Holiday Homes in Lower Keys

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Check prices for these dates

In two weeks
21 Nov - 23 Nov
In two months
2 Jan - 4 Jan
In three months
30 Jan - 1 Feb
In four months
27 Feb - 1 Mar

Featured Holiday Homes in Lower Keys

Exterior
105 - Newly renovated house Oceanside and Pool

105 - Newly renovated house Oceanside and Pool

Cudjoe Key
The price is NZ$1,359
includes taxes & fees
10 Nov - 11 Nov
105 - Newly renovated house Oceanside and Pool
Outdoor dining
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

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

Cudjoe Key
9.6 out of 10, Exceptional, (98)
"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "
United States
Edward H.
The price is NZ$773
includes taxes & fees
9 Nov - 10 Nov
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Smart TV, books
Charming 3-bedroom house in Big Pine Key near Beach and Key West

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

Sands
The price is NZ$1,002
includes taxes & fees
11 Nov - 12 Nov
Charming 3-bedroom house in Big Pine Key near Beach and Key West
A heated pool
Island Time #110 Ocean Views - Cudjoe Key

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
Cudjoe Key
9.4 out of 10, Exceptional, (10)
"Greta property, really enjoyed the water view and the bbq grill "
United States
William B.
The price is NZ$1,098
includes taxes & fees
12 Nov - 13 Nov
Island Time #110 Ocean Views - Cudjoe Key
A heated pool
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
Cudjoe Key
9.2 out of 10, Wonderful, (7)
"A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West."
United States
Javier
The price is NZ$1,112
includes taxes & fees
9 Nov - 10 Nov
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Outdoor pool, a heated pool
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

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

Cudjoe Key
9.8 out of 10, Exceptional, (82)
"Great property, owners were very helpful and we really enjoyed our stay!"
United States
Lee J.
The price is NZ$931
includes taxes & fees
9 Nov - 10 Nov
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Balcony
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

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

Cutthroat Harbor Estates
8.4 out of 10, Very good, (117)
"Deer in the front yard, perfect location, clean and friendly "
United States
Sara H.
The price is NZ$951
includes taxes & fees
10 Nov - 11 Nov
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Fridge, microwave, oven, stovetop
Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage

Summerland Key
9.8 out of 10, Exceptional, (119)
"Great location for some much needed time away."
United States
Brad R.
The price is NZ$1,020
includes taxes & fees
30 Nov - 1 Dec
Kelly's Kabin - Adorable Private Summerland Key Cottage
Pool
Palm - Beach Houses Key West

Palm - Beach Houses Key West

Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14)
"We had a great time at this out-of-the-way spot. It was quiet, beautiful, and comfortable. Lots to do around the property. The pool area is especially beautiful. Highly recommend!"
United States
Crystal G.
The price is NZ$2,721
includes taxes & fees
19 Nov - 20 Nov
Palm - Beach Houses Key West
Exterior detail
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Cudjoe Key
10.0 out of 10, Exceptional, (2)
"Absolutely love it here… Randy is great to work with and always available. "
United States
Jeannine R.
The price is NZ$844
includes taxes & fees
30 Nov - 1 Dec
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Property grounds
Old Florida Style, wrap around porch, boat basin for dockage, open water

Old Florida Style, wrap around porch, boat basin for dockage, open water

Little Torch Key
9.6 out of 10, Exceptional, (84)
"Just a beautiful location, paradise. Spent mornings in the covered porch, husband loved the lagoon for fishing. We brought kayaks and the kids loved it. The dogs enjoyed the large property as well. "
United States
Kendra K.
The price is NZ$1,227
includes taxes & fees
19 Nov - 20 Nov
Old Florida Style, wrap around porch, boat basin for dockage, open water
A heated pool
Sailfish Haven #390 - Ocean Views, 35' seawall

Sailfish Haven #390 - Ocean Views, 35' seawall

Cudjoe Key
8.8 out of 10, Excellent, (6)
"It was a perfect home to stay in cudokey"
United States
Patricia H.
The price is NZ$1,098
includes taxes & fees
15 Nov - 16 Nov
Sailfish Haven #390 - Ocean Views, 35' seawall
Outdoor pool, a heated pool
Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key

Cudjoe Key
9.4 out of 10, Exceptional, (19)
"This home was perfect for our family of four to enjoy a few days in paradise. The amenities provided were amazing and the home was beautiful. The host was very easy to contact and attentive to any questions we had. We will definitely be back again and highly recommend this property."
United States
Mandy M.
The price is NZ$1,191
includes taxes & fees
17 Nov - 18 Nov
Spanish Queen @Venture Out, Cudjoe Key
A heated pool
Mahi House #440 - 35' seawall

Mahi House #440 - 35' seawall

Cudjoe Key
10.0 out of 10, Exceptional, (1)
"The house was just right. Nice community. Quiet and peaceful. Just what we needed. The host was kind and responsive. "
United States
Emily P.
The price is NZ$1,098
includes taxes & fees
14 Nov - 15 Nov
Mahi House #440 - 35' seawall
A heated pool
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

2.0 star property
Cudjoe Key
The price is NZ$1,042
includes taxes & fees
9 Nov - 10 Nov
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Outdoor pool
One of the very few beach houses with a daily, rental license in the Keys.

One of the very few beach houses with a daily, rental license in the Keys.

Summerland Key
8.8 out of 10, Excellent, (64)
"We had a wonderful stay. The house was so inviting and the view was spectacular. I would strongly suggest that some work be done in the kitchen. Frying pans were warped, counter oven had a sprung door, toaster only worked on one side. Also, the bunk beds needed tightening. They were a little scary. Yes, I would go back again. "
United States
Meredith A.
The price is NZ$2,334
includes taxes & fees
11 Nov - 12 Nov
One of the very few beach houses with a daily, rental license in the Keys.
A heated pool
Galleon Getaway #533- Oceanfront Community

Galleon Getaway #533- Oceanfront Community

Cudjoe Key
The price is NZ$1,082
includes taxes & fees
9 Dec - 10 Dec
Galleon Getaway #533- Oceanfront Community
A heated pool
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

Cudjoe Key
The price is NZ$1,105
includes taxes & fees
21 Nov - 22 Nov
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
A heated pool
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape

Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape

2.0 star property
Cudjoe Key
The price is NZ$1,088
includes taxes & fees
9 Nov - 10 Nov
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape
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 Lower Keys Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"…"
David 1-night trip
Posted 3 days ago
Sugar Loaf Lodge

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Lower Keys Holiday Homes information

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