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Compare 1040 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, (147)
"Loved, loved our stay, so peaceful out on the back porch having our morning coffee. So clean and stocked with all the things you need. Perfect for two people or a couple and two small kids. The free bikes were great. We will definely be back again. Thank you "
The price is SAR 773
SAR 1,426 total
includes taxes & fees
1 Apr - 2 Apr
Aqua Lodge Rentals At Coconut Cay

Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

9.8 out of 10, Exceptional, (50)
"Easy to get to everything. Wonderful unit. Well stocked, clean & comfortable. Bedrooms both upstairs so be prepared for that. Made it difficult with bad knee but bathroom on each floor made it work."
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

10.0 out of 10, Exceptional, (83)
"Beautiful outdoor patio, amazing pool, and a very well air conditioned house. We had a great week here, only thing we wished was different was the jacuzzi connected to the pool was the same temperature as the pool, other than that, fantastic host and property. "
Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

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

9.4 out of 10, Exceptional, (56)
"My first experience with a tiny home, and it did not disappoint! Great use of space, clean comfortable, great location and we will definitely go back and share with friends and family. "
The price is SAR 519
SAR 1,472 total
includes taxes & fees
27 Apr - 28 Apr
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

8.8 out of 10, Excellent, (140)
"The place was spacious, very clean and beautiful!"
The price is SAR 1,125
SAR 2,343 total
includes taxes & fees
25 Apr - 26 Apr
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!

9.4 out of 10, Exceptional, (96)
"Pool was warm, kids loved to see the fish in the lagoon. Walked out to the ocean morning and night. Would have loved to kayak down by the ocean but there were no paddles. Walking distance to great restaurants."
Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!

Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)

10.0 out of 10, Exceptional, (188)
"We had a great time in Key Largo relaxing with our family of five. The unit was perfect and an oasis from life. They created a perfect and comfortable environment. The development is quaint and quiet. "
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)

Cudjoe Cottages, swimming pool, just 20 miles from Key West

8.8 out of 10, Excellent, (134)
"My sister and friend from north Alabama and my youngest daughter and I decided on a last minute mini vacation. We found this little gem of a place while looking for places to stay in the Keys. Although it could use some TLC, we found the property to be clean, well-stocked and perfect for a short stay, some family time, rest and relaxation. We truly enjoyed our stay and would definitely consider staying here again,"
The price is SAR 1,032
SAR 2,260 total
includes taxes & fees
25 Apr - 26 Apr
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Brand new construction, boat parking, launch across street, high-end amenities!

10.0 out of 10, Exceptional, (22)
"new property, with great amenities"
Brand new construction, boat parking, launch across street, high-end amenities!

Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

9.8 out of 10, Exceptional, (91)
"The host was extremely responsive to any requests that we had. We loved the stay, great location. The house met all of our needs. Walkable area to some things. The host was very helpful and accommodating, would definitely recommend. "
Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

Beautiful Updated Kawama Townhouse. Marina, boat ramp, lagoon and pools.

9.8 out of 10, Exceptional, (123)
"We were 3 families that had a very relaxing stay at the Kawama house. Very safe gated community with private beach, pool, playground and own golf cart which made our trips to the beach and fire pits very convenient. Owner addressed a couple of small issue with cleanliness (unit not used for 2 months) and golf cart very quickly. Beds were comfortable, kitchen equipped with everything we needed, the enclosed balcony very cozy. Intend to go back. "
Beautiful Updated Kawama Townhouse. Marina, boat ramp, lagoon and pools.

Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

10.0 out of 10, Exceptional, (166)
"We had the best week at this home. The house was extremely clean, decorated so cute, and was in a perfect location! The canal was amazing, we spent the days fishing and paddle boarding in it. The owner was so kind and helpful and was always available for questions! We will absolutely be back! "
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property

10.0 out of 10, Exceptional, (34)
"Everything in the listing was completely accurate. Halfway point in the Keys. The home was very clean. Air Conditioning was spot on. We used the pool/hottub a lot. Surprised how much we used the hot tub as almost every day it was clear and hot. Although it didn’t bother us, the home is located in the direct path of a variety of planes jets and helicopters landing at Airport nearby. Noise was quite loud and may scare some dogs. Our Morkie had no issues. Definitely would rent property...
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property

Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 5.17.25

9.8 out of 10, Exceptional, (79)
"Three generations of our family enjoyed a wonderful vacation at The Last Resort. The house was beautifully appointed and well stocked as described in the listing. It had everything we needed for a memorable beach vacation. The owner was friendly, helpful, and easy to communicate with. We hope to return! back!ThownerfrieThowwith. "
Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 5.17.25

New Mariners Club Listing, Preferred Partner, Great Location, Epic Amenities

2.5 star property
10.0 out of 10, Exceptional, (7)
"This condo and the club is awesome. The pool is wonderful. We loved everything about or stay would come back! "
New Mariners Club Listing, Preferred Partner, Great Location, Epic Amenities

2499 Rental Rate ANY WEEK March-Aug 2025 fees and taxes add, except holidays

9.6 out of 10, Exceptional, (118)
"My family (10 of us all together) stayed at this beautiful property and could not have been more pleased! It was spacious enough for all of us and close to all the things we wanted to do! Beth was super responsive anytime we reached out to her! The only thing I would note is that the house is in the DIRECT landing path for the airport down the road. It was a little startling when some of the jets were flying in. This is nothing against the house itself, just something to be aware of.We hope to...
2499 Rental Rate ANY WEEK March-Aug 2025 fees and taxes add, except holidays

VR65 Beach Nuts | 4 Bed, 2 Bath Next to Sombrero Beach

9.6 out of 10, Exceptional, (46)
"Overall it was good. They could use more cooking bowls and sharper knives"
VR65 Beach Nuts | 4 Bed, 2 Bath Next to Sombrero Beach

Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

9.6 out of 10, Exceptional, (65)
"Nice property with good amenities-especially for young children. Some things were not as advertised. "
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

5 bedroom - Deep Dockage & Heated Pool in Islamorada.

10.0 out of 10, Exceptional, (109)
"Beautiful bay views, manatees galore, fishing off the sea wall, enough dockage for our 22 & 18 ft boats. 3 excellent master suites with great bathroom showers. Kitchen, dining room and family room all open to each other and great for gathering. Perfect pool, waterside chairs & firepit.Highly recommend!!"
5 bedroom - Deep Dockage & Heated Pool in Islamorada.

🌴Beach, Pool, Dock,Boating, and Golfing Paradise!!🌴Pets Welcomed!

10.0 out of 10, Exceptional, (45)
"Great week in the Keys! This property has amazing outdoor space! Great fishing off the dock, easy access to Sisters Creek and the Atlantic. The pool area is perfect and well kept. Very quiet and private neighborhood and close to everything, restaurants, grocery store, and beach. The house is well equipped and has COLD A/C, it is a bit dated but suited our family and friends just fine. We are outside people and just need a place to shower and recoup for the next day.. We would definitely stay...
🌴Beach, Pool, Dock,Boating, and Golfing Paradise!!🌴Pets Welcomed!
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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Other property types in Florida Keys

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1165)
"We had a wonderful stay. The staff at the pool bar were amazing!!! Poli Kala!!!!"
The price is SAR 1,122
SAR 1,397 total
includes taxes & fees
2 Apr - 3 Apr
Skipjack Resort & Marina

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (204)
"ENJOYED OUR STAY. BEDDING NEEDS ALOT OF IMPROVEMENT. ONE BEDROOM HAD AN OLD MATTRESS AND THE OTHER BED ONLY HAD A PAD OVER WOOD ! OUR HOUSEBOAT WAS OLDER AND NEEDED FLOOR REPAIRS. NICE PEOPLE, JIMMY HELPED WITH THE MARINA."
The price is SAR 596
SAR 1,046 total
includes taxes & fees
28 Apr - 29 Apr
Old Wooden Bridge Resort and Marina

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (431)
"The rooms and patio were very clean, recently remodeled, walkable to a few nice restaurants. Parking was easy. No area for swimming but great space with chairs to relax for sunrise and open space for lounging. Huge iguanas on the docks. The mattress Seemed new but very firm. "
The price is SAR 544
SAR 806 total
includes taxes & fees
31 Mar - 1 Apr
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.