The Grasslands Vacation Packages for 2026
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The Grasslands Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key
$703
per person
Oct 25 - Oct 30
found 1 day 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 a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Captiva Beach Resort
South Village
$797
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this 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.
The proximity to the beach and the ambient of the place
Reviewed on Aug 17, 2026
Coastal Lakehouse Condo on Siesta Key Public Beach
$1,123
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this condo in Siesta Key. Enjoy free parking, laundry facilities, and in-room washers/dryers. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Our experience was really great- the owners were highly attentive to any needs we had. My son had broken his ankle the day after I booked our vacation- I reached out to the owners and they gave us a few choices to help us decide what to do. It truly lessened my anxiety over the situation.
Home was spotless!
Pool was soooo nice! The condo was so pretty and the kitchen had lots of appliances -like the blender that made very nice margaritas :)
Lots of towels - for bath and beach use- lots of chairs and umbrellas for the beach.
All in all a very nice stay for a much needed vacation!
Reviewed on Aug 7, 2026
Tropical Beach Resorts
South Village
$713
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
The place was awesome, close to the beach, nice staff, will definitely look to stay there again in the future
Reviewed on Aug 20, 2026
Tropical Breeze Resort
Siesta Key Village
$890
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this 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 our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Muy limpia la habitación y muy céntrica a restaurantes
Reviewed on Aug 20, 2026
Twin Palms at Siesta
$807
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this 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.
Absolutely loved it here! So cozy and most importantly..CLEAN! This place was immaculate! The wagon, beach chairs, small beach table and small cooler were so helpful and convenient when walking to the beach. We will definitely stay here again!
Reviewed on Aug 18, 2026
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Four Points by Sheraton Suites Tampa Airport Westshore
4400 W Cypress St Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
OASIS BAY SUITES, Tampa, Busch Gardens, USF
3001 University Center Dr Tampa FL
Stay at this hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Busch Gardens Tampa Bay and Seminole Hard Rock Casino Tampa ...
The Barrymore Hotel Tampa Riverwalk
111 W Fortune St Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the restaurant and the ...
Hampton Inn Tampa Downtown Channel District
1155 East Kennedy Boulevard Tampa FL
Stay at this hotel in Tampa. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Mint House Tampa Downtown by Kasa
801 E Whiting St Tampa FL
Stay at this hotel in Tampa. Enjoy free WiFi, a 24-hour fitness center, and in-room washers/dryers. Popular attractions Benchmark International Arena and Florida ...
Holiday Inn Tampa North by IHG
3751 East Fowler Avenue Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
Hotel Haya
1412 E. 7th Avenue Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool and the ...
Seminole Hard Rock Hotel & Casino Tampa
5223 N Orient Road Tampa FL
Book a stay at this spa hotel in Tampa. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Drury Plaza Hotel Tampa Brandon
802 S. Falkenburg Rd Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free parking, and a 24-hour fitness center. Popular attractions Seminole Hard Rock ...
Holiday Inn Express & Suites Tampa East - Ybor City by IHG
2520 N 50th St Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG
2055 N Dale Mabry Hwy Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful ...
La Quinta Inn & Suites by Wyndham Tampa Brandon Regency Park
310 Grand Regency Blvd Brandon FL
Book a stay at this business-friendly hotel in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Ramada by Wyndham Temple Terrace/Tampa North
11714 Morris Bridge Rd Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
HomeTowne Studios by Red Roof Tampa - Airport
6121 West Sitka Street Tampa FL
Stay at this hotel in Tampa. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Raymond James Stadium and George M. Steinbrenner Field ...
La Quinta Inn by Wyndham Tampa Near Busch Gardens
9202 N 30th St Tampa FL
Book a stay at this business-friendly hotel in Tampa. 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Oct 8 - Tue, Oct 13
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$108
Roundtrip
found 1 day ago
Tue, Sep 29 - Wed, Oct 7
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$169
Roundtrip
found 1 day ago
Tue, Sep 29 - Wed, Oct 7
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$169
Roundtrip
found 1 day ago
Sat, Sep 12 - Sat, Sep 19
SWF
Stewart Intl.
TPA
Tampa Intl.
$176
Roundtrip
found 1 day ago
Thu, Oct 8 - Tue, Oct 13
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$219
Roundtrip
found 1 day ago
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