Fleming Key, FL

Name: Southernmost Beach Resort and Guesthouses
Price range: $389 total
Rating: 8.6

Travel Guide

Visit Fleming Key

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

$310 nightly

$349 total

Jan 4 - Jan 5, 2026

Total with taxes and 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! (1,804 reviews)

Excellent & Beautiful hotel The staff at the front desk is very kind & professional Thank you.

Reviewed on Dec 20, 2025

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

$292 nightly

$329 total

Jan 8 - Jan 9, 2026

Total with taxes and 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 ...

8/10 Very Good! (1,791 reviews)

Room was nice and the vibe was good. Pool was excellent and staff are very friendly. Could do better with breakfast. There were limited options and it took 30+ minutes to take our order.overall we enjoyed our stay.

Reviewed on Dec 22, 2025

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

$345 nightly

$389 total

Jan 13 - Jan 14, 2026

Total with taxes and 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 ...

8.6/10 Excellent! (2,946 reviews)

Staff were really helpful and friendly. Room was great and clean

Reviewed on Dec 19, 2025

See all 2,844 properties in Fleming 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.

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 Duval ...

8.8/10 Excellent! (170 reviews)

Location , staff , and aqua lodge were perfect.

Reviewed on Nov 12, 2025

Ocean Front One Bedroom Residence

Key West FL

Stay at this aparthotel in Key West. Popular attractions Duval Street and Smathers Beach are located nearby.

Island View 1BR Residence With Balcony

Key West FL

Stay at this aparthotel in Key West. Popular attractions Duval Street and Smathers Beach are located nearby.

10/10 Exceptional! (2 reviews)

Great place it is a full apartment with everything you could need and very clean

Reviewed on Nov 29, 2025

See all properties in Fleming 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.