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Cheap Summerland Key Hotels
Parmer's Resort
565 Barry Avenue Summerland Key FL
$178 nightly
The price is $200 total per night
$200 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.64 mi from city center
With a stay at Parmer's Resort in Summerland Key, you'll be on the waterfront, within a 15-minute drive of Florida Keys Beaches and National Key Deer Refuge Visitor Center.
On private beach
Pool
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
$140 nightly
The price is $158 total per night
$158 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
2.39 mi from city center
Located in Summerland Key, Looe Key Reef Resort is by the ocean, a 4-minute drive from Florida Keys Beaches and 5 minutes from National Key Deer Refuge Visitor Center.
Pool
Pet friendly
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
$99 nightly
The price is $111 total per night
$111 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
7.66 mi from city center
With a stay at Sugar Loaf Lodge in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Sound.
Pool
Parking included
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
4.59 mi from city center
With a stay at Sugarloaf Key Hotel at KOA Resort in Summerland Key, you'll be 7.2 mi (11.5 km) from Florida Keys Beaches and 16.2 mi (26.1 km) from Florida Keys Wilderness.
On private beach
Pool
Private Secluded Ocean View & Pool Near Key West
Summerland Key FL
3.56 mi from city center
With a stay at this vacation home in Summerland Key, you'll be by the sea, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.
Pool
Hot Tub
Little Torch Cottages
28501 Channel View Drive Summerland Key FL
3.65 mi from city center
With a stay at Little Torch Cottages in Summerland Key, you'll be within a 15-minute drive of Florida Keys Beaches and National Key Deer Refuge Visitor Center.
Pool
Parking included
Old Florida Style, wrap around porch, boat basin for dockage, open water
Little Torch Key FL
$792 nightly
The price is $880 total per night
$880 total
Dec 26 - Dec 27
Total with taxes and fees
3.66 mi from city center
Located in Summerland Key, this vacation home is by the ocean, within a 5-minute drive of National Key Deer Refuge Visitor Center and Big Pine Key Flea Market.
Kitchen
Washer
Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key FL
3.36 mi from city center
With a stay at this cottage in Summerland Key, you'll be by the ocean, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.
Pool
Kitchen
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key FL
3.4 mi from city center
With a stay at this cottage in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.
Pool
Kitchen
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key FL
3.4 mi from city center
With a stay at this cottage in Summerland Key, you'll be within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.
Pool
Kitchen
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.
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Summerland Key hotels essential information
Accommodation | 628 hotels |
|---|---|
Lowest Price | $111 |
Highest Price | $880 |
Popular hotels | Parmer's Resort, Looe Key Reef Resort, Sugar Loaf Lodge, Sugarloaf Key Hotel at KOA Resort, Private Secluded Ocean View & Pool Near Key West, Little Torch Cottages, Old Florida Style, wrap around porch, boat basin for dockage, open water, Cottage with swimming pool and dockage, just minutes to Key West!, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!, Cudjoe Cottages, swimming pool, just 20 miles from Key West |
Most Recent Summerland Key Hotel Reviews
Parmer's Resort
5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"Awesome Experience. Such a fun Atmosphere "
A verified traveler stayed at Parmer's Resort
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