A waterfront with a pier, calm water, and houses with palm trees in the background.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Lower Sugarloaf Key condo rentals

A swimming pool with lounge chairs, palm trees, and a view of the sunset over the water.

1. Pool View Suite | Beachside Resort

Pool View Suite | Beachside Resort
Key West
8.0 out of 10, Very good, (3 reviews)
"It was a holiday weekend. Key West in general all lodging was expensive. The room was very comfortable and clean. More than enough room. I was on the water which was amazing. The pool area was very awesome. Love that they have a bar and restaurant available. All the available excursions. I took advantage of the Sunset Tour. Property manager was available for any questions. Beachside staff was also very helpful. Would definitely visit again. Great Experience!! Thank you."
United States
Christie Y.
The price is ￥28,332
￥49,404 total
includes taxes & fees
Oct 25 - Oct 26
Pool View Suite | Beachside Resort
A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

2. 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 ￥27,509
￥79,094 total
includes taxes & fees
Oct 26 - Oct 27
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A modern living room with a sofa, coffee table, and a painting of a beach scene.

3. The Saint Kitts Suite | Breathtaking View, Heated Pool

The Saint Kitts Suite | Breathtaking View, Heated Pool
Key West
9.8 out of 10, Exceptional, (11 reviews)
"Excellent place to stay."
United States
Rolando
The price is ￥27,509
￥79,094 total
includes taxes & fees
Oct 27 - Oct 28
The Saint Kitts Suite | Breathtaking View, Heated Pool
A beach with lounge chairs, palm trees, and a water body.

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 ￥39,570
￥89,784 total
includes taxes & fees
Oct 26 - Oct 27
Grand Marina Suite - Poolside & Waterfront Condo
A bedroom with a bed, a nightstand, a lamp, a TV, and a window with curtains.

5. QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!

QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
Old Town Key West
9.8 out of 10, Exceptional, (6 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great property, location! Exceptionally clean"
United States
A guest from Kendall Park, NJ
The price is ￥19,943
￥47,227 total
includes taxes & fees
Oct 25 - Oct 26
QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

6. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
9.8 out of 10, Exceptional, (10 reviews)
"Absolutely beautiful property as well as room I loved it everything about it was beautiful "
United States
Misty C.
The price is ￥24,201
￥118,449 total
includes taxes & fees
Oct 28 - Oct 29
Atlantic Parrot | Oceanfront Condo w/ Pool
A tropical garden pathway leading to a building with a yellow facade and green shutters.

7. SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (139 reviews)
"Great place to stay"
United States
walter l.
The price is ￥23,425
￥53,558 total
includes taxes & fees
Oct 26 - Oct 27
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A bedroom with a bed, a chair, a wardrobe, and a bathroom visible through an open door.

8. The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!

The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
Key West
10.0 out of 10, Exceptional, (2 reviews)
"This condo was perfect for our 2 day stay in the beautiful Key West. About 8 minutes from Duvall on the golf cart! The pool and hot tub was very clean as well!"
United States
Amy Jordan P.
The price is ￥27,509
￥79,569 total
includes taxes & fees
Oct 26 - Oct 27
The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
A hotel with a swimming pool, multiple balconies, and lush greenery.

9. 2BR suite | Pool | Hot Tub | Tennis | W/D

2BR suite | Pool | Hot Tub | Tennis | W/D
Key West
The price is ￥24,217
￥64,263 total
includes taxes & fees
Oct 25 - Oct 26
2BR suite | Pool | Hot Tub | Tennis | W/D
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

10. 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 ￥27,509
￥79,094 total
includes taxes & fees
Oct 26 - Oct 27
The Cat Island Suite | Charmingly Renovated w/ Pool
A bedroom with a bed, a ceiling fan, a nightstand with a lamp, a window with curtains, and a view of the outside.

11. Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful condo. Wonderful host. Wonderful location. Great for family of 6. Beautifully decorated and very spacious. Loved the large balcony. Host offered suggestions and responded almost immediately to any questions or needs. Very impressed."
United States
Patsy K.
The price is ￥25,428
￥67,564 total
includes taxes & fees
Oct 25 - Oct 26
Waterfront Condo Dock Pool Near Duval St
A living room with a flat-screen TV, a ceiling fan, a teal sofa, and a view of the marina through large windows.

12. Waterfront Dock Pool Condo Near Duval St Pet OK

Waterfront Dock Pool Condo Near Duval St Pet OK
Meadows
9.4 out of 10, Exceptional, (48 reviews)
"Hosts are super responsive and helpful. Perfect location. Would absolutely stay here again! "
United States
Amber G.
The price is ￥26,908
￥70,179 total
includes taxes & fees
Oct 26 - Oct 27
Waterfront Dock Pool Condo Near Duval St Pet OK
A wooden deck with a thatched roof structure, a pool, lounge chairs, and a bar area.

13. 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 ￥21,257
￥62,397 total
includes taxes & fees
Oct 26 - Oct 27
Waterfront Dock Pool Key West Near Duval
A waterfront property with a pool, a thatched-roof structure, and multiple buildings with balconies overlooking the water.

14. 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 ￥16,619
￥50,437 total
includes taxes & fees
Nov 3 - Nov 4
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
A pool area with a clear blue pool, surrounded by palm trees and a white fence.

15. 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 ￥31,498
￥81,516 total
includes taxes & fees
Oct 27 - Oct 28
The Tortuga at Sunrise Suites - Balcony & Pool
A swimming pool with lounge chairs, palm trees, and a view of the sunset over the water.

16. Poolside Suite with Direct Pool Access

Poolside Suite with Direct Pool Access
Key West
10.0 out of 10, Exceptional, (1 review)
The price is ￥28,332
￥49,404 total
includes taxes & fees
Oct 25 - Oct 26
Poolside Suite with Direct Pool Access
Pool

17. Turtle Nest Condo + Pool / 2nd Floor

Turtle Nest Condo + Pool / 2nd Floor
Key West Historic District
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved our stay and cant wait to come back!"
United States
Jamie
The price is ￥20,576
￥50,214 total
includes taxes & fees
Nov 3 - Nov 4
Turtle Nest Condo + Pool / 2nd Floor
A narrow stone pathway flanked by a yellow building with a white fence and a wall-mounted electrical box.

18. Hidden Key West Cottage - Walk to Duval !!!

Hidden Key West Cottage - Walk to Duval !!!
Old Town Key West
10.0 out of 10, Exceptional, (4 reviews)
"Host was great! Fast response and easy to work with. Very, very, very clean! Quiet area A"
United States
Regina E.
The price is ￥20,576
￥43,922 total
includes taxes & fees
Oct 26 - Oct 27
Hidden Key West Cottage - Walk to Duval !!!
A wide sandy beach with palm trees and a clear sky.

19. Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Key West
9.2 out of 10, Wonderful, (115 reviews)
"I enjoyed my stay at the resort, highly recommend!"
United States
Michelaine a.
The price is ￥56,150
￥82,683 total
includes taxes & fees
Oct 25 - Oct 26
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
A beach view with palm trees, a wooden dock, and a sunset.

20. Ocean Front Suite | Beachside Resort

Ocean Front Suite | Beachside Resort
Key West
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful property. Only issue was the closest elevator to our room and the closest parking for our room was not working. Used an elevator further away. Not a big issue except for when arriving and departing with all our stuff."
United States
Cathy D.
The price is ￥101,932
￥141,858 total
includes taxes & fees
Oct 23 - Oct 24
Ocean Front Suite | Beachside Resort
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 Sugarloaf Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"Loved the wristband key to the room. The room was clean, the bed was comfortable. The noise from the A/C was annoying…off and on all night long. The water/ice machine outside our room did not work, however, we loved the fruit flavored water in the lobby. Coffee machine in room was nice feature. We visited all 3 pools. They were nice but not cleaned as should be. One was pretty cloudy so we didn’t go back to that one. Seems like the drinkers didn’t take time out to use restrooms. All in all, it was a nice place at the southern end of Duval St."
Gina M 4-night trip
Posted 1 hour ago
Southernmost Beach Resort and Guesthouses

Find out more about Lower Sugarloaf Key

Lower Sugarloaf Key Condo Rentals information

Number of reviews
360
Accommodation
326 Condo Rentals
Lowest Price
￥43,922
Highest Price
￥141,858

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