Name: Southernmost Beach Resort and Guesthouses
Price range: CA $269
Rating: 8.8

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

CA $152

CA $306 total

Jul 8 - Jul 9

includes taxes & fees

Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...

8.6/10 Excellent! (2,331 reviews)

"The room was cleaned the food was good there's no beach a man made beach with dirty water no working elevators"

Reviewed on Jul 7, 2026

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

CA $178

CA $280 total

Jul 9 - Jul 10

includes taxes & fees

Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...

8.4/10 Very good! (2,503 reviews)

"Everything was nice and simple. Plenty of activities for kids and adults"

Reviewed on Jul 7, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

CA $269

CA $406 total

Jul 22 - Jul 23

includes taxes & fees

Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

8.8/10 Excellent! (3,432 reviews)

"Very expensive property. Need investment in maintenance."

Reviewed on Jul 7, 2026

See all 3,439 properties in Lower Sugarloaf 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.

Old Wooden Bridge Resort and Marina

1791 Bogie Drive Big Pine Key FL

Stay at this cottage in Big Pine Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Bahia ...

8.6/10 Excellent! (351 reviews)

"Muy buena la estancia. Recomiendo este lugar...."

Reviewed on Jul 5, 2026

Sugarloaf Key RV Resort & Cottages

311 Johnson Rd Summerland Key FL

Stay at this vacation home in Summerland Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...

9.4/10 Exceptional! (16 reviews)

"A hidden gem near key west ,we have such a good weekend in this place,the staff was super supportive,the cottage was moder decor and clean and have meny activities for the entire family,we surely will be there again!"

Reviewed on Jul 5, 2026

Aqua Lodges at Hurricane Hole Marina

5130 Overseas Hwy Key West FL

Stay at this houseboat in Key West. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Southernmost ...

8.8/10 Excellent! (191 reviews)

"The bathroom smelled a bit, but we loved the loft and the vibes of the houseboat. It’s hard to find 3 bedrooms at that reasonable price and we have 3 kids that do not want to sleep together so this was perfect. We ate at the bar and really enjoyed watching the jellyfish. It was a cool!"

Reviewed on Jul 7, 2026

See all properties in Lower Sugarloaf 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.