Name: Looe Key Reef Resort
Rating: 7.6

Your Summerland Key Vacation

The hassle-free way to experience this interesting city is with a tailor-made Summerland Key vacation package. Base yourself in the neighborhood of Sugarloaf Shores, which is great for families, fishing and views or go someplace else — our package deals are all about you. Cook Island, Big Pine Key Flea Market and Blue Hole are just some of the sights you'll want to see during your trip to Summerland Key. Stop daydreaming and start traveling. Browse the wide range of options on Expedia today and put your Summerland Key vacation plans in motion!

Top Summerland Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Creekside Inn

CA $1,352

per person

Apr 14 - Apr 20

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Miami (MIA)

7.8/10 Good! (1,007 reviews)

The room was very small. The whole resort needed updating. There is no accommodations for seniors on the first floor. They said they could guarantee the room size, but they could not guarantee first floor access to those with disabilities. Other than the manager who is all business and not very sympathetic to anything, the staff that I met was very nice. To me it wasn’t worth the price we paid for it.

Reviewed on Mar 2, 2026

Casablanca Miami Beach

North Beach

CA $3,162

per person

May 5 - May 9

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

5.8/10 (311 reviews)

Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $12,112

per person

Apr 26 - May 1

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8/10 Very Good! (1 review)

1 Hotel South Beach

South Beach

CA $4,214

per person

May 15 - May 22

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Miami (MIA)

9.4/10 Exceptional! (1,451 reviews)

Good experience, pricey amenities

Reviewed on Mar 3, 2026

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

Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Key and Venture Out Keys are some notable places to visit nearby.

Ready to book your vacation to Summerland Key?

Choose your dates

Summerland Key Hotel Deals

Parmer's Resort

565 Barry Avenue Summerland Key FL

CA $380

CA $472 total

Mar 29 - Mar 30

includes taxes & fees

9/10 Wonderful! (1,007 reviews)

Beautiful property! Location was perfect for more laid back

Reviewed on Mar 3, 2026

Sugarloaf Key Hotel at KOA Resort

251 Co Rd 939 Summerland Key FL

9.8/10 Exceptional! (498 reviews)

Clean and ac worked well. Very pet friendly

Reviewed on Mar 3, 2026

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Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL

Fully refundableReserve now, pay when you stay

7.6/10 Good! (1,004 reviews)

Everyone was super nice. We really enjoyed our stay.

Reviewed on Mar 3, 2026

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See all 605 properties in Summerland Key

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.