Florida Keys Vacation Rentals

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Browse Select Florida Keys Vacation Homes

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)
"A group of 6 of us came down to dive. I was the only nondiver. The house slept us all comfortably although one bedroom does not have any window. The bathrooms, 2 being quite small, allowed everyone to shower quickly. The kitchen was perfect for me and was very well stocked and clean. Overall the house was perfect for out needs and we would stay there again!"
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
Aerial view
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
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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!
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
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
Property grounds
VOTED BEST KEY LARGO VACATION RENTAL
10.0 out of 10, Exceptional, (59)
"My family and I had a fantastic visit. The Home was very clean and the property was beautiful."
VOTED BEST KEY LARGO VACATION RENTAL
Outdoor pool
Waterfront Private Home-7 BR, 6 Full BA, Pool, 80' Dock, Parking, Screened Porch
10.0 out of 10, Exceptional, (43)
"We had a wonderful stay at this home. There were 13 of us who stayed here. The house worked perfect for us. Our favorite room was the screened in porch in the evenings. The kitchen has a lot of counter space for all our daily cooking Plenty of bathrooms to accommodate us all. Location was great for grocery store, things to do and taking the pontoon boat out. Already booked for next year!"
Waterfront Private Home-7 BR, 6 Full BA, Pool, 80' Dock, Parking, Screened Porch
Beach
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
A heated pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (183)
"Very nice"
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 kept our boat there and it was perfect it was blowing and the canal stayed protected from waves and they had everything you needed on site would definitely stay again."
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!
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
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
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (202)
"Fantastic property and location, our 2nd time there. Melanie, the host, is super responsive. I would highly recommend."
The price is CA $476
CA $601 total
includes taxes & fees
Jun 16 - Jun 17
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Property grounds
Key Largo Relaxing Getaway
9.8 out of 10, Exceptional, (74)
"The property has all we needed, ii was clean and quiet. It was the perfect place for a weekend getaway. Also, the communication with the host was very easy. I highly recommend it."
Key Largo Relaxing Getaway
Outdoor dining
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 CA $603
CA $1,193 total
includes taxes & fees
Jun 9 - Jun 10
NEW! FREE GOLF CART! VOTED #1 RENTAL! CASA PALMA! PICKLEBALL-KAYAKS- BEACH- POOL
Towels
Waterfront villa with 5 kayaks, covered deck, washer/dryer, & AC
9.8 out of 10, Exceptional, (8)
"Excellent location if you're looking for safe, quiet, very clean complex. Everyone was very nice. Our unit was very nice and the back patio so relaxing. Would definitely recommend!"
Waterfront villa with 5 kayaks, covered deck, washer/dryer, & AC
Don't see what you're looking for?
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

Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (103)
"highly recommended, very clean ,pace full and nice place "
The price is CA $219
CA $441 total
includes taxes & fees
May 21 - May 22
Aqua Lodge Rentals At Coconut Cay
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 CA $311
CA $399 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 CA $197
CA $243 total
includes taxes & fees
May 20 - May 21
Breezy Palms Resort
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
1,834
Accommodation
748 Vacation Homes
Lowest Price
CA $219
Highest Price
CA $379

Recent Reviews in Florida Keys
Expedia verified reviews

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

5/5 Excellent
"Very nice"
A verified traveller stayed at Marina Del Mar Resort and Marina
Posted 19 hours ago
Marina Del Mar Resort and Marina