Find and compare 2 Star hotels in Fleming Key

Name: L'Habitation Guest House
Price range: $341 total
Rating: 9.2

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Top Fleming Key 2 Star hotels

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$295 nightly

$332 total

Jan 22 - Jan 23

Total with taxes and fees

This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool ...

8/10 Very Good! (2,044 reviews)

Clean and unique

Reviewed on Jan 13, 2026

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

$422 nightly

$475 total

Jan 27 - Jan 28

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the 24-hour ...

9/10 Wonderful! (1,304 reviews)

The room was spotless, the staff was so friendly! The breakfast was included & switched up everyday. They even had an included shuttle to get you downtown & both drivers we interacted with were amazing!

Reviewed on Jan 18, 2026

Southwinds Motel

1321 Simonton Street Key West FL

$301 nightly

$338 total

Jan 21 - Jan 22

Total with taxes and fees

This hotel features 2 outdoor pools and a bar/lounge. Enjoy the free continental breakfast each morning. Self parking, a picnic area, and luggage storage are ...

8.6/10 Excellent! (1,272 reviews)

Location was great, close to 2 beaches. Property was nice and clean. Rooms were small but fine. Was there 4 days and basically had bad oranges and no other fruit for the time spent. Had plenty of bagged muffins, yogurt, and cereals. One beaches supplier you with towels and chair you just have to ...

Reviewed on Jan 13, 2026

Pegasus International Hotel

501 Southard Street Key West FL

$359 nightly

$403 total

Jan 25 - Jan 26

Total with taxes and fees

This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and free perks like continental breakfast and free self parking. Free WiFi in public ...

8/10 Very Good! (1,023 reviews)

Great location room was neat and clean.

Reviewed on Jan 15, 2026

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL

Fully refundableReserve now, pay when you stay

$199 nightly

$224 total

Jan 20 - Jan 21

Total with taxes and fees

This hotel features a marina, 2 outdoor tennis courts, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free WiFi. A bar/lounge ...

8/10 Very Good! (1,001 reviews)

Great staff and great location!

Reviewed on Jan 7, 2026

Weatherstation Inn

57 Front St Key West FL

$399 nightly

$449 total

Jan 25 - Jan 26

Total with taxes and fees

An outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...

9.2/10 Wonderful! (999 reviews)

Awesome location, comfortable, clean room. Very helpful and nice staff

Reviewed on Jan 13, 2026

Simonton Court Historic Inn & Cottages

320 Simonton St Key West FL

$296 nightly

$334 total

Jan 20 - Jan 21

Total with taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and self parking. Enjoy the 4 outdoor pools and free continental breakfast each morning. A ...

9.6/10 Exceptional! (897 reviews)

Very friendly, accommodating staff. Convenient location right off Duvall St. Clean, comfortable, well-maintained rooms. Beautiful courtyards and pools. Amazing landscaping and outdoor lighting. Breakfast is waffles, toast, eggs, fruit, yogurt, etc in the courtyard. Very good waffles! We will return ...

Reviewed on Jan 11, 2026

Aqua Lodges at Hurricane Hole Marina

5130 Overseas Hwy Key West FL

$278 nightly

$313 total

Jan 21 - Jan 22

Total with taxes and fees

This houseboat features a marina and free WiFi in public areas. Take advantage of the free self parking.

8.8/10 Excellent! (172 reviews)

Unique Stay. Fun for my kids who love fishing. This is a working fishing marina so we got to see the fish being loaded to the pier and processed by the fishermen. The house boat was clean and had everything we needed, and worked out great for our short stay. The marina itself is cute and we saw plenty ...

Reviewed on Jan 6, 2026

Alexander Palms Court

715 South St Key West FL

Fully refundableReserve now, pay when you stay

$386 nightly

$434 total

Jan 22 - Jan 23

Total with taxes and fees

An outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. Express check-in and express check-out are ...

9.2/10 Wonderful! (978 reviews)

Great proximity to attractions. Super friendly staff and very peaceful surroundings

Reviewed on Jan 3, 2026

L'Habitation Guest House

408 Eaton Street Key West FL

$303 nightly

$341 total

Jan 28 - Jan 29

Total with taxes and fees

A rooftop terrace is featured at this guesthouse, along with free WiFi in public areas and a terrace. Free continental breakfast is served. A garden, concierge ...

9.2/10 Wonderful! (931 reviews)

Room was very clean and staff was very nice! Great location for walking to all bars and restaurants

Reviewed on Jan 9, 2026

Don't see what you're looking for?

See all available properties in Fleming Key

View all properties

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.

2 Star Hotels Fleming Key

Looking to break out of your routine for some much needed rest and relaxation? Or maybe you’ve already decided it’s time for a trip and are trying to find affordable hotels in Fleming Key that won’t bust your travel budget?

Fleming Key 2 star hotels will give you everything you need to enjoy the city like a local, saving a ton of money so you can hit all the hot spots in town.

Have a delicious breakfast at your hotel to fuel up for your day of sightseeing, then enjoy amenities like fresh towels and linens, as well as a nice hot shower to unwind after a busy day of experiencing everything the city has to offer.

As you explore a new locale, or one you love to visit over and over, you can rest easy knowing you’re staying in a great hotel that lets you discover Fleming Key and welcomes you back to a clean, comfortable room at night.

Browse Travelocity’s wide selection of 2 star hotels in Fleming Key and find one that’s perfectly priced and places you next to all the best activities and sights. The town is your oyster, and we can help you seek out its secrets while sticking to your budget.