Search Vacation Homes in Lower Keys

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Vacation Homes in Lower Keys

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

Cudjoe Key
9.6 out of 10, Exceptional, (99)
"The house was very clean. Friendly and quiet location. The hosts were extremely helpful. "
United States
Roy F.
$367 nightly
The price is $408
Nov 19 - Nov 20
Total with taxes and fees
NOV. & DEC. 50% OFF! WATERFRONT, 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)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
United States
Ubaldo G.
$504 nightly
The price is $560
Dec 3 - Dec 4
Total with taxes and fees
NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
Cudjoe Key
9.2 out of 10, Wonderful, (7)
"Close to Key West. Would stay there again!!"
United States
elisa b.
$532 nightly
The price is $591
Nov 19 - Nov 20
Total with taxes and fees
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Kelly's Kabin - Adorable Private Summerland Key Cottage

Summerland Key
9.8 out of 10, Exceptional, (120)
"We enjoyed our stay! Great little house and location. "
United States
Lisa K.
$487 nightly
The price is $541
Nov 20 - Nov 21
Total with taxes and fees
Kelly's Kabin - Adorable Private Summerland Key Cottage

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

Sands
$512 nightly
The price is $568
Nov 23 - Nov 24
Total with taxes and fees
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
Cudjoe Key
9.6 out of 10, Exceptional, (11)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
$555 nightly
The price is $616
Nov 23 - Nov 24
Total with taxes and fees
Island Time #110 Ocean Views - 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.
$384 nightly
The price is $426
Nov 30 - Dec 1
Total with taxes and fees
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

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

Little Torch Key
9.6 out of 10, Exceptional, (85)
"The secluded dock is a nice feature. The driveway is tricky to exit. "
United States
drywall c.
$629 nightly
The price is $698
Nov 19 - Nov 20
Total with taxes and fees
Old Florida Style, wrap around porch, boat basin for dockage, open water

Palm - Beach Houses Key West

Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14)
"Excellent place to stay if you are seeking a getaway off the beaten path. Well landscaped to give privacy to each bungalow. 2 amazing piers to fish/jet ski from. The pool and grill area is a PERFECT place to cool off and escape the heat with the swim up bar. The staff even gave us coconuts to enjoy fresh from their trees. Each day we saw amazing wildlife and even had key deer visit us. We are considering booking the whole place for a family reunion. Would also make for a great corporate...
United States
Robert K.
$1,439 nightly
The price is $1,579
Nov 19 - Nov 20
Total with taxes and fees
Palm - Beach Houses Key West

Galleon Getaway #533- Oceanfront Community

Cudjoe Key
$488 nightly
The price is $541
Nov 30 - Dec 1
Total with taxes and fees
Galleon Getaway #533- Oceanfront Community

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

Cutthroat Harbor Estates
8.4 out of 10, Very Good, (117)
"Great experience "
United States
Peyton S.
$486 nightly
The price is $539
Nov 19 - Nov 20
Total with taxes and fees
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

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

2.0 star property
Cudjoe Key
$530 nightly
The price is $588
Nov 19 - Nov 20
Total with taxes and fees
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Reel Island Retreat #273 at Venture Out in the Florida Keys

Cudjoe Key
9.6 out of 10, Exceptional, (7)
"We really enjoyed our stay here. We really loved sitting on the back porch by the water and the closeness to the community pool and courts. "
United States
Lindsay C.
$555 nightly
The price is $616
Nov 23 - Nov 24
Total with taxes and fees
Reel Island Retreat #273 at Venture Out in the Florida Keys

Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key

2.0 star property
Cudjoe Key
9.0 out of 10, Wonderful, (7)
"Great place! Perfect location"
United States
Troy B.
$585 nightly
The price is $650
Nov 19 - Nov 20
Total with taxes and fees
Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key

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.
$555 nightly
The price is $616
Nov 19 - Nov 20
Total with taxes and fees
Sailfish Haven #390 - Ocean Views, 35' seawall

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Cudjoe Key
$513 nightly
The price is $570
Nov 19 - Nov 20
Total with taxes and fees
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

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

2.0 star property
Cudjoe Key
$548 nightly
The price is $609
Nov 19 - Nov 20
Total with taxes and fees
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape

Spanish Queen @Venture Out, Cudjoe Key

Cudjoe Key
9.4 out of 10, Exceptional, (19)
"This is our third time staying here. It is a great property and works perfectly for a three-person family."
United States
Kimberly G.
$612 nightly
The price is $680
Nov 19 - Nov 20
Total with taxes and fees
Spanish Queen @Venture Out, Cudjoe Key

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

Summerland Key
8.8 out of 10, Excellent, (64)
"My family and I had an incredible stay. We utilized every available component of the home including the dock. Property manager provided us with 2 available free ramps to drop off our jet-skis. We settled on the ramp located on Blimp Road, which was a 10 minute drive and 15-20 minute ride on the skis. We were able to tie off our skis our whole stay with no issues. Home was exactly as disclosed and worked great for our family. Communication was great, with quick respond time. "
United States
Yissel W.
$1,186 nightly
The price is $1,316
Nov 19 - Nov 20
Total with taxes and fees
One of the very few beach houses with a daily, rental license in the Keys.

Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

Cudjoe Key
9.4 out of 10, Exceptional, (27)
"Close to Key West and lots of great boating"
United States
Simon S.
$585 nightly
The price is $650
Nov 19 - Nov 20
Total with taxes and fees
Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock
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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