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Vacation Homes in Florida Keys

Our top choices for Florida Keys vacation homes

Waterfront Pool, Beach, Dock, Kayaks, Paddleboards

9.8 out of 10, Exceptional, (79)
"Loved our stay!"
Waterfront Pool, Beach, Dock, Kayaks, Paddleboards

OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!

9.8 out of 10, Exceptional, (81)
"The house was clean as a whistle, has tons of storage, came with everything you need, and is well located. Our husbands really loved the boat launch and docking, the pool and amenities are well kept, security in the park was well done, and the owner are very pleasant and responsive."
The price is SAR 1,385
SAR 2,643 total
includes taxes & fees
8 Oct - 9 Oct
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

9.6 out of 10, Exceptional, (74)
"The house is great, tidy little spot to start all your Keys adventures from!"
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Charming Home in Key Largo

9.8 out of 10, Exceptional, (25)
"loved it!!"
Charming Home in Key Largo

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
9.2 out of 10, Wonderful, (7)
"A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West."
The price is SAR 916
SAR 2,231 total
includes taxes & fees
18 Sep - 19 Sep
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

9.6 out of 10, Exceptional, (98)
"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "
The price is SAR 559
SAR 1,636 total
includes taxes & fees
8 Sep - 9 Sep
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

Kingfish Keep | Lively Escape on Duval! Balcony!

10.0 out of 10, Exceptional, (18)
"Awesome location with excellent communication. "
Kingfish Keep | Lively Escape on Duval! Balcony!

Poolside Cottage #411

9.8 out of 10, Exceptional, (52)
"Lovely home to stay in for a couple of nights on Key West"
The price is SAR 625
SAR 1,098 total
includes taxes & fees
8 Sep - 9 Sep
Poolside Cottage #411

Kelly's Kabin - Adorable Private Summerland Key Cottage

9.8 out of 10, Exceptional, (119)
"We enjoyed our stay in Kelly's Kabin. The house was very clean and comfortable, and was in a great location for exploring the mid to lower Keys. "
Kelly's Kabin - Adorable Private Summerland Key Cottage

Kawama L4 - Upscale Oceanside Villa with Marina

9.6 out of 10, Exceptional, (136)
"Great spot with lot of room. Beds were very comfortable!!!"
Kawama L4 - Upscale Oceanside Villa with Marina

Charming 3-bedroom house in Big Pine Key near Beach and Key West

The price is SAR 672
SAR 2,086 total
includes taxes & fees
8 Sep - 9 Sep
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Key Largo Kawama villa K1, 3/3

9.8 out of 10, Exceptional, (187)
"My family loved our stay in Key Largo at the Kawama Villa K1. It was very clean and so comfortable. We loved the location - steps from the ocean and just minutes from great food and activities. The neighborhood is quiet and peaceful. The kitchen was well-stocked and the home had plenty of towels and linens. Would definitely stay here again on our next trip to Key Largo!"
Key Largo Kawama villa K1, 3/3

Sea La Vie! 4BR Key Largo in Mariner’s Club - Fall Specials & Spring Openings

10.0 out of 10, Exceptional, (68)
"Really enjoyed every aspect of the stay. Property manager made things really easy. Place was clean and in a great location. "
Sea La Vie! 4BR Key Largo in Mariner’s Club - Fall Specials & Spring Openings

Poolside Cottage #412

9.2 out of 10, Wonderful, (25)
"The property and our place was really nice. Would definitely stay again. "
Poolside Cottage #412

Villa 5053 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (45)
"We had a good stay. Nice place"
Villa 5053 on Duck Key BOAT SLIP available

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
9.8 out of 10, Exceptional, (8)
"We loved the property so much that we barely left it. The view from the porch was the most peaceful serene view. "
The price is SAR 994
SAR 2,331 total
includes taxes & fees
8 Sep - 9 Sep
Island Time #110 Ocean Views - Cudjoe Key

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (237)
"Clean and inviting property, great location, attentive host. Highly recommend."
The price is SAR 1,313
SAR 3,068 total
includes taxes & fees
8 Sep - 9 Sep
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

9.8 out of 10, Exceptional, (112)
"Very comfortable house in a great location. "
The price is SAR 844
SAR 1,929 total
includes taxes & fees
10 Sep - 11 Sep
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

Kawama G12 Upscale OceansideVilla with Marina 2/2

10.0 out of 10, Exceptional, (8)
"Good property for family vacations. Clean, open space and nice kitchen. "
Kawama G12 Upscale OceansideVilla with Marina 2/2

Ohana Cay 2brm/2bth - Book your getaway!

10.0 out of 10, Exceptional, (92)
"Everything was wonderful! The location was perfect. The condo was very nicely maintained and well cleaned, with many necessities there for you to use. The owners were very nice and responded quickly to any questions or issues. "
Ohana Cay 2brm/2bth - Book your getaway!
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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Top Florida Keys Hotel Reviews