Hotels with Entertainment in Smathers Beach, FL

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  2. Hotels with Entertainment
  3.  USA
  4.  Florida
  5.  Key West
  6.  Smathers Beach
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Explore 73 Hotels with Entertainment in Smathers Beach from $192

Margaritaville Beach House Key West
Margaritaville Beach House Key West
Hotel
Key West, FL, USA
0.2k from Smathers Beach center

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

8.2

Very Good

921 reviews

$311
Average price / night
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3BR Villas for Your Beach Getaway with Shuttle Service, Onsite Parking, Pools!
3BR Villas for Your Beach Getaway with Shuttle Service, Onsite Parking, Pools!
Hotel
Key West, FL, 33040, United States
1.7k from Smathers Beach center

AC, Balcony, Barbecue, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Outdoor Space

New to Booking
$2137
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
1.4k from Smathers Beach 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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Tropics Escape in Key West with Onsite Pools!
Tropics Escape in Key West with Onsite Pools!
Hotel
Key West, FL, 33040, United States
1.7k from Smathers Beach center

AC, Balcony, Barbecue, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Microwave

10.0

Exceptional

1 reviews

$1426
Average price / night
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Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
Resort
Key West, FL, USA
1.6k from Smathers Beach 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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Experience Key West w/ Poolside Bar, Private Terraces & Free Shuttle Service!
Experience Key West w/ Poolside Bar, Private Terraces & Free Shuttle Service!
Hotel
Key West, FL, 33040, United States
1.7k from Smathers Beach center

AC, Balcony, Barbecue, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, No Smoking

7.0

Good

2 reviews

$1038
Average price / night
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Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront
Hotel
Key West, FL, USA
1.8k from Smathers Beach 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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Enjoy the Tropics! Unit w/ Garden View & Kitchenette, Outdoor Pool
Enjoy the Tropics! Unit w/ Garden View & Kitchenette, Outdoor Pool
Hotel
Key West, FL, 33040, United States
1.7k from Smathers Beach center

AC, Balcony, Barbecue, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, No Smoking

10.0

Exceptional

2 reviews

$727
Average price / night
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Ibis Bay Resort
Ibis Bay Resort
Resort
Smathers Beach, Key West, Florida, USA
1.9k from Smathers Beach 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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Beautiful Water Views! Minutes to Southernmost Point! Parking, Onsite Pools!
Beautiful Water Views! Minutes to Southernmost Point! Parking, Onsite Pools!
Hotel
Key West, FL, 33040, United States
1.7k from Smathers Beach center

AC, Balcony, Barbecue, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, No Smoking

New to Booking
$484
Average price / night
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Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
Resort
Key West, FL, USA
2.0k from Smathers Beach 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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DoubleTree by Hilton Grand Key Resort
DoubleTree by Hilton Grand Key Resort
Resort
Key West, FL, USA
2.2k from Smathers Beach 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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The Palms Hotel
The Palms Hotel
Hotel
Smathers Beach, Key West, Florida, USA
2.3k from Smathers Beach 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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Havana Cabana at Key West
Havana Cabana at Key West
Hotel
Key West, FL, USA
2.4k from Smathers Beach center

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

8.2

Very Good

1026 reviews

$642
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
2.5k from Smathers Beach 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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La Pensione Inn - Adult Exclusive
La Pensione Inn - Adult Exclusive
Hotel
Smathers Beach, Key West, Florida, USA
2.5k from Smathers Beach 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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Santa Maria Suites Resort
Santa Maria Suites Resort
Resort
Key West, FL, USA
2.5k from Smathers Beach 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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H2O Suites- Adults Only
H2O Suites- Adults Only
Resort
Smathers Beach, Key West, Florida, USA
2.6k from Smathers Beach 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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Southernmost Inn Adult Exclusive
Southernmost Inn Adult Exclusive
Hotel
Key West, FL, USA
2.6k from Smathers Beach 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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The Mermaid & The Alligator
The Mermaid & The Alligator
Hotel
Key West, FL, USA
2.6k from Smathers Beach 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
2.6k from Smathers Beach center

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

9.0

Fabulous

125 reviews

$484
Average price / night
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Pro Tip for Travelers:
HotelsWithSuites simplifies your search by aggregating premium inventory from global leaders like Booking.com, Expedia, and Vrbo. Whether you need oceanfront hotels, a private pool, or a pet-friendly suite, use our Advanced Filters to instantly compare the top-rated Hotels with Entertainment in Smathers Beach.

Where to stay in Smathers Beach? Best neighborhoods & areas

Smathers Beach Hotels with Entertainment on the Map

Frequently Asked Questions

Entertainment offerings may include live music, cultural shows, game rooms, or on-site events depending on the hotel’s category and facilities.

Some hotels include basic entertainment at no extra cost, while others may charge separately for premium shows or special events.

Hotels with entertainment in Smathers Beach generally start from around $192 per night, depending on the level of facilities and activities offered.

Yes, many entertainment-focused hotels are designed for families and groups, offering activities suitable for both adults and children.

Along with entertainment options, many properties also offer Entertainment, Guest Services, and Balcony/Terrace for a more complete stay experience.