Find and compare 2 Star hotels in Fleming Key

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Top Fleming Key 2 Star hotels

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$161 nightly
The price is $181 total per night from Jun 30 to Jul 1
$181 total
Jun 30 - Jul 1
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! (1,350 reviews)
"It was a great place to stay! The staff was awesome!"

Reviewed on Jun 24, 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
$223 nightly
The price is $251 total per night from Jul 13 to Jul 14
$251 total
Jul 13 - Jul 14
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! (1,401 reviews)
"The oceanfront room we had was very large, towels were sparse, we did not get a parking pass upon check in, breakfast was good but most areas were hard to navigate. Coffee, sausage & potato’s ran out but I didn’t wait for them to be replenished. The hotel sat right next to the airport but it wasn’t ..."

Reviewed on Jun 23, 2026

Opens in a new windowHampton Inn Key West FL
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
$141 nightly
The price is $159 total per night from Jul 1 to Jul 2
$159 total
Jul 1 - Jul 2
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! (2,301 reviews)
"Breakfast needs improvement because it lacks variety."

Reviewed on Jun 24, 2026

Opens in a new windowIbis Bay Beach Resort
Pegasus International Hotel

Pegasus International Hotel

2.5 out of 5
501 Southard Street Key West FL
$160 nightly
The price is $179 total per night from Jun 28 to Jun 29
$179 total
Jun 28 - Jun 29
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! (1,011 reviews)
"Loved the location, right on Duval St. loved the roof top patio. The African American woman who worked the front desk all but our last day, was NOT helpful, was not friendly, bordering on RUDE!! in fact, she had her computer screen set up so that each time we approach the desk we couldn’t even see ..."

Reviewed on Jun 23, 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
$142 nightly
The price is $159 total per night from Jun 28 to Jun 29
$159 total
Jun 28 - Jun 29
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! (990 reviews)
"Super clean, well kept despite being and old property. very very nice and helpful staff made checking in very easy and my stay very pleasant. will definitely be coming back i had a wonderful experience enjoying my time at all 4 pools!"

Reviewed on Jun 24, 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
$179 nightly
The price is $201 total per night from Jun 28 to Jun 29
$201 total
Jun 28 - Jun 29
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! (1,001 reviews)
"Thanks."

Reviewed on Jun 16, 2026

Opens in a new windowWeatherstation Inn
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy Summerland Key FL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $190 total per night from Jun 28 to Jun 29
$190 total
Jun 28 - Jun 29
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! (1,002 reviews)
"Very spacious room, there's no breakfast but coffe or tea offer in the near tiki bar There also a restaurant"

Reviewed on Jun 23, 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
$236 nightly
The price is $265 total per night from Jun 28 to Jun 29
$265 total
Jun 28 - Jun 29
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! (198 reviews)
"Clean room, helpful staff, good suggestions about local restaurants and areas to visit that you may not find on regular trip forums or AI. Beach view was not pretty due to sea weed deposits and smell of dead seaweed, but that’s seasonal."

Reviewed on Jun 22, 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
$143 nightly
The price is $160 total per night from Jun 28 to Jun 29
$160 total
Jun 28 - Jun 29
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! (1,001 reviews)
"Staff were so sweet and it almost felt like you were home. The rooms were cute."

Reviewed on Jun 24, 2026

Opens in a new windowThe Grand Guesthouse
Alexander Palms Court

Alexander Palms Court

2.5 out of 5
715 South St Key West FL
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $179 total per night from Jun 29 to Jun 30
$179 total
Jun 29 - Jun 30
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! (1,002 reviews)
"Nice property for a family stay. The facilities were good. The bedroom AC was a little noisy. Parking is limited on the property but there is ample street parking nearby. The property owner was prompt and accommodating. Overall a decent property for family stay."

Reviewed on Jun 22, 2026

Opens in a new windowAlexander Palms Court
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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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