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Compare 1034 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, (159)
"Clean extremely well cared for resort and accommodation, but not really the area we wanted. Expected to have bars restaurants close by but had to drive . Worked well for trips out to key West and local state parks. Pool was clean and empty. Enjoyed the free kayaks. Beds comfy and perfect if self catering. "
The price is AED 559
AED 1,151 total
includes taxes & fees
29 Apr - 30 Apr
Aqua Lodge Rentals At Coconut Cay

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

9.8 out of 10, Exceptional, (54)
"This property is amazing. Close to everything and has everything you need."
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, (87)
"Very nice, lovely stay. Backyard is very relaxing, house is just right size. Close to everywhere we wanted to go. Bridge is walking distance. Has about anything you need to start your stay. "
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, (59)
"The property was as advertised. The campground was quiet and clean. The staff were very helpful. It was a great location situated between Miami and Key West so we had an opportunity to explore the entire Keys. "
The price is AED 424
AED 1,337 total
includes taxes & fees
14 May - 15 May
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, (145)
"We have stayed in the Keys often. This place has it all…great water views, kitchen of glass with more great views and an open floor plan full of light. The house is clean and nicely decorated. Dock was perfect for the boat we rented…caught lots of lobster the last several days of the season!"
The price is AED 1,102
AED 2,327 total
includes taxes & fees
30 Apr - 1 May
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, (97)
"Great place to experience Key Largo.. Everything was as seamless as you could hope for with no unexpected surprises for a short stay. "
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, (191)
"This property was very clean and comfortable, and the property manager was super responsive when we had questions. I would definitely recommend this rental to family and friends!"
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, (138)
"Near to Key West in a quiet neighborhood. "
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, (24)
"This home was absolutely stunning. Had great communication with owner. Easy instruction and rules. Had everything you need for a tropical getaway!!"
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, (93)
"We were very pleased with this house - very clean and comfortable! It will be even better when the canal construction fencing is down and the use of the canal is restored -- we plan to return, maybe with our boat next time! "
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, (126)
"This location was very new and updated compared to some of the others in the community. Great location, kids had a wonderful time. No complaints from our stay."
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, (169)
"Beautiful place in the keys, and felt larger than the photos showed. Owner is very communicative! "
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

10.0 out of 10, Exceptional, (81)
"If you are lucky enough to find an opening for this house, just book it.The house and property are truly exceptional. Everything is thoughtfully labeled in the house, which is really handy when you just want to know what light switch turns on which light! The kitchen and bathrooms are VERY well stocked.The canal out back is very nice and my kids actually caught some cool fish out there. Manatees came to visit there are well. We loved the kayaks and paddle boards. The home is over 100 years old...
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, (8)
"Property had everything we needed for a fun and relaxing week in the Florida Keys! Owner provided excellent recommendations and unit was clean and comfortable! "
New Mariners Club Listing, Preferred Partner, Great Location, Epic Amenities

LAST MINUTE SPECIAL! May 10-17th 1950 + the fees!!!

9.6 out of 10, Exceptional, (120)
"House was clean, pool was great, location fabulous."
LAST MINUTE SPECIAL! May 10-17th 1950 + the fees!!!

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, (67)
"We chose this location due to how easy it was for us to access the ocean. The home has all the necessities, including, a big plus -- an outside ice maker and freezer. Very boater friendly - with nice neighbors. Sadly the weather did not cooperate the week we chose, giving us 25-33 mph winds, causing us to leave the boat on the trailer for 2 days. We have never experienced this type weather down in the Keys. It was even too chilly to swim in the pool, and some of the area around US1 near Florida...
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, (111)
"Love Chausie and her properties! Top notch! "
5 bedroom - Deep Dockage & Heated Pool in Islamorada.

VOTED TRIPADVISOR'S #1 DESTINATION 5 REMODELED UNITS! KAYAKS, MARINA, TENNIS

9.8 out of 10, Exceptional, (123)
"Place was clean and had everything we needed for a family of 5 with fishing poles, tennis rackets, pickle ball rackets, coolers, etc. "
VOTED TRIPADVISOR'S #1 DESTINATION 5 REMODELED UNITS! KAYAKS, MARINA, TENNIS
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

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (218)
"So good"
The price is AED 511
AED 942 total
includes taxes & fees
30 Apr - 1 May
Old Wooden Bridge Resort and Marina

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (459)
"Expedia let me down. I ordered a room with two beds, and when we arrived, they gave me a room with a king bed. We are two hetero men on a fishing trip, and we were not really wanting to share a bed. BP blamed it on Expedia and said they couldn't give me a different room and said they didn't have another room with two beds to give us anyway. They did give us a roll-away bed, but the couch was more comfortable! We toughed it out in the King bad, but that was a bad start to the stay! "
The price is AED 441
AED 687 total
includes taxes & fees
4 May - 5 May
Breezy Palms Resort

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1177)
"Incredibl"
The price is AED 804
AED 1,037 total
includes taxes & fees
28 Apr - 29 Apr
Skipjack Resort & Marina
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.