Holiday Homes in Florida Keys

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Featured Holiday Homes in Florida Keys and around

Waterfront Pool, Beach, Dock, Kayaks

Key Largo
9.8 out of 10, Exceptional, (79)
"Had a great time property was exactly as described. Would stay again."
United States
Michael S.
The price is €391
includes taxes & fees
9 Dec - 10 Dec
Waterfront Pool, Beach, Dock, Kayaks

Charming Home in Key Largo

Key Largo
9.8 out of 10, Exceptional, (26)
"It was clean and a very nice place to stay. Plenty of room and awesome amenities."
United States
Eric M.
The price is €348
includes taxes & fees
23 Nov - 24 Nov
Charming Home in Key Largo

Kelly's Kabin - Adorable Private Summerland Key Cottage

Summerland Key
9.8 out of 10, Exceptional, (120)
"We enjoyed our stay! Great little house and location. "
United States
Lisa K.
The price is €480
includes taxes & fees
21 Nov - 22 Nov
Kelly's Kabin - Adorable Private Summerland Key Cottage

NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.6 out of 10, Exceptional, (99)
"The house was very clean. Friendly and quiet location. The hosts were extremely helpful. "
United States
Roy F.
The price is €363
includes taxes & fees
24 Nov - 25 Nov
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Poolside Cottage #412

Key West
9.2 out of 10, Wonderful, (27)
"The property and our place was really nice. Would definitely stay again. "
United States
Sarah M.
Poolside Cottage #412

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

Sands
The price is €505
includes taxes & fees
23 Nov - 24 Nov
Charming 3-bedroom house in Big Pine Key near Beach and Key West

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 €335
includes taxes & fees
21 Nov - 22 Nov
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Poolside Cottage #411

Key West
9.8 out of 10, Exceptional, (53)
"Clean and as advertised "
United States
John H.
Poolside Cottage #411

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 €525
includes taxes & fees
30 Nov - 1 Dec
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Kingfish Keep | Lively Escape on Duval! Balcony!

Old Town Key West
10.0 out of 10, Exceptional, (21)
"Luxury unit with eclectic art work. Super clean. Comfortable bed. Walking distance to many restaurants."
United States
David D.
The price is €316
includes taxes & fees
30 Nov - 1 Dec
Kingfish Keep | Lively Escape on Duval! Balcony!

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

Duck Key
9.6 out of 10, Exceptional, (45)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is €484
includes taxes & fees
1 Dec - 2 Dec
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

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 €547
includes taxes & fees
23 Nov - 24 Nov
Island Time #110 Ocean Views - Cudjoe Key

NOV. & DEC. 50% 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 €495
includes taxes & fees
3 Dec - 4 Dec
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Beach House Getaway - Kayaks & 2-2.5 Villa

Duck Key
9.8 out of 10, Exceptional, (28)
"Its a nice place to stay "
United States
shiree p.
The price is €444
includes taxes & fees
24 Nov - 25 Nov
Beach House Getaway - Kayaks & 2-2.5 Villa

Paradise found

Stock Island
9.8 out of 10, Exceptional, (31)
"Nice stay and budget friendly. Hard to find a place to house 5 guys but this an accomplished that easily. Conveniently located to the airport and the restaurants in the area were great. If your trip in Key West involves the marina, the marina is just behind the hogfish grill. "
United States
Mike Q.
The price is €653
includes taxes & fees
21 Dec - 22 Dec
Paradise found

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 €497
includes taxes & fees
21 Nov - 22 Nov
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

Sunrise Escape - Ocean Front Villa - Sleeps 10

Key Largo
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 €655
includes taxes & fees
1 Dec - 2 Dec
Sunrise Escape - Ocean Front Villa - Sleeps 10

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 €490
includes taxes & fees
25 Nov - 26 Nov
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Oceanfront Tiny Villa in the Heart of the FL Keys

Marathon
10.0 out of 10, Exceptional, (11)
"Great place, beautiful view, close to everything."
United States
Maria G.
The price is €432
includes taxes & fees
24 Nov - 25 Nov
Oceanfront Tiny Villa in the Heart of the FL Keys

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 €367
includes taxes & fees
4 Dec - 5 Dec
4. Cozy Waterfront Apartment in Key Largo!
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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