Seaside Vacations from $626

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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.
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Price was $835, price is now $626 per person
$626
per person
May 4 - May 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,000 reviews)
Absolutely beautiful resort. Would go again on a couples trip or with my kids. It had a private beach so it didn’t seem crowded and there was a lot of amenities to relax and enjoy. Perfect vacation. We even had a massage at their spa which was a perfect way to end our mini vacation.

Reviewed on Mar 13, 2026

Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Save 100% on your flight
Price was $1,281, price is now $840 per person
$840
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

Sea Love by Avantstay Coastal Retreat Near Miramar Beach Pool Access, Patio + Grill

Sea Love by Avantstay Coastal Retreat Near Miramar Beach Pool Access, Patio + Grill

3 out of 5
Save 100% on your flight
Price was $4,818, price is now $3,211 per person
$3,211
per person
May 26 - Jun 2
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
No reviews
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Save 100% on your flight
Price was $920, price is now $651 per person
$651
per person
May 4 - May 7
found 2 days 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

Lyle by Avantstay Chic Beach House w/ Pool & Hot Tub Walking Distance to Ocean

Lyle by Avantstay Chic Beach House w/ Pool & Hot Tub Walking Distance to Ocean

3.5 out of 5
Crystal Beach
Save 100% on your flight
Price was $5,416, price is now $4,135 per person
$4,135
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
$81 nightly
The price is $91 total per night from Mar 22 to Mar 23
$91 total
Mar 22 - Mar 23
Total with taxes and fees
7.8/10 Good! (2,244 reviews)
I have stayed in this hotel multiple times and every time I booked I always forget that this property does not have a complimentary ice dispenser like any other hotels where you can conveniently load a small bucket of ice for personal use after a long hot day. However they offer a bag of it for a ...

Reviewed on Mar 15, 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! (1,143 reviews)
Ok

Reviewed on Mar 11, 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
Fully refundableReserve now, pay when you stay
$387 nightly
The price is $437 total per night from Mar 25 to Mar 26
$437 total
Mar 25 - Mar 26
Total with taxes and fees
9.2/10 Wonderful! (1,005 reviews)
Absolutely beautiful resort. Would go again on a couples trip or with my kids. It had a private beach so it didn’t seem crowded and there was a lot of amenities to relax and enjoy. Perfect vacation. We even had a massage at their spa which was a perfect way to end our mini vacation.

Reviewed on Mar 13, 2026

The Henderson Beach Resort & Spa
See all 25,953 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
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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_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
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

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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.