Summerland Key Holidays from AU$1,148
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Your Summerland Key Holiday
Say bye-bye to planning worries and hello to a Summerland Key holiday package. With everything organised before you go, you can focus on discovering this city, starting with Breezeswept Beach Estates, which is good for adventure sports, fishing and watersports. Like to explore your new surroundings? Big Pine Key Flea Market, Cook Island and Blue Hole are some of the top places to visit during a trip to Summerland Key. That dream Summerland Key holiday is only clicks away. Browse accommodation, flights and more on Expedia for a trip that's tailored just for you.
The Latest Summerland Key Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was AU$2,121, price is now AU$1,148 per person
AU$1,148
per person
2 Apr - 6 Apr
found 19 hours ago
Return flight included
Nashville (BNA) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Loved the location, room was nice, bathroom very small, very friendly staff, slow service at restaurant in the morning. Will go back
Reviewed on 24 Feb 2026
1 Hotel South Beach
South Beach
Save 100% on your flight
Price was AU$7,406, price is now AU$4,586 per person
AU$4,586
per person
2 Apr - 6 Apr
found 19 hours ago
Return flight included
Nashville (BNA) to Miami (MIA)
9.4/10 Exceptional! (1,365 reviews)
The room was spacious and staffs were warm too
Reviewed on 20 Feb 2026
Carillon Miami Wellness Resort
North Beach
Save 100% on your flight
Price was AU$4,488, price is now AU$2,798 per person
AU$2,798
per person
2 Apr - 6 Apr
found 19 hours ago
Return flight included
Nashville (BNA) to Miami (MIA)
8.8/10 Excellent! (765 reviews)
The staff were so so nice! The hotel was so clean and so green and so cool and I loved every minute of it
Reviewed on 5 Feb 2026
Bentley Hotel South Beach
South Beach
Save 100% on your flight
Price was AU$3,375, price is now AU$2,143 per person
AU$2,143
per person
2 Apr - 6 Apr
found 19 hours ago
Return flight included
Nashville (BNA) to Miami (MIA)
9.2/10 Wonderful! (466 reviews)
Great place to stay. Clean spacious room in a nice location.
Reviewed on 26 Feb 2026
Our guide on where to stay in Summerland Key
Find the best Summerland Key areas and neighborhoods for the activities you enjoy most. Learn more about Summerland Key
Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.
Summerland Key Holiday
Summerland Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Max Temp Winter | 24ºC |
Max Temp Summer | 29ºC |
Top Sights | Bahia Honda State Park, Florida Keys Beaches and Calusa Beach |
Our pick of the best Summerland Key Hotel Deals
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
7.6/10 Good! (1,000 reviews)
The room was clean the staff was amazing!! The Tiki Bar and food were great! The resort was perfect!
Reviewed on 24 Feb 2026
Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is AU$485 per night from 29 Mar to 30 Mar
AU$485
29 Mar - 30 Mar
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Room was outdated but clean and fresh and loved that it is near the boat dock around the corner- pool is super clean and warm- breakfast really good- Coffee not so good too strong!! Front desk staff very good got us things as we requested them clean towels and shower soap and toothbrushes- Grounds ...
Reviewed on 26 Feb 2026
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (493 reviews)
Great rooms
Reviewed on 26 Feb 2026
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.
What to do in Summerland Key
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
AU$83
per adult
88% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
AU$195
per adult
Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
AU$173
per adult
98% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
