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Deals on vacations and trips to Summerland Key
Save when you book Summerland Key package deals
Summerland Key flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
![Urbanica The Fifth](https://images.trvl-media.com/lodging/70000000/69770000/69767600/69767559/129aedf3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Urbanica The Fifth
South Beach
Save 100% on your flight
per person
Aug 17 - Aug 19
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.
![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5f494a59_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
1 Hotel South Beach
South Beach
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.
![ABAE Hotel by Eskape Collection](https://images.trvl-media.com/lodging/17000000/16040000/16037600/16037592/3175ef8e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
ABAE Hotel by Eskape Collection
South Beach
Save 100% on your flight
per person
Jul 18 - Jul 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
A restaurant and an outdoor pool are featured at this hotel. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
![Henrosa Hotel](https://images.trvl-media.com/lodging/13000000/12630000/12621700/12621689/e1e106c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Henrosa Hotel
South Beach
Save 100% on your flight
per person
Aug 17 - Aug 19
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features free WiFi in public areas, concierge services, and valet parking. Enjoy the free cooked-to-order breakfast each morning. A terrace, a garden, and luggage storage are also on offer.
![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/bbf0d33e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
per person
Aug 17 - Aug 19
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. Enjoy the free cooked-to-order breakfast each morning. Valet parking, a terrace, and express check-out are also offered.
Top Summerland Key hotels deals
![Sugarloaf Key Hotel at KOA Resort](https://images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/c876a2c3_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939, Summerland Key, FL
The private beach and marina are among the highlights at this hotel. Enjoy the outdoor pool and perks like free self parking and free WiFi. You'll appreciate the spa tub, bar/lounge, and snack bar/deli.
Hot Tub
Pet friendly
![Parmer's Resort](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/cddf9b54_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
Free Cancellation
Reserve now, pay when you stay
The price is $138 per night
$138
per night
Jun 18 - Jun 19
The private beach and marina are among the highlights at this motel. Enjoy the outdoor pool and free perks like on-the-go breakfast and free self parking. Free parking, a 24-hour business center, and free WiFi in public areas are also offered.
Pet friendly
Breakfast included
![Sugar Loaf Lodge](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/a36bdda4_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
The price is $129 per night
$129
per night
Jun 18 - Jun 19
This hotel features a marina, 2 outdoor tennis courts, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free WiFi. A bar/lounge and a garden are also provided.
Pool
Parking included
![Little Palm Island Resort & Spa - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/28600/28543/cfdbe761_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Little Palm Island Resort & Spa - A Noble House Resort
28500 Overseas Hwy, Summerland Key, FL
This eco-certified resort features a private beach, a full-service spa, and a marina. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Enjoy the outdoor pool and perks like free valet parking.
Breakfast available
Pool
![Looe Key Reef Resort](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/88f195f5_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Looe Key Reef Resort
27340 Overseas Highway, Summerland Key, FL
Free Cancellation
Reserve now, pay when you stay
The price is $197 per night
$197
per night
Jun 24 - Jun 25
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, express check-in, and luggage storage are also on offer.
Pet friendly
Pool
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.
Photos of local treasures
![Sugarloaf Shores showing a house, a sunset and a bay or harbor](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498234-sugarloaf-key.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)
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