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.
Captiva Beach Resort
Save 100% on your flight
Price was $736, price is now $515 per person
$515
per person
Dec 5 - Dec 9
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Tropic Isle at Anna Maria Island Inn
Price was $1,499, price is now $1,101 per person
$1,101
per person
Dec 5 - Dec 10
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 4-star hotel in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
The Residences at Siesta Key Beach by Hyatt Vacation Club
Save 100% on your flight
Price was $2,619, price is now $1,705 per person
$1,705
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
The Avalon Club
Save 100% on your flight
Price was $1,080, price is now $725 per person
$725
per person
Dec 5 - Dec 9
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.
The Westin Sarasota
Save 100% on your flight
Price was $1,368, price is now $924 per person
$924
per person
Dec 9 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $928, price is now $640 per person
$640
per person
Dec 5 - Dec 9
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 Municipal Beach are located nearby.
voco Sarasota by IHG
Price was $1,150, price is now $799 per person
$799
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop 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.
Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $1,217, price is now $854 per person
$854
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.
Bali Hai Beachfront Resort and Spa
Save 100% on your flight
Price was $1,652, price is now $1,171 per person
$1,171
per person
Dec 12 - Dec 19
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3.5-star beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Anna Maria Beach and Bean Point Beach are located nearby.
Pelican Post at Anna Maria Island Inn
Save 100% on your flight
Price was $979, price is now $700 per person
$700
per person
Dec 5 - Dec 9
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
Hyatt Regency Clearwater Beach Resort & Spa
Save 100% on your flight
Price was $878, price is now $633 per person
$633
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star beach resort in Clearwater Beach. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.
Twin Palms at Siesta
Price was $1,101, price is now $798 per person
$798
per person
Dec 2 - Dec 7
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Stay at this 3-star beach hotel in Siesta Key. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach 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 ...
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 ...
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 ...
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 ...
Siesta Key Island Rentals
515 Beach Rd, Siesta Key, FL
Stay at this 3-star vacation home in Siesta Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are ...
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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