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Gateway Vacation Packages

Gateway Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

2.5 out of 5
Price was $328, price is now $324 per person
$324
per person
Aug 20 - Aug 24
found 10 hours ago
Roundtrip flight included
Cincinnati (CVG) 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 Venice Beach and Nokomis Beach are located nearby.
Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront

3 out of 5
Price was $865, price is now $767 per person
$767
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Akron (CAK) to Sarasota (SRQ)
Book a stay at this beach hotel in Nokomis. Enjoy free WiFi, free parking, and a private beach. Popular attractions Venice Beach and Nokomis Beach are located nearby.
Hot Tub Sleeps 10 Park Your Boat Trailer

Hot Tub Sleeps 10 Park Your Boat Trailer

2.5 out of 5
Price was $1,313, price is now $1,201 per person
$1,201
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
Stay at this vacation home in Palmetto. Enjoy free parking and a garden. Popular attractions Madira Bickel Mound State Archaeological Site and Terra Ceia Preserve State Park are located nearby.
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
Price was $429, price is now $393 per person
$393
per person
Aug 20 - Aug 24
found 10 hours ago
Roundtrip flight included
Cincinnati (CVG) 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 Venice Beach and Nokomis Beach are located nearby.
Terra Ceia Private Saltwater Pond Home

Terra Ceia Private Saltwater Pond Home

2 out of 5
Price was $1,241, price is now $1,167 per person
$1,167
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
Stay at this vacation home in Palmetto. Enjoy free WiFi, free parking, and a garden. Popular attractions Madira Bickel Mound State Archaeological Site and Terra Ceia Preserve State Park are located nearby.

3-4 Night Vacations in Gateway

Price found within the past 48 hours. Click for updated prices.
Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa

4.5 out of 5
Price was $455, price is now $392 per person
$392
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key

2.5 out of 5
Price was $645, price is now $547 per person
$547
per person
Aug 21 - Aug 24
found 23 hours ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront

3 out of 5
Price was $865, price is now $767 per person
$767
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Akron (CAK) to Sarasota (SRQ)
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
Price was $429, price is now $393 per person
$393
per person
Aug 20 - Aug 24
found 10 hours ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)

5-7 Night Vacations in Gateway

Price found within the past 48 hours. Click for updated prices.
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
Price was $672, price is now $563 per person
$563
per person
Sep 9 - Sep 14
found 9 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Sarasota (SRQ)
Hot Tub Sleeps 10 Park Your Boat Trailer

Hot Tub Sleeps 10 Park Your Boat Trailer

2.5 out of 5
Price was $1,313, price is now $1,201 per person
$1,201
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
Terra Ceia Private Saltwater Pond Home

Terra Ceia Private Saltwater Pond Home

2 out of 5
Price was $1,241, price is now $1,167 per person
$1,167
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)

Cheap Hotel Deals in Gateway

Ramada by Wyndham Venice Hotel Venezia

Ramada by Wyndham Venice Hotel Venezia

3.5 out of 5
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 ...
Opens in a new windowRamada by Wyndham Venice Hotel Venezia
Hampton Inn & Suites Venice Bayside South Sarasota

Hampton Inn & Suites Venice Bayside South Sarasota

2.5 out of 5
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 ...
Opens in a new windowHampton Inn & Suites Venice Bayside South Sarasota
Motel 6 Venice, FL

Motel 6 Venice, FL

2 out of 5
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 ...
Opens in a new windowMotel 6 Venice, FL
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Lido Beach Resort

Lido Beach Resort

4 out of 5
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 ...
Opens in a new windowLido Beach Resort
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
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 ...
Opens in a new windowTropical Beach Resorts
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
202 North Tamiami Trail Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our ...
Opens in a new windowEmbassy Suites by Hilton Sarasota, FL
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
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 ...
Opens in a new windowSpark by Hilton Sarasota Siesta Key Gateway
The Westin Sarasota

The Westin Sarasota

4 out of 5
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 ...
Opens in a new windowThe Westin Sarasota
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.

Delta
Tue, Sep 22 - Tue, Apr 27
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 19 hours ago
$199
Roundtrip
found 19 hours ago
Select Delta flight, departing Tue, Sep 22 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Tue, Apr 27, priced at $199 found 19 hours ago
American Airlines
Tue, Nov 10 - Wed, Nov 18
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$251 Roundtrip, found 11 hours ago
$251
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Tue, Nov 10 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Wed, Nov 18, priced at $251 found 11 hours ago
Bargain Flight
Tue, Sep 15 - Tue, Sep 22
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$252 Roundtrip, found 3 days ago
$252
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Sep 15 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, Sep 22, priced at $252 found 3 days ago
United
Fri, Oct 2 - Sat, Oct 10
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$257 Roundtrip, found 6 days ago
$257
Roundtrip
found 6 days ago
Select United flight, departing Fri, Oct 2 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Sat, Oct 10, priced at $257 found 6 days ago