Photo by Visit South Walton
Open Photo by Visit South Walton
Seaside Vacations from $518
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Seaside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Sandestin Golf and Beach Resort
Aug 27 - Aug 30Sandestin Golf and Beach Resort + Flight
Miramar Beach3 nights4.0 star property7.8/10 - Good (4,080 reviews)"The golf courses were nice. The bathroom in my room had mold on the ceiling. I won’t stay in that building again. But I am interested in going back to the resort."Reviewed July 28, 2026Roundtrip • Boston (BOS) - Destin (DSI)BOS - VPS • Nonstop VPS - BOS • Nonstop$655$518found 1 day agoper traveler - 30A Southern Sugar by Avantstay Sleeps 26 Pool + Hot Tub + Game Room + Golf Cart + Bikes
Sep 5 - Sep 1030A Southern Sugar by Avantstay Sleeps 26 Pool + Hot Tub + Game Room + Golf Cart + Bikes + Flight
Dune Allen Beach5 nights3.0 star propertyRoundtrip • Philadelphia (PHL) - Destin (DSI)PHL - VPS • Nonstop VPS - PHL • 1 stop - Landing Furnished Apartments Near Point Washington State Forest
Oct 8 - Oct 12Landing Furnished Apartments Near Point Washington State Forest + Flight
Santa Rosa Beach4 nights3.0 star propertyRoundtrip • New York (NYC) - Destin (DSI)LGA - VPS • 2 stops VPS - JFK • 1 stop$1,690$1,307found 1 hour agoper traveler - Bay Club of Sandestin
Oct 15 - Oct 19Bay Club of Sandestin + Flight
Miramar Beach4 nights3.5 star property9.0/10 - Wonderful (176 reviews)"Loved the room and low key atmosphere! It was a short drive to activities and overall the best bang for our buck!"Reviewed July 26, 2026Roundtrip • Boston (BOS) - Destin (DSI)BOS - VPS • 1 stop VPS - BOS • 1 stop$692$545found 1 day agoper traveler - Landing Apartments Santa Rosa Beach
Oct 8 - Oct 11Landing Apartments Santa Rosa Beach + Flight
Santa Rosa Beach3 nights4.0 star property9.2/10 - Wonderful (12 reviews)Roundtrip • New York (NYC) - Destin (DSI)LGA - VPS • 2 stops VPS - LGA • 1 stop$1,337$1,054found 18 hours agoper traveler
Discover the most popular places to visit in Seaside
What to do near Seaside
Self Guided Ebike Adventure on the Scenic Timpoochee Trail
$71
per adult
100% of travelers recommend
Private Vacation Photoshoot with Photographer in Fort Lauderdale
$216
per adult
0% of travelers recommend
Seaside Hotel Deals
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
"This was a great place in a great location behind Tupelo Street only a short walk to core of Seaside. The management company for the property was excellent with communication and meeting expectations. We will definitely use them again and likely this specific property."
$594 nightly
The price is $666
$666 total
Aug 5 - Aug 6
Total with taxes and fees
Beautiful Original Seaside Cottage + Swim & Tennis Club: Sleeps 6
Beautiful Original Seaside Cottage + Swim & Tennis Club: Sleeps 62.5 star property
Seaside
$753 nightly
The price is $844
$844 total
Aug 14 - Aug 15
Total with taxes and fees
9.4 out of 10, Exceptional, (817 reviews)
9.4/10
Exceptional
(817 reviews)
$159 nightly
The price is $178
$178 total
Aug 9 - Aug 10
Total with taxes and fees
8.8 out of 10, Excellent, (808 reviews)
8.8/10
Excellent
(808 reviews)
$111 nightly
The price is $124
$124 total
Aug 12 - Aug 13
Total with taxes and fees
Hibiscus Coffee & Guesthouse
Hibiscus Coffee & Guesthouse3.0 star property
Grayton Beach, 2 mi from Seaside
9.2 out of 10, Wonderful, (331 reviews)
9.2/10
Wonderful
(331 reviews)
"We love The Hibiscus. We always stay in The Big Easy room which is spacious and not connected to the rest of the property. We decided to stay an extra night and it was already booked. The owner helped us by booking us into one of the flats. Game changer. Now we want to come back in the fall and stay longer. The flats have more room and a full kitchen. This boutique inn is a hidden gem. We can’t wait to come back. It is rare in this area to stay at a place where you can walk to the beach and...
$159 nightly
The price is $178
$178 total
Aug 10 - Aug 11
Total with taxes and fees
$231 nightly
The price is $261
$261 total
Jul 30 - Jul 31
Total with taxes and fees
8.4 out of 10, Very Good, (26 reviews)
8.4/10
Very Good
(26 reviews)
"Very close walk to the beach, room was clean and very accurate per description."
$280 nightly
The price is $314
$314 total
Aug 13 - Aug 14
Total with taxes and fees
Tru By Hilton Santa Rosa Beach
Tru By Hilton Santa Rosa Beach2.5 star property
Dune Allen Beach, 9.9 mi from Seaside
9.0 out of 10, Wonderful, (214 reviews)
9.0/10
Wonderful
(214 reviews)
$98 nightly
The price is $109
$109 total
Aug 17 - Aug 18
Total with taxes and fees
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.
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.
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.