Find and compare 2 Star hotels in Fleming Key

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Top Fleming Key 2 Star hotels

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $263 total per night from May 4 to May 5
$263 total
May 4 - May 5
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! (2,232 reviews)
Our room had a huge gap around the door. We had to stuff towels under the door to keep it cool inside. The window air conditioner was close to the ground so the room had a hard time cooling. Our room was old and needed some updating especially in the bathroom and the deck leading to our room was ...

Reviewed on May 2, 2026

Opens in a new windowIbis Bay Beach Resort
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$194 nightly
The price is $218 total per night from Jun 2 to Jun 3
$218 total
Jun 2 - Jun 3
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! (1,320 reviews)
We had a King size room but it was SMALL, especially the bathroom! This is a hotel built in the 1940's with some updates. Strange layout of rooms, can be confusing to find your room at first, parking is limited and you may not get to park near your door. (Parking is $22.50 extra a day.) Front staff ...

Reviewed on May 2, 2026

Opens in a new windowSouthwinds Motel
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $238 total per night from Jun 1 to Jun 2
$238 total
Jun 1 - Jun 2
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! (1,349 reviews)
This place was wonderful. Spacious room with great view. The bathroom was large and had everything needed. Bed was very comfortable and no issues with anything in the room. Will definitely go back there again. Pool and outside area was clean and beautiful too.

Reviewed on May 2, 2026

Opens in a new windowHampton Inn Key West FL
Pegasus International Hotel

Pegasus International Hotel

2.5 out of 5
501 Southard Street Key West FL
$220 nightly
The price is $248 total per night from May 3 to May 4
$248 total
May 3 - May 4
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 ...
8.2/10 Very Good! (1,001 reviews)
Nice place with great location. Very friendly staff. Excellent breakfast!

Reviewed on May 2, 2026

Opens in a new windowPegasus International Hotel
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

2.5 out of 5
320 Simonton St Key West FL
$185 nightly
The price is $208 total per night from May 4 to May 5
$208 total
May 4 - May 5
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 ...
9.8/10 Exceptional! (942 reviews)
Front desk staff were amazing. Very friendly and helpful. Loved the little tour of the grounds that we got when we checked in. We stayed in room SC1. The only notable issues that I had with our stay were: 1.) The bed was TERRIBLE. Seriously terrible. It was so worn that there was 2 visible dips in ...

Reviewed on May 1, 2026

Opens in a new windowSimonton Court Historic Inn & Cottages
Weatherstation Inn

Weatherstation Inn

2.5 out of 5
57 Front St Key West FL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $246 total per night from May 5 to May 6
$246 total
May 5 - May 6
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 ...
9.4/10 Exceptional! (1,003 reviews)
The staff was very helpful and knowledgeable about Key West. The location was perfect we could walk to everything we never had to move the car and parking was included in the price no added up charge. We also had use of the Opal resort due to it was owned by them. They had coffee,tea,and bottled ...

Reviewed on Apr 30, 2026

Opens in a new windowWeatherstation Inn
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy Summerland Key FL
$169 nightly
The price is $190 total per night from May 3 to May 4
$190 total
May 3 - May 4
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 ...
8.2/10 Very Good! (1,000 reviews)
Stay was alright. A little dated and a few electrical wires on show. Needs a bit of an upgrade but it was alright for an overnight stay.

Reviewed on Apr 27, 2026

Opens in a new windowSugar Loaf Lodge
Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
1500 Alberta St Key West FL
$385 nightly
The price is $433 total per night from Jun 2 to Jun 3
$433 total
Jun 2 - Jun 3
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free resort. Enjoy the hot tub and perks like free self parking and free WiFi. A computer station, ...
8.8/10 Excellent! (186 reviews)
We only stayed a couple of days, but the location was great. Really nice to be right on the water, and have a pool right there too. Lots of stuff in walkable distance. Covered parking. Etc.

Reviewed on Apr 26, 2026

Opens in a new windowCoconut Beach Resort
The Grand Guesthouse

The Grand Guesthouse

2.5 out of 5
1116 Grinnell Street Key West FL
$248 nightly
The price is $278 total per night from May 3 to May 4
$278 total
May 3 - May 4
Total with taxes and fees
This guesthouse features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A terrace, ...
9.6/10 Exceptional! (1,003 reviews)
The staff was very helpful and great to work with.

Reviewed on May 1, 2026

Opens in a new windowThe Grand Guesthouse
L'Habitation Guest House

L'Habitation Guest House

2.5 out of 5
408 Eaton Street Key West FL
$185 nightly
The price is $208 total per night from May 3 to May 4
$208 total
May 3 - May 4
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 ...
9.4/10 Exceptional! (977 reviews)
lovely facility, perfect central location, office staff, Drew, outstanding, very clean, we loved it and would stay again!! loved the breakfast and happy hour.. thank you

Reviewed on May 2, 2026

Opens in a new windowL'Habitation Guest House
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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.

Recent Fleming Key hotel reviews by fellow wanderers

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