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Vacation Rentals & Apartments in Seaside

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2,517 apartments

Santa Rosa Home w/ Pool Access - Half Mi to Beach!

Seaside house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$215

Santa Rosa Beach House w/ Bikes, Deck & Grill!

Seaside house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$213

Spacious family-friendly townhome with shared pool - close to the beach!

Seaside house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$270

'Nivel Del Mar' w/ Heated Saltwater Pool & Hot Tub

Seaside house

5 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$310

Santa Rosa Beach Home - 5 Minutes From The Gulf!

Seaside house

4 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$218

Upscale Getaway w/ Pool & Golf Cart 1Mi to Beaches

Seaside house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$187

Emerald Coast Home w/ Yard - Walk to Beach!

Seaside house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$149

NEW LISTING! Charming home near the beach w/ adult bikes and a community pool!

Seaside house

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$330

Home Near 30A: Walk to Beach, Shops & Bicycles!

Seaside townhouse

4 bedrooms / 4 bathrooms / sleeps 11

Price per night from

$213

Seaside Sun - Couples Getaway with King bed - Beach Chair Service Included

Seaside condo

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$149

NEW! Beach House Right off 30A: 6-Seater Golf Cart

Seaside house

5 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$420

Santucket

Seaside house

4 bedrooms / 3 bathrooms / sleeps 16

Price per night from

$327

NEW! Bright Coastal Condo w/ Pool, 0.5 Mi to Beach

Seaside condo

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$135

Family Getaway w/ Large Deck < ½ Mile to Beach!

Seaside house

5 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$196

NEW! Santa Rosa Beach House by 30A ~ 1 Mi to Ocean

Seaside house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$230

Price per night from

$254

NEW! Santa Rosa Beach Oasis w/ Rooftop Deck Views!

Seaside house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$233

Romantic Studio at Gulf Place on 30A

Seaside condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 46 minutes

Price per night from

$122

⛱ 4 Bedroom Florida Cottage across from the Gulf of Mexico

Seaside house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 2 hours 46 minutes

Price per night from

$212

Sandy Toes

Seaside house

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 52 minutes

Price per night from

$238

‘Paradise on The Gulf’ w/Pool, 1 Block to Beaches!

Seaside house

6 bedrooms / 4 bathrooms / sleeps 16

Price per night from

$432

Great rentals within 20 miles that match your search

Awesome Gulf Front 7th Floor Condo ~ Large Balcony

Destin condo

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$784

Beachfront luxury in the heart of Destin - 3 kings, beach service included

Destin condo

1 bedroom / 3 bathrooms / sleeps 6

“Spring Break” I work in the banking industry and enjoy the long weekends the schedule of national/federal holidays provide each year. There is quite a "dry spell" between President's Day and Memorial Day so it has become my tradition to get away and "get wet" in the beautiful waters of the Emerald Coast. This year (2015), I spent four relaxing days at LaSata. Time spent on the ground floor, patio with a view of the well-appointed grounds made a cup of coffee all the better. The room is cozy and the efficiency kitchen area provided every amenity I needed for my stay. I look forward to returning in the future to take advantage of its proximity to The Villages of Baytown Wharf.

Price per night from

$262

'Bikini Bottoms' 23 Steps to sugar white Beach

Panama City Beach house

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$472

Sandy Bottoms at Seacrest!

Seacrest Beach house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$476

Brand New | 7 Bed/7.5 Bath | Private Pool | Free 6 Passenger Golf Cart!

Sandestin house

7 bedrooms / 8 bathrooms / sleeps 22

Price per night from

$310

Bright, two-story condo near the beach w/ a shared pool & two large decks

Miramar Beach condo

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$161

Lovely condo w/free WiFi/shared pool/hot tub - close to beach & entertainment!

Miramar Beach condo

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$165

Chic, Gulf front getaway w/ amazing views, shared pools, sports courts, & a gym!

Sandestin condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$229

Recently upgraded, family-friendly condo near the beach - docks nearby!

Shalimar condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$206

Viewing 30 of 2,517
rentals in Seaside

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About Seaside

Known for its clean beaches and peaceful aura, Seaside Beach, FL is the ultimate relaxing getaway. Step outside your vacation rental onto the white sand beaches of Seaside and sail or surf along its turquoise blue Gulf waters. Let the Gulf breeze blow through your vacation home's balcony while listening to the lull of the waves. With a full kitchen and outdoor patio, vacation rentals offer the perfect opportunity to grill shrimp and seafood for a family barbeque amidst a beautiful Seaside backdrop.

If shopping is your vacation activity of choice, Seaside is home to great surf and clothing boutiques, located along Central Square and in the city's downtown plaza. You will also find a number of great restaurants, from juice bars, to beachside grills and fine dining cuisine.

Seaside is known for its distinct architectural beauty and set up. "New Urbanism," a phrase that was coined when developer Richard Davis designed Seaside, boasts cozy narrow streets, unique fences, and tightly situated homes to encourage a walking and biking community. By putting an emphasis on walking, the city's shops, restaurants, and boutiques are easy to access and feel much more personal.

Here are a few additional suggestions of things to do while you're here:

  • See live music outdoors: The Saturday Concert Series takes place during the fall, and offers visitors an array of free live music every Saturday in the city's amphitheater.
  • Stroll through the Modica Market: This market, family-owned and operated, is a gourmet food and specialty wine market located in the heart of Seaside Central Square.
  • Go swimming: Your rental home may offer a pool, but nothing beats heading to a beach that's a few steps away from your front door. Seaside beaches are a great place to snorkel, build a sandcastle, or just soak up the sun and relax.
  • Rent a sea kayak: The waters of the Gulf of Mexico are calm along this part of the coast. This is a beautiful place to launch a canoe or sea kayak and experience close encounters with native plants and marine life.
  • Play tennis: The popular and well maintained tennis courts around Seaside are great gathering places where you can meet friendly locals and perfect your swing.
  • Go fishing: Charter a boat and head into the deep water. It's easy to rent fishing equipment and an experienced guide can lead you to the best places to make a good catch.

The best way to experience the charming, laid-back atmosphere of Seaside, Florida, is with a stay in your own private luxury beach rental. Find an elegant villa overlooking the ocean, a quiet cottage in town, or a roomy vacation rental with all the space and amenities you need to relax in style with your family and friends. While you're planning your trip to Seaside, don't miss a chance to explore beautiful nearby Florida destinations like Santa Rosa and Seagrove Beach.

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