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Compare 1039 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, (157)
"The aqua lodges were located on a sweet little RV resort. Everything was emasculate and the view from the back deck was lovely. We enjoyed drinking our morning coffee on that deck. Our 8 year old loved spending time in the loft. Great central location for exploring the Keys. "
The price is SAR 709
SAR 1,347 total
includes taxes & fees
27 Apr - 28 Apr
Aqua Lodge Rentals At Coconut Cay

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

9.8 out of 10, Exceptional, (51)
"Enjoyed our stay. Lots to do if you’re wanting a relaxing day or a day of swimming, tennis, walking or cycling. "
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, (84)
"This was our first visit to the Keys and we were very pleased. The house is cozy and clean, and the outdoor pool area is phenomenal. Jerry and Lynn were wonderful hosts. The only bad part of the trip was returning to central Illinois weather. "
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, (57)
"Next time we will book for a longer stay! Tiny home was updated and very clean. "
The price is SAR 421
SAR 1,352 total
includes taxes & fees
7 May - 8 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)
"After reading the other reviews I packed my air mattresses… didn’t need them the beds were fine. The patio rail is fixed based on a previous post. Only 1 working TV but not a big deal. 2 built in ovens but neither works, not ideal for larger family to use a small toaster oven. The place was clean and you can’t beat the location. "
The price is SAR 1,126
SAR 2,351 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, (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, (190)
"My husband, son, and daughter & family stayed here 4 nights. The 8 of us all had a fabulous time. The condo is beautiful and the pools and grounds are wonderful. Well worth it."
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, (137)
"Nice location. Comfortable place although the couch and living room chair were old and stained. "
The price is SAR 1,032
SAR 2,260 total
includes taxes & fees
20 Apr - 21 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, (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, (167)
"We all LOVED this place! It was simply perfect in every way, so Keys. Great location and the house was clean, so nicely decorated and just easy. Would totally stay here again anytime. "
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, (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, (119)
"House was clean, pool was great, location fabulous."
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, (66)
"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.

🌴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

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (213)
"Unique lodging experience. The houseboat was clean and comfortable. Would definitely stay again."
The price is SAR 522
SAR 962 total
includes taxes & fees
21 Apr - 22 Apr
Old Wooden Bridge Resort and Marina

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1173)
"We really enjoyed pur stay at SkipJack. Rooms are super clean. Bar & grill onsite has excellent food. The extra amenities (courts, bikes, beach chairs) could use an update, but overall a veey nice stay."
The price is SAR 922
SAR 1,172 total
includes taxes & fees
20 Apr - 21 Apr
Skipjack Resort & Marina

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (447)
"Location, ease of checkin. "
The price is SAR 404
SAR 649 total
includes taxes & fees
29 Apr - 30 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.