Search Vacation Homes in Florida Keys

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Our top choices for Florida Keys holiday homes

Holiday Home in Key Largo

Charming Home in Key Largo
9.8 out of 10, Exceptional, (29)
"It was clean and a very nice place to stay. Plenty of room and awesome amenities."
United States
Eric M.
The price is HK$1,252
HK$3,544 total
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Home in 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 HK$1,545
HK$3,634 total
includes taxes & fees
11 Jan - 12 Jan 2026
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Holiday Home in Key West

Poolside Cottage #412
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 HK$1,763
HK$2,965 total
includes taxes & fees
7 Jan - 8 Jan 2026
Poolside Cottage #412
9.8 out of 10, Exceptional, (122)
"We enjoyed our stay! Great little house and location. "
United States
Lisa K.
The price is HK$2,254
HK$4,803 total
includes taxes & fees
26 Jan - 27 Jan 2026
Kelly's Kabin - Adorable Private Summerland Key Cottage
9.6 out of 10, Exceptional, (84)
"Very quiet and cozy "
United States
Stephanie T.
The price is HK$1,327
HK$3,318 total
includes taxes & fees
7 Jan - 8 Jan 2026
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
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 HK$2,324
HK$4,857 total
includes taxes & fees
18 Jan - 19 Jan 2026
SAVE BIG $$ JANUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
9.8 out of 10, Exceptional, (11)
"We loved our stay at the waterfront cabanas! The location is 10/10 with an awesome waterfront bar/restaurant and coffee truck within walking distance. We truly felt like keys locals staying here - highly recommend! "
United States
Brittany M.
The price is HK$1,664
HK$3,209 total
includes taxes & fees
7 Jan - 8 Jan 2026
4. Cozy Waterfront Apartment in Key Largo!
2.0 star property
10.0 out of 10, Exceptional, (46)
"Good location. Lagoon and pool right outside door. "
United States
Debra C.
The price is HK$2,169
HK$4,594 total
includes taxes & fees
12 Jan - 13 Jan 2026
NEW ! Lagoon-front townhouse with Marina in Key Largo
9.6 out of 10, Exceptional, (46)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is HK$2,202
HK$4,919 total
includes taxes & fees
5 Jan - 6 Jan 2026
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
9.4 out of 10, Exceptional, (101)
"Great location. "
United States
Davian k.
The price is HK$2,324
HK$4,740 total
includes taxes & fees
10 Jan - 11 Jan 2026
SAVE BIG $$$ JANUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
9.0 out of 10, Wonderful, (180)
"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 HK$2,216
HK$3,993 total
includes taxes & fees
16 Jan - 17 Jan 2026
Very Low Rates. See dates below avail. PreXmas spec@ And 10% Off wkly stays

Holiday Home in Key West

Poolside Cottage #411
9.8 out of 10, Exceptional, (53)
"Perfect for our family! Recommend 10/10!"
United States
Melissa F.
The price is HK$2,666
HK$4,098 total
includes taxes & fees
3 Jan - 4 Jan 2026
Poolside Cottage #411
9.8 out of 10, Exceptional, (66)
"This place was perfect for 9 people. Both the condo and the area had plenty to do "
United States
Ethan
The price is HK$2,537
HK$6,598 total
includes taxes & fees
20 Jan - 21 Jan 2026
Sunrise Escape - Ocean Front Villa - Sleeps 10

Holiday Home in Key Largo

Casa 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 HK$3,226
HK$5,890 total
includes taxes & fees
3 Jan - 4 Jan 2026
Casa Largo
8.8 out of 10, Excellent, (65)
"Excellent secluded location but near everything Thanks!!!!!"
United States
Gary D.
The price is HK$3,491
HK$9,248 total
includes taxes & fees
7 Jan - 8 Jan 2026
One of the very few beach houses with a daily, rental license in the Keys.

Holiday Home in Raccoon Key

Capmar House at Lunara Bay
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 HK$5,434
HK$12,020 total
includes taxes & fees
5 Jan - 6 Jan 2026
Capmar House at Lunara Bay

Holiday Home in Old Town Key West

Kingfish Keep | Lively Escape on Duval! Balcony!
9.8 out of 10, Exceptional, (25)
"Awesome location with excellent communication. "
United States
Gary W.
The price is HK$2,076
HK$4,421 total
includes taxes & fees
6 Jan - 7 Jan 2026
Kingfish Keep | Lively Escape on Duval! Balcony!

Holiday Home in Rock Harbor

Ohana Cay 2brm/2bth - Book your getaway!
10.0 out of 10, Exceptional, (92)
"Perfect location and great community. Easy docking at the marina and nice amenities. "
United States
Gene Z.
The price is HK$1,749
HK$6,086 total
includes taxes & fees
15 Jan - 16 Jan 2026
Ohana Cay 2brm/2bth - Book your getaway!
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 HK$2,202
HK$4,802 total
includes taxes & fees
4 Jan - 5 Jan 2026
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
2.0 star property
10.0 out of 10, Exceptional, (1)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is HK$7,636
HK$13,785 total
includes taxes & fees
5 Jan - 6 Jan 2026
Capmar House by Brightwild Huge Home Pool
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

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Florida Keys Vacation Homes information

Number of reviews
1,293
Accommodation
971 Vacation Homes
Lowest Price
HK$2,965
Highest Price
HK$13,785

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