Seaside Vacations from $773

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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 $1,277, price is now $773 per person
$773
per person
May 16 - May 23
found 1 day ago
Roundtrip 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

🌴 Private Backyard Minutes to 30A + Beaches Golf Cart + Bikes Classic Court by Avantstay

🌴 Private Backyard Minutes to 30A + Beaches Golf Cart + Bikes Classic Court by Avantstay

3 out of 5
Save 100% on your flight
Price was $2,321, price is now $1,537 per person
$1,537
per person
Jun 3 - Jun 7
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $1,290, price is now $859 per person
$859
per person
May 16 - May 23
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

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 $1,208, price is now $808 per person
$808
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
9/10 Wonderful! (439 reviews)
Everything was good, second year we've stayed at least a week.

Reviewed on Apr 1, 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 $5,379, price is now $3,806 per person
$3,806
per person
May 8 - May 11
found 8 hours ago
Roundtrip flight included
Minneapolis (MSP) 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
Seagrove Beach

Seagrove Beach

1 out of top 10 points of interest in this area
4.5/5(28 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

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
$152 nightly
The price is $170 total per night from Apr 19 to Apr 20
$170 total
Apr 19 - Apr 20
Total with taxes and fees
8.8/10 Excellent! (1,169 reviews)
We had a great experience here all around

Reviewed on Apr 1, 2026

Hilton Garden Inn Destin Miramar Beach
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
$64 nightly
The price is $73 total per night from Apr 13 to Apr 14
$73 total
Apr 13 - Apr 14
Total with taxes and fees
8/10 Very Good! (2,303 reviews)
We had a great stay and our room was clean. They are quite dated but clean which is a top priority for me. Wonderful spot on the ocean if you choose ocean view. Well worth the $$. Would stay again.

Reviewed on Apr 2, 2026

Palmetto Beachfront Hotel, a By the Sea Resort
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
200 Henderson Resort Way Destin FL
$428 nightly
The price is $484 total per night from Apr 30 to May 1
$484 total
Apr 30 - May 1
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
The location was perfect. On the beach with a walkable small downtown close by. Food was outstanding and the breakfast meny to die for.

Reviewed on Apr 1, 2026

The Henderson Beach Resort & Spa
See all 26,065 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

Family with kids on beach vacation

Seaside Beach

4.5/5(893 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_CentralSquare_6298644_04

Central Square

4.5/5(9 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
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

$217
per adult
Private Vacation Photoshoot with Photographer in Fort Lauderdale
Private Vacation Photoshoot with Photographer in Watercolor Beach

Private Vacation Photoshoot with Photographer in Watercolor Beach

$194
per adult
Private Vacation Photoshoot with Photographer in Watercolor Beach
Sandestin Sunset Eco-Dolphin Cruise Aboard Sol y Luna

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.