Search Vacation Homes in Florida Keys

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Compare 748 Vacation Homes in Florida Keys with updated reviews, rates, and availability.

Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (103)
"The lodges were a great get away away. Loved being on the water. Had all the amenities we needed and loved the beach and pool. "
The price is ¥25,037
¥50,304 total
includes taxes & fees
May 29 - May 30
Aqua Lodge Rentals At Coconut Cay
Outdoor pool, a heated pool
"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
10.0 out of 10, Exceptional, (199)
"This was our 3rd stay at this perfect home. The location is ideal.The property has the most beautiful landscaping that gives it a very secluded feel. We enjoyed the pool everyday and the screened porch at night. We kayaked, took bike rides and just appreciated our surroundings. Phil and Linda are wonderful and caring hosts. They are always available if needed. Thank you for sharing your piece of paradise. We look forward to returning next year!"
"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
Beach
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
10.0 out of 10, Exceptional, (160)
"The property was perfect for our celebration. Great location with many restaurants and activities very close by. There was a great gazebo with a charcoal grill that worked perfect for our family. The owner was super responsive. We would definitely stay again!!"
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
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Beach | Beach nearby
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
9.8 out of 10, Exceptional, (23)
"We loved the beautiful and quiet location of our unit within the facility and also enjoyed all of the amenities. Having the living quarters downstairs and bedrooms on the second story made it easy to accommodate early and late risers. If you like to do your own cooking, you may want to think about bringing measuring cups and perhaps ziplock baggies or wrap for any leftovers. The cupboards were stocked with some nice spices and other surprises. We had a lovely time and would definitely consider...
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Outdoor dining
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.2 out of 10, Wonderful, (174)
"Great location, 23 miles to Key West. View from deck is breathtaking."
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Balcony
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very Good, (89)
"Good place. 3 bed rooms all with Queen size beds. It was perfect for us. We sat on the porch mostly when we were there and played games. Not a long ride to Key West. Overall- we were happy and would stay there again."
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
A heated pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (183)
"Great spot for a quick getaway. House was perfect for my husband and I and our girls. What is posted is what you get which was great."
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Beach
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
9.8 out of 10, Exceptional, (168)
"We had a awesome family time there, everything is pretty and cute. We fishing behind the house, funny time. Everything was perfect to me and my family. Thank you!"
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
Property grounds
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!
Beach nearby, beach towels
Sombrero Beach 4bed 2 bath Pool Tiki Bar & 50 ft for Docking & Steps to Beach
10.0 out of 10, Exceptional, (6)
"My family had a wonderful time!"
Sombrero Beach 4bed 2 bath Pool Tiki Bar & 50 ft for Docking & Steps to Beach
Fridge, microwave, oven, stovetop
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
9.6 out of 10, Exceptional, (28)
"The place was clean and had enough amenities for a short stay. The pool area was great and we appreciated use of the kayaks. Would return."
The price is ¥34,387
¥75,566 total
includes taxes & fees
Jun 16 - Jun 17
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Exterior
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
9.8 out of 10, Exceptional, (217)
"My daughter and I stayed in Cudjoe Key to be close to Key West. The location was good. The unit had everything we needed both inside and out. We grilled and cooked which was great. The beds were comfortable. Unfortunately, the weather did not cooperate and excursions were cancelled so we spent more time in Key West than we had planned. But the unit had lots of games and the TV had the tennis channel which was very nice. All in all, it was a good time."
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Property grounds
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 ¥43,067
¥86,568 total
includes taxes & fees
Jun 16 - Jun 17
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
Property grounds
Amazing 2 beds 2 baths With Private Pool. Lush backyard. Tiki & Outdoor Bar.
10.0 out of 10, Exceptional, (81)
"Very clean, great location, will stay here again"
Amazing 2 beds 2 baths With Private Pool. Lush backyard. Tiki & Outdoor Bar.
Outdoor pool, a heated pool
Amazing Florida Keys Retreat!
10.0 out of 10, Exceptional, (52)
"Lovely property in a great location! Our family enjoyed our stay in this lovely place."
Amazing Florida Keys Retreat!
A heated pool
Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location!
9.8 out of 10, Exceptional, (141)
"We really enjoyed our time at this villa! Owners were super accommodating and loved the location!"
Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location!
Property grounds
welcome to Luna Island in the Florida Keys
10.0 out of 10, Exceptional, (21)
"Very pleased with the location and the accommodations. Our host was quick to respond any time we reached out to her. Loved the pool, great kitchen for cooking and family time. Best of all was just a short walk to the beach."
welcome to Luna Island in the Florida Keys
On the beach
4 Bedroom House In Angler's Reef, Includes 31' Boat Slip
10.0 out of 10, Exceptional, (96)
"My family and I had a wonderful week at Angler's Reef. The house was absolutely beautiful, clean and very well kept. The kitchen was fully stocked which was great as we cooked several meals while visiting. The pool and grounds are well maintained, and the community has a safe, friendly vibe. We would highly recommend this home and Angler's Reef."
4 Bedroom House In Angler's Reef, Includes 31' Boat Slip
A heated pool
Keys Elegant House Single Family. Private Pool, Hot Tub, Dock. Summer Specials
9.6 out of 10, Exceptional, (45)
"We loved having our own pool but also being able to go to cabana club too. The kitchen was on the small side but the outdoor area made up for that."
Keys Elegant House Single Family. Private Pool, Hot Tub, Dock. Summer Specials
Exterior
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
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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

Outdoor pool, sun loungers
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1090)
"Remodeled and very nice. Just wish our balcony overlooked the water and nit a torn up parking lot. Room was great and staff was very friendly. Breakfast was very good "
The price is ¥35,394
¥45,382 total
includes taxes & fees
May 19 - May 20
Skipjack Resort & Marina
Exterior
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, (318)
"A relaxing vibe. Very enjoyable stay"
The price is ¥22,584
¥27,873 total
includes taxes & fees
May 20 - May 21
Breezy Palms Resort
Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (103)
"The lodges were a great get away away. Loved being on the water. Had all the amenities we needed and loved the beach and pool. "
The price is ¥25,037
¥50,304 total
includes taxes & fees
May 29 - May 30
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.

Florida Keys Vacation Homes information

Number of reviews
1,836
Accommodation
748 Vacation Homes
Lowest Price
¥25,037
Highest Price
¥43,067

Recent reviews of Florida Keys hotels
Expedia verified reviews