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.
Embassy Suites by Hilton Fort Lauderdale 17th Street
East Fort Lauderdale
Save 100% on your flight
Price was $519, price is now $270 per person
$270
per person
Apr 6 - Apr 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-in, and airport shuttle. Enjoy the 24-hour gym and free cooked-to-order breakfast each morning.
Casablanca Miami Beach
North Beach
Price was $1,261, price is now $584 per person
$584
per person
Apr 12 - Apr 18
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
An outdoor pool, valet parking, and laundry facilities are featured at this aparthotel. A grocery/convenience store, a communal living room, and express check-out are also on offer.
Solé Miami, A Noble House Resort
Ocean Four
Price was $985, price is now $464 per person
$464
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Enjoy the 24-hour gym and unwind at the beach bar and poolside bar.
Creekside Inn
Price was $2,123, price is now $1,036 per person
$1,036
per person
Mar 1 - Mar 8
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.
Hyatt Place Miami Airport-East
Palmer Lake
Save 100% on your flight
Price was $1,027, price is now $539 per person
$539
per person
Mar 3 - Mar 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free on-the-go breakfast each morning.
Top Summerland Key hotels deals
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
$199 nightly
The price is $224 total per night
$224 total
Feb 2 - Feb 3
Total with taxes and fees
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.
Pool
Pet friendly
Parmer's Resort
565 Barry Avenue Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
$323 nightly
The price is $363 total per night
$363 total
Feb 1 - Feb 2
Total with taxes and fees
The private beach and marina are among the highlights at this motel. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and free perks like on-the-go breakfast and free self parking.
On private beach
Pool
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 hot tub, bar/lounge, and snack bar/deli.
On private beach
Pool
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
$199 nightly
The price is $224 total per night
$224 total
Feb 1 - Feb 2
Total with taxes and fees
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
Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key FL
$285 nightly
The price is $316 total per night
$316 total
Jan 31 - Feb 1
Total with taxes and fees
This cottage features a garden, laundry facilities, and barbecue grills.
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.
Popular places to visit
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in 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.
Frequently asked questions
Photos of local treasures
Browse Summerland Key vacation photos for more inspiration
Explore More Ways to Travel with Travelocity
- 5 Star Hotels in Cudjoe Key
- B&B in Cudjoe Key
- Cottages in Cudjoe Key
- Beach Resorts & in Cudjoe Key
- Kid Friendly Hotels in Cudjoe Key
- Fishing Resorts & in Cudjoe Key
- Hotels with Pools in Cudjoe Key
- Pet Friendly Hotels in Cudjoe Key
- Romantic Getaways & Hotels in Cudjoe Key
- Cudjoe Key Hotels
- Rv Parks in Cudjoe Key
- Villas in Cudjoe Key
- Houseboats in Middle Torch Key
- 4 Star Hotels in Melody Key
- Resorts in Melody Key
- Cottages in Ramrod Key
- Extended Stay Hotels in Ramrod Key
- Pet Friendly Hotels in Ramrod Key
- Ramrod Key Hotels
- Vacation Homes in Ramrod Key
- Apartments in Lower Keys
- Cheap Hotels in Lower Keys
- Hotels with Air Conditioning in Lower Keys
- Hotels with Hot Tubs in Lower Keys
- Pet Friendly Hotels in Lower Keys
- Lower Keys Hotels
- Motels in Lower Keys
- Vacation Homes in Lower Keys
- Rv Parks in Lower Keys
- B&B in Little Torch Key
- Condos in Little Torch Key
- Cottages in Little Torch Key
- All Inclusive Resorts & in Little Torch Key
- Cheap Hotels in Little Torch Key
- Kid Friendly Hotels in Little Torch Key
- Hotels with Kitchenettes in Little Torch Key
- Noble House Hotels in Little Torch Key
- Little Torch Key Hotels
- Motels in Little Torch Key
- Vacation Homes in Little Torch Key
- Rv Parks in Little Torch Key
- Resorts in Little Torch Key
- B&B in Big Torch Key
- Flights to Cudjoe Key
- Flights from Austin to Cudjoe Key
- Flights from Las Vegas to Cudjoe Key
- Flights from Phoenix to Cudjoe Key
- Flights from Raleigh to Middle Torch Key
- Flights from Atlanta to Melody Key
- Flights from Dallas to Melody Key
- Flights from Houston to Melody Key
- Flights from Orlando to Melody Key
- Flights from Fort Lauderdale to Melody Key
- Flights from Newark to Melody Key
- Flights from Atlanta to Ramrod Key
- Flights from Chicago to Ramrod Key
- Flights from Atlanta to Lower Keys
- Flights from Minneapolis - St. Paul to Lower Keys
- Flights to Little Torch Key
- Flights from Dallas to Little Torch Key
- Big Pine Key Vacations
- Old Town Key West Vacations
- Duval Street
- Southernmost Point
- Mel Fisher Maritime Museum
- Clarence S. Higgs Memorial Beach Park
- Key West Golf Club
- Key West Vacations
- Cow Key Vacations
- South Beach
- Florida Keys Country Club
- Marathon Vacations
- Pigeon Key
- Ramrod Key Vacations
- Stock Island Vacations
- Tingler Island Vacations
- Ernest Hemingway Home and Museum
- Little Torch Key Vacations
- Fleming Key Vacations
- Uptown - Upper Duval Vacations
- Robbie's
- Dredgers Key Vacations
- Key West Historic District Vacations
- Raccoon Key Vacations
- Sugarloaf Key Vacations
- Seven Mile Bridge
- Smathers Beach
- Donkey Milk House
- Audubon House and Tropical Gardens
- Sombrero Beach
