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Our top choices for Summerland Key condo rentals
1. The Andros | Incredible Views w/ Shared Pool
The Andros | Incredible Views w/ Shared PoolKey West
9.0 out of 10, Wonderful, (45 reviews)
"Great place, location and reasonable price"
Sujan K.
The price is HK$1,425
HK$3,817 total
includes taxes & fees
15 Nov - 16 Nov
2. 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!"
Amy Jordan P.
The price is HK$1,434
HK$3,859 total
includes taxes & fees
17 Nov - 18 Nov
3. 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. "
Teri K.
The price is HK$1,434
HK$3,859 total
includes taxes & fees
16 Nov - 17 Nov
4. Atlantic Parrot | Oceanfront Condo w/ Pool
Atlantic Parrot | Oceanfront Condo w/ PoolBeachside
10.0 out of 10, Exceptional, (12 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!"
Bill W.
The price is HK$1,254
HK$5,711 total
includes taxes & fees
18 Nov - 19 Nov
5. Grand Marina Suite - Poolside & Waterfront Condo
Grand Marina Suite - Poolside & Waterfront CondoStock Island
9.6 out of 10, Exceptional, (35 reviews)
"Great property but not very walkable but all good"
CAROL K.
The price is HK$2,354
HK$4,915 total
includes taxes & fees
15 Nov - 16 Nov
6. The Cat Island Suite | Charmingly Renovated w/ Pool
The Cat Island Suite | Charmingly Renovated w/ PoolKey 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 "
Patti E.
The price is HK$1,434
HK$3,859 total
includes taxes & fees
29 Nov - 30 Nov
7. The Tortuga at Sunrise Suites - Balcony & Pool
The Tortuga at Sunrise Suites - Balcony & PoolKey West
8.6 out of 10, Excellent, (30 reviews)
"We were very impressed with the grounds. Loved the pool area. Was extremely clean"
Margaret G.
The price is HK$1,334
HK$3,839 total
includes taxes & fees
1 Dec - 2 Dec
8. Waterfront Condo Dock Pool Downtown Near Duval
Waterfront Condo Dock Pool Downtown Near DuvalMeadows
9.6 out of 10, Exceptional, (30 reviews)
"Wow, this was one of the best short term rentals we've done. Well appointed, extremely clean, convenient location, and everything pretty much top of the line."
John L.
The price is HK$1,047
HK$3,046 total
includes taxes & fees
3 Dec - 4 Dec
9. The Grenada at Sunrise Suites - Shared Pool
The Grenada at Sunrise Suites - Shared PoolNaval Air Station Key West
8.8 out of 10, Excellent, (13 reviews)
"We had a lovely time- thank you"
Jackie Y.
The price is HK$1,483
HK$4,117 total
includes taxes & fees
30 Nov - 1 Dec
10. 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"
walter l.
The price is HK$1,475
HK$3,055 total
includes taxes & fees
19 Nov - 20 Nov
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!"
Justin D.
The price is HK$1,318
HK$2,855 total
includes taxes & fees
1 Dec - 2 Dec
12. 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
9.6 out of 10, Exceptional, (8 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"
A guest from Kendall Park, NJ
The price is HK$1,349
HK$2,794 total
includes taxes & fees
1 Dec - 2 Dec
13. 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 PoolOld Town Key West
9.0 out of 10, Wonderful, (25 reviews)
"Super cute place. "
Amanda M.
The price is HK$886
HK$2,581 total
includes taxes & fees
23 Nov - 24 Nov
14. Waterfront Condo Dock Pool Near Duval St
Waterfront Condo Dock Pool Near Duval StMeadows
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."
Patsy K.
The price is HK$1,474
HK$3,605 total
includes taxes & fees
16 Nov - 17 Nov
15. 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"
Regina E.
The price is HK$941
HK$1,995 total
includes taxes & fees
17 Nov - 18 Nov
16. 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!"
Michelaine a.
The price is HK$2,706
HK$3,989 total
includes taxes & fees
17 Nov - 18 Nov
17. Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balconyKey West
9.0 out of 10, Wonderful, (50 reviews)
"Great place for our 1 night in key west "
Thadd W.
The price is HK$2,706
HK$3,832 total
includes taxes & fees
17 Nov - 18 Nov
18. Gated Parking, Heated Pool - Villa Positano
Gated Parking, Heated Pool - Villa PositanoOld Town Key West
8.8 out of 10, Excellent, (34 reviews)
"Had a great time at this property. The location was perfect and the ability to park onsite was great. "
Andrea N.
The price is HK$1,820
HK$5,788 total
includes taxes & fees
17 Nov - 18 Nov
19. Key West 2BR | Pool, Hot Tub, Balcony & Parking
Key West 2BR | Pool, Hot Tub, Balcony & ParkingKEY WEST
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful, clean condo . Just as listed.Scott has been a pleasure to work with. Beds could use mattress pads for comfort, but everything else is perfect. We will be returning. "
Joe B.
The price is HK$2,211
HK$4,465 total
includes taxes & fees
16 Nov - 17 Nov
20. The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views
The Curaçao | Key West Condo with Pool, Balcony, & Sunset ViewsKey West
The price is HK$1,434
HK$3,859 total
includes taxes & fees
17 Nov - 18 Nov
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.
Learn more about Summerland Key
Snorkel the vibrant coral reefs at Looe Key, where rangers can direct you to spots with fewer boats. Rent kayaks to explore the mangrove trails, then ask locals about their favourite seafood shacks serving fresh-caught Keys lobster.
