Holiday Rentals in Florida Keys

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Holiday Rentals in Florida Keys

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1154)
"Great Stay Great Staff. Big Suite rooms, Great front desk staff. Great Bistro pizza staff and breakfast. Parker at Bar excellent. Great location..Overall outstanding facility with very large pool. No hidden charges. Would recommend to anyone! Thanks"
The price is €498
includes taxes & fees
2 Mar - 3 Mar
Skipjack Resort & Marina

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (411)
"We had a wonderful stay at breezy palms....room was spacious and spotless, grounds were well kept and great location!"
The price is €244
includes taxes & fees
13 Mar - 14 Mar
Breezy Palms Resort

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (113)
"Great experiance"
The price is €474
includes taxes & fees
24 Feb - 25 Feb
Yacht Haven Marina

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very good, (191)
"Everything about it was great"
The price is €278
includes taxes & fees
24 Feb - 25 Feb
Old Wooden Bridge Resort and Marina

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (781)
"The tropical cottages was a spectacular place to stay. Online check in did not work well and the lady i dealt with when i arrived spoke zero English, although she did get me checked in and showed me to my cottage. The scenery outside the cottage was beautiful, and the cottage itself was inviting and comfortable. I would stay again in a heartbeat. "
The price is €204
includes taxes & fees
23 Feb - 24 Feb
Tropical Cottages

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (136)
"We thoroughly enjoyed our stay at the Aqua Lodge at Coconut Cay! The unit was very clean and included a nice size living room area along with a full refrigerator and stovetop. The sleeping space and bathroom were a little tight, but it was fine and expected in this type of rental. We enjoyed sitting on the deck off the back, and the pool and beach area were very enjoyable! It was very close to Sombrero Beach. The staff was very helpful with providing recommendations of places to visit. There was...
The price is €439
includes taxes & fees
2 Mar - 3 Mar
Aqua Lodge Rentals At Coconut Cay

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (52)
"Everything was lovely except I felt rushed on my departure date. A front desk representative knocked around 9am to find out what time I was leaving. If your check out policy is 11am, you should not knock on people’s door to find out what time they are planning on leaving. It doesn’t feel like a luxurious experience when you do. In addition to the early knock, the entire housekeeping staff was waiting by my front door when I checked out at 10:25. What if I wasn’t checking out at 10:25 and was...
The price is €926
includes taxes & fees
24 Feb - 25 Feb
The Islands of Islamorada

Cabins at Bonefish Bay

3.0 star property
10.0 out of 10, Exceptional, (29)
"I have to say that I loved this place, one of my favorite. Very peaceful , family oriented, good for all type of ages. Looking forward to go again. Thank you Sabrina "
Cabins at Bonefish Bay

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.6 out of 10, Excellent, (19)
"Cute little houseboat. Fun experience!"
The price is €356
includes taxes & fees
23 Feb - 24 Feb
Aqua Lodges at 47th Street Gulfside

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1089)
"The property was in a great location for us to take a day trip to Key West "
The price is €244
includes taxes & fees
9 Mar - 10 Mar
Knight's Key Suites

Key Largo Cottages

2.5 star property
9.4 out of 10, Exceptional, (20)
"Love this place! Very friendly and secluded. Not your typical resort-look elsewhere if that’s what you want. But if you want a friendly private sailing camp where you hang out with other fun people and like to sail and kayak, this is absolutely it! The use of the sailboat alone more than pays for the room."
The price is €500
includes taxes & fees
25 Feb - 26 Feb
Key Largo Cottages

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

9.0 out of 10, Wonderful, (28)
"Nice facilities. Wish we had better weather. Always enjoy our home away from home. KEYS LIFE FOR ME!!!!"
The price is €394
includes taxes & fees
12 Mar - 13 Mar
Beachfront Retreat w Pool, Boat Ramp & Dock Rental

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

9.8 out of 10, Exceptional, (46)
"We stayed a week in the wonderful resort at Kawama. The lagoon was right in front of our unit. There were beautiful tropical fish in the lagoon as well as tarpons and lobster! The 2 pools were heated and delightful to swim in. We love walking out to the end of the jetty each evening to watch the sunset. It was a fantastic place to spend a week and soak up the sun."
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

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

8.6 out of 10, Excellent, (106)
"Drove From CLE to The Keys with my dog and enjoyed the quietness of the property. 30 an hour from Key West. Great rate. Would recommend. "
The price is €406
includes taxes & fees
26 Feb - 27 Feb
Charming cottages, dockage, pool, just minutes to Key West

Anchorage Resort & Yacht Club

3.0 star property
8.6 out of 10, Excellent, (274)
"We loved our stay and the central / gated location was perfect! The view from all of the rooms balconies face the water to enjoy the sunset and it’s small enough to feel very private. Loved the bar restaurant, The Black Siren, next door! The service, food and drinks were perfect! Yes, it a bit dated but we knew that and it added to the fishing village vibe. We would definitely stay again! "
The price is €264
includes taxes & fees
26 Feb - 27 Feb
Anchorage Resort & Yacht Club

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (101)
"Great place to turn off the iPhone and relax. Bring your snacks, build a charcuterie board or two and pop a cork. Wonderful calm area to kayak or paddle board even if you’re not a pro. Nice bay cove with iguanas! Sue and Steve’s hospitality is exceptional. "
Island Bay Resort

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (66)
"The house is in a great location and we really enjoyed the porch overlooking the water. The house has some quirks that need attention (lights not working, uneven floors, broken plumbing fixtures, junk outside, etc.), but we spent most of our time outside anyway. "
The price is €870
includes taxes & fees
10 Mar - 11 Mar
Old Florida Style, wrap around porch, boat basin for dockage, open water

Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

9.0 out of 10, Wonderful, (194)
"We loved the house! Thank you for being so flexible with us. We thought the second bedroom had 2 beds when we booked online but it only has 1."
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

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

9.4 out of 10, Exceptional, (50)
"Very nice cozy place. We loved the location so close to shopping and restaurants. We didn't have time to use any of the amenities but appreciate their availability."
The price is €482
includes taxes & fees
2 Mar - 3 Mar
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (170)
"The location and views are great. It was a comfortable stay. There were some deferred maintenance items which were shared with the property manager. Completion of these items will greatly enhance the experience at the property and make it a '10' rating."
The price is €403
includes taxes & fees
23 Mar - 24 Mar
Direct Oceanfront Cottage-Sunrise View- #2,
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 types of properties in Florida Keys you may be interested in

Marina Del Mar Resort and Marina

2.5 star property
8.4 out of 10, Very good, (1443)
"Pretty surrounding and nice restaurant Next Door overlooking the marina. Good size room but no curtain and blinds did not fully block the light from the corridor that was on and disturbing all night. "
The price is €242
includes taxes & fees
23 Feb - 24 Feb
Marina Del Mar Resort and Marina

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4.0 star property
8.6 out of 10, Excellent, (1004)
"Our favorite place to stay in Key Largo. Staff is amazing and the food is awesome - try the Snapper at Calusa (restaurant at resort)."
The price is €509
includes taxes & fees
27 Feb - 28 Feb
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Isla Bella Beach Resort & Spa

5.0 star property
9.0 out of 10, Wonderful, (1004)
"Everyone was so nice and it was so romantic"
The price is €504
includes taxes & fees
23 Feb - 24 Feb
Isla Bella Beach Resort & Spa
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.