Lower Florida Keys Holiday Rentals

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Our top choices for Lower Florida Keys holiday rentals

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (316 reviews)
"Staff was great. Walking distance to No Name Pub. Water view was terrific. The bridge to nowhere was a good walk."
United States
Amado
The price is HK$1,168
HK$2,417 total
includes taxes & fees
12 Apr - 13 Apr
Old Wooden Bridge Resort and Marina

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
9.0 out of 10, Wonderful, (57 reviews)
"The location was perfect for going in and out of Key West. The house was clean, spacious and comfortable. "
United States
Josie D.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (182 reviews)
"Great stay better than we expected "
Canada
Jordan
The price is HK$1,050
HK$2,495 total
includes taxes & fees
7 Apr - 8 Apr
Aqua Lodges at Hurricane Hole Marina

Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West
Cudjoe Key
8.6 out of 10, Excellent, (125 reviews)
"Value for money: Fair This is a unit in a 3-unit divided house, not a cottage as described. It was clean, comfortable, quiet, and a good size, located a convenient drive to Key West. We enjoyed our stay."
United States
Laura
Charming cottages, dockage, pool, just minutes to Key West

Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (123 reviews)
"Great location and Host was very helpful and responsive."
United States
Dennis G.
The price is HK$1,764
HK$4,168 total
includes taxes & fees
3 May - 4 May
Kelly's Kabin - Adorable Private Summerland Key Cottage

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Stock Island
7.6 out of 10, Good, (32 reviews)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
The price is HK$1,960
HK$3,974 total
includes taxes & fees
22 Apr - 23 Apr
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Star Room Barnacle Resort

Star Room Barnacle Resort
Long Beach Estates
8.8 out of 10, Excellent, (5 reviews)
"We loved the location - quiet and secluded - away from everything but not so far away that you felt isolated. All very clean and amenities were as described."
United Kingdom
Robert
The price is HK$2,022
HK$2,900 total
includes taxes & fees
6 May - 7 May
Star Room Barnacle Resort

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

SAVE BIG $$$ APRIL! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (86 reviews)
"The rental was super clean and beautiful."
United States
christopher v.
The price is HK$1,560
HK$3,906 total
includes taxes & fees
13 Apr - 14 Apr
SAVE BIG $$$ APRIL! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is HK$4,409
HK$8,047 total
includes taxes & fees
6 Apr - 7 Apr
Atlantic View Luxury Villa with Pool

Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,
Little Torch Key
8.6 out of 10, Excellent, (197 reviews)
"Excellent location for staying in the Lower Keys. Sunrise view. Nice neighborhood setting. Close to real good places to eat, listen to music and chill. Would come back. "
United States
Ihor C.
Direct Oceanfront Cottage-Sunrise View- #2,

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!
Old Town Key West
9.8 out of 10, Exceptional, (28 reviews)
"Very clean, kind people, very helpful. "
United States
Anna
The price is HK$1,139
HK$3,129 total
includes taxes & fees
7 Apr - 8 Apr
Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West!

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (155 reviews)
"Great place with beautiful views, house could use some TLC so the trade out is location and outdoor space with nice yard and very peaceful. "
United States
Peggy H.
The price is HK$2,744
HK$5,469 total
includes taxes & fees
6 Apr - 7 Apr
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (44 reviews)
"Great place!!! Private with but still in the middle of everything. 5+ stars will be back in November!!!"
United States
Rob
The price is HK$1,200
HK$3,516 total
includes taxes & fees
7 Apr - 8 Apr
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (54 reviews)
"everything was perfect"
United States
Kathy A
The price is HK$3,292
HK$4,174 total
includes taxes & fees
6 Apr - 7 Apr
Living the Dream Key West Style

Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
9.4 out of 10, Exceptional, (22 reviews)
"This is our third time staying here. It is a great property and works perfectly for a three-person family."
United States
Kimberly G.
The price is HK$2,744
HK$5,366 total
includes taxes & fees
20 Apr - 21 Apr
Spanish Queen @Venture Out, Cudjoe Key

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (129 reviews)
"Amazing place to stay, excellent experience!!!"
United States
Brad
The price is HK$2,032
HK$3,758 total
includes taxes & fees
14 Apr - 15 Apr
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

The Salt Cay | Updated! Stunning Sunset View, Pool

The Salt Cay | Updated! Stunning Sunset View, Pool
Key West
9.6 out of 10, Exceptional, (45 reviews)
"Great place with great location , good for families "
United States
Dennys P.
The price is HK$1,842
HK$4,456 total
includes taxes & fees
14 Apr - 15 Apr
The Salt Cay | Updated! Stunning Sunset View, Pool

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (36 reviews)
"Great house and location. We have found our rental for our yearly stay in Key West. "
United States
Elizabeth F.
The price is HK$3,128
HK$5,801 total
includes taxes & fees
13 Apr - 14 Apr
Paradise found

The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (43 reviews)
"Every as described, great stay!"
United States
Bryan W.
The price is HK$1,842
HK$4,456 total
includes taxes & fees
15 Apr - 16 Apr
The Cat Island Suite | Charmingly Renovated w/ Pool

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
9.8 out of 10, Exceptional, (29 reviews)
"Pleasant stay - had a couple issues that we needed to be fixed that were resolved as quickly as possible. "
United States
Christina M.
The price is HK$2,005
HK$4,681 total
includes taxes & fees
10 Apr - 11 Apr
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, 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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