Summerland Key, FL
Travel Guide
Visit Summerland Key
Where to stay in Summerland Key
Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.
Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.
Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Newfound Harbor Keys are some notable places to visit nearby.
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
The price is $234 per night from May 14 to May 15
$234
includes taxes & fees
$208 per night
May 14 - May 15
Book a stay at this beach motel in Summerland Key. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,003 reviews)
"Very nice spot. Was clean and reasonably priced"
Reviewed on Apr 24, 2025
Looe Key Reef Resort
27340 Overseas Highway, Summerland Key, FL
The price is $222 per night from May 13 to May 14
$222
includes taxes & fees
$198 per night
May 13 - May 14
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the bar and the helpful staff in our reviews. ...
7.4/10 Good! (1,000 reviews)
"This little gem is great! Easy access right off U.S. 1. They have a large tiki bar with a food truck on site. There are a few other dining options within walking distance, but that's about it."
Reviewed on Apr 28, 2025
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
The price is $179 per night from May 1 to May 2
$179
includes taxes & fees
$159 per night
May 1 - May 2
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (998 reviews)
"Very peaceful, older property but extremely clean. Unassuming and quaint, Perfect for the price, can’t wait to go back"
Reviewed on Apr 20, 2025
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.
Direct Oceanfront Cottage-Sunrise View- #2,
Little Torch Key
Book a stay at this beach cottage in Summerland Key. Enjoy a beach locale, a garden, and patios. Popular attractions Big Pine Key Flea Market and Blue Hole are ...
8.6/10 Excellent! (172 reviews)
Beautiful View
"My husband and I enjoyed the peacefulness of the area, the beautiful view, the prime location for great places to eat and things to do, the short drive to Key West and Bahia Honda. The cottage was clean, the bed comfy and all was as described. Susan was quick in responding to any questions we had. ..."
Reviewed on Mar 22, 2025
Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
8.4/10 Very Good! (134 reviews)
Quiet getaway
"2nd time and it's a nice relaxing stay.Catch a few fish off the dock or to one of the bridges.And my dogs love it!!"
Reviewed on Apr 5, 2025
Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
Wonderful oasis to feel at home!
"Wonderful stay with great property and pool. Very well maintained!"
Reviewed on Apr 11, 2025
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.
Popular places to visit
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Key
4/5(21 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
Squirrel Key
Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.
Pye Key
Commune with nature and explore the great outdoors at Pye Key during your travels in Summerland Key.
Things to do
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
$49
per adult
78% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
$140
per adult
98% of travellers recommend
Guided Night Kayak Adventure Tour in Luminous Lagoon
$85
per adult
100% of travellers recommend
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Lodging
- Ramrod Key Hotels
- RV Parks in Ramrod Key
- Pet-friendly Hotels in Ramrod Key
- Motels in Ramrod Key
- Hotels with Bars in Ramrod Key
- B&B in Ramrod Key
- Condo Rentals in Ramrod Key
- Historic Hotels in Ramrod Key
- 4 Star Hotels in Ramrod Key
- Vacation Homes in Ramrod Key
- Beach Hotels in Ramrod Key
- Apartments in Ramrod Key
- Luxury Hotels in Ramrod Key
- Cottages in Ramrod Key
- Family Hotels in Ramrod Key
- Cheap Hotels in Ramrod Key
- Lower Keys Hotels
- Fishing Resorts & Hotels in Lower Keys
- Cheap Hotels in Lower Keys
- Pet-friendly Hotels in Lower Keys
- Beach Hotels in Lower Keys
- Cottages in Lower Keys
- 5 Star Hotels in Lower Keys
- Resorts in Lower Keys
- Motels in Lower Keys
- Extended Stay Hotels in Lower Keys
- 4 Star Hotels in Lower Keys
- RV Parks in Lower Keys
- Apartments in Lower Keys
- Hotels with Hot Tubs in Lower Keys
- Ski Hotels in Lower Keys
- Little Torch Key Hotels
- Cudjoe Key Hotels
- Resorts in Little Torch Key
- RV Parks in Little Torch Key
- Cottages in Little Torch Key
- Cheap Hotels in Little Torch Key
- Houseboats in Little Torch Key
- RV Parks in Cudjoe Key
- Hotels with Restaurants in Little Torch Key
- Hilton Hotels in Little Torch Key
- Vacation Homes in Little Torch Key
- Romantic Hotels in Little Torch Key
- Hotel Wedding Venues Hotels in Little Torch Key
- Hotels with Laundry Facilities in Little Torch Key
- Family Hotels in Little Torch Key
- Cottages in Cudjoe Key
- B&B in Little Torch Key
- Luxury Hotels in Little Torch Key
- Pet-friendly Hotels in Little Torch Key
- Honeymoon Resorts & Hotels in Little Torch Key
- Beach Hotels in Little Torch Key
- Resorts & Hotels with Spas in Little Torch Key
- Fishing Resorts & Hotels in Little Torch Key
- Hotels & Resorts for Couples in Little Torch Key
- 3 Star Hotels in Little Torch Key
- Oceanfront Hotels in Little Torch Key
- Condo Rentals in Little Torch Key
- Quiet Resorts & Hotels in Little Torch Key
- Hotels with Bars in Little Torch Key
- 4 Star Hotels in Little Torch Key
- Golf Hotels in Little Torch Key
- Resorts in Cudjoe Key
- Beach Hotels in Cudjoe Key
- Hotels with Restaurants in Cudjoe Key
- Villas in Cudjoe Key
- Pet-friendly Hotels in Cudjoe Key
- Cheap Hotels in Cudjoe Key
- Vacation Homes in Cudjoe Key
- 4 Star Hotels in Cudjoe Key
Flights
- Sugarloaf Beach
- Upper Sugarloaf Key
- Saddlebunch Keys
- Upper Sugarloaf Sound
- Duval Street
- Mallory Square
- Smathers Beach
- Southernmost Point
- Sombrero Beach
- Ernest Hemingway Home and Museum
- Fort Zachary Taylor Historic State Park
- South Beach
- Clarence S. Higgs Memorial Beach Park
- Key West Golf Club
- Seven Mile Bridge
- Boca Chica Nude Beach
- Stock Island Yacht Club & Marina
- Harry S. Truman Little White House
- Vaca Key
- Key West Lighthouse and Keeper's Quarters Museum
- Florida Keys National Marine Sanctuary
- Key West Butterfly and Nature Conservatory
- Calusa Beach
- Key West Tropical Forest and Botanical Garden