Book 2 Star Hotels in Summerland Key
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Summerland Key 2 Stars Hotels

Parmer's Resort
565 Barry Avenue Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
3.64 mi from city center
$235 nightly
The price is $265 total per night
$265 total
Dec 20 - Dec 21
Total with taxes and fees
Guests of Parmer's Resort have access to a private beach, a marina, and an outdoor pool. A stay here includes free parking. The front desk has multilingual staff that can help with concierge services and luggage storage. Other amenities at this beach motel include free WiFi in public areas, coffee/tea in a common area, and a microwave in a common area.
On private beach
Pool

Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
2.39 mi from city center
$140 nightly
The price is $158 total per night
$158 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests staying at Looe Key Reef Resort enjoy karaoke, an outdoor pool, and free WiFi in public areas. If you drive, put free parking to good use. Front-desk staff can assist with luggage storage and tours/tickets. Additional amenities include express check-in, a vending machine, and a picnic area.
Pool
Pet friendly

Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
7.66 mi from city center
$139 nightly
The price is $156 total per night
$156 total
Dec 20 - Dec 21
Total with taxes and fees
Guests staying at Sugar Loaf Lodge enjoy access to a marina, an outdoor pool, and outdoor tennis courts. If you drive, take advantage of free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Additional amenities include free WiFi in public areas, a vending machine, and a garden.
Pool
Parking included

Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
4.59 mi from city center
Guests of Sugarloaf Key Hotel at KOA Resort have access to a private beach, a marina, and an outdoor pool. If you drive, put free parking to good use. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include free WiFi in public areas, a hot tub, and laundry facilities.
On private beach
Pool

Little Torch Cottages
28501 Channel View Drive Summerland Key FL
3.65 mi from city center
Guests staying at Little Torch Cottages enjoy 2 outdoor pools, a sauna, and free use of bicycles. If you drive, take advantage of free parking. This hotel also has laundry facilities.
Pool
Parking included

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key FL
3.4 mi from city center
$312 nightly
The price is $346 total per night
$346 total
Dec 20 - Dec 21
Total with taxes and fees
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Pool
Kitchen

Private Secluded Ocean View & Pool Near Key West
Summerland Key FL
3.56 mi from city center
At this vacation home, guests enjoy an outdoor pool, a gym, and a hot tub. Additional amenities include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub

Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key FL
3.36 mi from city center
$315 nightly
The price is $349 total per night
$349 total
Dec 27 - Dec 28
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen

Old Florida Style, wrap around porch, boat basin for dockage, open water
Little Torch Key FL
3.66 mi from city center
$739 nightly
The price is $821 total per night
$821 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
Kitchen
Washer
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.
Summerland Key hotels essential information
Accommodation | 617 hotels |
|---|---|
Lowest Price | $156 |
Highest Price | $821 |
Popular hotels | Parmer's Resort, Looe Key Reef Resort, Sugar Loaf Lodge, Sugarloaf Key Hotel at KOA Resort, Little Torch Cottages, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Private Secluded Ocean View & Pool Near Key West, Cottage with swimming pool and dockage, just minutes to Key West!, Old Florida Style, wrap around porch, boat basin for dockage, open water |
Recent Reviews

Sugar Loaf Lodge
5/5 Excellent
"Exceeded expectations. Nothing to complain about. Nice water scenery back of rooms. Spacious parking. Quiet, off road.
"
A verified traveler stayed at Sugar Loaf Lodge
Posted 4 days ago


