Lower Keys Vacation Rentals

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Browse Select Lower Keys Vacation Homes

Our top choices for Lower Keys vacation homes

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

8.8 out of 10, Excellent, (86)
"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 CA $407
CA $957 total
includes taxes & fees
Aug 24 - Aug 25
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

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

9.6 out of 10, Exceptional, (78)
"Took the team down to the keys for a little R&R"
Old Florida Style, wrap around porch, boat basin for dockage, open water

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

9.8 out of 10, Exceptional, (73)
"We loved the spacious home with pool and little fishing dock. The kayaks were fun too. It was roughly 30 minutes to key west and the same to marathon key. Would definitely stay again."
Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!

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

9.8 out of 10, Exceptional, (8)
"Beautiful place!"
The price is CA $584
CA $1,134 total
includes taxes & fees
Aug 24 - Aug 25
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

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

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

7.8 out of 10, Good, (12)
"Good experience. The property is well place and the Venture is really nice and quiet."
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Ocean View 4/2 Estate with Private Pool 15 minutes from Key West

Ocean View 4/2 Estate with Private Pool 15 minutes from Key West

Mini lobster available! Open Water View from porch , dock, bikes, kayaks

9.8 out of 10, Exceptional, (121)
"We loved having our own space for a boat. Great location."
Mini lobster available! Open Water View from porch , dock, bikes, kayaks

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

8.8 out of 10, Excellent, (145)
"Near to Key West in a quiet neighborhood. "
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Sea La Vie #197 - Oceanfront, Big Boats Welcome Here!

2.5 star property
10.0 out of 10, Exceptional, (6)
"Our stay was wonderful! The view is amazing, the home was clean and very well stocked. We had a wonderful time."
Sea La Vie #197 - Oceanfront, Big Boats Welcome Here!

Amazing Pool & Canal Ground Level Home, Ocean access

9.8 out of 10, Exceptional, (19)
"Property was fantastic, instant communication with the owner. I would highly recommend and will stay here again on our next trip to the keys. 5 stars all the way."
Amazing Pool & Canal Ground Level Home, Ocean access

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 CA $337
CA $822 total
includes taxes & fees
Aug 24 - Aug 25
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Lower Keys paradise

10.0 out of 10, Exceptional, (35)
"The property was very clean and comfortable. We had a great stay "
Lower Keys paradise

20 MINUTES TO KEY WEST , BOATERS PARADISE

9.4 out of 10, Exceptional, (58)
"Great little spot, location was perfect, house was cozy, and the host was fantastic! The staff at Venture Out were also extremely courteous. Would definitely stay here again. "
20 MINUTES TO KEY WEST , BOATERS PARADISE

✨️ Ocean access w/Dock, 4 bed/4 bath. Inquire for any special requests ✨️

✨️ Ocean access w/Dock, 4 bed/4 bath. Inquire for any special requests ✨️

Newly renovated cozy and spacious beach house with breathtaking ocean front

10.0 out of 10, Exceptional, (11)
"Leave the city behind and enjoy all the Florida Keys have to offer."
Newly renovated cozy and spacious beach house with breathtaking ocean front

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (237)
"Clean and inviting property, great location, attentive host. Highly recommend."
The price is CA $484
CA $1,130 total
includes taxes & fees
Aug 24 - Aug 25
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

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

10.0 out of 10, Exceptional, (2)
"Absolutely love it here… Randy is great to work with and always available. "
The price is CA $302
CA $612 total
includes taxes & fees
Sep 1 - Sep 2
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Waterfront Haven House with Boat Basin & Ramp!

9.8 out of 10, Exceptional, (16)
"Beautiful place, quiet"
Waterfront Haven House with Boat Basin & Ramp!

Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5

10.0 out of 10, Exceptional, (227)
"We like staying on the lower keys and this nest, clean, perfectly appointed condo was perfect! And the owners were lovely and easy to communicate with. A restful and memorable vacay!"
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
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