Summerland Key Vacations from SAR1,999
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The Latest Summerland Key Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Eden Roc Miami Beach
Mid Beach
Save 100% on your flight
per person
Jun 27 - Jul 1
found 22 hours ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
8.4/10 Very Good! (2,387 reviews)
The staff is wonderful! Jamila at the front desk was exceptional. The rest of the property is okay. did love the water dispensers and the free sunscreen around the property.
Reviewed on 10 May 2025
Avalon Hotel
South Beach
Save 100% on your flight
per person
Jun 27 - Jul 1
found 22 hours ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
9/10 Wonderful! (1,015 reviews)
Overall, just a great, wonderful place to stay and would recommend it to anyone venturing to Miami Beach.
Reviewed on 10 May 2025
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
Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.
Find the Best Summerland Key Vacation Packages
Summerland Key Hotel Deals
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is SAR 604 per night from May 26 to May 27
SAR 604
SAR 802 total
26 May - 27 May
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Staff was great! Good breakfast! Afternoon cookies and lemonade!"
Reviewed on 7 May 2025
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
The price is SAR 596 per night from May 11 to May 12
SAR 596
SAR 671 total
11 May - 12 May
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Right next to Sugarlofe marina and South of Seven restaurant which was fantastic. Beds should be upgraded to Queen. And pool needs to be upgraded"
Reviewed on 6 May 2025
Looe Key Reef Resort
27340 Overseas Highway, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is SAR 663 per night from May 18 to May 19
SAR 663
SAR 746 total
18 May - 19 May
includes taxes & fees
7.4/10 Good! (1,001 reviews)
"Great alternative choice to Key West. We took the afternoon seaplane to the Dry Tortugas, but didn't want to pay the prices of Key West. Being about 45 minutes north was great. Our trip down the keys was shorter and vice versa, and traveling 45 min after the seaplane ride (with a stop for dinner) ..."
Reviewed on 7 May 2025
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.
Discover the most popular places to visit in Summerland Key
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.