Midtown Travel Guide
Key West
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Top hotels in Midtown
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is 3.291.756 ₫ per night from 27 Aug to 28 Aug
3.291.756 ₫
5.035.782 ₫ total
27 Aug - 28 Aug
includes taxes & fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their ...
8.4/10 Very Good! (1,468 reviews)
gorgeous view
"It was so nice—we ended up with a gorgeous view."
Reviewed on 18 Aug 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is 2.659.436 ₫ per night from 27 Aug to 28 Aug
2.659.436 ₫
3.731.459 ₫ total
27 Aug - 28 Aug
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge) and a free local area shuttle. Our guests praise the pool and the ...
7.8/10 Good! (1,069 reviews)
"Most excellent facility with very accommodating staff."
Reviewed on 18 Aug 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is 3.117.574 ₫ per night from 18 Sept to 19 Sept
3.117.574 ₫
4.986.195 ₫ total
18 Sept - 19 Sept
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,553 reviews)
"Super clean quiet friendly staff and great atmosphere all around"
Reviewed on 18 Aug 2025
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
The price is 4.706.268 ₫ per night from 18 Sept to 19 Sept
4.706.268 ₫
6.944.738 ₫ total
18 Sept - 19 Sept
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,774 reviews)
"Honestly the best resort to stay in Key West. We stay here every time we drive down for the weekend. Worth every penny and would highly recommend, especially staying in a one bedroom suite. The grounds are gorgeous and well kept, right across the street from one of the best beaches. Free parking, ..."
Reviewed on 18 Aug 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is 4.412.834 ₫ per night from 2 Sept to 3 Sept
4.412.834 ₫
6.494.276 ₫ total
2 Sept - 3 Sept
includes taxes & fees
Stay at this 4-star luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. ...
8.8/10 Excellent! (1,718 reviews)
"Friendly staff, had a couple minor issues in our room but contacted front desk and things were taken care of immediately! Lots of activities located on property (kayaks, paddle boards, bicycles, & pools). This is located away from the hustle and bustle of Key West so it’s quiet. The shuttle is a ..."
Reviewed on 15 Aug 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
The price is 4.650.003 ₫ per night from 17 Sept to 18 Sept
4.650.003 ₫
7.005.964 ₫ total
17 Sept - 18 Sept
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the bar in their reviews. ...
8.6/10 Excellent! (2,682 reviews)
"We booked Southernmost Beach Resort for our honeymoon, and WOW! The room was impeccably clean, the shores pool/bar was amazing and a lot of fun each day with DJ’s, activities, etc. The Beach Cafe has a phenomenal dinner and is a great view right on the water. Everything you need is right at the property, ..."
Reviewed on 17 Aug 2025
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.
Other neighbourhoods around Midtown
Beachside
If you're spending some time in Beachside, Smathers Beach and Florida Keys Beaches are top sights worth seeing.
White Street Gallery District
If you're looking for some top things to see and do in White Street Gallery District and surrounding area, you can visit Duval Street and Saint Mary Star of the Sea.
White St. Gallery
If you're looking for some top things to see and do in White St. Gallery and surrounding area, you can visit Duval Street and Saint Mary Star of the Sea.
Casa Marina
While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Florida Keys Beaches.
The Meadows
While The Meadows isn't home to many top sights, Duval Street and Saint Mary Star of the Sea are some notable places to visit nearby.
Meadows
Meadows might not have many top sights, but Duval Street and Saint Mary Star of the Sea are two attractions nearby that you can check out.
- Duval Street
- Southernmost Point
- Mallory Square
- Smathers Beach
- Ernest Hemingway Home and Museum
- Fort Zachary Taylor Historic State Park
- Stock Island Yacht Club & Marina
- Clarence S. Higgs Memorial Beach Park
- Harry S. Truman Little White House
- Key West Butterfly and Nature Conservatory
- Florida Keys National Marine Sanctuary
- Key West Lighthouse and Keeper's Quarters Museum
- Florida Keys Eco - Discovery Center
- Key West Tropical Forest and Botanical Garden
- Saint Mary Star of the Sea
- Key West Shipwreck Museum
- Key West Historic Seaport
- Robbie's