Updating...
Responds fast! avg. 2 hours 23 minutes
Match: Rental types Pets allowed
All filters matchPrice per night from
$402
Majestic estate, 200' of private oceanfront beach & pool, 3,600sqft tiki
Islamorada house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$1,475
New Upscale, private pool, Dockage, kayaks, bikes, downtown Islamorada locale
Islamorada house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$912
Responds fast! avg. 3 hours 2 minutes
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$342
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$458
Large Waterfront 4 balcony Key Largo Townhouse with Oceanfront Dock
Key Largo townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 23 minutes
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$402
Responds fast! avg. 2 hours 23 minutes
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$402
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$488
“Perfect Holiday in Tavernier” We had a wonderful time at Dan and Penny's home. They were very accommodating! The home is absolutely pristine and in a nice neighborhood. There wasn't a day that we did not see manatee and tarpon in the canal in front of the house. Perfect location for restaurants, shopping and activities either by land or water. Beautiful home with everything you need for a perfect vacation in the Keys!
Responds fast! avg. 1 hour 17 minutes
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$211
Clean Keys 3/3 w/Davits Clear Canal Bay Side/Views Fenced 2Level Tavernier Home
Tavernier house
- 3 bedrooms
- 3 bathrooms
- sleeps 12
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$247
“What Florida dreams are made of” Growing up in South Florida and the Keys but now moved farm away, I wanted to show my husband and young children the Florida I remembered as a child. This my friends was more than my dreams could have asked for! We were tremendously blessed to have had the opportunity to share this paradise! Private, gated estate with coral wooded hammocks to stroll through, palm trees clicking in the breeze, flocks of ibis that grazed through the lush green yard that ended at the private water front. Orchids blooming in the trees welcomed us to the hammocks where we had our morning coffee to stunning colored sunrises. It had everything: super clean Keys styled house with a cute kitchen (that saved us on meal expenses), bedrooms and bathrooms that were perfect size and accommodations, and wifi. It was quiet yet welcoming to my kids. We kayaked and swam on Christmas morning! The hosts were gracious and really made us feel as we were family. It was a Christmas we will always cherish. "Give and it will be given to you. A good measure, pressed down, shaken together and running over, will be poured into your lap." Luke 6:38 Truly, after giving us the chance to come share your slice of heaven, our cup runneth over.
Responds fast! avg. 2 hours 52 minutes
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$984
Key Largo Ocean Front Villa with Dock and Incredible views
Key Largo villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 23 minutes
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$459
“Nice get away” Beautiful and relaxing. Did alot of snorkeling right off the deck. Enjoyed the paddle boats and the kayaks. When we make it down that way again I would definitely stay here.
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$401
Responds fast! avg. 3 hours 58 minutes
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$345
Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool
Islamorada house
- 5 bedrooms
- 4 bathrooms
- sleeps 12
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$1,145
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$803
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$144
“Quaint and unique rental” The houseboat was everything I expected and needed it to be. It slept our family of four comfortably - which was all we really needed. The weather was good so really the only thing we did at the houseboat was shower and sleep. We did also do a few loads of wash - having a full size washer and dryer was convenient. I bet if we spent more time there, we would have used the back yard, it is really neat and welcoming. Maggie was a gracious hostess and everything was exactly where and how she described it. All in all a great value.
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$98
Private Beachfront -Perfect for Families and Events Historic Shadow Point Estate
Key Largo house
- 6 bedrooms
- 5 bathrooms
- sleeps 16
“Fantasic wedding on paradise!!” We picked Shadow Point because of it's fabulous secluded view and beautiful gardens on 2.5 acres. The house and cottage held up to 16 of us and was wonderfully decorated with period antiques. Our guests loved playing at their beach and kayaking and swimming around Key LargoSound. Our wedding was perfect with the full moon rising over our reception. We danced the night away in paradise.
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$2,410
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$201
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$264
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$207
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$660
Waterfront Home; Private 50ft Concrete Boat Dock Pet-friendly Tropical vacation
Key Largo house
- 2 bedrooms
- 1 bathroom
- sleeps 6
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$373
Responds fast! avg. 2 hours 10 minutes
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$409
Islamorada trop paradise pool, fishing, 2fls luxury with a filet stationn
Islamorada house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$785
Luxury on the water-Clean remodeled Houseboat with great WiFi -Baycation
Tavernier boathouse
- 1 bedroom
- 1 bathroom
- sleeps 4
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$345
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$1,664
San Roc - Private 150 Ft Oceanfront 2.5 Acre Millionaire Row Estate, Pool, Spa,
Islamorada house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$2,131
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$316
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$459
1 of 2 match: Rental types, Pets allowed
1 of 2 filters matchPrice per night from
$378
1 of 2 match: Pets allowed, Rental types
1 of 2 filters matchPrice per night from
$159
1 of 2 match: Pets allowed, Rental types
1 of 2 filters matchPrice per night from
$230
Oceanfront 2/2 Condo in Beacon Reef - Free boat dock
Islamorada condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
1 of 2 match: Pets allowed, Rental types
1 of 2 filters matchPrice per night from
$1,492
1 of 2 match: Pets allowed, Rental types
1 of 2 filters matchPrice per night from
$213
“Phenomenal keys experience!” This bay front condo is the perfect destination for the entire family! The fishing ranks up with the best in the world, there are plenty of other activities, and Key West is just a short trip down the beautiful HWY 1. I've had the pleasure of staying at this condo several times and have honestly never had a bad time (even during a cat 5 Trop Storm). There is too much to do, the condo is comfy, and the weather is always beautiful. Definitely recommend this condo!
1 of 2 match: Pets allowed, Rental types
1 of 2 filters matchPrice per night from
$254
1 of 2 match: Pets allowed, Rental types
1 of 2 filters matchPrice per night from
$316