Midtown
Key West
Visit Midtown
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $62
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $36
per child
88% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
CA $137
per adult
100% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
CA $66
per adult
92% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $76
per adult
86% of travellers recommend
Key West Half-Day Fishing Charter
CA $131
per adult
92% of travellers recommend
Midtown Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is CA $195 per night from Jul 13 to Jul 14
CA $195
CA $355 total
Jul 13 - Jul 14
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,317 reviews)
"We booked a two bedroom suite. It was not as advertised. There was a primary entry and then a secondary entry to two separate rooms. One room was small and was only a bedroom. The second room was an actual suite with a master bedroom. With three small kids this was less than ideal. I spoke to staff ..."
Reviewed on Jun 30, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $190 per night from Jul 5 to Jul 6
CA $190
CA $294 total
Jul 5 - Jul 6
includes taxes & fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very good! (2,463 reviews)
"Beautiful love it was wonderful experience"
Reviewed on Jun 30, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $269 per night from Jul 8 to Jul 9
CA $269
CA $406 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,415 reviews)
"A variety of things to do"
Reviewed on Jun 30, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is CA $183 per night from Jul 15 to Jul 16
CA $183
CA $246 total
Jul 15 - Jul 16
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
8/10 Very good! (1,255 reviews)
"Staff was very friendly, location was excellent, and room was generous in size! Very happy with our stay here!"
Reviewed on Jun 30, 2026
Pier House Resort & Spa
1 Duval St Key West FL
The price is CA $401 per night from Jul 8 to Jul 9
CA $401
CA $550 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,200 reviews)
"We had a great time, the staff were so friendly and helpful. The one downside was the price for our suite was a little ridiculous for what the room really was. Our suite was very small with no view. Most hotels we stay at have bigger / nicer rooms for the price."
Reviewed on Jun 30, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is CA $297 per night from Jul 15 to Jul 16
CA $297
CA $423 total
Jul 15 - Jul 16
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,818 reviews)
"The hotel is located near a beach, which is why we chose it. Unfortunately the beach was not usable. It was covered in seaweed, and there was a terrible smell of rotting seaweed all over the area including the hotel. The property itself is family and pet friendly. Lots of game areas for kids. They ..."
Reviewed on Jun 30, 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.
Where to stay in Midtown
Find the best Midtown areas and neighborhoods for the activities you enjoy most. Learn more about Midtown
Learn more about Midtown
Old Town Key West
If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.
Key West Historic District
Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.
Downtown Key West
If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.
New Town
Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.
Midtown
Explore a world of travel with Expedia
- Blue Flamingo Resort Key West
- Motel 6 Hotels in Key West
- Condo Rentals in Key West
- Beach Hotel Hotels in Key West
- Luxury Hotels in Key West
- Beach Hotel Hotels in Beachside
- Orchid Key Inn
- Lgbt Friendly Hotels in Key West
- Hotels near Duval Street
- Hotels near Smathers Beach
- 5 Star Hotels in Key West
- Boutique Hotels in Key West
- Old Town Key West Hotels
- Apartments in Key West
- Family Hotels in Key West
- Simonton Court Historic Inn & Cottages
- Hotels with Kitchenettes in Key West
- All Inclusive Resorts and in Beachside
- Ahoy Mate! with Compass Realty at the Truman Annex in Key West
- Cottages in Key West
- Adults Only Resorts & in Key West
- Pet-Friendly Hotels in Key West
- Oceanfront Hotels in Key West
- Golf Hotels in Key West
- Key West Hotels
- Southernmost House
- Houseboats in Key West
- B&B in Key West
- All Inclusive Resorts and in Key West
- Cheap Hotels in Key West
- Almond Tree Inn Hotel
- Romantic Hotels in Key West
- Wyndham Hotels in Key West
- Key West Historic District Hotels
- Villas in Key West
- Flights from Naples (APF) to Key West (EYW)
- Flights from Toronto (YYZ) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Calgary (YYC) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from St. Petersburg (PIE) to Key West (EYW)
- Flights from Syracuse (SYR) to Key West (EYW)
- Flights from Halifax (YHZ) to Key West (EYW)
- Flights from Edmonton (YEG) to Key West (EYW)
- Flights from Ottawa (YOW) to Key West (EYW)
- Flights from Buffalo (BUF) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Key West Intl.
- Flights from Vancouver (YVR) to Key West (EYW)
- Flights from Montreal (YUL) to Key West (EYW)
- Flights from Hamilton (YHM) to Key West (EYW)
- Flights from Kailua-Kona (KOA) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights to Key West
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from West Palm Beach (PBI) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Atlanta (ATL) to Key West (EYW)
- Visit Bahama Village
- Visit Key West Historic District
- Visit Duck Key
- Visit Summerland Key
- Fort Zachary Taylor Historic State Park
- Harry S. Truman Little White House
- Visit Historic Seaport
- Visit Big Torch Key
- Clarence S. Higgs Memorial Beach Park
- Visit Uptown - Upper Duval
- Visit Cudjoe Key
- Visit Doctor's Arm
- Key West Vacations
- Fort East Martello Museum and Gallery
- Smathers Beach
- Mel Fisher Maritime Museum
- South Beach
- Visit Key West
- Visit Fleming Key
- Southernmost Point
- Visit Northside Resort
- Visit Little Torch Key
- All inclusive Vacation Packages Key West
- Visit Sugarloaf Key
- Duval Street
- Visit Downtown Key West
- Visit Poinciana Plaza
- Visit Ramrod Key
- Visit Marathon
- Visit Beachside
- Visit White Street Gallery District
- Visit Big Pine Key
- Visit Boca Chica Key
- Visit Cow Key
- Mallory Square
