Siesta Key Beach Playground Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

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per person

Mar 14 - Mar 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.

The Avalon Club

per person

Mar 16 - Mar 20

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 Pier 60 Park are located nearby.

The Barrymore Hotel Tampa Riverwalk

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per person

Mar 14 - Mar 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Stay at this 3-star business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.

Suite Dreams Guesthouse aka Care Takeover Home

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per person

Mar 22 - Mar 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

Stay at this 3.5-star B&B in Englewood. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Manasota Beach and Caspersen Beach are located nearby.

Hotel Tampa Riverwalk

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per person

Mar 13 - Mar 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this business-friendly hotel in Tampa. Enjoy 2 restaurants, breakfast (surcharge), and a fitness center. Our guests praise the pool and the bar in our reviews. Popular attractions Port of Tampa and Raymond James Stadium are located nearby.

Extended Stay America Suites St Petersburg Clearwater ExecDr

per person

Mar 27 - Mar 31

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Tampa (TPA)

Book a stay at this business-friendly hotel in Clearwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Feather Sound Country Club and Tampa Bay Grand Prix are located nearby.

Extended Stay America Suites Clearwater Carillon Park

per person

Mar 27 - Mar 31

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Tampa (TPA)

Book a stay at this business-friendly hotel in Clearwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Feather Sound Country Club and Tampa Bay Grand Prix are located nearby.

Days Inn by Wyndham Sarasota I-75

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per person

Mar 22 - Mar 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Stay at this hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Siesta Key Beach and Serenoa Golf Club are located nearby.

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

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per person

Apr 1 - Apr 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this business-friendly hotel in Tampa. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Raymond James Stadium and Port of Tampa are located nearby.

Sea Club II by Beachside Management

per person

Mar 30 - Apr 5

found 24 hours ago

Roundtrip flight included

Detroit (DTW) to Sarasota (SRQ)

Book a stay at this beach vacation home in Siesta Key. Enjoy a garden, laundry facilities, and concierge services. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Las Palmas by beachside Management

Save 100% on your flight

per person

Mar 29 - Apr 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

Stay at this 4-star vacation home in Siesta Key. Enjoy free WiFi, private pools, and a picnic area. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Crescent Street Villas By Beachside Mgt

per person

Mar 30 - Apr 5

found 24 hours ago

Roundtrip flight included

Detroit (DTW) to Sarasota (SRQ)

Stay at this 3.5-star condo in Siesta Key. Enjoy laundry facilities, furnished balconies or patios, and cable TV channels. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

3-4 Night Vacations in Siesta Key Beach Playground

Price found within the past 48 hours. Click for updated prices.