Hotels with Entertainment in Siesta Key, FL

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  6.  Siesta Key
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Explore 30 Hotels with Entertainment in Siesta Key from $100

Tropical Breeze Resort
Tropical Breeze Resort
Hotel
Sarasota, FL, USA
0.3k from Siesta Key center

Accommodations, Pools, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Vacation rentals, Hot tubs

8.1

Very Good

291 reviews

$338
Average price / night
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Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and Suites
Resort
5311 Ocean Blvd, Siesta Key, FL, 34242, United States
0.2k from Siesta Key center

AC, Bar, Barbecue, Hot Tub, Internet, Microwave, No Smoking, Outdoor Space, Parking Available

9.0

Fabulous

1085 reviews

$352
Average price / night
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The Inn on Siesta Key
The Inn on Siesta Key
Hotel
Siesta Key, FL, USA
0.7k from Siesta Key center

B&bs, Accommodations, Pools, Parking, Inns, 3-star, Lodgings, Places to stay, Family

9.8

Exceptional

67 reviews

$647
Average price / night
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Siesta Key Beachside Villas
Siesta Key Beachside Villas
Hotel
124 Columbus Blvd, Siesta Key, FL, 34242, United States
0.3k from Siesta Key center

AC, Barbecue, Heater, Housekeeping, Internet, Laundry, No Smoking, Outdoor Space, Parking Available

9.0

Fabulous

948 reviews

$376
Average price / night
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Lido Beach Resort - Sarasota
Lido Beach Resort - Sarasota
Resort
Sarasota, FL, USA
4.0k from Siesta Key center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Beach

8.8

Fabulous

856 reviews

$319
Average price / night
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Island House Resort - Waterfront 2-bedroom condo directly on Siesta Key Beach!
Island House Resort - Waterfront 2-bedroom condo directly on Siesta Key Beach!
Resort
Sarasota, FL, 34242, United States
3.0k from Siesta Key center

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

10.0

Exceptional

29 reviews

$426
Average price / night
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Tropical Beach Resorts - Sarasota
Tropical Beach Resorts - Sarasota
Resort
Sarasota, FL, USA
4.2k from Siesta Key center

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

9.0

Fabulous

1606 reviews

$235
Average price / night
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Lido Beach Resort
Lido Beach Resort
Resort
700 Benjamin Franklin Dr, Sarasota, FL, 34236, United States
4.1k from Siesta Key center

AC, Bar, Breakfast Available, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour, Hot Tub

8.8

Fabulous

1004 reviews

$416
Average price / night
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Hibiscus Suites - Sarasota
Hibiscus Suites - Sarasota
Hotel
Siesta Key, Florida, USA
4.2k from Siesta Key center

Accommodations, Pools, Motels, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Self-catering

8.6

Fabulous

1387 reviews

$312
Average price / night
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Siesta Key Palms Resort
Siesta Key Palms Resort
Hotel
1800 Stickney Point Rd, Sarasota, FL, 34231, United States
4.2k from Siesta Key center

AC, Bar, Barbecue, Free Parking, Heater, Internet, Laundry, Microwave, Outdoor Space

9.2

Superb

1003 reviews

$215
Average price / night
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Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
Hotel
Sarasota, FL, USA
4.5k from Siesta Key center

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

7.5

Good

892 reviews

$100
Average price / night
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Cirque St Armands Beachside
Cirque St Armands Beachside
Resort
Sarasota, FL, USA
4.6k from Siesta Key center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Beach

9.1

Superb

253 reviews

$388
Average price / night
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Aloft Sarasota
Aloft Sarasota
Hotel
Sarasota, FL, USA
6.9k from Siesta Key center

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

8.3

Very Good

405 reviews

$149
Average price / night
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The Westin Sarasota
The Westin Sarasota
Hotel
Sarasota, FL, USA
7.0k from Siesta Key center

Accommodations, Pools, Parking, Spa, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.8

Fabulous

218 reviews

$211
Average price / night
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Art Ovation Hotel, Autograph Collection
Art Ovation Hotel, Autograph Collection
Hotel
Sarasota, FL, USA
7.1k from Siesta Key center

Luxury, Accommodations, Pools, Parking, Pet-friendly, 4-star, Lodgings, Places to stay, Accessible hotels

9.0

Fabulous

275 reviews

$221
Average price / night
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The Ritz-Carlton, Sarasota
The Ritz-Carlton, Sarasota
Hotel
Sarasota, FL, USA
7.1k from Siesta Key center

Luxury, Accommodations, Pools, Parking, Spa, Boutique, Pet-friendly, 5-star, Lodgings

8.4

Very Good

126 reviews

$490
Average price / night
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Embassy Suites By Hilton Sarasota
Embassy Suites By Hilton Sarasota
Hotel
FL, USA
7.3k from Siesta Key center

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

7.7

Good

470 reviews

$488
Average price / night
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voco Sarasota by IHG
voco Sarasota by IHG
Resort
Sarasota, FL, USA
7.6k from Siesta Key center

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

8.5

Very Good

245 reviews

$284
Average price / night
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The Sarasota Modern, a Tribute Portfolio Hotel
The Sarasota Modern, a Tribute Portfolio Hotel
Hotel
Sarasota, FL, USA
7.6k from Siesta Key center

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

7.9

Good

68 reviews

$265
Average price / night
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The Reserve Retreat
The Reserve Retreat
Hotel
Sarasota, FL, USA
8.5k from Siesta Key center

Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

8.6

Fabulous

253 reviews

$200
Average price / night
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Carlisle Inn Sarasota
Carlisle Inn Sarasota
Hotel
Sarasota, FL, USA
8.7k from Siesta Key center

Luxury, Accommodations, Pools, Parking, 4-star, Lodgings, Jacuzzis, Places to stay, Family

9.5

Superb

2088 reviews

$413
Average price / night
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Pro Tip for Travelers:
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Siesta Key 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 Siesta Key generally start from around $100 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, Balcony/Terrace, and Guest Services for a more complete stay experience.