Find and compare 2 Star hotels in Raccoon Key

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

Next weekend
In two weeks

Top Raccoon Key 2 Star hotels

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$165 nightly
The price is $185 total per night from Aug 2 to Aug 3
$185 total
Aug 2 - Aug 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! (1,347 reviews)
"It was a great trip! Close to many things."

Reviewed on Jul 4, 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
$189 nightly
The price is $213 total per night from Jul 6 to Jul 7
$213 total
Jul 6 - Jul 7
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! (1,413 reviews)
"Great room, nice staff. The issues we had were that we were there for a week and upon check in were not notified the elevator was tore up, which did not get fixed the entire time we were there even though we were told it would fixed the day after checking in. Also there was one day we went went without ..."

Reviewed on Jul 4, 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
$122 nightly
The price is $137 total per night from Jul 6 to Jul 7
$137 total
Jul 6 - Jul 7
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 ...
8.2/10 Very Good! (2,282 reviews)
"The property is very convenient and I loved that there were multiple places to access sitting by the water. My room had a sliding glass door to a porch, but the neighbors are literally right next to us smoking, so we couldn’t use it. The pool was nice. The breakfast was a nice meal with a view on ..."

Reviewed on Jul 2, 2026

Opens in a new windowIbis Bay Beach Resort
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

2.5 out of 5
320 Simonton St Key West FL
$139 nightly
The price is $156 total per night from Jul 5 to Jul 6
$156 total
Jul 5 - Jul 6
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! (1,002 reviews)
"Such an amazing stay! Was the best place we have ever stayed! wonderful property and amenities! Staff is very attentive to anything you might happen to need and breakfast was delicious 😋 We will definitely be booking here again 😀"

Reviewed on Jul 2, 2026

Opens in a new windowSimonton Court Historic Inn & Cottages
Pegasus International Hotel

Pegasus International Hotel

2.5 out of 5
501 Southard Street Key West FL
$174 nightly
The price is $196 total per night from Jul 6 to Jul 7
$196 total
Jul 6 - Jul 7
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! (1,000 reviews)
"The location is great, the pool is big (for Key West)and the lady working the desk at our late arrival Was amazing. This hotel is older, but great location. The only “issue” is the bar across the road (Hero Bar) had live music until 2:00 - 3:00 AM Friday and Saturday night."

Reviewed on Jul 3, 2026

Opens in a new windowPegasus International Hotel
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 Jul 5 to Jul 6
$201 total
Jul 5 - Jul 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! (1,001 reviews)
"We loved this property and location. It’s tucked inside the Truman Annex. Very few cars and surprisingly quiet given its location to Mallory Square. We loved its old Key West charm. The building was once used as our Federal Weather Station. It’s located one block from Truman’s Little White House. ..."

Reviewed on Jul 3, 2026

Opens in a new windowWeatherstation Inn
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 Jul 6 to Jul 7
$160 total
Jul 6 - Jul 7
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! (1,000 reviews)
"The room was small. Not sure how they got the camera in there to take the nice pictures they have online. 😅. The complimentary free parking is only if you are lucky to get one of the 4-5 spots in front of the house. I found the person working the reception desk not that helpful, so if you are new ..."

Reviewed on Jun 30, 2026

Opens in a new windowThe Grand Guesthouse
Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
1500 Alberta St Key West FL
$240 nightly
The price is $269 total per night from Jul 12 to Jul 13
$269 total
Jul 12 - Jul 13
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! (205 reviews)
"A review."

Reviewed on Jul 3, 2026

Opens in a new windowCoconut Beach Resort
L'Habitation Guest House

L'Habitation Guest House

2.5 out of 5
408 Eaton Street Key West FL
$117 nightly
The price is $131 total per night from Jul 13 to Jul 14
$131 total
Jul 13 - Jul 14
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! (1,000 reviews)
"Easy check in. Very friendly!"

Reviewed on Jul 4, 2026

Opens in a new windowL'Habitation Guest House
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 Jul 6 to Jul 7
$179 total
Jul 6 - Jul 7
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! (1,000 reviews)
"Lovely staff and great location"

Reviewed on Jun 29, 2026

Opens in a new windowAlexander Palms Court
Don't see what you're looking for?
See all available properties in Raccoon 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 Raccoon 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 Raccoon Key that won’t bust your travel budget?

Raccoon 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 Raccoon Key and welcomes you back to a clean, comfortable room at night.

Browse Travelocity’s wide selection of 2 star hotels in Raccoon 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 Raccoon Key hotel reviews by fellow wanderers

Explore More Ways to Travel with Travelocity