Hotels in Midtown
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Hotels in Midtown

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
0.69 mi from Midtown
$309 nightly
The price is $347 total per night
$347 total
May 12 - May 13
Total with taxes and fees
Margaritaville Beach House Key West features an outdoor pool, a 24-hour gym, and a business center. The front desk is staffed 24/7 to help with dry cleaning/laundry, luggage storage, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include an ATM and a banquet hall.
Pool
Pet friendly

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
0.93 mi from Midtown
$372 nightly
The price is $419 total per night
$419 total
May 12 - May 13
Total with taxes and fees
Guests of Southernmost Beach Resort and Guesthouses have access to a full-service spa, 3 outdoor pools, and a gym. Self parking is offered for USD 53.75 per day. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, luggage storage, and concierge services. Other amenities at this beach hotel include conference space, coffee/tea in a common area, and a computer station.
Pool
Spa

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
1.02 mi from Midtown
$193 nightly
The price is $217 total per night
$217 total
May 10 - May 11
Total with taxes and fees
Guests staying at Parrot Key Hotel & Villas enjoy access to 4 outdoor pools, a gym, and free WiFi in public areas. Valet parking is available for USD 32.25 per day, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry and tours/tickets. Other amenities at this beach hotel include a business center, a terrace, and a garden.
Pool
Pet friendly

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
1.29 mi from Midtown
$203 nightly
The price is $228 total per night
$228 total
Apr 16 - Apr 17
Total with taxes and fees
Guests of Ibis Bay Beach Resort have access to a private beach, a marina, and an outdoor pool. The 24-hour front desk has multilingual staff ready to assist with luggage storage and tours/tickets. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and a computer station.
On private beach
Pool

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
1.76 mi from Midtown
$244 nightly
The price is $275 total per night
$275 total
May 10 - May 11
Total with taxes and fees
At Havana Cabana at Key West , guests have access to an outdoor pool, free WiFi in public areas, and a hot tub. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables, tours or tickets, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a meeting room, a terrace, and a banquet hall.
Pool
Hot Tub

The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
1.87 mi from Midtown
$230 nightly
The price is $259 total per night
$259 total
Apr 21 - Apr 22
Total with taxes and fees
The Laureate Key West features an indoor pool, an outdoor pool, and a 24-hour business center. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include a computer station, express check-out, and free newspapers.
Pool
Pet friendly

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
2.13 mi from Midtown
$244 nightly
The price is $274 total per night
$274 total
May 14 - May 15
Total with taxes and fees
Blue Flamingo Resort Key West features 2 outdoor pools, karaoke, and a 24-hour gym. If you drive, self parking is USD 15.00 per night, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this family-friendly hotel include free WiFi in public areas, a hot tub, and meeting rooms.
Pool
Hot Tub

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
2.22 mi from Midtown
$267 nightly
The price is $300 total per night
$300 total
Apr 28 - Apr 29
Total with taxes and fees
Guests of Beachside Resort & Residences have access to a private beach, a marina, and an outdoor pool. If you drive, self parking is USD 25.00 per night, and there's also a free area shuttle. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, luggage storage, and tours or tickets. Other amenities at this beach hotel include a 24-hour gym, free WiFi in public areas, and a hot tub.
On private beach
Pool

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Free Cancellation
Reserve now, pay when you stay
3.46 mi from Midtown
$267 nightly
The price is $301 total per night
$301 total
May 10 - May 11
Total with taxes and fees
Guests of Oceans Edge Key West Resort, Hotel & Marina have access to a marina, 6 outdoor pools, and a 24-hour gym. If you drive, self parking is USD 32.63 per night, and there's also an area shuttle. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include free WiFi in public areas, meeting rooms, and free use of bicycles.
Pool
Pet friendly
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.
Midtown hotels essential information
Accommodation | 2,747 hotels |
|---|---|
Lowest Price | $217 |
Highest Price | $419 |
Popular hotels | Blue Flamingo Resort Key West, Margaritaville Beach House Key West, Southernmost Beach Resort and Guesthouses, Beachside Resort & Residences, Ibis Bay Beach Resort, Havana Cabana at Key West , Oceans Edge Key West Resort, Hotel & Marina, Parrot Key Hotel & Villas, The Laureate Key West |
Recent Reviews

Southernmost Beach Resort and Guesthouses
5/5 Excellent
"The resort overall was amazing! Close proximity to the beach and Duval Street was so accessible. It would have been nice if the pool bars were open later in the evening. Our room was basic but clean. A full length mirror would have been great as well as a longer vanity in the bathroom. Not enough space for two people."
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
Posted 4 hours ago
More to Explore
- Hotels near Key West Cemetery
- Hotels near South Beach
- Old Town Key West Hotels
- Hotels near Red Barn Theater
- Key West Historic District Hotels
- Hotels near Simonton Beach
- Hotels near Oldest House Museum and Garden
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Fleming Key Hotels
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Jackson Square
- Meadows Hotels
- Hotels near Mallory Square
- Hotels near St. Paul's Episcopal Church
- Hotels near Key West Intl.
- White Street Gallery District Hotels
- Apartments in Key West
- B&B in Key West
- Cabin Rentals in Key West
- Condo Rentals in Key West
- Cottages in Key West
- Hostels in Key West
- All Inclusive Resorts & in Key West
- Beach Resorts & in Key West
- Cheap Hotels in Key West
- Kid Friendly Hotels in Key West
- Gay Friendly Hotels in Key West
- Hotels with Hot Tubs in Key West
- Key West Hotels
- Houseboats in Key West
- Vacation Homes in Key West
- Villas in Key West
- Hotels near MLK Community Pool & Community Center
- Hotels near Tennessee Williams Key West Exhibit
- Hotels near Key West Butterfly and Nature Conservatory
- Historic Seaport Hotels
- Hotels near Curry Mansion Museum
- Hotels near Donkey Milk House
- Hotels near Smathers Beach
- Hotels near Clarence S. Higgs Memorial Beach Park
- Bahama Village Hotels
- New Town Hotels
- Hotels near Papa's Pilar Rum Distillery Hemingway Rum Company
- Hotels near Duval Street
- Hotels near Southernmost Point
- Flights from Key West Intl.
- Flights to Key West
- Flights from Atlanta to Key West
- Flights from Austin to Key West
- Flights from Baltimore to Key West
- Flights from Boston to Key West
- Flights from Charlotte to Key West
- Flights from Chicago to Key West
- Flights from Cincinnati to Key West
- Flights from Cleveland to Key West
- Flights from Columbus to Key West
- Flights from Dallas to Key West
- Flights from Denver to Key West
- Flights from Detroit to Key West
- Flights from Houston to Key West
- Flights from Indianapolis to Key West
- Flights from Los Angeles to Key West
- Flights from Miami to Key West
- Flights from Minneapolis - St. Paul to Key West
- Flights from Nashville to Key West
- Flights from New Orleans to Key West
- Flights from New York to Key West
- Flights from Orlando to Key West
- Flights from Philadelphia to Key West
- Flights from Raleigh to Key West
- Flights from St. Louis to Key West
- Flights from St. Petersburg - Clearwater to Key West
- Flights from Washington to Key West
- Flights from Charleston to Key West
- Flights from Providence to Key West
- Flights from Sanford to Key West
- Flights from Melbourne to Key West
- Flights from Pittsburgh to Key West
- Flights from Fort Lauderdale to Key West
- Flights from Newark to Key West
- Flights from Richmond to Key West
- Flights from Pensacola to Key West
- Flights from Fort Walton Beach - Destin to Key West
- Flights from Vero Beach to Key West
- Flights from Daytona Beach to Key West
- Flights from Milwaukee to Key West
- Flights from Buffalo to Key West
- Flights from Sarasota to Key West
- Flights from Naples to Key West
- Flights from Fort Myers to Key West
- Flights from Norfolk - Virginia Beach to Key West
- Flights from Tampa to Key West
- Flights from Jacksonville to Key West
- Flights from Louisville to Key West
- Flights from Grand Rapids to Key West
- Flights from Gainesville to Key West
- Flights from Palm Beach to Key West
- Pet-friendly Hotels in Key West
- Hotels near Mallory Square
- Houseboats in Key West
- Family Hotels in Key West
- Romantic Hotels in Key West
- Key West vacations
- Car rentals in Key West
- Condos in Key West
- Beach Hotels in Key West
- All-inclusive Resorts in Key West
- Oceanfront Hotels in Key West
- Car rentals at Key West Airport (EYW)
- Visit Duval Street
- Flights to Key West
- Hotels in Key West Historic District
- Key West vacation rentals
- Cheap Hotels in Key West
- Hotels near Duval Street
- Hotels in Key West


