Search Condos Rentals in Lower Keys from CA $157

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Nov 13 - Nov 15
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Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Lower Keys condo rentals

A poolside area with lounge chairs and umbrellas, palm trees, and a clear sky.

1. Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Marathon
9.8 out of 10, Exceptional, (16 reviews)
"What a charming and beautiful property. Beautiful landscape and the room was clean and comfortable. (The only minor issue was the lack of electrical outlets , but we brought our own extension cords) We definitely recommend this place 👌"
United States
JOHN
The price is CA $220
CA $521 total
includes taxes & fees
Nov 16 - Nov 17
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
A poolside area with a wooden pergola, lounge chairs, and potted plants.

2. Canal Front Retreat with Pool + Free Breakfast

Canal Front Retreat with Pool + Free Breakfast
Marathon
9.8 out of 10, Exceptional, (30 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
United States
Eric
The price is CA $180
CA $537 total
includes taxes & fees
Nov 8 - Nov 9
Canal Front Retreat with Pool + Free Breakfast
A spacious living area with a large island, a sofa, and a TV mounted on the wall.

3. Marina View Getaway with Pool & Free Breakfast

Marina View Getaway with Pool & Free Breakfast
Marathon
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and convenient to shops and restaurants "
United States
JOHN
The price is CA $303
CA $609 total
includes taxes & fees
Nov 10 - Nov 11
Marina View Getaway with Pool & Free Breakfast
A waterfront property with a large building, a dock with boats, and palm trees.

4. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (35 reviews)
"Pool was great! Just far enough from Duval street to get away and relax if needed or jump in the car and head down for live music! "
United States
Brent H.
The price is CA $469
CA $950 total
includes taxes & fees
Nov 30 - Dec 1
Grand Marina Suite - Poolside & Waterfront Condo
A nighttime pool area with a clear view of the pool, lounge chairs, and palm trees.

5. Waterfront Suite with Pool, Tiki Bar & Marina

Waterfront Suite with Pool, Tiki Bar & Marina
Marathon
10.0 out of 10, Exceptional, (1 review)
"The condo was super clean and nice very close to Publix, the beach, the flowrider! A great location along with a relaxing and beautiful place to come back to after fishing all day!"
United States
Grace K.
The price is CA $300
CA $598 total
includes taxes & fees
Nov 10 - Nov 11
Waterfront Suite with Pool, Tiki Bar & Marina
A room with a sofa, a television, a table, and a balcony with a view.

6. The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views

The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views
Key West
The price is CA $256
CA $659 total
includes taxes & fees
Nov 9 - Nov 10
The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views
A modern living room with a sofa, coffee table, and a dining area with a table and chairs. There is a kitchen area with cabinets and appliances.

7. The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.8 out of 10, Exceptional, (22 reviews)
"Great facility and loved the location! "
United States
Matt R.
The price is CA $256
CA $659 total
includes taxes & fees
Nov 21 - Nov 22
The Grand Cayman | Beautifully Remodeled Key West!
A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

8. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (11 reviews)
"Very short stay (3 days), but worth it. Host was very communicative and even met us to show us how to use the locks (they can be trickey) Would recommend this for anyone who wants to vist the Keys!"
United States
Bill W.
The price is CA $223
CA $1,017 total
includes taxes & fees
Nov 10 - Nov 11
Atlantic Parrot | Oceanfront Condo w/ Pool
A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

9. The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
10.0 out of 10, Exceptional, (35 reviews)
"Very nice clean place. Had a minor problem with the beds after checking in but property manager was quick to respond and correct issue. Would stay here again. "
United States
Teri K.
The price is CA $256
CA $659 total
includes taxes & fees
Nov 9 - Nov 10
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A resort with palm trees, a pool, and a building with multiple floors and balconies.

10. 2BR suite | Pool | Hot Tub | Tennis | W/D

2BR suite | Pool | Hot Tub | Tennis | W/D
Key West
10.0 out of 10, Exceptional, (1 review)
"The service was great. The apartment was very good and clean. Ricky was very attentive and helpful. We had a great time."
United States
Charles
The price is CA $165
CA $525 total
includes taxes & fees
Nov 11 - Nov 12
2BR suite | Pool | Hot Tub | Tennis | W/D
A tropical garden pathway leading to a building with a yellow facade and green shutters.

11. ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (115 reviews)
"Absolutely perfect! Great location, great property and great unit. Beautiful pool area with ice machine and filtered water dispenser was a highlight for the very hot and humid time we visited. Would return immediately and stay in the same spot. Thank you for a very enjoyable time in Key West!"
United States
Justin D.
The price is CA $238
CA $515 total
includes taxes & fees
Dec 1 - Dec 2
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A wooden bridge leading to a house with a sign indicating no swimming or diving.

12. The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.6 out of 10, Excellent, (30 reviews)
"We were very impressed with the grounds. Loved the pool area. Was extremely clean"
United States
Margaret G.
The price is CA $238
CA $703 total
includes taxes & fees
Dec 1 - Dec 2
The Tortuga at Sunrise Suites - Balcony & Pool
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

13. The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (47 reviews)
"I liked that it was pretty centrally located to everything very nice Thank you we had a great time "
United States
Patti E.
The price is CA $256
CA $659 total
includes taxes & fees
Nov 9 - Nov 10
The Cat Island Suite | Charmingly Renovated w/ Pool
A covered balcony with wicker chairs, a view of palm trees, and multiple flags.

14. AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Old Town Key West
9.8 out of 10, Exceptional, (17 reviews)
"Friendly and clean place, love the look and location will be back"
United States
Amanda G.
The price is CA $213
CA $454 total
includes taxes & fees
Dec 1 - Dec 2
AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

15. COCONUT PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!

COCONUT PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (114 reviews)
"We've been going to Key West for years and this was our first stay in this area of town. Great location. Very quiet and private. All the guests were nice and the pool was a nice respite."
United States
Tracy S.
The price is CA $242
CA $591 total
includes taxes & fees
Dec 1 - Dec 2
COCONUT PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!
A pool area with a wooden deck, a staircase leading to a balcony, and a yellow building with white railings.

16. Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
Old Town Key West
9.0 out of 10, Wonderful, (25 reviews)
"Super cute place. "
United States
Amanda M.
The price is CA $158
CA $460 total
includes taxes & fees
Nov 23 - Nov 24
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
A modern kitchen with white cabinetry, a granite countertop, and a central island.

17. Waterfront Condo + Pool Downtown + Boat Slip

Waterfront Condo + Pool Downtown + Boat Slip
Meadows
9.4 out of 10, Exceptional, (20 reviews)
"The place was fantastic and the hosts easy to communicate with. Will definitely be back!"
United States
Michelle A.
The price is CA $185
CA $536 total
includes taxes & fees
Dec 2 - Dec 3
Waterfront Condo + Pool Downtown + Boat Slip
A spacious kitchen with a large island, a dining area with a view, and a balcony with a view.

18. Waterfront Dock Pool Key West Near Duval

Waterfront Dock Pool Key West Near Duval
Meadows
10.0 out of 10, Exceptional, (41 reviews)
"Clean, comfy and had everything we expected."
United States
Chrystalbelle R.
The price is CA $224
CA $584 total
includes taxes & fees
Nov 8 - Nov 9
Waterfront Dock Pool Key West Near Duval
A poolside area with sun loungers and umbrellas, palm trees, and a clear blue sky.

19. Resort Condo with Marina Views, Pool, Tiki, Breakfast

Resort Condo with Marina Views, Pool, Tiki, Breakfast
Marathon
9.4 out of 10, Exceptional, (22 reviews)
"Great place to stay which had everything we needed. Very quiet. We loved it and would stay there again!"
United States
Heather K.
The price is CA $195
CA $549 total
includes taxes & fees
Nov 8 - Nov 9
Resort Condo with Marina Views, Pool, Tiki, Breakfast
A dining area with a view of boats and a sunset.

20. Waterfront Escape with Pool, Tiki, Breakfast & Marina

Waterfront Escape with Pool, Tiki, Breakfast & Marina
Marathon
10.0 out of 10, Exceptional, (2 reviews)
"This is a clean, stylish condo in a location close to everything we needed, including grocery stores, restaurants, and fun things to do. It's convenient, but also feels tucked back into a private area. We enjoyed having a waterfront view. It was also nice to have access to the Skipjack resort amenities including the poolside bar and a laundry room. The included breakfast at the resort is basic, but convenient, and the staff of the resort were very welcoming and helpful. Our favorite thing about...
United States
Julie P.
The price is CA $285
CA $589 total
includes taxes & fees
Nov 10 - Nov 11
Waterfront Escape with Pool, Tiki, Breakfast & Marina
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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Learn more about Lower Keys

Explore the relaxing area of Lower Keys—bars, boating, and popular sights like Florida Keys Beaches.

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A sign for Bahia Honda State Park with an American flag and a state emblem.

Top reviews in Lower Keys

A tropical outdoor area with palm trees, hanging plants, and string lights.
Douglas House - Adults Only

Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West

10/10 Excellent

Absolutely recommend this property. Close to everything, super clean and amenities showed a lot of thought. The pool was lovely. Maria who checked us in took all the time to show us around, give us the low down on the area etc.
Canada
Heather
Reviewed February 9, 2025
Douglas House - Adults Only

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