Title: The Best Hotels Closest to Squirrel Key in Summerland Key for 2026 | Expedia.com
[Summerland Key Travel Guide](https://expedia.com/Summerland-Key.dx6177802)[Flights to Summerland Key](https://expedia.com/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Things to do in Summerland Key](https://expedia.com/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)[Car Rentals in Squirrel Key](https://expedia.com/Car-Rentals-In-Squirrel-Key.d874555864189763584.Car-Rental-Guide)[Squirrel Key Vacations](https://expedia.com/Squirrel-Key-Summerland-Key.d874555864189763584.Vacation-Attraction)
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## Check prices for these dates
Tonight
[Mar 28 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=874555864189763584&startDate=2026-03-28&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
Tomorrow
[Mar 29 - Mar 30](https://www.expedia.com/Hotel-Search?regionId=874555864189763584&startDate=2026-03-29&endDate=2026-03-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
Next weekend
[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=874555864189763584&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
In two weeks
[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=874555864189763584&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
Recommended
Price (low to high)
Distance
Star rating
## Our top choices for Squirrel Key hotels
### Sugar Loaf Lodge
[](https://www.expedia.com/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information)
4.2 mi from Squirrel Key
8.2/10
Very Good
(1,001 reviews)
"good location"
Robert
$169 nightly
$190 total
Mar 29 - Mar 30
Total with taxes and fees
[](https://www.expedia.com/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information)
### Oceans Edge Key West Resort, Hotel & Marina
[](https://www.expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)
10.3 mi from Squirrel Key
9.0/10
Wonderful
(1,842 reviews)
"Good place to stay ."
DaShawn
$300 nightly
$337 total
Apr 28 - Apr 29
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)
### The Laureate Key West
[](https://www.expedia.com/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information)
11.3 mi from Squirrel Key
9.2/10
Wonderful
(1,002 reviews)
"Great place to stay Free laundry"
Roberta
$250 nightly
$281 total
Apr 20 - Apr 21
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information)
### Hyatt Vacation Club at Windward Pointe, Key West
[](https://www.expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information)
11.7 mi from Squirrel Key
9.4/10
Exceptional
(1,009 reviews)
"Great location, wonderful room and resort. "
Farrah
$456 nightly
$513 total
Apr 20 - Apr 21
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information)
### Hampton Inn Key West FL
[](https://www.expedia.com/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information)
11.6 mi from Squirrel Key
9.0/10
Wonderful
(1,327 reviews)
"Very good breakfast, clean hotel."
Patrick
$314 nightly
$353 total
Apr 27 - Apr 28
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information)
### Fairfield by Marriott Inn & Suites Key West at The Keys Collection
[](https://www.expedia.com/Key-West-Hotels-Fairfield-Inn-Suites-Key-West-At-The-Keys-Collection.h21871.Hotel-Information)
11 mi from Squirrel Key
8.6/10
Excellent
(1,003 reviews)
"Proximity to the sea, clean rooms and welcoming staff"
Ashish
$269 nightly
$303 total
Mar 29 - Mar 30
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Fairfield-Inn-Suites-Key-West-At-The-Keys-Collection.h21871.Hotel-Information)
### Beachside Resort & Residences
[](https://www.expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)
10.9 mi from Squirrel Key
8.6/10
Excellent
(2,095 reviews)
"Why had a great stay here "
igor
$292 nightly
$329 total
Mar 29 - Mar 30
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)
### Hilton Garden Inn Key West / The Keys Collection
[](https://www.expedia.com/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information)
11 mi from Squirrel Key
8.0/10
Very Good
(1,208 reviews)
"Hotel was very clean and friendly staff "
Gregg
$254 nightly
$286 total
Apr 19 - Apr 20
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information)
### Parrot Key Hotel & Villas
[](https://www.expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)
12.1 mi from Squirrel Key
9.0/10
Wonderful
(1,324 reviews)
"Loved it here! Grounds, rooms and staff were all amazing ! "
Christina
$305 nightly
$343 total
Apr 12 - Apr 13
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)
### Courtyard by Marriott Key West Waterfront
[](https://www.expedia.com/Key-West-Hotels-Courtyard-By-Marriott-Key-West-Waterfront.h663132.Hotel-Information)
11.9 mi from Squirrel Key
8.8/10
Excellent
(1,001 reviews)
"Wonderful experience overall—friendly staff, a great location, clean and comfortable rooms, and beautifully maintained premises."
Vijaya
$309 nightly
$348 total
Apr 27 - Apr 28
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Courtyard-By-Marriott-Key-West-Waterfront.h663132.Hotel-Information)
### Grand Marina Suite by Brightwild Waterfront
[](https://www.expedia.com/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information)
10 mi from Squirrel Key
10/10
Exceptional
(3 reviews)
"Nice place "
Pawel
$695 nightly
$782 total
Apr 28 - Apr 29
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information)
### The Perry Hotel & Marina Key West
[](https://www.expedia.com/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information)
10.6 mi from Squirrel Key
9.4/10
Exceptional
(1,232 reviews)
"The facility and staff were great!!"
Key
$401 nightly
$451 total
Mar 29 - Mar 30
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information)
### Blue Flamingo Resort Key West
[](https://www.expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)
11 mi from Squirrel Key
8.2/10
Very Good
(2,014 reviews)
"It is a beautiful property, So many fun options and the staff was so friendly!"
Carey
$310 nightly
$349 total
Apr 19 - Apr 20
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)
### DoubleTree Resort by Hilton Grand Key - Key West
[](https://www.expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)
11.3 mi from Squirrel Key
8.2/10
Very Good
(1,002 reviews)
"Everything about our stay was top notch from the fantastic service, the manager and all the staff. "
Anthony
$285 nightly
$321 total
Apr 28 - Apr 29
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)
### Ibis Bay Beach Resort
[](https://www.expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information)
11.8 mi from Squirrel Key
8.0/10
Very Good
(2,167 reviews)
"Friendly staff, clean rooms, beautiful right on the beach"
Lydia
$269 nightly
$303 total
Mar 29 - Mar 30
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information)
### Fairfield Inn and Suites by Marriott Key West
[](https://www.expedia.com/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information)
12.5 mi from Squirrel Key
7.8/10
Good
(1,149 reviews)
"Disappointed in room size and condition. Internet was terrible in the room as well. Breakfast was awesome and pool area."
Tarissa
$245 nightly
$276 total
Apr 27 - Apr 28
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information)
### Island View 1BR Residence With Balcony
[](https://www.expedia.com/Key-West-Hotels-Island-View-1BR-Residence-With-Balcony.h109003146.Hotel-Information)
10.9 mi from Squirrel Key
10/10
Exceptional
(3 reviews)
"Great place it is a full apartment with everything you could need and very clean "
Luis
$505 nightly
$568 total
Mar 29 - Mar 30
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Island-View-1BR-Residence-With-Balcony.h109003146.Hotel-Information)
### Havana Cabana at Key West
[](https://www.expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)
11.4 mi from Squirrel Key
8.8/10
Excellent
(1,718 reviews)
"Wonderful location, excellent staff. will recomend this place to others!!"
merlin dean
$400 nightly
$450 total
Apr 12 - Apr 13
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)
### Resort View 1BR Suite
[](https://www.expedia.com/Key-West-Hotels-Resort-View-1BR-Suite.h109003127.Hotel-Information)
10.9 mi from Squirrel Key
9.0/10
Wonderful
(4 reviews)
"Open sewage behind pool bar rude front desk grumpy bartender Nice condo good restaurant "
Michael
$484 nightly
$545 total
Mar 29 - Mar 30
Total with taxes and fees
[](https://www.expedia.com/Key-West-Hotels-Resort-View-1BR-Suite.h109003127.Hotel-Information)
### Starlight Serenity - Hideaway w Stunning Views
[](https://www.expedia.com/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information)
5.5 mi from Squirrel Key
$714 nightly
$804 total
Apr 14 - Apr 15
Total with taxes and fees
[](https://www.expedia.com/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information)
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.
[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-11&endDate=2026-04-12®ionId=874555864189763584&adults=2&sort=RECOMMENDED&openPlayBack=true)
## Compare popular hotels close to Squirrel Key
| Property | Star rating | Guest rating | Breakfast included | Pool | Spa | Pet friendly | WiFi included | |
| --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | --------------------------- | ------------------------- | ---- | --- | ------------ | ------------- | |
| Sugar Loaf Lodge | 2.5 star property | 8.2Very Good1,001 reviews | View | | | | | |
| Oceans Edge Key West Resort, Hotel & Marina | 4.0 star property | 9.0Wonderful1,842 reviews | View | | | | | |
| The Laureate Key West | 3.5 star property | 9.2Wonderful1,002 reviews | View | | | | |
| Hyatt Vacation Club at Windward Pointe, Key West | 3.5 star property | 9.4Exceptional1,009 reviews | View | | | | | |
| Hampton Inn Key West FL | 2.5 star property | 9.0Wonderful1,327 reviews | View | | | | | |
## Top Squirrel Key Hotel Reviews
### Sugarloaf Key Hotel at KOA Resort
10/10 Excellent
"Everything convenient and nice "
[](https://expedia.com/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.Hotel-Information)
### Sugar Loaf Lodge
8/10 Good
"good location"
[](https://expedia.com/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information)
### Private Secluded Ocean View & Pool Near Key West
2/10 Terrible
"The pictures we received at the time we rented this property were grossly misrepresented.We were told it was a gated property. When we pulled up, the gate waa wide open..it did not work at all.The main door to enter the house locked; however, there were two other doors that were wide open when we entered as the locks were broken.It is advertised as having a hot tub and heated pool. When we arrived, we were informed it was not a hot tub but a spillover into the pool. The thermostat on the pool said 104, but the water temperature waa 70 degrees.The outside of the property has been poorly taken care of. Broken chairs near the pool, mildew buildup on the fence, trash everywhere, and black mold on the "extra" apartment on the property. The house is advertised to sleep 10 and said the couch opened up into a bed. The couch does not open up. There werent even 10 chairs to sit on or 10 forks to eat from.We would not stay here again."
[](https://expedia.com/Summerland-Key-Hotels-Private-Secluded-Ocean-View-Pool-Near-Key-West.h57865163.Hotel-Information)
### Key West Beach House with heated pool, tiki, and dock.♿︎
10/10 Excellent
"Thank you, Adrian, for being a great host and helping to make our month-long stay special. The well-equipped kitchen with cookware, utensils, spices and oils made cooking in easy with everything needed at hand. The spacious main living area adjacent to the kitchen was great for family gatherings. And the jumbo TV was a bonus we all enjoyed. The house was clean, beds comfy, and updated bathrooms appreciated. The downstairs living area was great as we all had space to unwind without feeling cramped. The stunning view and sunsets were enjoyed in the private, resort-like setting. The kayaks and paddle boards were used and enjoyed. The pool was wonderful for cooling off and relaxing. Sharing the place with family was special as we all have great memories! We'll be back! "
[](https://expedia.com/Key-West-Hotels-Key-West-Beach-House-With-Heated-Pool.h67436953.Hotel-Information)
### Beachfront • Heated Pool • Hot Tub • Oceanview
10/10 Excellent
"Beautiful location. House was very nice and backyard was awesome. "
[](https://expedia.com/Summerland-Key-Hotels-Oceanview-Villa-Heated-Pool-Hot-Tub.h122660944.Hotel-Information)
### Fandango - private pool
This is a pet friendly home. A pet fee and approval of your pet is required.
10/10 Excellent
"Wonderful Stay!"
[](https://expedia.com/Summerland-Key-Hotels-Fandango-Private-Pool.h33704232.Hotel-Information)
### Private and Exclusive Florida Keys Getaway
10/10 Excellent
"Beautiful! Pool was amazing!"
[](https://expedia.com/Summerland-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Palm.h94616487.Hotel-Information)
### Florida Keys Beach Getaway
10/10 Excellent
"The Online Property Manager almost pushed us to ask for a refund by telling us about loud dock construction between the hours of 10am -2pm every day immediately after he secured our final payment for the trip. Thankfully Tom who is the onsite manager was amazing and had the construction stopped for the duration of our stay. He gave us endless local knowledge, help, and let us borrow a cooler and some of his personal equipment. Everything was clean and wonderful on the property and it was stocked with fun amenities.The trip would be perfect if not for the sargassum which made the first 4-5 feet of the water rather foul but after that it was amazing to kayak or paddleboard on. If we revisit we will definitely go earlier when there is less of the sargassum, as well as hopefully a completed new dock that should be great for swimming and avoiding the sargassum altogether. Overral the food in the keys, the house, the views, and the wonderful host Tom made this trip a wonderful get away. "
[](https://expedia.com/Sugarloaf-Key-Hotels-Palms-Resort-At-Sugarloaf-Grey-House.h57654981.Hotel-Information)
### The Hemingway - Beach Houses Key West
8/10 Good
"We had a fantastic stay in August! The location was perfect—right on the water, with kayaks available. The bedrooms were comfortable and all had great views. Our favorite place was the tiki for morning coffee and afternoon cocktails. It was the first vacation we had in a few years, and relaxation was fulfilled by the Hemingway House and Key West!We did spend some time figuring out the HVAC system. One thermostat seemed to be the main one while the second acted as a satellite."
[](https://expedia.com/Sugarloaf-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Hemingway.h77064022.Hotel-Information)
## Hotels near other Squirrel Key attractions
### Upper Sugarloaf Sound
4.3/5 (6 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976195391)
## Frequently asked questions
### What's the area like around Squirrel Key?
### What's the best hotel to stay close to Squirrel Key?
### How many hotels should I expect to find near Squirrel Key?
### If I need to cancel the hotel reservation for my stay near Squirrel Key, will I receive a refund?
### Where can I learn more about changing or cancelling my trip in the area near Squirrel Key?