Deals on vacations and trips to Summerland Key
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Summerland Key flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
President Villa
South Beach
Price was $814, price is now $418 per person
$418
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
This hotel features a restaurant, 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 luggage storage are also offered.
The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $1,583, price is now $668 per person
$668
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
A private beach, a 24-hour gym, and a restaurant are all featured at this boutique hotel. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $16,795, price is now $7,971 per person
$7,971
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
Bentley Hotel South Beach
South Beach
Price was $1,186, price is now $605 per person
$605
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
Villas At Hawks Cay Resort
Price was $2,646, price is now $1,378 per person
$1,378
per person
Jan 12 - Jan 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
This luxury resort features a private beach, a full-service spa, and a marina. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Bring the family and enjoy the children's club, children's pool, and arcade/game room.
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
Nov 16 - Nov 17
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
Nov 30 - Dec 1
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
$179 nightly
The price is $202 total per night
$202 total
Nov 23 - Nov 24
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
Little Torch Cottages
28501 Channel View Drive, Summerland Key, FL
Free Cancellation
Reserve now, pay when you stay
$650 nightly
The price is $731 total per night
$731 total
Nov 5 - Nov 6
Total with taxes and fees
This hotel's 2 outdoor pools and sauna are among the featured amenities. Free self parking and laundry facilities are also offered on site.
Pool
Parking included
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
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