Search Deals on
Siesta Key Beach Playground Vacation Packages

Siesta Key Beach Playground Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
EVEN Hotel Sarasota-Lakewood Ranch by IHG

EVEN Hotel Sarasota-Lakewood Ranch by IHG

3.5 out of 5
Save 100% on your flight
Price was $497, price is now $352 per person
$352
per person
Oct 30 - Nov 3
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3.5-star hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mall at University Town Center and Nathan Benderson Park are located nearby.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $877, price is now $561 per person
$561
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop 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.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,182, price is now $766 per person
$766
per person
Nov 6 - Nov 10
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.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,224, price is now $807 per person
$807
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop 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.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $633, price is now $426 per person
$426
per person
Oct 26 - Oct 30
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.
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $908, price is now $619 per person
$619
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star beach resort in St. Pete Beach. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Tropicana Field are located nearby.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $626, price is now $432 per person
$432
per person
Oct 30 - Nov 3
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Clearwater Suites

Clearwater Suites

2.5 out of 5
Price was $734, price is now $510 per person
$510
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Sand Key Park and Clearwater Beach are located nearby.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $616, price is now $432 per person
$432
per person
Oct 30 - Nov 3
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Price was $2,492, price is now $1,771 per person
$1,771
per person
Nov 6 - Nov 10
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free valet parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Shephard's Beach Resort

Shephard's Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $738, price is now $526 per person
$526
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star beach hotel in Clearwater Beach. Enjoy free WiFi, free valet parking, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sand Key Park and Clearwater Beach are located nearby.
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $531, price is now $379 per person
$379
per person
Oct 30 - Nov 3
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

3-4 Night Vacations in Siesta Key Beach Playground

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
Rocky Point
Save 100% on your flight
Price was $374, price is now $242 per person
$242
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Clearwater Suites

Clearwater Suites

2.5 out of 5
Save 100% on your flight
Price was $468, price is now $269 per person
$269
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $699, price is now $423 per person
$423
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $877, price is now $561 per person
$561
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

5-7 Night Vacations in Siesta Key Beach Playground

Price found within the past 48 hours. Click for updated prices.
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $962, price is now $611 per person
$611
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,457, price is now $840 per person
$840
per person
Nov 1 - Nov 8
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,682, price is now $1,015 per person
$1,015
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,286, price is now $782 per person
$782
per person
Nov 8 - Nov 13
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

Siesta Key Beach Playground Last Minute Hotel Deals

Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
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 Beach Resorts
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
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 ...
Tropical Breeze Resort
SeaSpray Resort

SeaSpray Resort

4 out of 5
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 ...
SeaSpray Resort
The Ringling Beach House

The Ringling Beach House

3.5 out of 5
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 ...
The Ringling Beach House
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
Siesta Key Beach Resort and Suites
Siesta Key Island Rentals

Siesta Key Island Rentals

3 out of 5
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 ...
Siesta Key Island Rentals
See all 7,738 properties in Siesta Key Beach Playground
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.

Discover Other Travel Deals