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Our top choices for Summerland Key condo rentals
1. The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views
The Curaçao | Key West Condo with Pool, Balcony, & Sunset ViewsKey West
The price is AU$687
includes taxes & fees
15 Nov - 16 Nov
2. 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! "
Matt R.
The price is AU$740
includes taxes & fees
9 Dec - 10 Dec
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 AU$707
includes taxes & fees
10 Nov - 11 Nov
4. 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 AU$941
includes taxes & fees
10 Nov - 11 Nov
5. 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 AU$1,042
includes taxes & fees
18 Nov - 19 Nov
6. 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 AU$714
includes taxes & fees
1 Dec - 2 Dec
7. 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 AU$707
includes taxes & fees
10 Nov - 11 Nov
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 AU$576
includes taxes & fees
3 Dec - 4 Dec
9. 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, (115 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."
Tracy S.
The price is AU$641
includes taxes & fees
1 Dec - 2 Dec
10. 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 AU$526
includes taxes & fees
1 Dec - 2 Dec
11. 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, (7 reviews)
"Smooth process, clean room and not noisy at all"
Stephen N.
12. 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 AU$469
includes taxes & fees
23 Nov - 24 Nov
13. 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 AU$818
includes taxes & fees
18 Nov - 19 Nov
14. 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.
15. 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 AU$733
includes taxes & fees
10 Nov - 11 Nov
16. 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 AU$1,019
includes taxes & fees
17 Nov - 18 Nov
17. 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 AU$882
includes taxes & fees
29 Nov - 30 Nov
18. 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 AU$728
includes taxes & fees
18 Nov - 19 Nov
19. The Saint Kitts Suite | Breathtaking View, Heated Pool
The Saint Kitts Suite | Breathtaking View, Heated PoolKey West
9.8 out of 10, Exceptional, (11 reviews)
"Excellent place to stay."
Rolando
The price is AU$705
includes taxes & fees
19 Nov - 20 Nov
20. OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOSTOld Town Key West
9.6 out of 10, Exceptional, (158 reviews)
"Excellent location for a week in the Keys. Was able to walk to all the Duval Street attractions. "
Michael R.
The price is AU$796
includes taxes & fees
29 Nov - 30 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.
Top reviews in Summerland Key
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults OnlyOld Town Key West
10/10 Excellent
there was nothing at all to dislike. The staff were very cheerful very helpful. The location was excellent. The room was clean and spacious. If I ever returned to Key West, I would have no hesitation at all booking this hotel again.
Robyn
