Gulf Gate Estates Vacations from $569

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Your Gulf Gate Estates Vacation

Book a Gulf Gate Estates vacation package and discover the way of life and rhythm of this sought-after neighborhood. With all your travel plans worked out, the only thing you need to concentrate on here is having an absolute ball. When it's time to explore the sights, you'll find lots of awesome attractions nearby including Siesta Key Beach, Turtle Beach and Crescent Beach. Visit one, two or more during your trip to Gulf Gate Estates. Expedia will help you turn your ideal Gulf Gate Estates vacation into reality, whatever your travel plans or budget.

The Latest Gulf Gate Estates Vacation Packages

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

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $896, price is now $569 per person
$569
per person
May 1 - May 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9/10 Wonderful! (1,156 reviews)
Staff really were accommodating. The location was perfect and the rooms were clean and quiet. We enjoyed the pool and beach.

Reviewed on Feb 10, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $3,151, price is now $1,780 per person
$1,780
per person
Mar 31 - Apr 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.2/10 Wonderful! (480 reviews)
Everything was perfect cant wait to go back

Reviewed on Feb 10, 2026

Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Save 100% on your flight
Price was $6,067, price is now $3,514 per person
$3,514
per person
Mar 31 - Apr 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (45 reviews)
Beachfront location!

Reviewed on Feb 10, 2026

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $2,131, price is now $1,266 per person
$1,266
per person
Apr 19 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (294 reviews)
The view was fantastic and staff went out of their way to make your visit enjoyable!

Reviewed on Feb 3, 2026

Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $1,090, price is now $662 per person
$662
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
Older property but very well maintained. It was clean and had everything we needed for our stay. Great communication with the host.

Reviewed on Feb 10, 2026

Where to stay in Gulf Gate Estates

Find the best Gulf Gate Estates areas and neighborhoods for the activities you enjoy most. Learn more about Gulf Gate Estates
Sarasota, Florida, USA Downtown Skyline

South Sarasota

While visiting South Sarasota, you might make a stop by sights like The Landings and Coconuts Family Entertainment Center.

Find hotels in South Sarasota

Gulf Gate Estates Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $248 total per night from Mar 1 to Mar 2
$248 total
Mar 1 - Mar 2
Total with taxes and fees
9.2/10 Wonderful! (4,998 reviews)
Brutalist architecture and French chic decor are a wonderful combination. Staff was fabulous as was the huge breakfast, expansive gym and m/f saunas. At $46 it was a steal. Definitely stay here

Reviewed on Feb 11, 2026

Kompose Boutique Hotel
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Fully refundable
$115 nightly
The price is $130 total per night from Feb 16 to Feb 17
$130 total
Feb 16 - Feb 17
Total with taxes and fees
8.4/10 Very Good! (2,262 reviews)
Everything was great

Reviewed on Feb 10, 2026

Golden Host Resort - Sarasota
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
$349 nightly
The price is $395 total per night from Feb 18 to Feb 19
$395 total
Feb 18 - Feb 19
Total with taxes and fees
9.4/10 Exceptional! (5,295 reviews)
It was perfect location it was beautiful clean hotel I would definitely at least stay there again

Reviewed on Feb 10, 2026

Tropical Beach Resorts
See all 12,254 properties in Gulf Gate Estates
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Gulf Gate Estates

Lido Beach showing general coastal views and a sandy beach

Lido Beach

4.5/5(1,225 reviews)

Visit a beach not far from an upscale shopping area. The warm waters are as inviting as the white sand.

Lido Beach
St. Armands Circle featuring a statue or sculpture

St. Armands Circle

4.5/5(1,234 reviews)

Consider this area as a circular outdoor mall. Like any mall, you can shop, dine, browse or just people-watch. Unlike most malls, this one never closes to walkers.

St. Armands Circle
EJETFA The official entrance at the new Mall at University Town Center located just off I-75 on University Parkway in Sarasota Floria

Mall at University Town Center

4.5/5(363 reviews)

You can search for that perfect souvenir at Mall at University Town Center during your visit to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area.

Mall at University Town Center

Things to do

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

$59
per adult
94% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
80% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
84% of travellers recommend
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
See all activities in Sarasota
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.