Find and compare 2 Star hotels in Raccoon Key
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Top Raccoon Key 2 Star hotels
Southwinds Motel
1321 Simonton Street Key West FL
$184 nightly
The price is $207 total per night from May 25 to May 26
$207 total
May 25 - May 26
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! (1,355 reviews)
"Clean room. Everything is in walking distance. The room itself was super small and tight once you start living there."
Reviewed on May 18, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$190 nightly
The price is $213 total per night from May 25 to May 26
$213 total
May 25 - May 26
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! (2,277 reviews)
"Nice continental breakfast is included, nice open-air restaurant/bar looking over the water, Clean rooms opening onto a cute little beach looking over the bay. Conveniently located a short drive to Old Town Key West. My wife absolutely loved the Stone Crab Shooter and the Stone Crab Bisque. Both ..."
Reviewed on May 19, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $200 total per night from May 31 to Jun 1
$200 total
May 31 - Jun 1
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! (1,362 reviews)
"Beautiful resort with an ocean view. Pool and cheekie hut were terrific. Room was amazing except for the bed it was super hard. They did offer to flip the mattress but we declined. Would stay here again and highly recommend!"
Reviewed on May 19, 2026
Pegasus International Hotel
501 Southard Street Key West FL
$195 nightly
The price is $219 total per night from May 21 to May 22
$219 total
May 21 - May 22
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! (1,025 reviews)
"Breakfast fresh nice clean room"
Reviewed on May 19, 2026
Weatherstation Inn
57 Front St Key West FL
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $224 total per night from May 28 to May 29
$224 total
May 28 - May 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! (1,000 reviews)
"The property is in a lovely neighborhood, quiet, full of trees and just a short walk to restaurants, shops, bars, live music and sunset. The room was big and very comfortable. The parking was on the property and the staff was helpful. The breakfast was included in the price and had nice pastries, ..."
Reviewed on May 15, 2026
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $190 total per night from May 21 to May 22
$190 total
May 21 - May 22
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! (1,001 reviews)
"Free parking. The hotel is very dated, but we had a great time."
Reviewed on May 19, 2026
Simonton Court Historic Inn & Cottages
320 Simonton St Key West FL
$286 nightly
The price is $322 total per night from Jun 1 to Jun 2
$322 total
Jun 1 - Jun 2
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! (958 reviews)
"The staff really stood out at this place! Very impressive!! Rooms were very clean."
Reviewed on May 20, 2026
Coconut Beach Resort
1500 Alberta St Key West FL
$287 nightly
The price is $323 total per night from May 25 to May 26
$323 total
May 25 - May 26
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! (190 reviews)
"Great staff, view was great"
Reviewed on May 12, 2026
The Grand Guesthouse
1116 Grinnell Street Key West FL
$203 nightly
The price is $228 total per night from May 27 to May 28
$228 total
May 27 - May 28
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)
"Well, the room description doesnt state that there are a lot of very steep stairs to climb. I currently have mobility issues related to a fracture to my tibia i sustained last December. I called the resort on the way there to ask about a cancelation related to parking possibly being an issue. Note ..."
Reviewed on May 16, 2026
L'Habitation Guest House
408 Eaton Street Key West FL
$146 nightly
The price is $164 total per night from May 26 to May 27
$164 total
May 26 - May 27
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! (981 reviews)
"Room was clean. Bed was huge. AC worked very well. Neighborhood is quiet. Room could use better shades. The rooftop area is nice but doesn't really have a view."
Reviewed on May 15, 2026
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
Hilton Garden Inn Key West / The Keys Collection
4 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Property was clean"
A verified traveler stayed at Hilton Garden Inn Key West / The Keys Collection
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