Search Deals onSiesta Key Beach Playground Vacation Packages
Siesta Key Beach Playground Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Casey Key Resorts - Mainland
Save 100% on your flight
Price was $707, price is now $458 per person
$458
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Nokomis Beach and Turtle Beach are located nearby.

Mar Bay Motel &Suites
Save 100% on your flight
Price was $937, price is now $519 per person
$519
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Chi Chi Rodriguez Golf Club are located nearby.

voco Sarasota by IHG
Save 100% on your flight
Price was $1,391, price is now $789 per person
$789
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

The Westin Sarasota
Save 100% on your flight
Price was $1,684, price is now $1,036 per person
$1,036
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $1,621, price is now $1,020 per person
$1,020
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

Embassy Suites by Hilton Sarasota, FL
Save 100% on your flight
Price was $1,383, price is now $876 per person
$876
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

The Avalon Club
Save 100% on your flight
Price was $1,347, price is now $870 per person
$870
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.

Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,997, price is now $1,305 per person
$1,305
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star beach resort in Holmes Beach. Enjoy free WiFi, a beach locale, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.

Kompose Boutique Hotel
Save 100% on your flight
Price was $1,009, price is now $662 per person
$662
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

Anna Maria Beach Resort
Save 100% on your flight
Price was $2,071, price is now $1,358 per person
$1,358
per person
Nov 19 - Nov 23
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3.5-star beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Anna Maria Beach and Bean Point Beach are located nearby.

Lantern Inn & Suites
Save 100% on your flight
Price was $704, price is now $472 per person
$472
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our reviews. Popular attractions Ca’ d’Zan and Sarasota Ballet are located nearby.

ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $712, price is now $484 per person
$484
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Clearwater Beach and Sand Key Park are located nearby.
3-4 Night Vacations in Siesta Key Beach Playground
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Siesta Key Beach Playground
Price found within the past 48 hours. Click for updated prices.



Siesta Key Beach Playground Last Minute Hotel Deals

Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...

SeaSpray Resort
574 Canal Rd, Siesta Key, FL
Stay at this 4-star aparthotel in Siesta Key. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Siesta Key Beach and Lido Beach are ...

Tropical Breeze Resort
140 Columbus Blvd., Siesta Key, FL
Stay at this 3-star beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...

The Ringling Beach House
523 Beach Road, Siesta Key, FL
Stay at this 3.5-star apartment in Siesta Key. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...

Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl, Sarasota, FL
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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