Holiday Homes in Florida Keys

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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Florida Keys holiday homes

Smart TV
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
Key Largo
9.6 out of 10, Exceptional, (123)
"Great stay!! Location was perfect view of the canal and close to the pool. Unit was very clean and would definitely stay again!!"
United States
Brad T.
The price is €404
includes taxes & fees
8 Jan - 9 Jan
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
A heated pool
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
2.5 star property
Cudjoe Key
9.2 out of 10, Wonderful, (7)
"Close to Key West. Would stay there again!!"
United States
elisa b.
The price is €536
includes taxes & fees
8 Jan - 9 Jan
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Beach towels
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

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

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Key Largo
9.6 out of 10, Exceptional, (85)
"Very quiet and cozy "
United States
Stephanie T.
The price is €339
includes taxes & fees
8 Jan - 9 Jan
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Outdoor dining
Poolside Cottage #412

Poolside Cottage #412

Poolside Cottage #412
Key West
9.2 out of 10, Wonderful, (28)
"The property and our place was really nice. Would definitely stay again. "
United States
Sarah M.
The price is €332
includes taxes & fees
15 Jan - 16 Jan
Poolside Cottage #412
Beach
Casa Largo

Casa Largo

Casa Largo
Key Largo
9.0 out of 10, Wonderful, (129)
"We stayed in 2 vrbo properties while in Florida. This one met and exceeded our expectations. We would stay again without hesitation."
United States
Kelly M.
The price is €502
includes taxes & fees
11 Jan - 12 Jan
Casa Largo
Property grounds
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
2.0 star property
Key Largo
10.0 out of 10, Exceptional, (46)
"Good location. Lagoon and pool right outside door. "
United States
Debra C.
The price is €505
includes taxes & fees
12 Jan - 13 Jan
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
Outdoor dining
Poolside Cottage #411

Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (53)
"Perfect for our family! Recommend 10/10!"
United States
Melissa F.
The price is €429
includes taxes & fees
5 Feb - 6 Feb
Poolside Cottage #411
Beach nearby, sun-loungers, beach towels
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Key Largo
9.4 out of 10, Exceptional, (62)
"Easy clean condo "
United States
Stephen G.
The price is €651
includes taxes & fees
31 Jan - 1 Feb
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Interior
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West
Sands
8.8 out of 10, Excellent, (3)
"Great property, surrounded by key deer and wild roosters. "
United States
Scott B.
The price is €526
includes taxes & fees
11 Jan - 12 Jan
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Exterior
SAVE BIG $$$ JANUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ JANUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ JANUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (101)
"Great location. "
United States
Davian k.
The price is €529
includes taxes & fees
10 Jan - 11 Jan
SAVE BIG $$$ JANUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Interior
Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!

Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!
Old Town Key West
9.0 out of 10, Wonderful, (181)
"We had such a delightful time staying here! While the space is small, it was absolutely perfect for two people. Everything was clean, comfortable, and conveniently located. We really enjoyed our time in Key West and would definitely stay here again! "
United States
ALISHA
The price is €451
includes taxes & fees
24 Jan - 25 Jan
Low Rates.& spec. early & late book spec. & 10% wk stays & close all& beach!
Property grounds
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (46)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is €489
includes taxes & fees
8 Jan - 9 Jan
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (156)
"Great location , clear communications and listing accuracy. Will be coming back again "
United States
Kirk D.
The price is €572
includes taxes & fees
10 Jan - 11 Jan
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Exterior
SAVE BIG $$ JANUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

SAVE BIG $$ JANUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

SAVE BIG $$ JANUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (82)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
United States
Ubaldo G.
The price is €547
includes taxes & fees
15 Jan - 16 Jan
SAVE BIG $$ JANUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Dining
Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10
Key Largo
9.8 out of 10, Exceptional, (67)
"This place was perfect for 9 people. Both the condo and the area had plenty to do "
United States
Ethan
The price is €676
includes taxes & fees
8 Jan - 9 Jan
Sunrise Escape - Ocean Front Villa - Sleeps 10
Outdoor dining
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
9.4 out of 10, Exceptional, (32)
"A short weekend getaway was made perfect in this villa. The location is idyllic; especially the balcony overlooking the bay with a perfect sunset view. The home was well-appointed, simple yet all the necessities were covered. Communication with the property manager was excellent. Definitely will book again. "
United States
Natasha A.
The price is €496
includes taxes & fees
12 Jan - 13 Jan
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Pool
Capmar House at Lunara Bay

Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29)
"The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!"
United States
Anonymous traveller
The price is €1,490
includes taxes & fees
21 Jan - 22 Jan
Capmar House at Lunara Bay
Outdoor pool
Gone Coastal

Gone Coastal

Gone Coastal
Stock Island
9.8 out of 10, Exceptional, (19)
"Great little place with covered parking and comfortable beds. Very clean! "
United States
Sean
The price is €648
includes taxes & fees
19 Jan - 20 Jan
Gone Coastal
TV
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.4 out of 10, Very good, (10)
"Unit was very clean and had everything we needed"
United States
Vanessa L.
The price is €476
includes taxes & fees
8 Jan - 9 Jan
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
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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Top Florida Keys Hotel Reviews

Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"Overall a great stay. Very nice and clean condo with its own small pool. The property is beautiful and we enjoyed the tennis and pickleball facilities. Only areas for improvement were the initial delay in room being available from housekeeping and need for more service staff around the pool area."
Joseph 4-night trip
Posted 3 days ago
Hawks Cay Resort

Find out more about Florida Keys

Florida Keys Holiday Homes information

Number of reviews
1,201
Accommodation
971 Holiday Homes
Lowest Price
€332
Highest Price
€1,490