Luxury Hotels in Summerland Key
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Luxury Hotels in Summerland Key
1. Isla Bella Beach Resort & Spa
Isla Bella Beach Resort & Spa- Near the beach
- 2 bars
- Full-service spa
- Poolside bar
- Concierge services
2. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton- Near the beach
- Ocean-view dining
- Full-service spa
- Poolside bar
- Concierge services
3. Hilton Key West Resort & Marina
Hilton Key West Resort & Marina- 24-hour gym
- Poolside bar
- Concierge services
4. Margaritaville Beach House Key West
Margaritaville Beach House Key West- Direct access to the beach
- Hot tub
- Poolside bar
- Concierge services
6. DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West- Near the beach
- Poolside dining
- 24-hour gym
- Poolside bar
- Concierge services
7. Blue Flamingo Resort Key West
Blue Flamingo Resort Key West- 2 restaurants
- Hot tub
- 2 poolside bars
- Concierge services
8. Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort- Near the beach
- 2 restaurants
- Full-service spa
- Poolside bar
- Concierge services
9. Southernmost House - Adult Exclusive
Southernmost House - Adult Exclusive- Near the beach
- Ocean-view dining
- Outdoor pool
- Adults-only
10. Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa- Near the beach
- Ocean-view dining
- Full-service spa
- Poolside bar
- Concierge services
11. Tranquility Bay Beachfront Hotel and Resort
Tranquility Bay Beachfront Hotel and Resort- On private beach
- 3 outdoor pools
12. Eden House
Eden House- Near the beach
- Hot tub
- Poolside bar
- Concierge services
13. The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton- On private beach
- Full-service spa
- Poolside bar
- Concierge services
14. Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton- On private beach
- Full-service spa
- 2 outdoor pools
- Concierge services
15. Pier House Resort & Spa
Pier House Resort & Spa- On private beach
- Beachfront dining
- Full-service spa
- Poolside bar
- Concierge services
16. The Marker Key West Harbor Resort
The Marker Key West Harbor Resort- Near the beach
- Poolside dining
- Poolside bar
- Concierge services
17. Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses- Near the beach
- Beachfront dining
- Full-service spa
- 2 poolside bars
- Concierge services
18. The Gardens Hotel
The Gardens Hotel- Near the beach
- 2 bars
- Poolside bar
- Concierge services
- Adults-only
19. Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West- Near the beach
- 3 bars
- Hot tub
- Poolside bar
- Concierge services
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.