Summerland Key Squirrel Key Hotels
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4 Sept - 6 Sept Our top choices for Squirrel Key hotels
1. Sugar Loaf Lodge
Sugar Loaf Lodge6.8 km from Squirrel Key
Marjorie
HK$933
HK$1,049 total
includes taxes & fees
30 Aug - 31 Aug
2. Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with Pool12.4 km from Squirrel Key
Preetam
HK$4,056
HK$7,650 total
includes taxes & fees
19 Sept - 20 Sept
3. Hilton Key West Resort & Marina
Hilton Key West Resort & Marina16.5 km from Squirrel Key
Linda
HK$893
HK$1,474 total
includes taxes & fees
7 Sept - 8 Sept
4. The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West17 km from Squirrel Key
Boyan
HK$1,145
HK$1,772 total
includes taxes & fees
21 Sept - 22 Sept
5. Hampton Inn Key West FL
Hampton Inn Key West FL18.6 km from Squirrel Key
Christopher Lynn
HK$1,090
HK$1,226 total
includes taxes & fees
30 Aug - 31 Aug
6. Beachside Resort & Residences
Beachside Resort & Residences17.6 km from Squirrel Key
JOSEPH
HK$757
HK$1,601 total
includes taxes & fees
31 Aug - 1 Sept
7. Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West18.8 km from Squirrel Key
Mauricio
HK$1,490
HK$2,029 total
includes taxes & fees
22 Sept - 23 Sept
8. Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys Collection17.7 km from Squirrel Key
Fernando
HK$882
HK$1,213 total
includes taxes & fees
2 Sept - 3 Sept
9. DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West18.2 km from Squirrel Key
Jose
HK$893
HK$1,270 total
includes taxes & fees
7 Sept - 8 Sept
10. Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina17.2 km from Squirrel Key
Kagni
HK$769
HK$2,179 total
includes taxes & fees
30 Aug - 31 Aug
11. The Laureate Key West
The Laureate Key West18.1 km from Squirrel Key
Jayce
HK$1,246
HK$1,623 total
includes taxes & fees
30 Aug - 31 Aug
12. Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key West17.4 km from Squirrel Key
Kailey
HK$1,744
HK$2,315 total
includes taxes & fees
19 Sept - 20 Sept
13. Grand Marina Suite by Brightwild Waterfront
Grand Marina Suite by Brightwild Waterfront16.2 km from Squirrel Key
Pawel
HK$2,341
HK$4,539 total
includes taxes & fees
30 Aug - 31 Aug
14. Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection17.7 km from Squirrel Key
Amanda
HK$926
HK$1,262 total
includes taxes & fees
21 Sept - 22 Sept
15. Blue Flamingo Resort Key West
Blue Flamingo Resort Key West17.7 km from Squirrel Key
Sabrina
HK$910
HK$1,465 total
includes taxes & fees
30 Aug - 31 Aug
16. Havana Cabana at Key West
Havana Cabana at Key West18.3 km from Squirrel Key
Fabrizio
HK$1,129
HK$1,768 total
includes taxes & fees
13 Sept - 14 Sept
17. Ibis Bay Beach Resort
Ibis Bay Beach Resort19.1 km from Squirrel Key
Roland
HK$842
HK$1,200 total
includes taxes & fees
30 Aug - 31 Aug
18. Coconut Mallory Marina and Resort Condo
Coconut Mallory Marina and Resort Condo17.7 km from Squirrel Key
Paris
HK$7,753
HK$10,290 total
includes taxes & fees
8 Sept - 9 Sept
19. Island View 1BR Residence With Balcony
Island View 1BR Residence With Balcony17.5 km from Squirrel Key
Luis
HK$1,499
HK$2,378 total
includes taxes & fees
31 Aug - 1 Sept
20. Resort View 1BR Suite
Resort View 1BR Suite17.5 km from Squirrel Key
Michael
HK$1,499
HK$2,378 total
includes taxes & fees
30 Aug - 31 Aug
Compare popular hotels close to Squirrel Key
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included |
|---|---|---|---|---|---|---|---|
 Sugar Loaf Lodge | 8.2 Very good 1,000 reviews | View | |||||
 Atlantic View Luxury Villa with Pool | 7.4 Good 3 reviews | View | |||||
 Hilton Key West Resort & Marina | 9.0 Wonderful 1,826 reviews | View | |||||
 The Perry Hotel & Marina Key West | 9.4 Exceptional 1,325 reviews | View | |||||
 Hampton Inn Key West FL | 9.0 Wonderful 1,478 reviews | View |
Top Squirrel Key Hotel Reviews
Sugar Loaf Lodge
10/10 Excellent
"Me gustaría más opciones como un regular desayuno"
Oceanside, pet friendly, smart home with plenty of paddle equipment
10/10 Excellent
"nice location, lovely atmosphere in neighborhood"
Florida Keys Beach Getaway
10/10 Excellent
"Man, this place was awesome. If it wasnt for the sea weed, we would never want or have a need to leave. Seaweed was thinning out towards the end of our trip, but man, this place was worth it. Tom, your a gem bud."
Private Secluded Ocean View & Pool Near Key West
10/10 Excellent
"Best house I’ve ever stayed in, would absolutely recommend for that city life getaway. Host made sure we had everything we needed!"
Private and Exclusive Florida Keys Getaway
10/10 Excellent
"Beautiful view and sweet natural beach/coastline. The pool was heavenly"
Luxurious Oceanfront 5BR Property with heated Pool & Waterfall
10/10 Excellent
"We had an absolutely incredible stay in the Florida Keys this spring! This home exceeded every expectation and was the perfect place for our group of friends and family to relax and enjoy island life. Cris was wonderful to work with — communication was prompt, friendly, and seamless from start to finish.The property was spotless, beautifully maintained, and thoughtfully stocked with everything we needed. The oceanfront setting was stunning, with peaceful mornings by the water and unforgettable sunsets at nearby waterfront restaurants. The outdoor spaces quickly became our favorite place to gather, relax, and soak in the laid-back Keys atmosphere.We loved kayaking from the property, swimming in the clear ocean water, and fishing from the dock. Playing pickleball nearby and walking to the local island coffee shop afterward became one of our favorite routines. The two-story layout with kitchens on both levels was perfect for our group, giving everyone plenty of space and privacy while still feeling connected.The location was ideal — close to restaurants and activities while still peaceful and private. This home created unforgettable memories for all of us, and we would return in a heartbeat. Highly recommend for the perfect Florida Keys getaway!"
Starlight Serenity - Hideaway with Stunning Views
10/10 Excellent
"This place was everything we needed. The location was the perfect combination of secluded but with accessibility to Marathon and Key West. The house had everything we needed. We loved the appliances, the bed, the shower and the wrap-around porch with the swing. And the people managing the property made our visit the best experience from booking to departure. Will book again!"
Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
10/10 Excellent
"This was a lovely home and there was great communication with the host."
Sublimely private luxury home with enveloping oceanfront views near Key West
10/10 Excellent
"We had a wonderful stay at this home. The property itself is absolutely stunning, with beautiful sunset views and a great layout that made it easy for everyone to spread out and relax. The pool was warm and inviting, and there was plenty of space for our group to enjoy both indoors and outdoors. The party room was fun for our teenagers and adults! One of the highlights was the location on the bay—the water is very shallow and incredibly calm, which made it perfect for relaxing and enjoying the surroundings. However, if you’re looking for ocean waves, you won’t get that here. The bedrooms were a pleasant surprise. Although there were no photos listed, they were all very spacious and each had its own en-suite bathroom, which added a lot of comfort and convenience for our group.There were just a couple of things to note. The upstairs bathrooms had low water pressure, which could be improved. Additionally, only four exterior cameras were disclosed in the listing; however, we counted seven cameras around the exterior of the home. Full and accurate disclosure of all cameras is important, and this discrepancy made us feel uncomfortable at times—especially traveling with teenage daughters.Overall, this is a beautiful home in a great setting, and we truly enjoyed our stay."
Other attractions near Squirrel Key
Upper Sugarloaf Sound
9.2/10 (17 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.