Lower Florida Keys Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Lower Florida Keys

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

9.6 out of 10, Exceptional, (77)
"Very nice place to stay. Quick and efficient communication with host! Seemless check in and check out process. "
The price is AU$1,090
includes taxes & fees
18 Aug - 19 Aug
Old Florida Style, wrap around porch, boat basin for dockage, open water

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

8.8 out of 10, Excellent, (160)
"Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas."
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (85)
"I will sum it up by saying it was ok. It was a place to stay, would I book it again? No"
Canal front, dockage, 2 bedroom, 2 bath

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

8.8 out of 10, Excellent, (85)
"Property was adequate but could use a few updates. The location was great. Easy to get to Key West near good local restaurants and beaches. Would stay again. "
The price is AU$1,120
includes taxes & fees
7 Aug - 8 Aug
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

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

9.0 out of 10, Wonderful, (85)
"My husband and I stayed with our son in the cottage and it was everything we needed. Great location, beautiful pool on the water, and just enough space. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (151)
"Good Fishing, Good local eateries. "
Cottage with Pool and Dockage, just minutes to Key West

Quaint cottage, pool, dockage just minutes to Key West!

9.0 out of 10, Wonderful, (141)
"It is what it is, only wish the furniture was not worn out. "
Quaint cottage, pool, dockage just minutes to Key West!

Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!

9.8 out of 10, Exceptional, (71)
"Our stay was amazing, the house had EVERYTHING we needed for our trip. Perfect location, beautiful scenery. Just perfect "
Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (187)
"Quiet area, ocean view, roomy place for family of 3. Will stay again, thank you! "
Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

9.0 out of 10, Wonderful, (151)
"The place was spacious, very clean and beautiful!"
The price is AU$941
includes taxes & fees
10 Aug - 11 Aug
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Private Secluded Ocean View & Pool Near Key West

8.2 out of 10, Very good, (93)
"Everything was exactly as described, the host was gracious and communicative, the house is great for a large group and a quiet location"
Private Secluded Ocean View & Pool Near Key West

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

8.8 out of 10, Excellent, (72)
"Very nice quiet place for your lower key vacation. Nice accommodations and easy drive to Key West and Islamorada and several state parks. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (144)
"We had a nice stay at the cottages. Location worked well for our fishing excursions and access across the street to old RT 1 to walk the dogs. "
Cottage with Pool and Boat Dockage just minutes to Key West!

Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

9.8 out of 10, Exceptional, (8)
"Beautiful place!"
The price is AU$1,282
includes taxes & fees
17 Aug - 18 Aug
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

Comfortable Waterfront Vacation Rental minutes from key west w boat dock 35 ft

9.4 out of 10, Exceptional, (159)
"Our stay was very pleasant."
Comfortable Waterfront Vacation Rental minutes from key west w boat dock 35 ft

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

8.6 out of 10, Excellent, (118)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
The price is AU$496
includes taxes & fees
10 Aug - 11 Aug
Charming cottages, dockage, pool, just minutes to Key West

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
9.8 out of 10, Exceptional, (6)
"We loved the property so much that we barely left it. The view from the porch was the most peaceful serene view. "
The price is AU$971
includes taxes & fees
25 Aug - 26 Aug
Island Time #110 Ocean Views - Cudjoe Key

Waterfront Anchor House with Boat Basin & Ramp!

9.8 out of 10, Exceptional, (18)
"Our stay was perfect. The only complain was that we couldn’t stay longer. Walt gave us a great overview of the property available amenities. The short walk to Kiki’s Sandbar makes the stay extra enjoyable. Little Torch Key is the perfect spot to avoid the hustle and bustle of Key West, but remains convenient to all of the Keys activities. "
Waterfront Anchor House with Boat Basin & Ramp!

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (153)
"Nice place and susan was an excellent hosts "
Cottage with swimming pool and dockage, just minutes to Key West!

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
9.2 out of 10, Wonderful, (7)
"A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West."
The price is AU$924
includes taxes & fees
17 Aug - 18 Aug
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Lower Florida Keys Hotel Reviews