Search Deals onGateway Vacation Packages
Gateway Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Casey Key Resorts - Mainland
Price was $630, price is now $524 per person
$524
per person
Nov 18 - 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.
Landing Palmetto Apartments
Save 100% on your flight
Price was $950, price is now $701 per person
$701
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Sarasota (SRQ)
Book a stay at this luxury aparthotel in Palmetto. Enjoy free WiFi, free parking, and 2 outdoor pickleball courts. Popular attractions Moccasin Wallow Golf Club and Andersen Race Park are located nearby.
Landing Beautiful 2bd, Gym
Price was $831, price is now $667 per person
$667
per person
Nov 3 - Nov 7
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this apartment in Palmetto. Enjoy free parking, an outdoor pool, and a 24-hour fitness center. Popular attractions Palmetto Historical Park and Manatee County Agricultural Museum are located nearby.
Palmetto Marriott Resort & Spa
Save 100% on your flight
Price was $1,880, price is now $1,522 per person
$1,522
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this luxury hotel in Palmetto. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Popular attractions Palmetto Historical Park and Manatee County Agricultural Museum are located nearby.
Escape Coastal Resort on Casey Key
Price was $911, price is now $765 per person
$765
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this hotel in Nokomis. Enjoy free WiFi, a marina, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Nokomis Beach and Venice Beach are located nearby.
Casey Key Resorts - Beachfront
Price was $947, price is now $815 per person
$815
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach hotel in Nokomis. Enjoy free WiFi, free parking, and a private beach. Popular attractions Nokomis Beach and Venice Beach are located nearby.
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Price was $588, price is now $565 per person
$565
per person
Nov 7 - Nov 12
found 9 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Nokomis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Nokomis Beach and Venice Beach are located nearby.
Home2 Suites by Hilton Nokomis Sarasota Casey Key
Price was $827, price is now $817 per person
$817
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Nokomis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Nokomis Beach and Venice Beach are located nearby.
3-4 Night Vacations in Gateway
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Gateway
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Gateway
Hampton Inn & Suites Venice Bayside South Sarasota
881 Venetia Bay Blvd Venice FL
Book a stay at this business-friendly hotel in Venice. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Ramada by Wyndham Venice Hotel Venezia
425 Us Highway 41 Byp N Venice FL
Book a stay at this business-friendly hotel in Venice. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the helpful staff in our ...
Motel 6 Venice, FL
281 US 41 Bypass North Venice FL
Stay at this motel in Venice. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Save an average of 15% on thousands of hotels when you're signed in
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
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 ...
The Westin Sarasota
100 Marina View Drive Sarasota FL
Book a stay at this 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 ...
Siesta Key Beach Resort and Suites
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. ...
Carlisle Inn
3727 Bahia Vista Sarasota FL
Stay at this hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Dec 4 - Thu, Dec 10
PSM
Portsmouth Intl.
PGD
Punta Gorda Airport
$188 Roundtrip, found 5 days ago
$188
Roundtrip
found 5 days ago
Wed, Dec 2 - Sat, Dec 12
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 6 hours ago
$199
Roundtrip
found 6 hours ago
Tue, Jan 19 - Tue, Feb 2
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 6 hours ago
$199
Roundtrip
found 6 hours ago
Tue, Jan 5 - Sat, Jan 9
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$239 Roundtrip, found 6 hours ago
$239
Roundtrip
found 6 hours ago
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