Find hotels near Squirrel Key, Summerland Key from CA $185
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Tonight
Sep 12 - Sep 13Tomorrow
Sep 13 - Sep 14Next weekend
Sep 18 - Sep 20In two weeks
Sep 25 - Sep 27 Our top choices for Squirrel Key hotels
1. Sugar Loaf Lodge
Sugar Loaf Lodge6.8 km from Squirrel Key
Marjorie
CA $165
CA $185 total
includes taxes & fees
Sep 17 - Sep 18
2. Hilton Key West Resort & Marina
Hilton Key West Resort & Marina16.5 km from Squirrel Key
Elizabeth
CA $146
CA $247 total
includes taxes & fees
Sep 22 - Sep 23
3. Grand Marina Suite by Brightwild Waterfront
Grand Marina Suite by Brightwild Waterfront16.2 km from Squirrel Key
Pawel
CA $421
CA $811 total
includes taxes & fees
Sep 13 - Sep 14
4. The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West17 km from Squirrel Key
Boyan
CA $188
CA $297 total
includes taxes & fees
Sep 24 - Sep 25
5. Hampton Inn Key West FL
Hampton Inn Key West FL18.6 km from Squirrel Key
Lois
CA $186
CA $209 total
includes taxes & fees
Sep 22 - Sep 23
6. Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina17.2 km from Squirrel Key
Kagni
CA $146
CA $396 total
includes taxes & fees
Sep 27 - Sep 28
7. Beachside Resort & Residences
Beachside Resort & Residences17.6 km from Squirrel Key
Jerome
CA $121
CA $268 total
includes taxes & fees
Sep 22 - Sep 23
8. Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West18.8 km from Squirrel Key
Mauricio
CA $226
CA $316 total
includes taxes & fees
Oct 4 - Oct 5
9. DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West18.2 km from Squirrel Key
Fabio
CA $143
CA $208 total
includes taxes & fees
Sep 27 - Sep 28
10. 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
Dan
CA $156
CA $215 total
includes taxes & fees
Sep 20 - Sep 21
11. Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection17.7 km from Squirrel Key
Marian
CA $145
CA $202 total
includes taxes & fees
Sep 22 - Sep 23
12. Blue Flamingo Resort Key West
Blue Flamingo Resort Key West17.7 km from Squirrel Key
REBECCA
CA $152
CA $249 total
includes taxes & fees
Sep 17 - Sep 18
13. The Laureate Key West
The Laureate Key West18.1 km from Squirrel Key
Dylan
CA $220
CA $286 total
includes taxes & fees
Sep 17 - Sep 18
14. Island View 1BR Residence With Balcony
Island View 1BR Residence With Balcony17.5 km from Squirrel Key
Luis
CA $259
CA $420 total
includes taxes & fees
Sep 13 - Sep 14
15. Havana Cabana at Key West
Havana Cabana at Key West18.3 km from Squirrel Key
Silvia
CA $152
CA $259 total
includes taxes & fees
Sep 28 - Sep 29
16. Ibis Bay Beach Resort
Ibis Bay Beach Resort19.1 km from Squirrel Key
Roland
CA $141
CA $203 total
includes taxes & fees
Sep 13 - Sep 14
17. Parrot Key Hotel & Villas
Parrot Key Hotel & Villas19.5 km from Squirrel Key
Anthony
CA $172
CA $273 total
includes taxes & fees
Sep 24 - Sep 25
18. Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront19.1 km from Squirrel Key
Everton
CA $207
CA $233 total
includes taxes & fees
Sep 13 - Sep 14
19. Coconut Mallory Marina and Resort Condo
Coconut Mallory Marina and Resort Condo17.7 km from Squirrel Key
Paris
CA $1,343
CA $1,787 total
includes taxes & fees
Sep 27 - Sep 28
20. Resort View 1BR Suite
Resort View 1BR Suite17.5 km from Squirrel Key
Michael
CA $267
CA $430 total
includes taxes & fees
Sep 13 - Sep 14
Compare popular hotels close to Squirrel Key
Property | Star rating | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included |
|---|---|---|---|---|---|---|---|
 Sugar Loaf Lodge | 8.2 Very good 1,000 reviews | View | |||||
 Hilton Key West Resort & Marina | 9.0 Wonderful 1,822 reviews | View | |||||
 Grand Marina Suite by Brightwild Waterfront | 10.0 Exceptional 3 reviews | View | |||||
 The Perry Hotel & Marina Key West | 9.4 Exceptional 1,326 reviews | View | |||||
 Hampton Inn Key West FL | 9.0 Wonderful 1,500 reviews | View |
Top Squirrel Key Hotel Reviews
Sugarloaf Key RV Resort & Cottages
10/10 Excellent
"Make sure to meet Lena and get the right place and deal from her"
Sugar Loaf Lodge
10/10 Excellent
"Amazing"
Sugarloaf Key Hotel at KOA Resort
10/10 Excellent
"Very good"
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!"
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.