Name: Sugar Loaf Lodge
Price range: CA $233
Rating: 8.2

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.

Brickell Bay 3505

Brickell

CA $802

per person

Jul 9 - Jul 12

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

9.4/10 Exceptional! (3 reviews)

Great place and location! The pool was amazing.

Reviewed on May 9, 2026

The W - Bayshore Unit 1003

East Fort Lauderdale

CA $1,475

per person

Jul 9 - Jul 16

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

6/10 (2 reviews)

I thoroughly enjoyed my stay at this hotel. The host was incredibly friendly and attentive, and the communication was prompt and efficient. The hotel itself was beautiful, and the staff was incredibly kind and helpful.

Reviewed on May 20, 2026

Casablanca Miami Beach

North Beach

CA $6,000

per person

Aug 5 - Aug 12

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

5.8/10 (324 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 $18,731

per person

Jul 5 - Jul 11

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very Good! (1 review)

Southernmost House - Adult Exclusive

Old Town Key West

CA $2,479

per person

Jul 2 - Jul 7

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.4/10 Exceptional! (1,001 reviews)

Beautiful property. Excellent service.

Reviewed on May 15, 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 Out Keys and Venture Key are some notable places to visit nearby.

Ready to book your vacation to Summerland Key?

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Summerland Key Hotel Deals

Parmer's Resort

565 Barry Avenue Summerland Key FL

Fully refundableReserve now, pay when you stay

CA $198

CA $267 total

May 27 - May 28

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

"El Aseo y la atención"

Reviewed on May 25, 2026

Sugarloaf Key Hotel at KOA Resort

251 Co Rd 939 Summerland Key FL

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Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL

Fully refundableReserve now, pay when you stay

CA $233

CA $262 total

May 28 - May 29

includes taxes & fees

8.2/10 Very Good! (1,001 reviews)

"Free parking. The hotel is very dated, but we had a great time."

Reviewed on May 19, 2026

See all 620 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.