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

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  2. Family-Friendly Hotels
  3.  USA

  4.  Florida

  5.  Key West
  6.  Midtown

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44 Best Family-Friendly Hotels in Midtown (Starting from $181)

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
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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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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Southwinds Motel
Southwinds Motel
Hotel
1321 Simonton Street, Key West, FL, 33040, United States
1.4k from Midtown center

AC, Bar, Breakfast Included, Crib, Frontdesk 24 Hour, Laundry, Microwave, Outdoor Space, Parking Available

8.6

Fabulous

1298 reviews

$304
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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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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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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Silver Palms Inn
Silver Palms Inn
Hotel
Midtown, Key West, Florida, USA
1.2k from Midtown center

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

8.8

Fabulous

3480 reviews

$595
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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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
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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
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Truman Suite #3
Truman Suite #3
Hotel
Key West, FL, USA
1.6k from Midtown center

Accommodations, Pet-friendly, Lodgings, Places to stay

1.0

Review score

1 reviews

$249
Average price / night
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Fitch Lodge - Key West Historic Inns
Fitch Lodge - Key West Historic Inns
Hotel
Key West, FL, USA
1.6k from Midtown center

B&bs, Accommodations, Pools, Inns, Romantic, Pet-friendly, 3-star, Lodgings, Places to stay

8.2

Very Good

257 reviews

$277
Average price / night
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Island City House
Island City House
Hotel
Key West, FL, USA
1.7k from Midtown center

Accommodations, Pools, Romantic, 3-star, Lodgings, Places to stay, Self-catering, Accessible hotels

9.0

Fabulous

704 reviews

$1531
Average price / night
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Wicker Guesthouse
Wicker Guesthouse
Hotel
Key West, FL, USA
1.7k from Midtown center

B&bs, Accommodations, Pools, Parking, Inns, Romantic, Pet-friendly, 3-star, Lodgings

8.0

Good

2911 reviews

$242
Average price / night
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Curry House - Room 1
Curry House - Room 1
Hotel
Key West, FL, USA
1.7k from Midtown center

B&bs, Accommodations, Pools, Inns, Lodgings, Vacation rentals, Places to stay, Beach rentals

6.4

Good

8 reviews

$528
Average price / night
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Papa's Hideaway
Papa's Hideaway
Hotel
Key West, FL, USA
1.8k from Midtown center

Accommodations, Pools, 3-star, Lodgings, Vacation rentals, Places to stay, Family, Self-catering, Beach rentals

9.2

Superb

30 reviews

$2451
Average price / night
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Duval Inn - Key West
Duval Inn - Key West
Hotel
Midtown, Key West, Florida, USA
1.8k from Midtown center

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

8.1

Very Good

902 reviews

$460
Average price / night
Check Availability
Lighthouse Hotel - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns
Hotel
Key West, FL, USA
1.8k from Midtown center

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

8.7

Fabulous

604 reviews

$310
Average price / night
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Pegasus International Hotel
Pegasus International Hotel
Hotel
Midtown, Key West, Florida, USA
1.9k from Midtown center

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

7.5

Good

1269 reviews

$460
Average price / night
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Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront
Hotel
Key West, FL, USA
2.0k from Midtown center

Accommodations, Pools, Parking, Romantic, Marriott , 3-star, Lodgings, Beach, Hot tubs

8.3

Very Good

309 reviews

$505
Average price / night
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The Key West Hotel
The Key West Hotel
Hotel
Key West, FL, USA
2.1k from Midtown center

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

10.0

Exceptional

1 reviews

$420
Average price / night
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Ridley House - Key West Historic Inns
Ridley House - Key West Historic Inns
Hotel
Key West, FL, USA
2.1k from Midtown center

B&bs, Cheap, Accommodations, Pools, Inns, Pet-friendly, 3-star, Lodgings, Places to stay

8.8

Fabulous

215 reviews

$377
Average price / night
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Blue Room at the Grand Maloney
Blue Room at the Grand Maloney
Hotel
Key West, FL, USA
2.1k from Midtown center

B&bs, Accommodations, Pools, Inns, Lodgings, Places to stay, Family

9.3

Superb

3 reviews

$403
Average price / night
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Yellow Room at Grand Maloney
Yellow Room at Grand Maloney
Hotel
Key West, FL, USA
2.1k from Midtown center

B&bs, Accommodations, Pools, Inns, Lodgings, Places to stay

5.0

Review score

1 reviews

$551
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 Family-Friendly Hotels in Midtown.

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Midtown Family-Friendly Hotels on the Map

Frequently Asked Questions

You can explore 44 verified family-friendly hotels in Midtown. These include kid-friendly resorts, suite-style accommodations, and hotels designed to make traveling with children more comfortable.

Prices for family-friendly hotels in Midtown vary depending on the season, room size, and occupancy. Rates typically start from around $181 per night, with larger family suites or peak travel dates often costing more.

Many family-friendly hotels in Midtown offer cribs, pack-and-play options, or rollaway beds upon request. Availability and fees can vary, so it’s helpful to review the property details before booking.

Yes, some hotels in Midtown offer dedicated kids' clubs, play areas, and supervised activities. These features can help keep children entertained and give parents more flexibility during their stay.

For busy travel periods such as school holidays or summer months, it’s a good idea to book 60 to 90 days in advance to secure the best options. During quieter periods, you may find more availability closer to your travel dates.

Family-friendly hotels in Midtown often include amenities such as Child Friendly, Pool, and Security/Safety. These features are designed to make stays more convenient and comfortable for both adults and children.

Yes, some hotels in Midtown cater to both families and pets. Currently, 18 listings allow pets, although policies may vary. You can filter your search to find accommodations that welcome both children and pets.