Independent - accommodation in Summerland Key
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^
Check hotel availability in Summerland Key
Featured Summerland Key Independent accommodation
Parmer's Resort
565 Barry Avenue Summerland Key FL
The price is NZ$427 per night
NZ$427
5 Jan - 6 Jan 2026
includes taxes & fees
Stay at this beach motel in Summerland Key. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular attractions Blue Hole and Big Pine Key Flea Market are located nearby.
On private beach
Pool
Free cancellation
Reserve now, pay when you stay
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
The price is NZ$383 per night
NZ$383
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and a marina. Our guests praise the helpful staff and the clean rooms in their reviews. Popular attractions Florida Keys Beaches and Upper Sugarloaf Sound are located nearby.
Pool
Parking included
Free cancellation
Reserve now, pay when you stay
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the bar and the helpful staff in their reviews. Popular attractions Newfound Harbor Keys and Munson Island are located nearby.
Pool
Pet-friendly
Free cancellation
Reserve now, pay when you stay
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the helpful staff and the clean rooms in their reviews. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are located nearby.
On private beach
Pool
Private Secluded Ocean View & Pool Near Key West
Summerland Key FL
Stay at this holiday home in Summerland Key. Enjoy free Wi-Fi, private pools and a fitness centre. Our guests praise the helpful staff in their reviews. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are located nearby.
Pool
Hot tub
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key FL
Stay at this holiday home in Summerland Key. Enjoy a garden, laundry facilities and patios. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are located nearby.
Pool
Kitchen
Comfortable Waterfront Vacation Rental minutes from key west w boat dock 35 ft
Cudjoe Key FL
Enjoy free Wi-Fi, laundry facilities and tennis courts. Popular attractions Florida Keys Beaches and Venture Key are located nearby.
Pool
Hot tub
Direct Oceanfront Cottage-Sunrise View- #2,
Little Torch Key FL
Stay at this cottage in Summerland Key. Enjoy a garden, laundry facilities and patios. Popular attractions Big Pine Key Flea Market and Blue Hole are located nearby.
Kitchen
Washing machine
OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS
Little Torch Key FL
Stay at this holiday home in Summerland Key. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions Big Pine Key Flea Market and Blue Hole are located nearby.
Kitchen
Washing machine
Tranquility Bayview House-Ocean Front with boat basin and boat ramp
Little Torch Key FL
Stay at this holiday home in Summerland Key. Enjoy laundry facilities, patios and air conditioning. Popular attractions Big Pine Key Flea Market and Blue Hole are located nearby.
Kitchen
Washing machine
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.
Independent Accommodation in Summerland Key
Search for hotels in Summerland Key on Wotif. You can easily find your hotels in Summerland Key using one of the methods below:
- View our selection of featured hotels in Summerland Key
- Use the map to find hotels in the Summerland Key neighbourhood you prefer
- Use the filters to see hotels in a specific area of Summerland Key, select a specific theme, brand, or hotel class from basic to luxury hotels in Summerland Key
- Enter your travel dates to view the best deals on hotels in Summerland Key - while they last
New reviews! Best hotels in Summerland Key
Wotif Verified Review
5 / 5
Staff was wonderful. Room is sweet and on pretty piece of water. Aging property, but well kept. Quiet, clean, good shower, comfy beds. Quick trip to key west. Great deal for the money. Very happy this is where we landed.
A verified traveller stayed at Sugar Loaf Lodge
Posted 4 days ago
Neighbourhoods
Nearby cities
Near an airport
Near an Attraction
^Eligibility requirements and conditions apply