Hotels in Old Town, FL: Compare 10+ Sites & Save

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  3.  USA

  4.  Florida

  5.  Key West
  6.  Old Town

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254 Best Hotels in Old Town (Starting from $242)

Truman Hotel
Truman Hotel
Hotel
Key West, FL, USA
0.1k from Old Town 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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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
0.2k from Old Town center

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

New to Booking
$457
Average price / night
Check Availability
Truman Suite #3
Truman Suite #3
Hotel
Key West, FL, USA
0.2k from Old Town center

Accommodations, Pet-friendly, Lodgings, Places to stay

1.0

Review score

1 reviews

$249
Average price / night
Check Availability
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
0.2k from Old Town center

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

New to Booking
$469
Average price / night
Check Availability
Paradise Inn - Adult Exclusive
Paradise Inn - Adult Exclusive
Hotel
Key West, FL, USA
0.2k from Old Town center

B&bs, Accommodations, Pools, Parking, Inns, Romantic, 3-star, Lodgings, Hot tubs

8.4

Very Good

715 reviews

$270
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
0.2k from Old Town center

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

New to Booking
$476
Average price / night
Check Availability
Almond Tree Inn - Adults Only
Almond Tree Inn - Adults Only
Hotel
Old Town, Key West, Florida, USA
0.2k from Old Town center

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

9.4

Superb

278 reviews

$889
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
0.2k from Old Town center

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

New to Booking
$517
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
0.2k from Old Town 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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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
0.2k from Old Town center

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

New to Booking
$473
Average price / night
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The Mermaid & The Alligator
The Mermaid & The Alligator
Hotel
Key West, FL, USA
0.2k from Old Town center

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

9.3

Superb

148 reviews

$2197
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
0.2k from Old Town 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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Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
Hotel
Key West, FL, USA
0.3k from Old Town 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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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
0.2k from Old Town center

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

New to Booking
$512
Average price / night
Check Availability
La Te Da - Adult Only, 21 or older
La Te Da - Adult Only, 21 or older
Hotel
Old Town, Key West, Florida, USA
0.3k from Old Town center

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

9.0

Fabulous

156 reviews

$285
Average price / night
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Tranquil Bungalow w/ an Artistic Vibe in Vibrant Key West | Breakfast Included
Tranquil Bungalow w/ an Artistic Vibe in Vibrant Key West | Breakfast Included
Hotel
Key West, FL, 33040, United States
0.2k from Old Town center

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

New to Booking
$730
Average price / night
Check Availability
Southernmost Inn Adult Exclusive
Southernmost Inn Adult Exclusive
Hotel
Key West, FL, USA
0.3k from Old Town 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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Stylish Room in the Heart of Old Town w/ Access to Outdoor Pool | Free Breakfast
Stylish Room in the Heart of Old Town w/ Access to Outdoor Pool | Free Breakfast
Hotel
Key West, FL, 33040, United States
0.2k from Old Town center

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

10.0

Exceptional

1 reviews

$510
Average price / night
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Silver Palms Inn
Silver Palms Inn
Hotel
Old Town, Key West, Florida, USA
0.3k from Old Town 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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Charming Bungalow Perfect for Families! Free Breakfast and Pool Access
Charming Bungalow Perfect for Families! Free Breakfast and Pool Access
Hotel
Key West, FL, 33040, United States
0.2k from Old Town center

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

New to Booking
$963
Average price / night
Check Availability
Wicker Guesthouse
Wicker Guesthouse
Hotel
Key West, FL, USA
0.3k from Old Town 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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Cozy Key West Escape – Near Shops, Bars & Famous Duval Street! Free Breakfast
Cozy Key West Escape – Near Shops, Bars & Famous Duval Street! Free Breakfast
Hotel
Key West, FL, 33040, United States
0.2k from Old Town center

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

New to Booking
$457
Average price / night
Check Availability
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults Only
Hotel
Old Town, Key West, Florida, USA
0.3k from Old Town center

Accommodations, Pools, Parking, Boutique, 3-star, Lodgings, Hot tubs, Places to stay

9.4

Superb

285 reviews

$848
Average price / night
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Seascape Tropical Inn
Seascape Tropical Inn
Hotel
Key West, FL, USA
0.3k from Old Town center

B&bs, Accommodations, Parking, Inns, Romantic, 3-star, Lodgings, Jacuzzis, Places to stay

8.4

Very Good

483 reviews

$958
Average price / night
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Douglas House
Douglas House
Hotel
Key West, FL, USA
0.3k from Old Town center

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

9.0

Fabulous

2665 reviews

$260
Average price / night
Check Availability
La Pensione Inn - Adult Exclusive
La Pensione Inn - Adult Exclusive
Hotel
Old Town, Key West, Florida, USA
0.3k from Old Town center

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

8.7

Fabulous

644 reviews

$511
Average price / night
Check Availability
The Gardens Hotel
The Gardens Hotel
Hotel
Old Town, Key West, Florida, USA
0.4k from Old Town center

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

9.7

Exceptional

141 reviews

$1074
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 Old Town.

Where to stay in Old Town? Best neighborhoods & areas

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

Old Town Hotels on the Map

Frequently Asked Questions

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

Hotel prices in Old Town vary depending on the season, location, and property type. Rates typically start from around $242 per night, with higher prices for premium hotels, central locations, or peak travel dates.

Most hotels in Old Town include amenities such as Guest Services, Security/Safety, and Kitchen. 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 Old Town 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 Old Town welcome pets. Currently, 17 listings allow pets, although policies may vary. It’s a good idea to review any pet-related rules before booking.

Many hotels in Old Town 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.