Summerland Key Travel Guide

Tourist Guide

View To Old Bahia Honda Bridge, Part Of The Florida Keys Overseas Heritage Trails, From West Summerland Key On A Sunny Autumn Day With A Clear Blue Sky And A Few Clouds
View To Old Bahia Honda Bridge, Part Of The Florida Keys Overseas Heritage Trails, From West Summerland Key On A Sunny Autumn Day With A Clear Blue Sky And A Few Clouds
Aerial view of road and bridge over turquoise water along the coastline, Summerland Key, Florida, United States.
Aerial view of road to Key West with turquoise water and small island, Summerland Key, Florida, United States.
Mom and baby dolphin playing in the wake of a boat

Where to stay in Summerland Key

Sugarloaf Shores featuring a bay or harbor

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Upper Sugarloaf Sound and Florida Keys Beaches.

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

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

Cutthroat Harbor Estates
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Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Upper Sugarloaf Sound.

Cudjoe Gardens
Bahia Honda State Park - Calusa Beach, Florida Keys - tropical beach - USA.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Newfound Harbor Keys.

Breezeswept Beach Estates
Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway Summerland Key FL
Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the bar and the helpful staff in their reviews. ...
7.6/10 Good! (1,003 reviews)
Staff was great everything was fine had a fun sisters trip. Great tiki bar!

Reviewed on 11 Feb 2026

Looe Key Reef Resort
Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is Rp5.133.002 per night from 5 Mar to 6 Mar
Rp5.133.002
Rp6.323.595 total
5 Mar - 6 Mar
includes taxes & fees
Stay at this beach motel in Summerland Key. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
9/10 Wonderful! (1,006 reviews)
Room very clean but no service the follow days

Reviewed on 16 Feb 2026

Parmer's Resort
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9.8/10 Exceptional! (491 reviews)
Great place, never met with staff because we arrived late but they sent text with instructions and all worked out great. The only reason I don’t give 5 stars it’s because floor needed to be mopped. I didn’t noticed it until we looked at our socks and feet were dirty.

Reviewed on 16 Feb 2026

Sugarloaf Key Hotel at KOA Resort
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.
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in their ...
9.2/10 Wonderful! (4,620 reviews)
Very clean, comfy, and spacious

Reviewed on 17 Feb 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Stay at this family-friendly condo in Kissimmee. Enjoy free Wi-Fi, 7 outdoor pools and 7 hot tubs. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (3,376 reviews)
clean room and amenities

Reviewed on 17 Feb 2026

Vacation Village Orlando, Celebration
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
Stay at this spa hotel in Orlando. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
9/10 Wonderful! (3,904 reviews)
The staff are not friendly it wasn’t what I expected I wouldn’t stay there again

Reviewed on 17 Feb 2026

Marriott's Grande Vista
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

Things to do