Search Vacation Homes in Florida Keys

Compare Vacation Homes in Florida Keys with updated reviews, rates, and availability.

Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (104)
"Right on the water. Very neat place. "
The price is $137
$294 total
includes taxes & fees
Jun 9 - Jun 10
Aqua Lodge Rentals At Coconut Cay
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
10.0 out of 10, Exceptional, (162)
"This development is fun. Great stay. Second time in this property. Great location and unit. Property manager responsive. Will stay here again."
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
9.6 out of 10, Exceptional, (88)
"This property was a nice end to our Florida Keys vacation. Spent the last two days here and spent a lot of time just relaxing on the dock watching the manatees. Clean and comfortable little house with an amazing view."
The price is $265
$543 total
includes taxes & fees
Jun 17 - Jun 18
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
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Sombrero Beach 4bed 2 bath Pool Tiki Bar & 50 ft for Docking & Steps to Beach
9.6 out of 10, Exceptional, (7)
"My family had a wonderful time!"
Sombrero Beach 4bed 2 bath Pool Tiki Bar & 50 ft for Docking & Steps to Beach
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
9.8 out of 10, Exceptional, (25)
"Wonderful unit with easy access to pool and lagoon. It was a great homebase for our diving excursions. Great location and amenities."
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Upgraded waterfront townhouse with balcony, water views, deck, washer/dryer, AC
9.6 out of 10, Exceptional, (4)
"Location is great. Quite neighborhood. Access to water only a few feet from back deck. The house was clean and neat. We would definitely stay again."
Upgraded waterfront townhouse with balcony, water views, deck, washer/dryer, AC
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
10.0 out of 10, Exceptional, (1)
"We had an amazing time. I have been renting vacation homes for 30 years and this home is one of our favorites. Jerry does a great job communicating with you from the very first message and throughout your stay. He handles any issues immediately. The layout of the home gives everyone privacy and space. The view is fabulous. The pool is incredible. The pool house is fun to hang out in and has a beauful view. The kitchen is well stocked and the ice maker was a fabulous bonus! Fishing poles were fun...
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
9.6 out of 10, Exceptional, (32)
"Never stayed in a tiny house in a campground but this was the most quaint and quiet place. We had access to a man made beach where you could kayak or paddle board from. I actually got video of manatees coming up next to the swimming area of the beach. The pool was nice cool during the day and warm in the evening and clean. The residents that actually live there were polite. The people that checked us in was quick and polite as well. If you needed to do some grocery shopping while you were there...
The price is $219
$485 total
includes taxes & fees
Jun 17 - Jun 18
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Waterfront Tiny House w Pool, Beach, and Boat Dock
9.6 out of 10, Exceptional, (43)
"Enjoyed our stayed at this cute and clean property. Nice spacy kitchen and sitting area. Location was great, close to almost everything we needed, food attractions, grocery. As a bonus had a pet cat in the backyard for the stay :) Would love to revisit some day."
The price is $248
$524 total
includes taxes & fees
Jun 5 - Jun 6
Waterfront Tiny House w Pool, Beach, and Boat Dock
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.8 out of 10, Exceptional, (47)
"So glad we found this location. Nice and peaceful but close to anything we needed. Sitting on the porch was so relaxing, watching boats go by. The house was very comfortable. Only wish the 2nd bedroom had a working TV. Our host was quick to answer any issue we had and left some great suggestions on places to eat. I would definitely return to enjoy this beautiful location"
Old Florida Style, wrap around porch, boat basin for dockage, open water
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (187)
"All amenities were operational and organized. check in/check out process was easy. i thoroughly enjoyed my stay with friends. thanks"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
9.6 out of 10, Exceptional, (71)
"Wonderful little place to stay"
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
Kawama Townhome with Amazing Master View - Direct Waterfront on a Tidal Lagoon!
9.8 out of 10, Exceptional, (138)
"Great place to stay. Beautiful grounds. We enjoyed the lagoon and the tennis courts. The condo is nicely decorated. Great layout and views from the balcony."
Kawama Townhome with Amazing Master View - Direct Waterfront on a Tidal Lagoon!
UPSCALE KEY LARGO VILLA L1, MARINA, 2POOLS,SALTWATER LAGOON,TENNIS,BIKES,KAYAKS
9.4 out of 10, Exceptional, (200)
"House was wonderful..love the set up inside, thr decks and the ability to walk to the point!"
UPSCALE KEY LARGO VILLA L1, MARINA, 2POOLS,SALTWATER LAGOON,TENNIS,BIKES,KAYAKS
Boot Key Harbour Deep Water Canal Home, Walk to Tiki Bars, Restaurants and More!
10.0 out of 10, Exceptional, (60)
"We would recommend this property to everyone. Was clean, beautiful. Great location. Close to everything. Property was perfect never had to leave if you wouldn't want to. Had everything. Can't say enough good to things. You will not be disappointed."
Boot Key Harbour Deep Water Canal Home, Walk to Tiki Bars, Restaurants and More!
Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location!
9.8 out of 10, Exceptional, (142)
"ANGLER'S REEF house is really good on so many levels. Modern everything, clean and user friendly. Property has great beach and awesome pool. Close to everything you will want to do, eat at or hang out. Host/mgr is easy to reach and communicate with. Let me know if you can't make it and we'll go for you...!"
Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location!
Keys Elegant House Single Family. Private Pool, Hot Tub, Dock. Summer Specials
9.6 out of 10, Exceptional, (46)
"We stayed for a week in May! The location was great! The house had pretty much everything we needed. The beds were comfy. The pool was awesome! We paid for the heat in the hot tub but didn’t need it! Lots of seating outside. The ceiling fans on the lanai were great! They had so many towels! They do require you wash towels (that aren’t part of everyday use in the bathroom) but that was no big deal with the stackable washer and dryer in the house."
Keys Elegant House Single Family. Private Pool, Hot Tub, Dock. Summer Specials
LICENSE TO CHILL ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
9.6 out of 10, Exceptional, (13)
"Annual family trip to the keys, a little fishing, a little snorkeling, some sailing……this place is soo convenient for all. Right on the water, close to everything. Second time we’ve stayed in this house. Will definitely return. Kudos to Dan and Wendy, made everything so easy. Thank you!!"
LICENSE TO CHILL ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Cozy, Perfect Conch Cottage!
9.0 out of 10, Wonderful, (30)
"Our stay was great! The description is accurate. We enjoyed our 6 Mid-March days at "Cozy Perfect Conch Cottage." Yes, it's technically camping, but it's very NICE camping...in a campground...but a very NICE campground. The bed we used (there were only 2 of us) was super comfortable. The WiFi worked great. It was awesome having a full kitchen and washer/dryer. The towels were plentiful, soft and luxurious. Linens were also very soft and comfortable. Everything needed for basic cooking was...
Cozy, Perfect Conch Cottage!
NEW! FREE GOLF CART! VOTED #1 RENTAL! CASA PALMA! PICKLEBALL-KAYAKS- BEACH- POOL
9.8 out of 10, Exceptional, (149)
"Great Place to stay. Spacious and very clean."
The price is $383
$801 total
includes taxes & fees
Jun 17 - Jun 18
NEW! FREE GOLF CART! VOTED #1 RENTAL! CASA PALMA! PICKLEBALL-KAYAKS- BEACH- POOL
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See all available properties in Florida Keys
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Florida Keys

Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, (329)
"For those who enjoy boating jet skiing is amazing!!!"
The price is $163
$236 total
includes taxes & fees
Jun 9 - Jun 10
Breezy Palms Resort
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1098)
"Good hotel ! Rooms are in great condition "
The price is $229
$294 total
includes taxes & fees
Jun 5 - Jun 6
Skipjack Resort & Marina
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (104)
"Right on the water. Very neat place. "
The price is $137
$294 total
includes taxes & fees
Jun 9 - Jun 10
Aqua Lodge Rentals At Coconut Cay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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