Search Deals onGateway Vacation Packages
Gateway Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Legacy Hotel at IMG Academy
Save 100% on your flight
Price was $890, price is now $637 per person
$637
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Book a stay at this golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and IMG Bollettieri Tennis Academy are located nearby.

The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $3,978, price is now $2,370 per person
$2,370
per person
Apr 6 - Apr 12
found 17 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Book a stay at this 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.

Seaside at Anna Maria Island Inn
Save 100% on your flight
Price was $2,794, price is now $1,814 per person
$1,814
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Book a stay at this beach hotel in Bradenton Beach. Enjoy a beach locale, daily housekeeping, and cable TV channels. Popular attractions Coquina Beach and Bean Point Beach are located nearby.

Tropical Breeze Resort
Siesta Key Village
Save 100% on your flight
Price was $1,631, price is now $1,135 per person
$1,135
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
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.

Haley's at The Anna Maria Island Inn
Save 100% on your flight
Price was $1,193, price is now $844 per person
$844
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Stay at this apartment in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Bean Point Beach and Coquina Beach are located nearby.

Driftwood at Anna Maria Island Inn
Save 100% on your flight
Price was $1,276, price is now $905 per person
$905
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Stay at this motel in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Bean Point Beach and Coquina Beach are located nearby.

Bali Hai Beachfront Resort and Spa
Save 100% on your flight
Price was $1,961, price is now $1,405 per person
$1,405
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Book a stay at this 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 Bean Point Beach and Coquina Beach are located nearby.

Captiva Beach Resort
South Village
Price was $1,087, price is now $781 per person
$781
per person
Apr 14 - Apr 18
found 21 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
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.
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

Motel 6 Venice, FL
281 US 41 Bypass North Venice FL
Stay at this motel in Venice. Enjoy free WiFi, free parking, and 10 beach bars. Our guests praise the helpful staff in our reviews. Popular attractions Venice ...

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 ...

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 ...
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 daily housekeeping. Our guests praise the pool and the helpful staff in ...

Lido Beach Resort
700 Benjamin Franklin Dr Sarasota FL
Book a stay at this beach resort in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...

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 ...

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 ...

Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
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 ...
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.

Mon, Mar 23 - Thu, Mar 26
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$111 Roundtrip, found 1 day ago
$111
Roundtrip
found 1 day ago

Thu, Apr 9 - Thu, Apr 23
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$160 Roundtrip, found 8 hours ago
$160
Roundtrip
found 8 hours ago

Mon, Apr 20 - Sat, May 2
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago

Mon, Mar 9 - Tue, Mar 10
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$181 Roundtrip, found 2 days ago
$181
Roundtrip
found 2 days ago
Discover Other Travel Deals
- Venice Train Depot Vacations
- Siesta Key Beach Vacations
- Lido Beach Vacations
- St. Armands Circle Vacations
- Venice Beach Vacations
- Turtle Beach Vacations
- Crescent Beach Vacations
- Nokomis Beach Vacations
- Mall at University Town Center Vacations
- Englewood Beach Vacations
- Sarasota Memorial Hospital Vacations
- Caspersen Beach Vacations
