Hotels in Midtown, FL: Compare 10+ Sites & Save

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  4.  Florida

  5.  Key West
  6.  Midtown

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254 Best Hotels in Midtown (Starting from $181)

46 ft Bavaria Sailboat
46 ft Bavaria Sailboat
Hotel
Midtown, Key West, Florida, USA
0.2k from Midtown center

Ocean View, Air Conditioner, View, Private Beach, Kitchen

New to Booking
$347
Average price / night
Check Availability
Margaritaville Beach House Key West
Margaritaville Beach House Key West
Hotel
2001 South Roosevelt Boulevard, Key West, FL, 33040, United States
1.1k from Midtown center

AC, Bar, Breakfast Available, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour, Housekeeping

8.8

Fabulous

1805 reviews

$349
Average price / night
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Harborside Motel & Marina
Harborside Motel & Marina
Hotel
Key West, FL, USA
0.7k from Midtown center

Accommodations, Pools, Motels, Parking, Lodgings, Places to stay, Self-catering

8.5

Very Good

1369 reviews

$226
Average price / night
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Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West
Hotel
2400 N Roosevelt Blvd, Key West, FL, 33040, United States
1.1k from Midtown center

AC, Bar, Breakfast Included, Business Services, Elevator, Fitness Equipment, Frontdesk 24 Hour, Grocery, Heater

7.8

Good

1156 reviews

$269
Average price / night
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El Patio Motel
El Patio Motel
Hotel
Midtown, Key West, Florida, USA
1.0k from Midtown center

Accommodations, Pools, Motels, Parking, Lodgings, Places to stay

8.0

Good

2454 reviews

$359
Average price / night
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Silver Palms Inn
Silver Palms Inn
Hotel
830 Truman Ave, Key West, FL, 33040, United States
1.2k from Midtown center

AC, Breakfast Included, Elevator, Frontdesk 24 Hour, Housekeeping, Internet, Microwave, No Smoking, Pool

9.4

Superb

1020 reviews

$335
Average price / night
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The Palms Hotel
The Palms Hotel
Hotel
Midtown, Key West, Florida, USA
1.0k from Midtown center

Accommodations, Pools, Romantic, Pet-friendly, 3-star, Lodgings, Places to stay

8.3

Very Good

2374 reviews

$252
Average price / night
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Alexander Palms Court
Alexander Palms Court
Hotel
715 South St, Key West, FL, 33040, United States
1.2k from Midtown center

AC, Free Parking, Housekeeping, Internet, Pool

9.2

Superb

1002 reviews

$403
Average price / night
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Serene Bungalow in Key West: Poolside Refreshers & Free Breakfast!
Serene Bungalow in Key West: Poolside Refreshers & Free Breakfast!
Hotel
Key West, FL, 33040, United States
1.3k from Midtown center

AC, Balcony, Breakfast Included, Free Parking, Heater, Internet, No Smoking, Pool, TV

New to Booking
$457
Average price / night
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Fairfield Inn & Suites by Marriott Key West
Fairfield Inn & Suites by Marriott Key West
Hotel
Key West, FL, USA
1.1k from Midtown center

Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Family, Accessible hotels

7.3

Good

1118 reviews

$192
Average price / night
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Quaint Bungalow w/ Private Outdoor Space Near Duval Street | Free Breakfast
Quaint Bungalow w/ Private Outdoor Space Near Duval Street | Free Breakfast
Hotel
Key West, FL, 33040, United States
1.3k from Midtown center

AC, Balcony, Breakfast Included, Free Parking, Heater, Internet, No Smoking, Pool, TV

New to Booking
$469
Average price / night
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The Capitana Key West
The Capitana Key West
Hotel
Midtown, Key West, Florida, USA
1.1k from Midtown center

Accommodations, Pools, Parking, Pet-friendly, 4-star, Lodgings, Beach, Hot tubs, Places to stay

8.9

Fabulous

3006 reviews

$769
Average price / night
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Romantic Getaway with Plush Turkish Robes & Inviting Pools! Free Breakfast
Romantic Getaway with Plush Turkish Robes & Inviting Pools! Free Breakfast
Hotel
Key West, FL, 33040, United States
1.3k from Midtown center

AC, Balcony, Breakfast Included, Free Parking, Heater, Internet, No Smoking, Pool, TV

New to Booking
$476
Average price / night
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Celebrate History in Key West: Tropical Free Breakfast and Pool Access!
Celebrate History in Key West: Tropical Free Breakfast and Pool Access!
Hotel
Key West, FL, 33040, United States
1.3k from Midtown center

AC, Balcony, Breakfast Included, Free Parking, Heater, Internet, No Smoking, Pool, TV

New to Booking
$517
Average price / night
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La Pensione Inn - Adult Exclusive
La Pensione Inn - Adult Exclusive
Hotel
Midtown, Key West, Florida, USA
1.2k from Midtown center

Accommodations, Pools, Parking, Romantic, 3-star, Lodgings, Vacation rentals, Places to stay, Accessible hotels

8.7

Fabulous

644 reviews

$511
Average price / night
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Key West Oasis: Retreat in Historical Bungalows with Pool, Free Breakfast!
Key West Oasis: Retreat in Historical Bungalows with Pool, Free Breakfast!
Hotel
Key West, FL, 33040, United States
1.3k from Midtown center

AC, Balcony, Breakfast Included, Free Parking, Heater, Internet, No Smoking, Patio, Pool

New to Booking
$473
Average price / night
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Southwinds Motel
Southwinds Motel
Hotel
Midtown, Key West, Florida, USA
1.3k from Midtown center

Accommodations, Pools, Motels, Parking, Lodgings, Places to stay

8.0

Good

1995 reviews

$445
Average price / night
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Serene Bungalow with Outdoor Pool Access | Free Breakfast Onsite!
Serene Bungalow with Outdoor Pool Access | Free Breakfast Onsite!
Hotel
Key West, FL, 33040, United States
1.3k from Midtown center

AC, Balcony, Breakfast Included, Free Parking, Heater, Internet, No Smoking, Pool, TV

6.0

Review score

1 reviews

$499
Average price / night
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Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
Hotel
Key West, FL, USA
1.3k from Midtown center

B&bs, Accommodations, Pools, Parking, Inns, Romantic, Pet-friendly, 4-star, Lodgings

8.6

Fabulous

1276 reviews

$318
Average price / night
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Historical Charm in a Room Surrounded by Key West's Best: Free Breakfast!
Historical Charm in a Room Surrounded by Key West's Best: Free Breakfast!
Hotel
Key West, FL, 33040, United States
1.3k from Midtown center

AC, Balcony, Breakfast Included, Free Parking, Heater, Internet, No Smoking, Patio, Pool

New to Booking
$512
Average price / night
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The Mermaid & The Alligator
The Mermaid & The Alligator
Hotel
Key West, FL, USA
1.3k from Midtown center

Accommodations, Pools, Lodgings, Hot tubs, Places to stay

9.3

Superb

148 reviews

$2197
Average price / night
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The Porch on Frances Inn - Adults Exclusive
The Porch on Frances Inn - Adults Exclusive
Hotel
Key West, FL, USA
1.3k from Midtown center

B&bs, Cheap, Accommodations, Parking, Inns, Lodgings, Places to stay

9.0

Fabulous

125 reviews

$484
Average price / night
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Blue Marlin Motel
Blue Marlin Motel
Hotel
Key West, FL, USA
1.4k from Midtown center

Accommodations, Pools, Motels, Parking, Lodgings, Places to stay, Family, Accessible hotels

8.8

Fabulous

4720 reviews

$181
Average price / night
Check Availability
Southernmost Inn Adult Exclusive
Southernmost Inn Adult Exclusive
Hotel
Key West, FL, USA
1.5k from Midtown center

B&bs, Accommodations, Pools, Inns, Romantic, 3-star, Lodgings, Hot tubs, Places to stay

7.8

Good

1411 reviews

$546
Average price / night
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Truman Hotel
Truman Hotel
Hotel
Key West, FL, USA
1.5k from Midtown center

Accommodations, Pools, Parking, Romantic, Boutique, 3-star, Lodgings, Places to stay, Family

8.9

Fabulous

3248 reviews

$244
Average price / night
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Eden House
Eden House
Hotel
Key West, FL, USA
1.5k from Midtown center

B&bs, Accommodations, Pools, Parking, Inns, Spa, Romantic, Boutique, 3-star

8.3

Very Good

1008 reviews

$253
Average price / night
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Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
Hotel
Key West, FL, USA
1.6k from Midtown center

Accommodations, Pools, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.5

Very Good

187 reviews

$399
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Hotels in Midtown.

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Midtown Hotels on the Map

Frequently Asked Questions

You can explore 254 verified hotels in Midtown. These include a range of options from luxury resorts and boutique hotels to budget-friendly accommodations suitable for different travel styles.

Hotel prices in Midtown vary depending on the season, location, and property type. Rates typically start from around $181 per night, with higher prices for premium hotels, central locations, or peak travel dates.

Most hotels in Midtown include amenities such as Guest Services, Pool, and Security/Safety. Additional features like breakfast, parking, or resort facilities may vary by property, so it’s helpful to review the details before booking.

You can identify top-rated hotels in Midtown by sorting listings based on guest ratings and reviews. Looking at recent feedback, overall scores, and review volume can help you find properties that consistently deliver a high-quality experience.

For popular travel periods or busy locations, booking 30 to 60 days in advance is generally recommended to secure preferred options. During quieter periods, you may find more flexibility and availability closer to your travel dates.

Yes, some hotels in Midtown welcome pets. Currently, 18 listings allow pets, although policies may vary. It’s a good idea to review any pet-related rules before booking.

Many hotels in Midtown offer flexible or refundable booking options. Checking the cancellation policy before confirming your reservation can help you choose a rate that suits your travel plans.