Lower Keys Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Lower Keys Vacation Homes

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

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 CA $413
CA $960 total
includes taxes & fees
Aug 18 - Aug 19
Old Florida Style, wrap around porch, boat basin for dockage, open water
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Beach nearby

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 $402
CA $947 total
includes taxes & fees
Aug 16 - Aug 17
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!
Smart TV

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!
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
Fridge, microwave, oven, stovetop

Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel

9.6 out of 10, Exceptional, (57)
"It was a beautiful home and Francine, our host, was most accommodating."
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Fridge, microwave, oven, stovetop

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 CA $413
CA $872 total
includes taxes & fees
Aug 14 - Aug 15
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
20 MINUTES TO KEY WEST , BOATERS PARADISE
Exterior

20 MINUTES TO KEY WEST , BOATERS PARADISE

9.4 out of 10, Exceptional, (57)
"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
Private Secluded Ocean View & Pool Near Key West
Outdoor pool, a heated pool

Private Secluded Ocean View & Pool Near Key West

8.2 out of 10, Very good, (94)
"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
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community
A heated pool

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 $581
CA $1,129 total
includes taxes & fees
Aug 17 - Aug 18
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community
Island Time #110 Ocean Views - Cudjoe Key
A heated pool

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
9.8 out of 10, Exceptional, (7)
"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 CA $365
CA $855 total
includes taxes & fees
Aug 19 - Aug 20
Island Time #110 Ocean Views - Cudjoe Key
Amazing Pool & Canal Ground Level Home, Ocean access
Outdoor pool, a heated pool

Amazing Pool & Canal Ground Level Home, Ocean access

9.8 out of 10, Exceptional, (17)
"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
Waterfront Anchor House with Boat Basin & Ramp!
Sun loungers, beach towels

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!
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
A heated pool

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 $336
CA $818 total
includes taxes & fees
Aug 17 - Aug 18
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Private and Exclusive Florida Keys Getaway
Pool

Private and Exclusive Florida Keys Getaway

10.0 out of 10, Exceptional, (12)
"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!"
Private and Exclusive Florida Keys Getaway
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Outdoor pool, a heated pool

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!
Lower Keys paradise
Outdoor pool, a heated pool

Lower Keys paradise

10.0 out of 10, Exceptional, (34)
"The property was very clean and comfortable. We had a great stay "
Lower Keys paradise
Newly renovated cozy and spacious beach house with breathtaking ocean front
Marina

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

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

8.4 out of 10, Very good, (114)
"Deer in the front yard, perfect location, clean and friendly "
The price is CA $310
CA $742 total
includes taxes & fees
Aug 13 - Aug 14
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
A Tropical Luxury Getaway, Your own private resort!!
Outdoor pool, a heated pool

A Tropical Luxury Getaway, Your own private resort!!

10.0 out of 10, Exceptional, (38)
"The house and pool were very nice."
A Tropical Luxury Getaway, Your own private resort!!
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Outdoor dining

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

9.6 out of 10, Exceptional, (96)
"Good location, short drive to lots of activities. Had to leave a day early due to family crises, but had a great two nights there. Thanks!!"
The price is CA $205
CA $600 total
includes taxes & fees
Aug 14 - Aug 15
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Outdoor dining

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

9.6 out of 10, Exceptional, (41)
"Short trip to the Keys! Very pleased with the rental company and their communication! Would definitely rent again! "
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
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

Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

10/10 Excellent
"Thank you so much for the great stay! The ocean view was beautiful! The landscaping with surrounding trees and flowers was lovely! The house was comfortable and had everything that we needed. It was perfect for our family!"
Deidra B. 4-night trip
Posted 2 days ago
Private Secluded Ocean View & Pool Near Key West