Holiday Homes in Florida Keys

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Featured Holiday Homes in Florida Keys

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Key Largo
9.6 out of 10, Exceptional, (45)
"We absolutely loved it! "
United States
Emily B.
The price is AU$477
includes taxes & fees
8 Dec - 9 Dec
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Charming Home in Key Largo

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 AU$695
includes taxes & fees
8 Dec - 9 Dec
Charming Home in Key Largo

DECEMBER SAVE 60% OFF! 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 AU$664
includes taxes & fees
14 Dec - 15 Dec
DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

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

Sands
The price is AU$925
includes taxes & fees
8 Dec - 9 Dec
Charming 3-bedroom house in Big Pine Key near Beach and Key West

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.
Poolside Cottage #412

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 AU$464
includes taxes & fees
14 Dec - 15 Dec
Poolside Cottage #411

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

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 AU$602
includes taxes & fees
8 Dec - 9 Dec
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Kelly's Kabin - Adorable Private Summerland Key Cottage

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 AU$828
includes taxes & fees
19 Dec - 20 Dec
Kelly's Kabin - Adorable Private Summerland Key Cottage

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 AU$842
includes taxes & fees
9 Dec - 10 Dec
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Kingfish Keep | Lively Escape on Duval! Balcony!

Old Town Key West
9.8 out of 10, Exceptional, (23)
"Luxury unit with eclectic art work. Super clean. Comfortable bed. Walking distance to many restaurants."
United States
David D.
The price is AU$657
includes taxes & fees
8 Dec - 9 Dec
Kingfish Keep | Lively Escape on Duval! Balcony!

NEW ! Marvelous 2-bedroom house with Marina and Golf Cart in Key Largo

2.0 star property
Key Largo
10.0 out of 10, Exceptional, (43)
"Good location. Lagoon and pool right outside door. "
United States
Debra C.
The price is AU$804
includes taxes & fees
10 Dec - 11 Dec
NEW ! Marvelous 2-bedroom house with Marina and Golf Cart in Key Largo

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
Cudjoe Key
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 AU$941
includes taxes & fees
18 Dec - 19 Dec
Island Time #110 Ocean Views - Cudjoe Key

4. Cozy Waterfront Apartment in Key Largo!

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 AU$527
includes taxes & fees
7 Dec - 8 Dec
4. Cozy Waterfront Apartment in Key Largo!

DECEMBER SAVE 60% OFF 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 AU$856
includes taxes & fees
8 Dec - 9 Dec
DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

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 AU$900
includes taxes & fees
7 Dec - 8 Dec
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

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 AU$819
includes taxes & fees
7 Dec - 8 Dec
Casa Largo

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Cutthroat Harbor Estates
8.4 out of 10, Very good, (118)
"Great experience "
United States
Peyton S.
The price is AU$825
includes taxes & fees
7 Dec - 8 Dec
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

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 AU$807
includes taxes & fees
7 Dec - 8 Dec
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Beach House - Kayak 2-2.5 Villa - OS Slip Ramp Pkg

Duck Key
9.8 out of 10, Exceptional, (28)
"Its a nice place to stay "
United States
shiree p.
The price is AU$936
includes taxes & fees
8 Dec - 9 Dec
Beach House - Kayak 2-2.5 Villa - OS Slip Ramp Pkg

Beautiful Kawama Townhouse

Key Largo
9.8 out of 10, Exceptional, (140)
"The property is absolutely stunning, not a detail un touched !! The property owner was very kind and accommodating, very knowledgeable and helpful with suggestions. My girls trip turned out perfectly! So thankful… I highly recommend.."
United States
Shane D.
The price is AU$923
includes taxes & fees
7 Dec - 8 Dec
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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Florida Keys Holiday Homes information

Number of reviews
1,147
Accommodation
972 Holiday Homes
Lowest Price
AU$464
Highest Price
AU$941