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

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  4.  Florida

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  6.  Midtown

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52 Best Resorts in Midtown (Starting from $196)

Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
Resort
Key West, FL, USA
1.0k from Midtown center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 5-star, Lodgings

7.6

Good

261 reviews

$416
Average price / night
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The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton
Resort
Key West, FL, USA
1.4k from Midtown center

Accommodations, Pools, Resorts, Parking, Spa, Pet-friendly, 4-star, Lodgings, Beach

7.6

Good

287 reviews

$418
Average price / night
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Coconut Beach Resort Timeshare
Coconut Beach Resort Timeshare
Resort
1500 Alberta St, Key West, FL, 33040, United States
1.2k from Midtown center

Barbecue, Free Parking, Housekeeping, Internet, No Smoking, Outdoor Space

9.0

Fabulous

2 reviews

$1720
Average price / night
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H2O Suites- Adults Only
H2O Suites- Adults Only
Resort
Midtown, Key West, Florida, USA
1.4k from Midtown center

Luxury, Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Places to stay

9.5

Superb

508 reviews

$1688
Average price / night
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Coconut Beach Resort
Coconut Beach Resort
Resort
1500 Alberta St, Key West, FL, 33040, United States
1.2k from Midtown center

AC, Barbecue, Business Services, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

9.0

Fabulous

172 reviews

$650
Average price / night
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Santa Maria Suites Resort
Santa Maria Suites Resort
Resort
Key West, FL, USA
1.4k from Midtown center

Accommodations, Pools, Resorts, Parking, Romantic, Boutique, 4-star, Lodgings, Places to stay

9.3

Superb

674 reviews

$432
Average price / night
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Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
Resort
Key West, FL, USA
1.6k from Midtown center

Accommodations, Pools, Resorts, Parking, Romantic, Boutique, 4-star, Lodgings, Places to stay

8.4

Very Good

3303 reviews

$255
Average price / night
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Santa Maria Suites
Santa Maria Suites
Resort
1401 Simonton St, Key West, FL, 33040, United States
1.4k from Midtown center

AC, Balcony, Bar, Crib, Fitness Equipment, Frontdesk 24 Hour, Housekeeping, Internet, Kitchen

9.6

Exceptional

1000 reviews

$684
Average price / night
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La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
Resort
Key West, FL, USA
2.1k from Midtown center

Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Places to stay, Accessible hotels

8.3

Very Good

54 reviews

$306
Average price / night
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Galleon Resort - Waterfront Key West
Galleon Resort - Waterfront Key West
Resort
Key West, FL, 33040, United States
2.1k from Midtown center

AC, Fitness Equipment, Laundry, No Smoking, Washer

New to Booking
$675
Average price / night
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Ibis Bay Resort
Ibis Bay Resort
Resort
Midtown, Key West, Florida, USA
2.1k from Midtown center

Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Beach, Places to stay

7.4

Good

2257 reviews

$427
Average price / night
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Hyatt Vacation Club in Key West- Studio
Hyatt Vacation Club in Key West- Studio
Resort
Key West, FL, 33040, United States
2.3k from Midtown center

Dryer, Laundry, No Smoking, Washer

10.0

Exceptional

2 reviews

$352
Average price / night
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Galleon Resort and Marina
Galleon Resort and Marina
Resort
Midtown, Key West, Florida, USA
2.3k from Midtown center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Jacuzzis, Places to stay

7.1

Good

111 reviews

$603
Average price / night
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2 Galleon Resort, Hot Tub, Pool, Marina, Gym!
2 Galleon Resort, Hot Tub, Pool, Marina, Gym!
Resort
Key West, FL, 33040, United States
2.3k from Midtown center

AC, Balcony, Barbecue, Crib, Fitness Equipment, Heater, Hot Tub, Internet, Kitchen

New to Booking
$1800
Average price / night
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Hyatt Centric Key West Resort & Spa
Hyatt Centric Key West Resort & Spa
Resort
Key West, FL, USA
2.3k from Midtown center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 4-star, Lodgings

8.2

Very Good

545 reviews

$387
Average price / night
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1/1  Galleon Resort, Hot Tub, Pool, Marina, Gym
1/1 Galleon Resort, Hot Tub, Pool, Marina, Gym
Resort
Key West, FL, 33040, United States
2.3k from Midtown center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Heater, Hot Tub, Internet

New to Booking
$2475
Average price / night
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Pier House Resort & Spa
Pier House Resort & Spa
Resort
Key West, FL, USA
2.4k from Midtown center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 4-star, Lodgings

8.3

Very Good

664 reviews

$534
Average price / night
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Studio Galleon Resort, Hot Tub, Pool, Marina, Gym
Studio Galleon Resort, Hot Tub, Pool, Marina, Gym
Resort
Key West, FL, 33040, United States
2.3k from Midtown center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Heater, Hot Tub, Internet

New to Booking
$2475
Average price / night
Check Availability
Opal Key Resort & Marina
Opal Key Resort & Marina
Resort
Key West, FL, USA
2.4k from Midtown center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Hot tubs

8.6

Fabulous

1178 reviews

$716
Average price / night
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Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
Resort
601 Front St, Key West, FL, 33040, United States
2.3k from Midtown center

AC, Balcony, Bar, Breakfast Available, Business Services, Crib, Elevator, Extra Bed, Fitness Equipment

9.0

Fabulous

1004 reviews

$474
Average price / night
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Ocean Key Resort & Spa, a Noble House Resort
Ocean Key Resort & Spa, a Noble House Resort
Resort
Key West, FL, USA
2.5k from Midtown center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, 4-star, Lodgings, Jacuzzis

8.7

Fabulous

116 reviews

$578
Average price / night
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Galleon Resort Studio - Waterfront -Studio lockout with king bed.
Galleon Resort Studio - Waterfront -Studio lockout with king bed.
Resort
Key West, FL, 33040, United States
2.4k from Midtown center

AC, Fitness Equipment, Heater, Internet, No Smoking

New to Booking
$337
Average price / night
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DoubleTree by Hilton Grand Key Resort
DoubleTree by Hilton Grand Key Resort
Resort
Key West, FL, USA
3.3k from Midtown center

Accommodations, Pools, Resorts, Parking, Pet-friendly, 4-star, Lodgings, Places to stay, Family

7.3

Good

652 reviews

$196
Average price / night
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Sunset Harbor Resort+Key West-Hemingway Days 2 BR townhome-July 19-26, 2026
Sunset Harbor Resort+Key West-Hemingway Days 2 BR townhome-July 19-26, 2026
Resort
Key West, FL, 33040, United States
2.5k from Midtown center

AC, Dryer, Fitness Equipment, Heater, Internet, Living Area, No Smoking, Washer

New to Booking
$675
Average price / night
Check Availability
Beachside Resort & Residences
Beachside Resort & Residences
Resort
Key West, FL, USA
3.6k from Midtown center

Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Beach, Hot tubs

8.0

Good

1075 reviews

$224
Average price / night
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2 Sunset Harbor Resort, Pool, Hot Tub, In Town!
2 Sunset Harbor Resort, Pool, Hot Tub, In Town!
Resort
Key West, FL, 33040, United States
2.5k from Midtown center

AC, Balcony, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

New to Booking
$2137
Average price / night
Check Availability
Hyatt Vacation Club at Beach House
Hyatt Vacation Club at Beach House
Resort
Key West, FL, USA
3.8k from Midtown center

Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Hot tubs, Places to stay

8.8

Fabulous

445 reviews

$388
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 Resorts in Midtown.

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Midtown Resorts on the Map

Frequently Asked Questions

You can explore 52 verified resorts in Midtown. These include a range of options such as beachfront resorts, mountain retreats, and all-inclusive stays designed for a more immersive vacation experience.

Resort prices in Midtown vary depending on the season, property type, and included experiences. Rates typically start from around $196 per night, with higher prices for all-inclusive packages or premium resort properties.

Many resorts in Midtown offer on-site activities such as Laundry, Guest Services, and Wellness Facilities. These features allow guests to enjoy dining, entertainment, and recreation without needing to leave the property.

Yes, some resorts in Midtown offer all-inclusive packages where meals, drinks, and select activities are included in the rate. This option can simplify planning and provide a more predictable overall cost for your stay.

For popular travel periods such as holidays or peak seasons, booking 90 to 120 days in advance is recommended to secure the best options. During quieter periods, you may find more availability closer to your travel dates.

Yes, some resorts in Midtown welcome pets. Currently, 8 listings allow pets, although policies may vary. It’s helpful to review property details to understand any restrictions or additional fees.

A hotel typically focuses on accommodation, while a resort offers a wider range of on-site amenities such as dining, entertainment, and recreational activities. Resorts are often designed to provide a more complete, stay-on-property experience.