Vacation rentals with a pool in Seaside

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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 modern studio space features an open layout with a comfortable sofa and a queen bed. The kitchen area is equipped with stainless steel appliances and bar seating for three. Soft blue accents are present throughout, offering a calm ambiance.

Condo in Santa Rosa Beach

4.97 out of 5 average rating, 154 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 🏖.

Guest favorite

A modern kitchen is presented with stainless steel appliances, including a stove and refrigerator. Open shelves display dishware and decor, while a large circular mirror adds interest to the wall. The light wood flooring complements the bright, neutral color scheme.

Condo in Santa Rosa Beach

4.89 out of 5 average rating, 296 reviews

30-A Getaway near Seaside 102

Contact us for long term winter rates & winter specials! Escape to paradise and indulge in the ultimate coastal retreat. Just steps away from the sugar-white sands of South Walton, this serene & stylish haven invites you to unwind in total comfort. Take a leisurely stroll to the heart of Seaside, where charming food trucks, boutique shops, & world-class dining await. Whether you're savoring gourmet cuisine or catching a golden sunset on the beach, every moment here feels like a dream come true.

Guest favorite

An outdoor area features a private saltwater pool illuminated in blue. Surrounding the pool are wooden lounge chairs and a covered seating area with soft lighting. The backdrop includes lush trees and a well-equipped outdoor kitchen, making it an inviting space for relaxation.

Home in Seacrest

4.95 out of 5 average rating, 215 reviews

Pet Friendly 30A Heated Pool Ocean View Beach 0.10

SEARENITY is a 3 Bed/ 3 FULL bath single family home located on 30A in Old Seacrest. Enjoy beautiful ocean views and a 3 min/ 0.1 walk (map quest walking) to a quiet, gorgeous beach. Our PUBLIC Beach access is RARE. There is NO PARKING so it is always quieter than any other access points. All beach necessities provided. Secluded back yard with outdoor kitchen and private salt water pool (Heated off season). Well equipped kitchen with coffee bar/regular bar. Balcony with ocean views and sunsets.

Top guest favorite

The sleeping area features a spacious bed adorned with crisp white linens and decorative throw blankets. Natural light fills the room through large windows draped with sheer curtains, while a cozy dining set is positioned nearby, integrating a relaxed coastal aesthetic.

Condo in Inlet Beach

4.99 out of 5 average rating, 166 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 favorite

The bedroom features a spacious bed with a light gray quilt, complemented by decorative pillows. Shelves hold coastal-themed decor, while a blue dresser provides additional storage. Soft lighting is provided by wall-mounted lamps on either side of the bed, enhancing the serene ambiance.

Condo in Rosemary Beach

4.99 out of 5 average rating, 161 reviews

30A Rosemary*Alys Beach-5min Walk to Beach-Sleeps

Unwind in this centrally located & renovated studio condo. Enjoy the bright & breezy studio nestled btwn Rosemary & Alys Beach. It features a thoughtfully appointed kitchenette, a comfortable lounging area & a selection of amenities. You're right on scenic Hwy 30A, so it's an easy stroll/bike ride to all the shops & delicious eats. You're about a quick 5-min walk, door to sand, to the beach. When you're not out exploring, the relaxing pool & bubbly hot tub are steps from your patio.

Top guest favorite

A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.

Home in Santa Rosa Beach

4.97 out of 5 average rating, 177 reviews

Small Waves-30A beachhouse w golf cart/neighb pool

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

Top guest favorite

A bright dining area features a large wooden table surrounded by stylish chairs. A crystal chandelier hangs above, adding elegance. The open space connects to a cozy living area with soft seating and large glass doors revealing ocean views and natural light.

Condo in Santa Rosa Beach

5 out of 5 average rating, 113 reviews

Oceanfront in Seagrove w/private beach!

Welcome to our little piece of paradise in Seagrove! Our 2nd floor beachfront condo boasts breathtaking ocean views, private beach access, free parking, beach chairs, toys and umbrella and a fully updated interior for a comfortable and relaxing stay. Unwind in the open-concept living space, cook up a storm in the fully-equipped kitchen, and soak in the sun on your private balcony. With direct access to a private beach, you can enjoy endless days of sand, sea, and sunshine!

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, 129 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.

Superhost

A bright living area features a modern gray sectional sofa adorned with light-colored pillows. A wooden coffee table sits in front of the sofa. A large mirror reflects the space, while a plant is placed on a bar-style countertop with seating for three. Ample natural light enters through the multi-paned windows.

Condo in Santa Rosa Beach

4.96 out of 5 average rating, 134 reviews

Hour Sunset

Hour Sunset is located just a short walk across 30A to the beautiful sands and emerald beach waters of the Florida Gulf Coast! From the balcony you'll overlook a manicured greenspace, newly resurfaced pool, and even get a glimpse of the Gulf of Mexico. Freshly renovated to create a comfy feel for guests and ourselves to relax. We hope you make some time during your stay to enjoy the beauty of the sunsets - that's why we chose the name!

Top guest favorite

A bright open-concept living space features a cozy sectional sofa and two armchairs. A coffee table sits in the center, complemented by a patterned area rug. Large windows provide natural light, with a modern pendant light hanging from the ceiling. A TV is mounted on a white cabinet.

Condo in Inlet Beach

4.98 out of 5 average rating, 105 reviews

30A 2BR Gem | Pool, Beach & Cruiser

Soak up 30A life! Twickenham is a bright 2BR/2BA condo that gives you quick beach access, a sparkling community pool and a private electric cruiser for easy exploring. • Comfy bedrooms with premium linens • Kitchen stocked with cookware, dining ware, coffee, and more • Free bikes, beach gear & parking • Smart TVs + high-speed Wi-Fi Superhost, 100+ glowing reviews! Reserve your dates now before they disappear.

Top guest favorite

Four Segway electric scooters are lined up on a patterned stone driveway. Each scooter features a sleek design with distinct colors, and sturdy wheels suited for various terrains. The garage door is visible in the background, highlighting the residential setting.

Townhouse in Watersound

4.99 out of 5 average rating, 140 reviews

Big Chill 30A | Scooters | Pool | Nearby Beaches!

Experience 30A luxury in this newly built, professionally designed townhome in Prominence. Just 5 min by bike or scooter to Gulf Lakes or Deer Lake beach access (PUBLIC). Located near Alys, Rosemary, pristine beaches, and top-rated local restaurants. - Fully-equipped Kitchen - 4 Segway Electric Scooters - 4 Beach Cruisers - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL

Top guest favorite

A sleek black golf cart is parked in front of the townhome, showcasing its comfortable seating and sturdy design. A light-colored garage door and well-maintained landscaping are visible in the background, indicating easy access to the surrounding area.

Townhouse in Watersound

4.99 out of 5 average rating, 199 reviews

Prominence 30A: Cozy & Comfy w/ Golf Cart & Bikes

Welcome to Southern Comfort in the Prominence community located on 30A between Seaside and Rosemary Beach. This chic 2 bedroom, 2 bathroom townhome is the perfect venue for family and friends. Easy access to the beach via golf cart or bicycles. This home has a fully equipped kitchen, king size bed, Full over Queen Bunk, sleeper sofa in Living Room, Wifi, TVs in every room, and a Golf Cart!