Gulf Gate Woods Vacation Packages 2026 from $436

Your Gulf Gate Woods Vacation

Gulf Gate Woods is calling your name! Whatever type of escape you're planning, you can see and experience the best of this neighborhood with a Gulf Gate Woods vacation package. Can't wait to explore the sights during your trip to Gulf Gate Woods? Be sure to check out nearby attractions such as Turtle Beach, Crescent Beach and Point of Rocks. Expedia is here to help put your plans into action. Book your perfect Gulf Gate Woods vacation today.

The Latest Gulf Gate Woods Vacation Packages

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

Hibiscus Suites - Gateway to Siesta Key

Save 100% on your flight

$436

per person

Oct 27 - Oct 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.6/10 Excellent! (2,434 reviews)

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,242

per person

Dec 8 - Dec 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (591 reviews)

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$936

per person

Dec 8 - Dec 15

found 24 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,000 reviews)

It was very comfortable. I love the fact you have transportation to go to the beach and that you gave us the umbrella, towels and chairs. The front desk personnel were very nice and helpful. Thanks

Reviewed on Sep 23, 2026

The Avalon Club

Save 100% on your flight

$925

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (595 reviews)

Our family had a wonderful stay. The location was perfect. We also loved being able to use the hotels umbrellas, chairs & towels at the beach. The suite was more spacious than we expected! The sofa bed was not comfortable, but the regular beds were. Can’t beat the price for the room & view we had. We would absolutely come back!

Reviewed on Sep 21, 2026

Seaside at Anna Maria Island Inn

Save 100% on your flight

$2,034

per person

Dec 8 - Dec 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (128 reviews)

Great place to stay! Friendly staff and beautiful ocean front rooms.

Reviewed on Sep 18, 2026

Where to stay in Gulf Gate Woods

Find the best Gulf Gate Woods areas and neighborhoods for the activities you enjoy most. Learn more about Gulf Gate Woods

A sandy beach path with people walking, a wooden fence, and a clear blue sky with clouds.

Lido Key

Traverse a winding woodland path and spend the afternoon on this island’s secluded beaches before ending at a beachside bar to enjoy a spectacular sunset.

A cityscape with a mix of modern and historic buildings, palm trees, and a cloudy sky.

South Sarasota

Though South Sarasota might not have many top sights, you can venture to the surrounding area to see attractions like Siesta Key Beach and The Landings.

A waterfront with palm trees, a dock, and a clear blue sky.

Central Sarasota

1 out of top 10 points of interest in this area

Beaches, exotic gardens and a museum for a famous circus are located in the city’s central sector. Visit an upscale shopping area on an island of its own.

A wooden pier extending into a body of water with a cloudy sky above.

Downtown Sarasota

If you're spending some time in Downtown Sarasota, Sarasota Opera House and Regal Hollywood - Sarasota are top sights worth seeing.

A beach with clear water, rocks, and a sunset.

Palmer Ranch

When in Palmer Ranch, you can plan a visit to Stoneybrook Golf & Country Club and Sarasota Square, some noteworthy sights in the nearby area.

Gulf Gate Woods Hotel Deals

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Fully refundableReserve now, pay when you stay

$62 nightly

$71 total

Oct 6 - Oct 7

Total with taxes and fees

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL

Fully refundableReserve now, pay when you stay

$158 nightly

$179 total

Sep 27 - Sep 28

Total with taxes and fees

9.4/10 Exceptional! (5,916 reviews)

"Amazing resort,"

Reviewed on Sep 23, 2026

The Westin Sarasota

100 Marina View Drive Sarasota FL

Fully refundableReserve now, pay when you stay

$166 nightly

$187 total

Sep 27 - Sep 28

Total with taxes and fees

See all 11,593 properties in Gulf Gate Woods

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.