Fleming Key Travel Guide

Tourist Guide

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is NZ$944 per night from 5 Apr to 6 Apr
NZ$944
5 Apr - 6 Apr
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (3,121 reviews)
Great location at the end of Duval Street, but between the outdated grounds and one issue after another from check-in to checkout, the experience simply didn’t justify the price. We stayed four nights and chose this property because the pricing suggested a level of service comparable to resorts we ...

Reviewed on 7 Mar 2026

Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is NZ$698 per night from 8 Mar to 9 Mar
NZ$698
8 Mar - 9 Mar
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (2,052 reviews)
We were celebrating my husband’s 80th birthday. The property failed to notify us that their elevators had not been working for over a month. They would not move us and so using canes my husband, our friends, and I were limited to how many times we could climb to the 4th floor room. We have email, ...

Reviewed on 6 Mar 2026

Beachside Resort & Residences
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is NZ$757 per night from 8 Mar to 9 Mar
NZ$757
8 Mar - 9 Mar
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free breakfast, free Wi-Fi and a private beach. Our guests praise the breakfast and the pool in their reviews. Popular ...
8/10 Very Good! (2,134 reviews)
I read a few reviews after I booked this place and it had me kinda worried, After my experience I realized I made the best choice I could have made. Great hotel with the whole beach vibe. Loved my whole stay and all the staff. Everyone was helpful and friendly. Thank you for everything Joseph ...

Reviewed on 7 Mar 2026

Ibis Bay Beach 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.
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

2 out of 5
5130 Overseas Hwy Key West FL
Stay at this houseboat in Key West. Enjoy free Wi-Fi, free parking and a marina. Our guests praise the helpful staff in their reviews. Popular attractions Duval ...
9/10 Wonderful! (181 reviews)
Great stay better than we expected

Reviewed on 1 Mar 2026

Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!

Key West FL
Stay at this apartment in Key West. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Duval Street and Ernest Hemingway Home and Museum are ...
9.6/10 Exceptional! (425 reviews)
Loved the heated pool and first floor accommodations. We also loved the bikes to be able to get around town. They definitely need new baskets though.

Reviewed on 19 Feb 2026

Steps from Duval, Pool on Site & Bikes Included!
Heart of Downtown Key West Cottage With Off-Street Parking

Heart of Downtown Key West Cottage With Off-Street Parking

Key West FL
Stay at this cottage in Key West. Enjoy patios, in-room washers/dryers and an in-room coffee maker. Our guests praise the helpful staff in their reviews. Popular ...
10/10 Exceptional! (152 reviews)
Host was very responsive. Proximity of cottage was great. Easily walked to all destinations and points of interest.

Reviewed on 26 Feb 2026

Heart of Downtown Key West Cottage With Off-Street Parking
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.

Cities near Fleming Key

Explore a world of travel with Expedia