Search Vacation Homes in Florida Keys

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Vacation Homes in Florida Keys

Beach nearby, sun loungers, beach towels
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Vacation Home in Key Largo

9.6 out of 10, Exceptional, (45)
"We absolutely loved it! "
United States
Emily B.
The price is AED 460
AED 1,245 total
includes taxes & fees
15 Dec - 16 Dec
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Fridge, microwave, oven, stovetop
Charming Home in Key Largo

Vacation Home in Key Largo

9.8 out of 10, Exceptional, (27)
"It was clean and a very nice place to stay. Plenty of room and awesome amenities."
United States
Eric M.
The price is AED 643
AED 1,750 total
includes taxes & fees
28 Dec - 29 Dec
Charming Home in Key Largo
Outdoor dining
Poolside Cottage #411

Vacation Home in Key West

9.8 out of 10, Exceptional, (53)
"Perfect for our family! Recommend 10/10!"
United States
Melissa F.
The price is AED 612
AED 1,071 total
includes taxes & fees
14 Dec - 15 Dec
Poolside Cottage #411
Outdoor dining
DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Vacation Home in Cudjoe Key

9.4 out of 10, Exceptional, (101)
"Great location. "
United States
Davian k.
The price is AED 547
AED 1,594 total
includes taxes & fees
14 Dec - 15 Dec
DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Outdoor dining
Poolside Cottage #412

Vacation Home in 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.
Poolside Cottage #412
Marina
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Vacation Home in Key Largo

9.6 out of 10, Exceptional, (81)
"The place was clean and nice, no problems at all. Plenty of room for my family. Wish we could have stayed longer!"
United States
Brad W.
The price is AED 516
AED 1,454 total
includes taxes & fees
11 Dec - 12 Dec
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Smart TV, books
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Vacation Home in Sands

The price is AED 1,098
AED 2,570 total
includes taxes & fees
17 Dec - 18 Dec
Charming 3-bedroom house in Big Pine Key near Beach and Key West
On the beach, sun loungers, beach towels
NEW ! Marvelous 2-bedroom house with Marina in Key Largo

Vacation Home in Key Largo

2.0 star property
10.0 out of 10, Exceptional, (44)
"Good location. Lagoon and pool right outside door. "
United States
Debra C.
The price is AED 711
AED 1,810 total
includes taxes & fees
10 Dec - 11 Dec
NEW ! Marvelous 2-bedroom house with Marina in Key Largo
Fridge, microwave, oven, stovetop
Kelly's Kabin - Adorable Private Summerland Key Cottage

Vacation Home in Summerland Key

9.8 out of 10, Exceptional, (121)
"We enjoyed our stay! Great little house and location. "
United States
Lisa K.
The price is AED 826
AED 1,997 total
includes taxes & fees
21 Dec - 22 Dec
Kelly's Kabin - Adorable Private Summerland Key Cottage
Property grounds
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Vacation Home in 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 AED 788
AED 2,022 total
includes taxes & fees
9 Dec - 10 Dec
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Living area
Kingfish Keep | Lively Escape on Duval! Balcony!

Vacation Home in Old Town Key West

9.8 out of 10, Exceptional, (24)
"Luxury unit with eclectic art work. Super clean. Comfortable bed. Walking distance to many restaurants."
United States
David D.
The price is AED 624
AED 1,590 total
includes taxes & fees
9 Dec - 10 Dec
Kingfish Keep | Lively Escape on Duval! Balcony!
Outdoor pool
Gone Coastal

Vacation Home in 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 AED 1,319
AED 2,527 total
includes taxes & fees
6 Jan - 7 January 2026
Gone Coastal
Interior
4. Cozy Waterfront Apartment in Key Largo!

Vacation Home in Key Largo

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 AED 644
AED 1,264 total
includes taxes & fees
9 Dec - 10 Dec
4. Cozy Waterfront Apartment in Key Largo!
Beach
Casa Largo

Vacation Home in 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 AED 870
AED 1,966 total
includes taxes & fees
9 Dec - 10 Dec
Casa Largo
A heated pool
Island Time #110 Ocean Views - Cudjoe Key

Vacation Home in Cudjoe Key

2.5 star property
9.6 out of 10, Exceptional, (11)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
The price is AED 868
AED 2,387 total
includes taxes & fees
9 Dec - 10 Dec
Island Time #110 Ocean Views - Cudjoe Key
Property grounds
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

Vacation Home in Stock Island

9.8 out of 10, Exceptional, (115)
"Great location, close to everything family had a great time."
United States
rafael m.
The price is AED 992
AED 2,177 total
includes taxes & fees
9 Dec - 10 Dec
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Outdoor dining
Kawama G12 Upscale OceansideVilla with Marina 2/2

Vacation Home in Key Largo

10.0 out of 10, Exceptional, (8)
"Awesome place. Very well kept. Definitely coming back!!"
United States
ERIKA R.
Kawama G12 Upscale OceansideVilla with Marina 2/2
Outdoor pool, a heated pool
DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Vacation Home in 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 AED 915
AED 2,055 total
includes taxes & fees
9 Dec - 10 Dec
DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Exterior
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Vacation Home in 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 AED 788
AED 1,945 total
includes taxes & fees
9 Dec - 10 Dec
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Beach nearby
Beautiful Kawama Townhouse

Vacation Home in Key Largo

9.8 out of 10, Exceptional, (140)
"Great location, well stocked kitchen, bathrooms, etc. Excellent host, had a great time in a beautiful community. The lagoon is a great feature."
United States
jannet p.
Beautiful Kawama Townhouse
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

Banana Bay Resort & Marina

Banana Bay Resort & Marina

10/10 Excellent
"Room and property were clean. Friendly staff. Great location. Poo was nice. Continental breakfast was really sparse. This was our only suggestion for improvement. "
Erik 1-night trip
Posted 23 hours ago
Banana Bay Resort & Marina

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