Seaside Vacations from $577

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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.
Bay Club of Sandestin

Bay Club of Sandestin

$577
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
9/10 Wonderful! (181 reviews)
The condo building and the unit we stayed in are outdated and need to be modernized. Common areas were not clean and the hallway off the elevator where our unit was located had a very pungent smell of mildew and mold. The unit itself needs major updating from new kitchen and bathroom fixtures as well as furniture and carpet.

Reviewed on Aug 31, 2026

The Bluefin - Ultra Luxury Beach Home

The Bluefin - Ultra Luxury Beach Home

Crystal Beach
Save 100% on your flight
$1,723
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
No reviews
Landing Furnished Apartments near THSP

Landing Furnished Apartments near THSP

$855
per person
Oct 24 - Oct 31
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
No reviews
Club Wyndham at Majestic Sun

Club Wyndham at Majestic Sun

$650
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
8.2/10 Very Good! (65 reviews)
Perfect location great staff and tons around to shop and dine

Reviewed on Jan 15, 2026

Beach Street Cottages

Beach Street Cottages

$604
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
8.8/10 Excellent! (25 reviews)
Staff is friendly. It’s clean and very close to the beach.

Reviewed on Jul 19, 2026

Where to stay in Seaside

Find the best Seaside areas and neighborhoods for the activities you enjoy most. Learn more about Seaside
A beach at sunset with a calm sea, a wet sand path, and buildings in the background.

Seagrove Beach

1 out of top 10 points of interest in this area

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

A beach with a sign warning of no lifeguards on duty and advising to swim at one's own risk.

Watercolor

1 out of top 10 points of interest in this area

While visiting Watercolor, you might make a stop by sights like Grayton Beach State Park and Seagrove Beach West.

A narrow wooden boardwalk through a dense forest with tall trees and tall grass.

Grayton Beach

1 out of top 10 points of interest in this area

You'll enjoy the beaches and bars in Grayton Beach. You might want to make time for a stop at Grayton Beach State Park or Grayton Beach.

A sandy beach path with wooden fences and tall grasses.

Blue Mountain Beach

1 out of top 10 points of interest in this area

If you're spending some time in Blue Mountain Beach, Blue Mountain Beach and Santa Rosa Beach are top sights worth seeing.

A beach with a sign warning of no lifeguards on duty and advising to swim at one's own risk.

Beach District

While Beach District isn't home to many top sights, Seaside Beach and Grayton Beach State Park are some notable places to visit nearby.

Seaside Hotel Deals

Beachside Resort Panama City Beach

Beachside Resort Panama City Beach

21905 Front Beach Rd Panama City Beach FL
Fully refundableReserve now, pay when you stay
$80 nightly
$90 total
Sep 14 - Sep 15
Total with taxes and fees
8.2/10 Very Good! (4,280 reviews)
"La playa"

Reviewed on Sep 8, 2026

Beachside Resort Panama City Beach
Radisson Beachfront Hotel - Panama City Beach

Radisson Beachfront Hotel - Panama City Beach

15325 Front Beach Road Panama City Beach FL
Fully refundable
$95 nightly
$107 total
Sep 27 - Sep 28
Total with taxes and fees
7/10 Good! (3,049 reviews)
"This is our third time on this hotel and will be the last, the maintenance of the property had been decreased to a minimum the elevators are dirty all the time the signals are not working, the showers at the entrance of the beach are not working there were no towels at the pool, the clean towels ..."

Reviewed on Sep 8, 2026

Radisson Beachfront Hotel - Panama City Beach
Hilton Garden Inn Destin Miramar Beach

Hilton Garden Inn Destin Miramar Beach

220 Scenic Gulf Drive Miramar Beach FL
Fully refundableReserve now, pay when you stay
$93 nightly
$105 total
Sep 20 - Sep 21
Total with taxes and fees
8.8/10 Excellent! (1,376 reviews)
"The price quality of the location is super."

Reviewed on Sep 8, 2026

Hilton Garden Inn Destin Miramar Beach
See all 26,280 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.

Stay near popular Seaside attractions

A beach with waves, a cloudy sky, and buildings in the distance.

Seaside Beach

9.0/10 (1,038 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.
See properties
A park with a circular amphitheater, palm trees, and a building with a sign.

Central Square

9.0/10 (13 reviews)
You can search for that perfect souvenir at Central Square during your stay in Santa Rosa Beach. Stroll along the seaside in this relaxing area, or check out its top-notch restaurants.
See properties
A parking area with white SUVs, a building with a sign reading "REP," and a sign for "MODICA MARKET."

Seaside Repertory Theatre

9.0/10 (2 reviews)
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.
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A historic building with a balcony, a sign for Sundog Books, and parked cars in front.

Sundog Books

Take the family on an outing to Sundog Books during your trip to Santa Rosa Beach. Wander the beautiful beaches and seaside in this relaxing area.
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A bench with floral designs, potted plants, and a storefront with glass display windows.

Fusion Art Glass Gallery

You can spend time browsing the exhibits at Fusion Art Glass Gallery in Santa Rosa Beach. Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.
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Seaside Amphitheater

You can get tickets for a performance at Seaside Amphitheater during your trip to Santa Rosa Beach. While you're in the area, stroll along the beaches.
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The Chapel at Seaside

You can find out about the history of Santa Rosa Beach with a stop at The Chapel at Seaside. While you're in the area, stroll along the beaches.
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Things to do

Clear Kayak Eco Tours on Lake Powell

Clear Kayak Eco Tours on Lake Powell

$67
per adult
Clear Kayak Eco Tours on Lake Powell
Self Guided Ebike Adventure on the Scenic Timpoochee Trail

Self Guided Ebike Adventure on the Scenic Timpoochee Trail

$69
per adult
100% of travellers recommend
Self Guided Ebike Adventure on the Scenic Timpoochee Trail
Relaxed Private Photography Experience in Santa Rosa Florida

Relaxed Private Photography Experience in Santa Rosa Florida

$75
per adult
100% of travellers recommend
Relaxed Private Photography Experience in Santa Rosa Florida
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.