Holiday rentals in Seaside

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Top-rated holiday rentals in Seaside

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Top guest favourite

Apartment in Santa Rosa Beach

4.99 out of 5 average rating, 137 reviews

Modern Seagrove studio steps from the beach

Steps from the beach, The Seagrove Studio is the perfect place for a family holiday, romantic getaway, or remote work. Neighbored by an organic cafe, local-favorite restaurants, and a fresh seafood market, the modernized space includes luxurious linens, a well-equipped kitchen, dedicated workspace, Samsung Frame smart TV, Nespresso machine, and beach chairs. Enjoy your morning coffee in an Adirondack chair on the private patio or take the short walk across the street to the world-class beach 🏖.

Top guest favourite

Apartment in Rosemary Beach

4.97 out of 5 average rating, 122 reviews

Lochshire: 30A Escape! 2BR-Beach-Pool-Cart-Fun!

Discover Lochshire on 30A, a charming 2B/2B townhome in the Prominence community, perfect for families or small groups. Steps from The Big Chill, bike paths, and beaches, this retreat offers resort-style pool access along with a complimentary electric cruiser and bikes for easy exploring. Inside, enjoy an open floor plan with bright interiors, a chef-inspired kitchen, and thoughtfully designed spaces to relax after a day of fun. It’s the perfect blend of comfort, convenience, and coastal charm!

Top guest favourite

Apartment in Inlet Beach

4.99 out of 5 average rating, 160 reviews

FlipFlopsOn II • 80 steps to the Beach • FL 30A

Recommended by ‘TRAVEL + LEISURE’, FlipFlopsOn II is 80 steps to Inlet Beach, one of FL’s most beautiful white-sand Gulf Coast beaches! This dreamy full studio sleeps 4 (4 beds), & sits beachside of the 30A National SCENIC BYWAY adjacent to Lake Powell; walk/bike to Inlet, Alys & Rosemary Beach dining & entertainments Featuring a clean Cali-Florida vibe, POOL, GRILL, beach gear, fast wi-fi, smart TV, fully-equipped kitchen, & sunsets from your private patio! Park your car, walk everywhere!

Top guest favourite

Townhouse in Santa Rosa Beach

4.98 out of 5 average rating, 110 reviews

Stunning, GULF FRONT, Beach Access, Seagrove - 30A

Located GULF FRONT, Cool Water Beach offers unobstructed, breathtaking views of the OCEAN! It's perfect for a couples getaway, a girlfriends trip, & small families too. This unique retreat, renovated in 2017 and updated this year with new floors, furniture and bed linens throughout, will free you of all worries the moment you walk through the door. Our home is located in Seagrove, within biking distance of Seaside & Watercolor to the west & the Big Chill, Alys and Rosemary Beach to the east.

Top guest favourite

Guest house in Santa Rosa Beach

5 out of 5 average rating, 191 reviews

"Watercolor-Getaway Bungalow” Beach/6 Pools/Camp

The "Getaway Bungalow" is a carriage house located in Watercolor FL across from Seaside. This ideal vacation rental is separate from the private home in a spacious studio-like room. The cozy carriage house is located on a quiet cul-de-sac overlooking a beautiful pond steps away from the beach, Camp Watercolor, and Seaside, FL. Amenities •Elevator (Lift) •Smart TV/Internet •2 Bikes/Beach Chairs/Umbrella •Parking at Carriage House Kitchen •Refrigerator •Microwave •Coffee Maker •Dishwasher

Guest favourite

Treehouse in Santa Rosa Beach

4.93 out of 5 average rating, 102 reviews

Romance On The Bayou

Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

Top guest favourite

Apartment in Santa Rosa Beach

4.99 out of 5 average rating, 157 reviews

LOCATION! Ground Level, Gulf Front in Seagrove!

Newly decorated in 2024, Welcome to paradise! This unit is located on the ground floor allowing quick access to the beach. Completely renovated with new flooring, walls, ceilings, kitchen, and baths. This professionally decorated condominium offers splendid furnishings. The Master offers a king size bed with luxury linens and adjoining bathroom with walk-in shower. The kids will love the triple bunk beds recessed in the hallway. Comfortable sleeper sofa with memory foam topping.

Guest favourite

Apartment in Santa Rosa Beach

4.94 out of 5 average rating, 284 reviews

89.HotzAvenue - Downtown Grayton Beach 1

Relax in old Florida's charming Grayton Beach, just steps from the powder white beaches of South Walton. Downtown Grayton #1 is centrally located on world-famous Scenic 30A - minutes from Seaside, Watercolor, Alys Beach, and Rosemary Beach. Your recently refurbished condo offers an eclectic, comfortable, convenient escape for couples, solo travelers and families. One story above a Grayton Beach staple, The Zoo Gallery & directly across the street from the legendary Red Bar!

Top guest favourite

Home in Santa Rosa Beach

4.94 out of 5 average rating, 114 reviews

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

Top guest favourite

Townhouse in Santa Rosa Beach

4.99 out of 5 average rating, 120 reviews

Gulf Front, Like NEW 2 BR + Bunks Townhome on 30A

NEWLY RENOVATED INSIDE AND OUT! Check out "Now I Sea" Luxury Gulf-Front featuring 2 bedrooms, 2.5 baths, plus Twin XL Bunks. "Now I Sea" will help you enjoy all of the best aspects of 30A! We are located between Alys Beach and Watersound with plenty of activities and restaurants in close distance. Walk out your back door right onto the beach. Includes beach chair setup (2 chairs and 1 umbrella) during Peak season (March 1 - July 31) and 2 bikes year round.

Top guest favourite

Tiny home in Santa Rosa Beach

4.97 out of 5 average rating, 153 reviews

Studio Juan, Seagrove Beach tiny house 30A + pool

*Pool estimated completion May 2025. Date subject to change. Studio Juan is a unique, craftsman, 160 ft2 tiny house in Seagrove Beach. This is one of three unique stays part of the Casa de Juan property (others include our beach cottage "The Juander Inn” and our RV campsite, "Juanderland RV"). All are located two blocks north of the emerald waters of prestigious 30A. Book your stay today! *Shared pool estimated completion May 2025. Dates subject to change.

Top guest favourite

Tiny home in Santa Rosa Beach

4.99 out of 5 average rating, 159 reviews

Southerncross30A (Pet fee $75)

A modern beach cottage settled in a quaint neighborhood of 30A. Less than 1/2 mile from the white sand beaches of the Emerald Coast. We boast one of the best beach accesses on 30A. Gulfview Heights Beach access is also close to coastal dune lake Draper Lake just a short walk down the beach. **One pet only, 35# wt limit, $75 pet fee