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Compare 49 Cottages in Florida Keys with updated reviews, rates, and availability.

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (223)
"The only thing i didn't like was my short time there! I wish i would've booked more nights, this place is incredible. Great location, beautiful scenery, friendly helpful staff"
The price is AED 511
AED 942 total
includes taxes & fees
1 May - 2 May
Old Wooden Bridge Resort and Marina

Tropical Cottages

3.0 star property
8.4 out of 10, Very Good, (805)
"Always a pleasant and comfy stay. Great staff."
The price is AED 478
AED 537 total
includes taxes & fees
1 May - 2 May
Tropical Cottages

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (135)
"2nd time and it's a nice relaxing stay.Catch a few fish off the dock or to one of the bridges.And my dogs love it!!"
Cottage with Pool and Boat Dockage just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

8.8 out of 10, Excellent, (155)
"Needs work interior wise. Neighbors were yelling and hollering at 2 am."
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

8.6 out of 10, Excellent, (37)
"Word can not explain the place everything was the best and would stay again and again "
The price is AED 282
AED 1,023 total
includes taxes & fees
1 May - 2 May
Beachfront Retreat w Pool, Boat Ramp & Dock Rental

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (140)
"Good Fishing, Good local eateries. "
The price is AED 643
AED 1,280 total
includes taxes & fees
1 May - 2 May
Cottage with Pool and Dockage, just minutes to Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (73)
"Scenic and convenient"
The price is AED 643
AED 1,353 total
includes taxes & fees
9 May - 10 May
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

9.4 out of 10, Exceptional, (23)
"Really cool little "resort". Room was clean, nicely laid out, and it was nice to have a pool and laundry facilities. Location was great for me to dive in Key West or Middle Keys. Only complaint was TV not working correctly 2 out of 5 days and I have to watch morning news/weather and in the evening wind down. Could just be Direct TV issue? Regardless I would recommend the stay."
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (174)
"My husband and I enjoyed the peacefulness of the area, the beautiful view, the prime location for great places to eat and things to do, the short drive to Key West and Bahia Honda. The cottage was clean, the bed comfy and all was as described. Susan was quick in responding to any questions we had. We will stay here again, I’m sure. "
Direct Oceanfront Cottage-Sunrise View- #2,

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.0 out of 10, Very Good, (39)
"Was such a great stay clean and everything we needed "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.8 out of 10, Excellent, (68)
"This property could have been amazing but it needed a lot of TLC. The cottage was mostly clean but there were a few issues for me. Some crumbs still on kitchen counter top, dirty front porch and you could tell light switches we not wiped down - they were dirty. The property grounds were disappointing as well. the rusty grill, the torn up lawn chairs.thrown around. Definitely needed work around the property."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Charming cottages, dockage, pool, just minutes to Key West

8.6 out of 10, Excellent, (115)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
Charming cottages, dockage, pool, just minutes to Key West

Quaint cottage, pool, dockage just minutes to Key West!

9.0 out of 10, Wonderful, (135)
"Had issue with tv, but host resolved quickly. Close to many places to eat."
Quaint cottage, pool, dockage just minutes to Key West!

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (81)
"Property was adorable! Had all that we needed. Good use of space for a smaller home but decorated beautifully. The only issue was overflow parking as we had two cars and a boat trailer. We decided to put the trailer in overflow recommended but that was three miles away further than security said quarter mile. Where we stored though, Mitch and Rich, were great. We would come back again but with one less vehicle "
Canal front, dockage, 2 bedroom, 2 bath

Beautiful Modern House in Key Largo

10.0 out of 10, Exceptional, (42)
"Property was newly remodeled, very clean, and way to find."
The price is AED 1,102
AED 2,178 total
includes taxes & fees
1 May - 2 May
Beautiful Modern House in Key Largo

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (145)
"Wonderful stay with great property and pool. Very well maintained!"
The price is AED 551
AED 1,047 total
includes taxes & fees
30 May - 31 May
Cottage with swimming pool and dockage, just minutes to Key West!

STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!

9.6 out of 10, Exceptional, (51)
"Thank you for a wonderful stay Glen and Hope! We loved the location it was convenient to travel to the Key West, yet far enough from the noise and party. Summerland Key itself is gorgeous! Few great spots for breakfast and lunch/dinner. Also every place around had fresh seafood and live music in the evening. Pool on the property was very clean and heated, which I loved since we got a few cooler days.Overall wonderful atmosphere. If we will be back to Key West next year, we will be back to stay...
STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!

ISLE BE BACK To The Sunny Keys

9.6 out of 10, Exceptional, (30)
"Loved the property !! Would definitely stay again"
ISLE BE BACK To The Sunny Keys

35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool

9.8 out of 10, Exceptional, (128)
"Had a wonderful stay. The cottage is well maintained. The deck outback was the perfect place for evening cocktails. The owner was very responsive to any questions. One thing worth mentioning is you can’t take showers back to back, the hot water will run out. The hot water struggled through one shower.. my husband and I don’t mind tepid water so it wasn't a big deal to us. Other than that everything was fabulous. "
35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool

Waterfront Home

8.8 out of 10, Excellent, (162)
"Venture out is more of a retirement community than a family resort. The location is ideal and the house was well appointed "
Waterfront Home
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, (223)
"The only thing i didn't like was my short time there! I wish i would've booked more nights, this place is incredible. Great location, beautiful scenery, friendly helpful staff"
The price is AED 511
AED 942 total
includes taxes & fees
1 May - 2 May
Old Wooden Bridge Resort and Marina

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (462)
"Friendly staff, clean room, good location for key hopping "
The price is AED 408
AED 649 total
includes taxes & fees
13 May - 14 May
Breezy Palms Resort

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1179)
"I liked how friendly the staff was. I lost my hearing aid at nighttime and two workers helped me, after hours, and one was the host/manager young man and the other was a older man who was a kitchen worker/chef. I found it back in my room, but there they were, with flashlights helping me and my husband. I really appreciated it. And my toilet stopped working and the maintenance man came quickly, got the part, and quickly repaired it. The onl y thing I don't care for is the trailer that faces the...
The price is AED 841
AED 1,079 total
includes taxes & fees
4 May - 5 May
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.