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

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  4.  Florida
  5.  Key West
  6.  Midtown

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1820 Best Accommodations in Midtown (Starting from $247)

Flagler Station
Flagler Station
House
Key West, FL, USA
0.3k from Midtown center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Accessible hotels

3 Bedrooms6 Guests
New to Booking
$408
Average price / night
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In the heart of Midtown
In the heart of Midtown
House
Key West, FL, 33040, United States
0.0k from Midtown center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$403
Average price / night
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Plantation Tropicale by Last Key Realty
Plantation Tropicale by Last Key Realty
House
Key West, FL, USA
0.4k from Midtown center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms12 Guests
New to Booking
$2964
Average price / night
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**73 PALMS @ MIDTOWN** Renovated Home & Pool + LAST KEY SERVICES…
**73 PALMS @ MIDTOWN** Renovated Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
0.1k from Midtown center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$379
Average price / night
Check Availability
Casa de Sunshine
Casa de Sunshine
House
Key West, FL, USA
0.5k from Midtown center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$358
Average price / night
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Island Time on Washington : Stylish 4BR Key West Home, Heated Pool, Dogs OK, Parking & Near Beaches
Island Time on Washington : Stylish 4BR Key West Home, Heated Pool, Dogs OK, Parking & Near Beaches
House
Key West, FL, 33040, United States
0.1k from Midtown center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio

4 Bedrooms10 Guests
New to Booking
$312
Average price / night
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Belle of the Beach by Last Key Realty
Belle of the Beach by Last Key Realty
House
Key West, FL, USA
0.5k from Midtown center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

6 Bedrooms16 Guests
New to Booking
$2390
Average price / night
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**CASA DEL MONO @ MIDTOWN** Stunning Private Home & Pool + LAST KEY SERVICES…
**CASA DEL MONO @ MIDTOWN** Stunning Private Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
0.1k from Midtown center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave

5 Bedrooms10 Guests
New to Booking
$640
Average price / night
Check Availability
Sunshine Drive
Sunshine Drive
House
Key West, FL, USA
0.5k from Midtown center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

3 Bedrooms10 Guests
New to Booking
$391
Average price / night
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**MIDTOWN MOSAIC @ MIDTOWN** Modern Private Home & Pool + LAST KEY SERVICES…
**MIDTOWN MOSAIC @ MIDTOWN** Modern Private Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
0.1k from Midtown center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$521
Average price / night
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New Hidden Oasis- Waterfall Pool Close to Beach
New Hidden Oasis- Waterfall Pool Close to Beach
House
Key West, FL, USA
0.5k from Midtown center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms6 Guests
New to Booking
$526
Average price / night
Check Availability
BE STILL- 4 Bedroom, 3 Bath with POOL & Guest Cottage
BE STILL- 4 Bedroom, 3 Bath with POOL & Guest Cottage
House
Key West, FL, 33040, United States
0.1k from Midtown center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$470
Average price / night
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Sundial on the Atlantic Ocean View
Sundial on the Atlantic Ocean View
House
FL, USA
0.6k from Midtown center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
9.5

Superb

2 reviews

$870
Average price / night
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Tranquil Beauty-Private Pool - Outside Lanai-Beaches Nearby
Tranquil Beauty-Private Pool - Outside Lanai-Beaches Nearby
House
Key West, FL, 33040, United States
0.1k from Midtown center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$247
Average price / night
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Ocean View
Ocean View
House
Key West, FL, USA
0.6k from Midtown center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$901
Average price / night
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WALKING ON SUNSHINE ~ Exquisite 3 BR, 3 Ba Home w/ Heated Pool & Parking!
WALKING ON SUNSHINE ~ Exquisite 3 BR, 3 Ba Home w/ Heated Pool & Parking!
House
Key West, FL, 33040, United States
0.1k from Midtown center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$384
Average price / night
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Banyan Suite
Banyan Suite
Apartment
Key West, FL, USA
0.6k from Midtown center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$337
Average price / night
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Nate's Place in Key West
Nate's Place in Key West
House
Key West, FL, 33040, United States
0.2k from Midtown center

AC, Dryer, Kitchen, Laundry, No Smoking, Outdoor Space, TV

3 Bedrooms5 Guests
New to Booking
$283
Average price / night
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Palm Suite
Palm Suite
Apartment
Key West, FL, USA
0.6k from Midtown center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$316
Average price / night
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~BLUE HAVEN~ Welcome to this single-story retreat with a pool!
~BLUE HAVEN~ Welcome to this single-story retreat with a pool!
House
Key West, FL, 33040, United States
0.2k from Midtown center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
New to Booking
$844
Average price / night
Check Availability
Island living 3-bed oasis w large pool, lush deck, cabana, outdoor shower
Island living 3-bed oasis w large pool, lush deck, cabana, outdoor shower
House
Key West, FL, 33040, United States
0.2k from Midtown center

AC, Dryer, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$612
Average price / night
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ISLAND SANCTUARY KEY WEST - 3 Bedroom / 2 Bathroom with Pool and Parking!
ISLAND SANCTUARY KEY WEST - 3 Bedroom / 2 Bathroom with Pool and Parking!
House
Key West, FL, 33040, United States
0.2k from Midtown center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$327
Average price / night
Check Availability
POOLSIDE PARADISE ~ Charming 3 BR/2Ba Home w/ Pool!
POOLSIDE PARADISE ~ Charming 3 BR/2Ba Home w/ Pool!
House
Key West, FL, 33040, United States
0.2k from Midtown center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$407
Average price / night
Check Availability
Casa del Sol
Casa del Sol
House
Key West, FL, 33040, United States
0.2k from Midtown center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking

6 Bedrooms12 Guests
New to Booking
$337
Average price / night
Check Availability
Island Time Escape - Charming Family Retreat
Island Time Escape - Charming Family Retreat
House
Key West, FL, 33040, United States
0.2k from Midtown center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$376
Average price / night
Check Availability
Villa Paradiso: A unique mid-town paradise
Villa Paradiso: A unique mid-town paradise
House
Key West, FL, 33040, United States
0.2k from Midtown center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.8

Exceptional

177 reviews

$1166
Average price / night
Check Availability
Luxurious monthly rental in mid-town
Luxurious monthly rental in mid-town
House
Key West, FL, 33040, United States
0.2k from Midtown center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.6

Exceptional

8 reviews

$357
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 Accommodations in Midtown.

Where to stay in Midtown? Best neighborhoods & areas

Stay Near Midtown's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Midtown Accommodations on the Map

Frequently Asked Questions

You can explore 1820 verified accommodations in Midtown, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Midtown vary based on property type, location, and travel dates. Rates typically start from around $247 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Midtown.

Yes, Midtown offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 57 listings in Midtown are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Midtown, booking several months ahead can help secure your preferred property.

Accommodations in Midtown commonly include amenities such as Pool, Laundry, and Wellness Facilities. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Midtown focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Midtown.