Hotels in Summerland Key
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Top 5 hotels in Summerland Key at a glance
- Looe Key Reef Resort — 2.5-star hotel in Summerland Key. Guest rating: 7.6/10 — Good.
- Parmer's Resort — 2.5-star hotel in Summerland Key. Guest rating: 9.0/10 — Wonderful.
- Sugar Loaf Lodge — 2.5-star hotel in Summerland Key. Guest rating: 8.2/10 — Very Good.
- Starlight Serenity - Hideaway w Stunning Views — 2-star hotel in Summerland Key. Guest rating: 10/10 — Exceptional.
- Atlantic View Luxury Villa with Pool — 3.5-star hotel in Summerland Key. Guest rating: 7.4/10 — Good.
Where to stay in Summerland Key?




Looe Key Reef Resort
Looe Key Reef Resort



Parmer's Resort
Parmer's Resort



Sugar Loaf Lodge
Sugar Loaf Lodge



Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning Views



Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with Pool



Hampton Inn Key West FL
Hampton Inn Key West FL



Margaritaville Beach House Key West
Margaritaville Beach House Key West



Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West



Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina



Knight's Key Suites
Knight's Key Suites



Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys



Captain Pips Marina & Hideaway
Captain Pips Marina & Hideaway



Isla Bella Beach Resort & Spa
Isla Bella Beach Resort & Spa



Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton



Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort



Hilton Key West Resort & Marina
Hilton Key West Resort & Marina



Ibis Bay Beach Resort
Ibis Bay Beach Resort



Beachside Resort & Residences
Beachside Resort & Residences



Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys Collection



Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key WestGo beyond your typical stay in Summerland Key
Our prices for hotels in Summerland Key are cheapest in September
Price trends for hotels in Summerland Key
Top neighborhoods in Summerland Key


Cutthroat Harbor Estates
Escape the tourist rush at Cutthroat Harbor Estates, a peaceful slice of paradise on Summerland Key. This residential waterfront neighborhood offers crystal-clear waters perfect for fishing, kayaking, and boating from your private dock. The low-rise coastal homes on stilts create a genuine Keys atmosphere where you can spot tropical birds and enjoy breathtaking sunset views. You'll need to drive to nearby Cudjoe Key or Summerland Key for dining options featuring fresh seafood and Caribbean flavors. Vacation rental homes with waterfront views dominate accommodation choices. The neighborhood's layout prioritizes privacy and seclusion, making it ideal for travelers seeking the authentic Florida Keys lifestyle.





Sugarloaf Shores
Sugarloaf Shores delivers waterfront paradise without the tourist crowds. Private canals weave between stilted homes where you can launch kayaks right from your rental's backyard dock. The crystal-clear backcountry waters beckon with world-class fishing, while gentle waves provide perfect spots for swimming and snorkeling. Dining and shopping require a short drive, as this peaceful residential enclave focuses on natural beauty rather than commercial offerings. Most visitors stay in spacious vacation homes with private pools and boat docks. A rental car is essential for exploring the rest of the Florida Keys from this secluded waterfront haven.

Cudjoe Gardens
Cudjoe Gardens offers a slice of authentic Florida Keys living with canal-front homes where you can park your boat right out back. This peaceful residential retreat lets you escape the crowds while still having easy access to the surrounding waters. Wildlife enthusiasts will spot herons stalking the shallows and fish jumping at sunrise while the gentle sound of water lapping against docks creates your vacation soundtrack. Nearby restaurants in Summerland Key and Cudjoe Key serve up fresh seafood just a short drive away. Most homes feature private pools, boat docks, and tropical landscaping, all designed for relaxation and water activities. A rental car is essential for exploring the area, as this quiet community focuses on waterfront living rather than tourist amenities.

Breezeswept Beach Estates
Breezeswept Beach Estates is a slice of Florida Keys paradise where private docks and waterfront homes replace tourist traps. You'll spend your days exploring crystal-clear waters, spotting marine life while kayaking, or casting a line into the Gulf. The surrounding Newfound Harbor Keys and nearby islands offer perfect day-trip adventures when you're ready to venture beyond your peaceful retreat. Vacation rentals with tropical landscaping and breezy porches make up the accommodation options here. You'll need a car to reach restaurants on Ramrod Key or stock up on groceries for cooking. The quiet streets and gentle waves create the perfect soundtrack for stargazing and disconnecting from the everyday hustle.
Top landmarks in Summerland Key
Sugarloaf Beach
Upper Sugarloaf Key
Upper Sugarloaf Sound
Pye Key
Venture Key
Crab Key
Squirrel Key
Boondocks Grille & Draft House
Learn more about Summerland Key
Summerland Key is well-known for its attractions such as Florida Keys Beaches and Upper Sugarloaf Key.
See all hotels in Summerland Key
Check out reviews of Summerland Key hotels guests love
Looe Key Reef Resort
"Great clean place to stay with a great tiki bar/restaurant/pool and fabulous dive/snorkle center on site with a fabulous crew that takes you to the protected Looe Key Reef. Highly recommend the water trip over anything in Key West,"
Parmer's Resort
"Property was clean, well-kept, easily accessible with lots of accommodations to choose from: hammocks, kayaks, docks, pool, star-gazing. Though kayaks were only available until 3pm - that seemed way too early to stop enjoying the water. All in all though, we would come back, just better prepared with timing to actually enjoy the water better."
Sugarloaf Key RV Resort & Cottages
"This facility was clean and beautiful. The "bungalow" was spacious, immaculate, and beautifully maintained. Although we only took advantage of the use of the bungalow, it was superior to staying at a big, name-brand hotel. What a gem!"

