Seaside Vacations from $655

Book a Hotel + Flight or Car together to unlock savings

Photo by Visit South Walton

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Seaside Vacation

Book a vacation package to Seaside and get set to immerse yourself in its shopping, families and hiking. However you want to spend your getaway in this lakeside neighborhood, there are endless opportunities for relaxation and fun. Eager to get out and see the sights during your trip to Seaside? Be sure to check out nearby attractions like Grayton Beach State Park, Seaside Beach and Seagrove Beach East. Expedia will help turn your dream Seaside vacation into reality, no matter your budget or travel plans.

The Latest Seaside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $935, price is now $655 per person
$655
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
7.8/10 Good! (3,848 reviews)
The staff were very courteous! And a beautiful view ofthe bay!

Reviewed on Feb 16, 2026

WaterSound Inn

WaterSound Inn

4 out of 5
WaterSound Beach
Save 100% on your flight
Price was $2,424, price is now $1,536 per person
$1,536
per person
May 4 - May 9
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
9.4/10 Exceptional! (99 reviews)
The Manager and staff were very helpful and focused on providing us with a great experience. The hotel is very comfortable and the Beach Club is great!

Reviewed on Feb 21, 2026

Residence Inn by Marriott Sandestin at Grand Boulevard

Residence Inn by Marriott Sandestin at Grand Boulevard

3 out of 5
Save 100% on your flight
Price was $1,389, price is now $980 per person
$980
per person
May 24 - May 31
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
9/10 Wonderful! (439 reviews)
Everything was very nice and clean. Staff was wonderful and overall had a great stay!

Reviewed on Mar 16, 2026

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $1,874, price is now $1,323 per person
$1,323
per person
Jun 10 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,007 reviews)
Great property and location!

Reviewed on Mar 16, 2026

Baytowne Wharf by Avantstay Sandestin Condo + Communal Pool + Resort Amenities + Near Beach, Dining & Marina

Baytowne Wharf by Avantstay Sandestin Condo + Communal Pool + Resort Amenities + Near Beach, Dining & Marina

4 out of 5
Save 100% on your flight
Price was $1,439, price is now $1,096 per person
$1,096
per person
May 23 - May 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Fort Walton Beach (VPS)
No reviews

Where to stay in Seaside

Find the best Seaside areas and neighborhoods for the activities you enjoy most. Learn more about Seaside
Fort Walton Beach which includes a sunset and a sandy beach

Seagrove Beach

1 out of top 10 points of interest in this area
4.5/5(27 area reviews)

On this shoreline on the Gulf of Mexico you’ll find a wonderful beachside hamlet and plenty of spots to play and relax.

Find hotels in Seagrove Beach

Seaside Hotel Deals

Palmetto Beachfront Hotel, a By the Sea Resort

Palmetto Beachfront Hotel, a By the Sea Resort

2 out of 5
17255 Front Beach Road Panama City Beach FL
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $78 total per night from Mar 23 to Mar 24
$78 total
Mar 23 - Mar 24
Total with taxes and fees
7.8/10 Good! (2,266 reviews)
Great location especially the rooms with the beach view. Rooms were clean and staff was friendly and professional

Reviewed on Mar 21, 2026

Palmetto Beachfront Hotel, a By the Sea Resort
Hilton Garden Inn Destin Miramar Beach

Hilton Garden Inn Destin Miramar Beach

3 out of 5
220 Scenic Gulf Drive Miramar Beach FL
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $174 total per night from Mar 24 to Mar 25
$174 total
Mar 24 - Mar 25
Total with taxes and fees
8.8/10 Excellent! (1,148 reviews)
stayed there with my family for one day and one night. The staff was not welcoming or friendly at all. Breakfast was not a buffet; you could only choose one item from the cart, and anything else had to be paid for. They also charged an 18% service fee. One of the beds was very noisy, which made it ...

Reviewed on Mar 20, 2026

Hilton Garden Inn Destin Miramar Beach
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
200 Henderson Resort Way Destin FL
$349 nightly
The price is $394 total per night from Mar 23 to Mar 24
$394 total
Mar 23 - Mar 24
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
Great property and location!

Reviewed on Mar 16, 2026

The Henderson Beach Resort & Spa
See all 25,845 properties in Seaside
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 Seaside

Downtown Destin Florida with Destin Bridge or William T. Marler Bridge connect Santa Rosa Island beach near Crab Island with busy speeding boats on turquoise water along Gulf of Mexico

Seaside Beach

Why not spend a carefree afternoon at Seaside Beach during your travels in Santa Rosa Beach? Stroll along the seaside or discover the area's sunsets.

Seaside Beach
SantaRosaBeach_CentralSquare_6298644_04

Central Square

You can search for that perfect souvenir at Central Square during your stay in Santa Rosa Beach. Stroll along the beautiful beaches in this relaxing area, or check out its top-notch restaurants.

Central Square
SantaRosaBeach_SeasideRepertoryTheatre_553248621560505602_04

Seaside Repertory Theatre

You can enjoy a show at Seaside Repertory Theatre during your stay in Santa Rosa Beach. Wander the beautiful beaches and seaside in this relaxing area.

Seaside Repertory Theatre

Things to do

Private Vacation Photoshoot with Photographer in Fort Lauderdale

Private Vacation Photoshoot with Photographer in Fort Lauderdale

$223
per adult
Private Vacation Photoshoot with Photographer in Fort Lauderdale
Private Professional Vacation Photoshoot in Watercolor Beach

Private Vacation Photoshoot with Photographer in Watercolor Beach

$199
per adult
Private Vacation Photoshoot with Photographer in Watercolor Beach
SOL y LUNA cruising from the Baytowne Marina for a sunset dolphin cruise.

Sandestin Sunset Eco-Dolphin Cruise Aboard Sol y Luna

$33
per adult
100% of travellers recommend
Sandestin Sunset Eco-Dolphin Cruise Aboard Sol y Luna
See all activities in Santa Rosa Beach

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.