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Seaside Vacations from $597
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The Latest Seaside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Bay Club of Sandestin
Sep 21 - Sep 27Bay Club of Sandestin + Flight
Miramar Beach6 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$835$597found 1 day agoper traveler - Sandestin Golf and Beach Resort
Sep 21 - Sep 27Sandestin Golf and Beach Resort + Flight
Miramar Beach6 nights4.0 star property7.8/10 - Good (4,079 reviews)"😁😁😁"Reviewed July 28, 2026Roundtrip • Boston (BOS) - Destin (DSI)BOS - VPS • 1 stop VPS - BOS • 1 stop - Wharf & Wander by Avantstay Walk to Village + Beach Tram + Resort Pool + Golf Baytowne Wharf
Sep 21 - Sep 27Wharf & Wander by Avantstay Walk to Village + Beach Tram + Resort Pool + Golf Baytowne Wharf + Flight
Miramar Beach6 nights4.0 star property2.0/10 - (1 review)"Absolutely zero information about checking in. There’s no way to check in. Had to call Expedia to get a hold of the property."Reviewed July 28, 2026Roundtrip • Boston (BOS) - Destin (DSI)BOS - VPS • 1 stop VPS - BOS • 1 stop - Graytness by Avantstay Sleeps 32 Private Pool + Spa Golf Carts + Bikes Near Beach + Seaside
Sep 14 - Sep 20Graytness by Avantstay Sleeps 32 Private Pool + Spa Golf Carts + Bikes Near Beach + Seaside + Flight
Grayton Cove6 nights3.0 star propertyRoundtrip • Dallas (DFW) - Destin (DSI)DFW - VPS • Nonstop VPS - DFW • Nonstop - Woodland Shores by Avantstay Sleeps 22 Massive Pool + Spa Golf Cart + Game Room + BBQ Near Seaside
Sep 14 - Sep 20Woodland Shores by Avantstay Sleeps 22 Massive Pool + Spa Golf Cart + Game Room + BBQ Near Seaside + Flight
Gulfview Heights6 nights3.0 star propertyRoundtrip • Dallas (DFW) - Destin (DSI)DFW - VPS • Nonstop VPS - DFW • Nonstop
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."
$597 nightly
The price is $669
$669 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
$760 nightly
The price is $851
$851 total
Aug 14 - Aug 15
Total with taxes and fees
9.4 out of 10, Exceptional, (815 reviews)
9.4/10
Exceptional
(815 reviews)
"Clean room- shops nearby"
$159 nightly
The price is $178
$178 total
Aug 9 - Aug 10
Total with taxes and fees
8.8 out of 10, Excellent, (807 reviews)
8.8/10
Excellent
(807 reviews)
$107 nightly
The price is $119
$119 total
Aug 16 - Aug 17
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
$213 nightly
The price is $241
$241 total
Aug 16 - Aug 17
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."
$285 nightly
The price is $319
$319 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, (213 reviews)
9.0/10
Wonderful
(213 reviews)
"Very good 👍 evening was great"
$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.