Seaside Vacations from $637

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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
Save 100% on your flight
Price was $914, price is now $637 per person
$637
per person
May 4 - May 7
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
7.8/10 Good! (3,847 reviews)
The staff were very courteous! And a beautiful view ofthe bay!

Reviewed on Feb 16, 2026

Monarch by Avantstay Stunning Estate 1 Block to Beach, Swim Up Bar, Hot Tub, & Rooftop Views

Monarch by Avantstay Stunning Estate 1 Block to Beach, Swim Up Bar, Hot Tub, & Rooftop Views

3.5 out of 5
Crystal Beach
Save 100% on your flight
Price was $9,066, price is now $6,320 per person
$6,320
per person
May 31 - Jun 5
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
No reviews
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Save 100% on your flight
Price was $922, price is now $645 per person
$645
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
9/10 Wonderful! (156 reviews)
I absolutely love this place the most beautiful scenery ever.

Reviewed on Feb 3, 2026

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $2,410, price is now $1,691 per person
$1,691
per person
May 25 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,000 reviews)
The room was wonderful and the view of the ocean a nature preserve was beautiful. The resort wasn’t on the beach but the walk was less than a minute from the property. The only issue I would say was the 526 dollar hold for incidentals and resort fees. This really should be stated in the reservation so it isn’t a surprise when arriving. Other than that lovely property and staff

Reviewed on Mar 8, 2026

Luxe Villa Near Beach, Pool + Hottub, Chef's Kitchen Woodward Way by Avantstay

Luxe Villa Near Beach, Pool + Hottub, Chef's Kitchen Woodward Way by Avantstay

3 out of 5
Crystal Beach
Save 100% on your flight
Price was $4,552, price is now $3,237 per person
$3,237
per person
May 31 - Jun 5
found 10 hours ago
Roundtrip flight included
Dallas (DFW) 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

Gulf Front Seaside Iconic Honeymoon Cottage

Gulf Front Seaside Iconic Honeymoon Cottage

Santa Rosa Beach FL
10/10 Exceptional! (95 reviews)
The cottage was lovely and perfect for our anniversary getaway! The views and location are perfect. Dean was always quick with any questions we had. Will definitely book this place again!

Reviewed on Mar 3, 2026

Get rates
Gulf Front Seaside Iconic Honeymoon Cottage
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
$95 nightly
The price is $107 total per night from Mar 17 to Mar 18
$107 total
Mar 17 - Mar 18
Total with taxes and fees
7.8/10 Good! (2,229 reviews)
Clean, well worth paying for the ocean view!!! Great front counter lady who was working alone!

Reviewed on Mar 8, 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
$134 nightly
The price is $150 total per night from Mar 22 to Mar 23
$150 total
Mar 22 - Mar 23
Total with taxes and fees
8.8/10 Excellent! (1,149 reviews)
Very clean and walking distance to so much. 10/10 would definitely be back

Reviewed on Mar 8, 2026

Hilton Garden Inn Destin Miramar Beach
See all 25,989 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

4.5/5(886 reviews)

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_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
SantaRosaBeach_CentralSquare_6298644_04

Central Square

4.5/5(8 reviews)

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

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

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