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, (1141)
"We love staying at this property because it’s just like an apartment with all the comforts of home."
The price is €247
includes taxes & fees
19 Dec - 20 Dec
Skipjack Resort & Marina

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (375)
"Beautiful "
The price is €165
includes taxes & fees
19 Dec - 20 Dec
Breezy Palms Resort

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (126)
"Unique floating accommodations were so nice. Highly recommend this stay."
The price is €318
includes taxes & fees
19 Dec - 20 Dec
Aqua Lodge Rentals At Coconut Cay

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (753)
"Clean. convenient, nice staff good drinks. Perfect price."
The price is €105
includes taxes & fees
19 Dec - 20 Dec
Tropical Cottages

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very good, (167)
"Great experience! Clean, quiet, quaint "
The price is €234
includes taxes & fees
19 Dec - 20 Dec
Old Wooden Bridge Resort and Marina

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (98)
"Excellent value for money."
The price is €440
includes taxes & fees
23 Dec - 24 Dec
Yacht Haven Marina

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1067)
"Sits right by the ocean!"
The price is €168
includes taxes & fees
20 Dec - 21 Dec
Knight's Key Suites

34’ Catamaran Sailboat

9.6 out of 10, Exceptional, (28)
"The property was great and the host was very responsive to communication. "
34’ Catamaran Sailboat

Amazing Ocean view at Ocean Pointe w/Heated Pool

9.6 out of 10, Exceptional, (22)
"Went on a quick trip to the keys with my daughter and son in law. We loved the cleanliness of the condo. I already miss the water view. It had comfortable beds and everything you need. The pool area was great, with lots of chairs. The buildings could use some address info as they all look alike. Plenty of parking too. "
Amazing Ocean view at Ocean Pointe w/Heated Pool

VOTED BEST KEY LARGO VACATION RENTAL

10.0 out of 10, Exceptional, (69)
"The townhome was large and I liked the layout so everyone had their own space. There are multiple balconies which was one of our favorite places to hang out while there. The sunrise/sunsets at the beach were beautiful! We were busy so didn’t spend much time in the lagoon or pools but the grounds were well-kept. "
VOTED BEST KEY LARGO VACATION RENTAL

Cabins at Bonefish Bay

3.0 star property
10.0 out of 10, Exceptional, (23)
"Nice place to stay. "
Cabins at Bonefish Bay

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

8.8 out of 10, Excellent, (25)
"Had a great time"
The price is €322
includes taxes & fees
22 Dec - 23 Dec
Beachfront Retreat w Pool, Boat Ramp & Dock Rental

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

10.0 out of 10, Exceptional, (41)
"The townhouse was great for our family and in a perfect location to explore the upper keys. "
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

Anchorage Resort & Yacht Club

3.0 star property
8.6 out of 10, Excellent, (266)
"Everything was great!"
The price is €241
includes taxes & fees
19 Dec - 20 Dec
Anchorage Resort & Yacht Club

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (39)
"We loved the entire experiences; especially the amenities on site (kayaks, paddle boards, swimming-pool & ocean, food & bar) and Emmanuel (person responsible kayaks and paddle boards)."
The price is €612
includes taxes & fees
12 Jan - 13 Jan 2025
The Islands of Islamorada

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (219)
"Visited for Thanksgiving and had a wonderful stay. Gorgeous home! Plenty of room for a family of four (3 adults and 1 teen) especially having a third full bath. Nice pool area with a heated pool and beautiful views. Close enough to Key West to go back and forth. We will definitely return! "
The price is €787
includes taxes & fees
8 Jan - 9 Jan 2025
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

Beautiful Modern House in Key Largo

10.0 out of 10, Exceptional, (33)
"Very clean and very comfortable had every thing you would need to make your stay great and easy access to main highway. I would book it again if I ever go back to the Keys"
The price is €589
includes taxes & fees
19 Dec - 20 Dec
Beautiful Modern House in Key Largo

Kings Kamp

2.5 star property
8.6 out of 10, Excellent, (18)
"Location, location, location!! Quiet, well maintained property, amicable personnel and boat ramp on premises. Room was clean and perfect size for us. Definitely will consider coming back."
The price is €211
includes taxes & fees
19 Dec - 20 Dec
Kings Kamp

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

9.4 out of 10, Exceptional, (45)
"This place was as advertised. It was very clean, and conveniently located to restaurants and grocery stores. We didn’t spend a lot of time at the park but it appeared nice. We will definitely recommend this place for a family of 5 or smaller. "
The price is €370
includes taxes & fees
19 Dec - 20 Dec
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Key Largo, Calusa, 2 bedroom 1 bath with screened in patio

9.4 out of 10, Exceptional, (64)
"The place was clean; everything worked as it should. It was in close proximity to a bathhouse and laundry service also. Nice, quiet community. Would definitely stay here again. Host was super and great about communicating despite the fact that we had a glitch on our end from not receiving our messages! Jeff took it all in stride and made sure we were taken care of!!"
Key Largo, Calusa, 2 bedroom 1 bath with screened in patio
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, (1254)
"Very friendly"
The price is €117
includes taxes & fees
19 Dec - 20 Dec
Marina Del Mar Resort and Marina

Hawks Cay Resort

4.0 star property
8.0 out of 10, Very good, (1005)
"I loved everything about this property. Tomas at the front desk was extremely nice, which I greatly appreciate these days with service industry standards changing. Also, I wish these properties would never do room charge, I've never been charged the correct amount at the end of the start regardless of resort."
The price is €464
includes taxes & fees
19 Dec - 20 Dec
Hawks Cay Resort

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

4.0 star property
8.6 out of 10, Excellent, (1004)
"Nice resort. Could use more dining options "
The price is €374
includes taxes & fees
19 Dec - 20 Dec
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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.