Vacation rentals with a pool in Seaside

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Seaside

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A clear view of the beachfront pool is presented, surrounded by lounge chairs. Beyond the pool, the private beach stretches along the shoreline, meeting the turquoise waters of the Gulf. The bright blue sky complements the vibrant scene, creating a tranquil atmosphere.
Condo in Santa Rosa Beach
4.96 out of 5 average rating, 118 reviews

Beachfront 30A Private Beach Blue Mountain Paradis

Paradise awaits at your beautiful, beachfront condo with stunning beach views of the PRIVATE BEACH from your own private balcony. The sweeping views continue from inside, through the large windows & sliding glass doors, including an ocean view from the master bedroom. This well appointed, family friendly unit offers 3 bedrooms, sleeper sofa, & 3 full bathrooms to comfortably accommodate 6-8 people. Complimentary Beach Service (2 chairs & umbrella) is included March-October, & 4 bikes year round

Top guest favorite
A spacious bedroom features a large bed with a decorative headboard. Natural light fills the room through multiple windows, complemented by soft white drapes. A small desk and two accent chairs are positioned to create a cozy seating area.
Guesthouse in Rosemary Beach
4.95 out of 5 average rating, 103 reviews

Great Escape Carriage House

Perfect romantic getaway for a couple. One bedroom carriage house including full kitchen and bath. Park your car when you arrive and never need it again. Faces a boardwalk that takes you directly to the gorgeous gulf--a four minute walk. Everything you would find in a fine hotel room, but with the ability to make your own meals when desired. You will have access to all of the community pools and of course the beautiful beach of Rosemary. You will be two quick blocks from shops and restaurants.

Guest favorite
The living area features a modern decor with a black and white color scheme. Comfortable black chairs are positioned around a marble-topped table, while a stylish daybed with accent pillows rests against a wall bearing the phrase 'Escape the Ordinary'. Green plants add a touch of freshness.
Condo in Santa Rosa Beach
4.93 out of 5 average rating, 258 reviews

A+ beach location. Free bikes & beach gear!

Immerse yourself in the popular seaside 30A lifestyle. Steps to beach and an enjoyable walk or bike ride to Seaside restaurants and cafes. Convenient lower floor condo with access to a private patio and common lawn area. ✰Includes free bikes & beach gear✰ ✔ Perfectly located right on 30A, just steps to beach. ✔ Full refund available one day prior to arrival. ✔ Full kitchen ✔ Pool ✔ Fast Wi-Fi w/ space to work ✔ Convenient keyless entry ✔ HD Smart TV ✔ LED lighting Minutes to Seaside

Guest favorite
A modern kitchen is highlighted by white cabinetry and a large island with a sleek marble countertop. Rattan bar stools provide seating, while pendant lights with geometric designs hang above. The space features natural light streaming in from nearby windows, enhancing the warm atmosphere.
Home in Santa Rosa Beach
5 out of 5 average rating, 37 reviews

Amazing Location, Golf Cart, Gorgeous New Construc

"Shore is Suite" is a professionally designed/decorated 4-bedroom, 5 1/2 bath home in the heart of Seagrove. The owners are experienced hosts and built this home with vacation renters in mind. Details include an ensuite bath in each bedroom, a chef's dream kitchen, high end mattresses and linens, a unique style in each room, and an inviting porch with a porch swing and mood lighting. The home is located in a gated neighborhood that will make you feel like you've walked into a Hallmark movie.

Top guest favorite
A bright living area is showcased with natural wood flooring and warm lighting. Comfortable seating is arranged around a spacious coffee table, complemented by a textured area rug. A dining area with light chairs is visible in the background, enhanced by a decorative light fixture.
Townhouse in Santa Rosa Beach
4.97 out of 5 average rating, 110 reviews

Luxury Townhouse in Santa Rosa Beach - The Zen Pad

Top Reasons to Book this 30A Luxury Townhome: * Few minute walk to the beach access point: Directly across 30A * Beautifully renovated in 2024 * Spacious and Peaceful * 3 Balconies * 2 Pools, Tennis / Pickle Ball Courts, Fishing Ponds, BBQ area, etc. * 25+ miles of hiking trails just steps away * Perfectly located near the beach, trails, shopping, grocery, dining, & more! * Great for families or individuals * Fast Wifi for remote work or streaming * Voted as Guest Favorite AIRBNB!

Top guest favorite
Condo in Santa Rosa Beach
4.95 out of 5 average rating, 308 reviews

Sweet Caroline - WALK to beach! 4 bikes included!

Located on the crystal clear waters of the Panhandle, Sweet Caroline is the perfect place for a couples getaway, a trip with girlfriends, and even perfect for small families. Sweet Caroline is located in Seagrove Beach, 1.5 miles east of Seaside. Rosemary and Alys beach are a short drive away. The beach access is directly across the street, 4 min walk from our front door to the sand. We have 4 bikes for use during your stay! The pool is heated March 1 - April 15 and the week of Thanksgiving.

Top guest favorite
A bright living area features a spacious white sofa adorned with colorful cushions. A wooden coffee table sits on a woven rug, complemented by a leather armchair. Large windows invite natural light, revealing a view of greenery outside.
Townhouse in Inlet Beach
4.98 out of 5 average rating, 128 reviews

2 Pools ~ Golf Cart ~ Bikes ~ Xbox!

You have to 'Sea' it to 'Believe' it - come hang at our home for the summer! Sea'n is Believe'n is a newly redesigned home with extra special details - right in the heart of Prominence on 30A. This 3 bed, 2.5 bath home is great for families and comes with a brand-new golf cart, incredible amenities, and it's situated right across the street from “The Big Chill”! The Prominence community features 2 Resort style pools, outdoor space, outdoor grills, and easy access to the beach.

Top guest favorite
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 135 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.

Guest favorite
The exterior of the vacation rental features a charming one-story house embraced by lush landscaping. Flanked by tall palm trees, a welcoming porch with a green door invites guests inside, while a paved walkway leads to the entrance.
Cottage in Santa Rosa Beach
4.96 out of 5 average rating, 108 reviews

Trendy Seagrove Retreat | Bikes + Prime 30A

Stylish Seagrove Cottage in Prime 30A Location Welcome to Seas the Day, a freshly renovated 3-bedroom, 2-bathroom beach cottage located in the golf cart–friendly Cottages at Eastern Lake community in Seagrove Beach. With all-new interiors, an unbeatable location near Seaside and local favorites, and thoughtful extras like four cruiser bikes, beach gear, and kid-friendly amenities included, this home is designed for laid-back beach days and easy 30A living.

Guest favorite
A bright bedroom is furnished with a spacious bed adorned with white linens and several decorative pillows. Two bedside lamps provide soft lighting, and a woven area rug covers the wooden floor. A chair offers an additional seating option, while artwork depicting sailboats decorates the walls.
Condo in Santa Rosa Beach
4.95 out of 5 average rating, 126 reviews

Starr of Seagrove - 3 Min Walk to Beach!

Beautiful, renovated condo in Seagrove Beach! Steps from the beach & Cafe Thirty-A, & many other local favorites! Just a short (1-2 mile) bike ride from Seaside, Publix, shops & restaurants. On-site pools & tennis courts. Perfect for a couple's or small family beach vacation. We are open to renting directly to guests 18+ (i.e. college or high school students; children traveling with families are also welcome, of course!) See policies & rules for details.

Top guest favorite
A light-filled living area is designed with comfortable seating including two armchairs and a sofa. A round coffee table rests on a patterned rug, with a decorative bowl at its center. A large television is mounted on the wall, surrounded by tasteful coastal decor.
Townhouse in Watersound
4.98 out of 5 average rating, 203 reviews

Prominence 30A ~ Golf Cart ~ Bikes

Located between Alys Beach and Seaside, La Belle Mer 30A, is located in Prominence, one of 30A hottest luxury beach communities. Rejuvenate at La Belle Mer 30A with soft linens, tasteful coastal décor and natural light. Beach access is within a short low speed vehicle (LSV) or bike ride. Walk or ride to ‘The Big Chill’, (formerly The Hub) to grab dinner and drinks while listening to live music or watching a movie on the 25-foot jumbotron.

Guest favorite
A serene bedroom features large floor-to-ceiling windows showcasing stunning Gulf views. A spacious bed is dressed in soft linens, and a TV is positioned on a wooden dresser. Natural light fills the room, complemented by light curtains and coastal decor.
Condo in Sandestin
4.88 out of 5 average rating, 102 reviews

CostaVista-Sandestin®: Steps to Beach/Gulf Views!

CostaVista™ by Epiqhost is a luxury beachfront 2BR/2BA condo at Sandestin® Golf and Beach Resort featuring private deeded beach access, stunning Gulf views, and modern coastal décor. Relax on your private balcony overlooking the emerald waters or enjoy the heated pool, hot tub, and fitness center. Includes tram passes, free parking, beach towels, and (4) backpack beach chairs—perfect for families, couples, or small groups.

Popular amenities for Seaside rentals with a pool

When is the best time to visit Seaside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR8,096 ZARR7,565 ZARR11,098 ZARR10,186 ZARR10,534 ZARR12,094 ZARR11,878 ZARR10,219 ZARR8,958 ZARR12,509 ZARR14,151 ZARR14,151 ZAR
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C

Quick stats about vacation rentals with a pool in Seaside

  • Total vacation rentals

    Explore 240 vacation rentals in Seaside

  • Nightly prices starting at

    Seaside vacation rentals start at R1,991 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,430 verified reviews to help you choose

  • Family-friendly vacation rentals

    190 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    240 of Seaside vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Seaside rentals

  • 4.8 Average rating

    Seaside stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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