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.
Park Central South Beach
South Beach
Price was $608, price is now $306 per person
$306
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This historic resort features 2 restaurants, 2 outdoor pools, and a 24-hour gym. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
Pier Sixty-Six (Pier 66)
East Fort Lauderdale
Price was $2,713, price is now $1,174 per person
$1,174
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
A marina, 9 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Bring the family and enjoy the children's club, waterslide, and playground. Unwind with a drink at one of the 3 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle.
Hotel Colonnade Coral Gables, Autograph Collection
Coral Gables Section
Price was $1,841, price is now $835 per person
$835
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Make the most of the a rooftop terrace and hot tub, and relax with drinks at one of the 2 bars/lounges.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $19,104, price is now $9,561 per person
$9,561
per person
Dec 26 - Dec 29
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.
President Hotel
South Beach
Save 100% on your flight
Price was $1,181, price is now $615 per person
$615
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features an outdoor pool and a bar/lounge. Guests will appreciate free perks like full breakfast and WiFi in public areas. Valet parking, a terrace, and a garden are also offered.
Top Summerland Key hotels deals
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
Free Cancellation
Reserve now, pay when you stay
$158 nightly
The price is $178 total per night
$178 total
Oct 5 - Oct 6
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
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $111 total per night
$111 total
Oct 5 - Oct 6
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
Looe Key Reef Resort
27340 Overseas Highway, Summerland Key, FL
Free Cancellation
Reserve now, pay when you stay
$145 nightly
The price is $163 total per night
$163 total
Oct 7 - Oct 8
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
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
Old Florida Style, wrap around porch, boat basin for dockage, open water
This vacation home includes a garden and laundry facilities.
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.
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.
Frequently asked questions
Photos of local treasures
Browse Summerland Key vacation photos for more inspiration
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