR, two sofas, one is a queen size sleeper and comfortable bamboo chair. Dining area conveniently located to kitchen has a wood dining table and...

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Treat for a soldier and his wife

“ Excellent ”
November 26, 2014
I had a slight problem booking the place but owner genell was extremely helpful. My son. Just got back from his fifth tour in the desert and wanted to come for a visit. I thought it would be nice to show his new wife the keys. She is from Germany. The place was clean and homey nothing fancy but a great location in a well managed mobile community nice pool close to key west locked community on the water. We had our pets and there were no restrictions and a small fee. We decided to,stay an extra day and genell contacted the real estate agent and everything was taken care of seamlessly. It happened to be the week of the aweful snow storm in buffalo and the kids are from Niagara falls so they were thrilled to be in the warm weather. There were plenty of instructions for us when we got there so we were able to find everything we needed. Thank you again Genell and family for sharing your home with us
Dale Davis, Holiday florida and Niagara Falls New York

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Key Largo Florida Vacation Rentals - Condo
1 / 15

Key Largo Condo
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$122

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Condo
Per night:$122
Per week:$850
Pets allowed:No
Internet:Yes

We want your business... Popular vacation spot for this 2 bedroom condo Master Queen bed , 2nd bedrm : 2 twin beds and living area has sleeper sofa. Completely and tastefully furnished with most everything you will need. Has Wi- Fi and cable TV Complex: Pool, wading pool for ...

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vacation

“ Excellent ”
August 21, 2013
it was the best
ERIC GONZALEZ, atlantic city nj

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View from Balcony
1 / 12

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$100

/ night

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

Discover paradise of Key West in a distinctive setting. Luxury, two- bedroom, two- bath, (sleeps 4- 6) condominium set in a tropical garden with sweeping balconies with views of the Gulf. Your vacation hideaway is decorated in authentic island tradition with fully- equipped modern...

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1 / 19

Islamorada Home
1 Bedroom / 1.5 Bathrooms / Sleeps 3

from

$149

/ night

Email Owner
Bedrooms:1
Bathrooms:1.5
Sleeps:3
Type:Home
Per night:$149 - $177
Per week:$1,040 - $1,235
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 7 NIGHTS: You can have it all – privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground level living area of this home is perfect for one or two people who ...

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Key Largo Florida Vacation Rentals - Home
1 / 16

Key Largo Home
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”4 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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As Advertised

“ Excellent ”
March 9, 2015
Nicely decorated mobile home right on the open water. The patio has an excellent grill and enough furniture to entertain friends if you want. It is also a nice spot to catch some rays and work on you tan. As I said , the home was tastefully decorated and was spotlessly clean. Everything you need, except food, is on hand. The kitchen was well equipped and there were plenty of linens. To top it off, the bed was extremely comfortable. If you are looking for a party place, this is not for you. This package provides a nice quiet atmosphere where you can relax and just enjoy being in the Keys for the winter. Lastly, Jalena was a real pleasure to work with. She and her mother-in-law did everything they could to make our stay a pleasant one. If you are looking for a clean, quiet and friendly environment where you can just relax (at an affordable price), this is the place to do it. Hopefully I'll be able to return in the future.
Gary Kline, Central New Jersey

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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 - Villa
1 / 16

Marathon Villa
4 Bedrooms / 3.5 Bathrooms / Sleeps 10

from

$465

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Villa
Per night:$465 - $715
Per week:$3,250 - $5,000
Pets allowed:No
Internet:Yes

This two- story, ocean- front Florida Keys home is the ideal locale for busy executives, families, retirees and vacationers alike. Developers thoughtfully considered every last detail when designing and constructing this architectural masterpiece – from its breathtaking, scenic...

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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

MINIMUM RENTAL 1 MONTH: 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 ...

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1 / 8

Islamorada Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 8

from

$315

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$315
Per week:$2,200
Pets allowed:No
Internet:No

Come enjoy a slice of paradise in this beautiful ocean front property settled in a private, gated and lushly landscaped community. Take it all in, from the breathtaking ocean views, to the serene swimming pool, it's like a tropical dream come true. In addition to the pool this...

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1 / 24

Cudjoe Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$786

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$786
Per week:$5,500
Pets allowed:No
Internet:Yes

3 Bedrooms, 3 Bathrooms, Sleeps 8 L’Anquesa – The Angel’s Key Luxury Amenities Include: Total renovation completed January 2014 2 master bedrooms suites with king beds, ensuite baths, flatscreen TVs and surround sound with incredible panoramic views 1 Guest...

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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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Islamorada Florida Vacation Rentals - Home
1 / 16

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$543

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$543
Per week:$3,800
Pets allowed:No
Internet:Yes

Ocean front retreat with overwhelming views of the Atlantic, large open verandahs, 100 feet of very private white sandy beach, and a gated entrance. The beach is very private on 3/4 of an acre loaded with palm trees. You can snorkel in the backyard on coral reefs within 1000 feet...

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$129

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$129
Per week:$900
Pets allowed:No
Internet:Yes

"Handicapped Accessible" ~ not ADA "official" compliance but very user friendly Seven Night Minimum Maximum Occupancy 6 A rare ground level single family home with a spacious yard located in a nice, quiet residential neighborhood and only two blocks from the public boat ramp....

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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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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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Islamorada Florida Vacation Rentals - Home
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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Islamorada Florida Vacation Rentals - Home
1 / 24

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$358

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$358
Per week:$2,500
Pets allowed:Yes
Internet:Yes

ower Duplex - This is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. The units are available for rent by the week, or month. Each unit sleeps up to 6 people - ...

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Islamorada Florida Vacation Rentals - Condo
1 / 17

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$70

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$70 - $127
Per week:$490 - $887
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Gorgeous 2 bedroom, 2 bath condo. This is a gated complex located directly on the Atlantic Ocean. This unit has unobstructed views of the ocean from the master suite and the balcony. Wake up every morning, open the curtains and view a panorama of the Atlantic...

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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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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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Marathon Florida Vacation Rentals - Condo
1 / 8

Marathon Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”7 Reviews

from

$160

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$160 - $178
Per week:$1,120 - $1,243
Pets allowed:No
Internet:Yes

This deluxe two bedroom ocean view condo is located on Key Colony Beach, a small island paradise in Marathon in the heart of the Florida Keys. This unit is on the top floor of a three story building, with elevator. There are two screened sliding glass doors- one in the master bedroom...

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Amazing Vacation! Can't wait to return again!

“ Excellent ”
April 17, 2014
Thank you Paula and Dave for the use of your lovely home once again. We thoroughly enjoyed our stay. The updated kitchen is fantastic! The bed is amazingly comfortable. Everything you need is provided. The pier offered relaxing fishing and gorgeous sunrise and sunset views. We caught dinner for several and shared with new found friends! A lovely home and well...it's in the Florida Keys...so it's perfect! We hope to return soon!
Cindy Rutherford, St Cloud FL

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Marathon Florida Vacation Rentals - Home
1 / 17

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”24 Reviews

from

$122

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$122 - $215
Per week:$849 - $1,499
Pets allowed:Yes
Internet:Yes

Accommodations: Waterfront Half Duplex, 2 Bedrooms + Convertible bed, 2 Baths (Sleeps 4- 6) Gorgeous crystal clear, open water views of the Gulf of Mexico, incredible sunsets. Deep Water Dockage for your boat, snorkel, fish or dive right from the dock. This is not your...

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Great Vacation

“ Excellent ”
January 26, 2015
We just returned from a 2 week stay in the West unit. We had such a wonderful time. We loved the lagoon. While kayaking, the dolphins were jumping so close to us that we were getting splashed. One day a manatee followed us home and we played with him for a while. The unit was perfect for the four of us. Marathon is a great place to stay as you are in the middle of the keys. We plan to go back next year and may have to rent both sides if everyone comes!!!
Debra Lampron Wentworth, Otisfield, Maine

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Water Front View of our Casa Mar Azul I - 38' Dock, cleaning table, water, power
1 / 20

Key Colony Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$143 - $285
Per week:$995 - $1,995
Pets allowed:No
Internet:Yes

Welcome to Casa Mar Azul, an upscale Water Front 3 Bedroom, 2 Bath newer home with a 38 foot dock that sleeps 8 people and located at 600 10th Street in Key Colony Beach, located on the north end of Marathon and only a 1 hour drive to Key West. Do you want beaches We are just a...

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Marathon Florida Vacation Rentals - Home
1 / 8

Marathon Home
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

from

$115

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$115 - $128
Per week:$800 - $895
Pets allowed:No
Internet:Yes

Welcome to the Florida Keys! Make yourselves comfortable as our guests at Conch Key Vacations, the best view of the Florida Gulf Coast, great fishing from your very own dock in the FL Keys, gorgeous setting to watch wildlife, and the most beautiful sunrise and sunset that Florida...

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Great Views

“ Excellent ”
January 7, 2015
I stayed a week with my girlfriend. We come down to the keys every winter to get away from the cold. It has been recently updated and comes with linens and kitchen stuffs. the bed is decent and has xfinity HDTV and WIFI. fresh paint and floors are nice. Bathroom is TINY but functional as well as clean. Kitchen is very small but it works well. the couch is comfortable. I spent alot of time enjoying wildlife in the canal and cooking out on the grill. (the grill that is there doesnt work well it just heats things up however there is a propane crab steamer thing and i brought a cast iron grill so that was what we used. The view is great you don't have people staying on the other side of the canal just a lot of mangroves and maybe a fisherman's wharf behind that. to the right you can see a small island with 3 trees and next to that you can see the bridge to conch key from layton. Lots of birdwatching and tropical fish come to right to the patio. we fed them bread and corn then you will see many more. Overall we had a nice time here as long as you don't mind the small size.
Aaron Marks, PA USA

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Islamorada Florida Vacation Rentals - Condo
1 / 20

Islamorada Condo
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

from

$84

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Condo
Per night:$84 - $100
Per week:$584 - $700
Pets allowed:No
Internet:Yes

Picture Perfect Ocean Front Two Bedroom Duplex Condo Which Has Been Totally Renovated With Hi End Finishes. Attention To Detail Is Evident The Minute You Walk In. Designer Kitchen Offers Kensington Maple Cabinetry, Granite Counter Tops And Stainless Steel Appliances. Beautiful Tiled...

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Islamorada Florida Vacation Rentals - Home
1 / 25

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$140

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$140 - $175
Per week:$980 - $1,225
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: BEAUTIFUL CANAL FRONT STILT HOME WITH HEATED POOL - For the guest who expects perfection this is it. This is a completely remodeled 3 bedroom/2 bath (2/1 up and 1/1 down) single family home - perfect for one couple or a smaller family. It is conveniently ...

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Ariel View of Property
1 / 49

Marathon Home
5 Bedrooms / 3 Bathrooms / Sleeps 12

from

$715

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$715 - $1,000
Per week:$5,000 - $7,000
Pets allowed:No
Internet:Yes

Breathtaking Open Ocean views can be enjoyed from 3 of the 5 bedrooms, granite kitchen, and both living areas. Featured in this Custom Home are imported Italian marble floors, marble field- stone walls, and LED Lighting Technology. 110' private ocean frontage, 80' of dockage,...

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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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Islamorada Florida Vacation Rentals - Condo
1 / 19

Islamorada Condo
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$124

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$124 - $157
Per week:$864 - $1,097
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Enjoy unobstructed and panoramic views of the Atlantic Ocean from your own private balcony! This 3 bedroom/2 bath condo unit features direct ocean views from the living room, balcony and two of the three bedrooms. Tropical furnishings create a warm and inviting...

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brand new swimming pool completed fall of 2013
1 / 16

Tavernier Condo
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$161

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Condo
Per night:$161 - $218
Per week:$1,125 - $1,525
Pets allowed:No
Internet:Yes

Your own tropical paradise overlooking the fabulous Florida Bay in idyllic Islamorada. Futura Yacht Club is a 70 unit community with a 53 slip marina and accommodations available for that tranquil tropical getaway you've always imagined. Futura Yacht Club is a gated community ...

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1 / 14

Tavernier Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$72

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$72
Per week:$502
Pets allowed:No
Internet:Yes

This spacious home has 2 large bedrooms, 2 bathrooms, large kitchen and dining area and amazing balcony the entire width of the house. The master bedroom has a queen bed and the second room has a double bed. Both rooms have large walk- in closets. The living room also has a Futon...

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1 / 23

Summerland Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$250 - $365
Per week:$1,750 - $2,550
Pets allowed:No
Internet:Yes

Welcome Tropical Villa which is a large home on a clear, flow through swimming canal. With 65 feet of seawall, and 4. 5 feet of control depth, even large sailboats can be accommodated here! We only three minutes to the ocean, only fifteen minutes to Looe Key reef (one of the...

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Key Largo Florida Vacation Rentals - Home
1 / 18

Key Largo Home
1 Bedroom / 2 Bathrooms / Sleeps 4

from

$165

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Home
Per night:$165
Per week:$1,155
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: Only 1 - 4 people? Want something spacious but don't need a mansion? This is it! ! Rent only the ground level portion of this magnificent home. This home offers gorgeous ocean views, private boat basin and a covered tiki with a hammock. You will quickly transform...

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Key Largo Florida Vacation Rentals - Cottage
1 / 42

Key Largo Cottage
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”12 Reviews

from

$100

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$100 - $115
Per week:$700 - $800
Pets allowed:No
Internet:Yes

Bright and airy 1 bedroom, 1 bath home with large lanai [705 sq. ft. ] at mm 101. 5 on deep water swimming canal in gated Key Largo Kampground. The MINIMUM stay is a week, [see rates section listed above] plus 12. 5% tax] The preferred stay is a month. [plus 12. 5% tax] Additionally,...

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Two Months in Paradise

“ Excellent ”
March 13, 2015
We stayed at Playa Penelope Jan and Feb of 2015 and rental was exactly as advertised. Rental has everything we needed for a great two month stay, considering the weather we came back to we wished it had been three. Penny was wonderful to do business with, you will feel like she is a long lost friend from the first contact.
Robbie Spaulding Jones, Solomons, MD

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