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

An aerial view captures a large resort-style pool surrounded by palm trees and lounge chairs. The pool features a spacious deck and shaded areas, with several guests enjoying the water. Nearby buildings and vehicles are visible, illustrating the community's layout.

Townhouse in Rosemary Beach

4.99 out of 5 average rating, 125 reviews

Lux 30A Town Hm, Heated Pool, CART, Beach & Dining

Stay right on Scenic 30A in this Luxury Getaway & your family will be close to everything with a centrally-located villa. 30A Sandpiper perfectly interprets the Emerald Coast Seaside Spirit 🏖️ a peaceful retreat nestled along the most beautiful beaches in the Gulf of America 🇺🇸. Across 30A is The Big Chill, a 1st-class entertainment district with lots of f/b options. Master BR1 ensuite has spa-like bathroom. 2nd MBR & Great Room each offers balcony access. Property includes 5 ⭐️ Resort Style POOL

Top guest favorite

A serene heated pool is visible, situated atop a dune with expansive views of the Gulf of Mexico. Sun loungers are placed around the pool area, with wooden boardwalks leading to the beach in the background, where soft waves gently meet the shore.

Home in Inlet Beach

4.99 out of 5 average rating, 128 reviews

30A Beach Villa-Steps to PrivateBeach! Dogs,Bikes

Newly renovated! Just completed a full remodel and very excited to share the GORGEOUS results with you! For more photos &insights, follow us on IG @The30ABeachHouse Our exclusive gated community is on the south side of Scenic Highway 30A in South Walton County, situated directly between Rosemary Beach and Alys Beach. Stroll down a palm tree lined walkway, with cobblestone streets, <1 min walk to the heated pool that sits high on the dunes, above the sugar white sand beach on the Gulf of Mexico.

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

4.99 out of 5 average rating, 149 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 spacious pool area features a curved swimming pool surrounded by lounge chairs. Lush greenery provides shade, while a covered seating area stands nearby, offering additional relaxation options. The two-story building looms in the background, enhancing the inviting outdoor setting.

Condo in Santa Rosa Beach

4.89 out of 5 average rating, 293 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.

Top 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, 208 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.

Guest favorite

A spacious community pool is surrounded by palm trees and lounge chairs, creating an inviting outdoor space. Water features gently spray from the edges of the pool, adding to the relaxing atmosphere. Clear blue skies complement the scene.

Townhouse in Santa Rosa Beach

4.93 out of 5 average rating, 121 reviews

Family Fall Break | Stylish Coastal Stay w/ Bikes!

Relaxation awaits as you walk through the front door of this idyllic 2 bedroom townhome nestled in the picturesque community of Prominence, one of Scenic Highway 30A's newest gems. Perfect for a small family or ideal for a couple’s getaway the coastal inspired theme woven throughout the home makes the travails of every day life seem like a distant land far off on the horizon. Once you are here, we are confident that “Shore Beats Working” will become your favorite beach vacation destination.

Top guest favorite

The pool area features a circular swimming pool surrounded by a sun-soaked deck. Lounge chairs are arranged nearby, with palm trees providing a tropical backdrop. Two buildings are visible, showcasing multiple levels and balconies overlooking the pool.

Condo in Santa Rosa Beach

4.96 out of 5 average rating, 290 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

An aerial view captures a coastal community with white-roofed homes lining the streets. Directly behind the highlighted property, the sea glistens in the sunlight, lending a blue hue to the scene. The nearby Highway 30A is visible, connecting the area to more attractions.

Cottage in Panama City Beach

4.96 out of 5 average rating, 149 reviews

Beach Cottage at the Heart of the Best of 30A

Only 800ft to beach and no roads to cross! Easy to go to and from the powdery sand multiple times a day. Easily enjoy nice interludes back at the cottage for eating, cooling off, taking a nap, or grabbing forgotten items... you won't want to miss any sunsets. A 10 min walk gets you to restaurants, coffee, ice cream, live music and more. Wind down with a movie on an 65-inch TV and free Netflix, cable, and Gigabit Ethernet. EV charging available on site. 4 bikes are included, a big savings!

Top guest favorite

Condo in Santa Rosa Beach

4.98 out of 5 average rating, 155 reviews

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access

Step into The Hideaway At Palms North and immerse yourself in this sun-filled airy space with vaulted ceilings and a modern, coastal chic interior. Our recently renovated beach condo offers an inviting place to unwind after a day spent soaking up the sun on 30A's iconic white sand beaches. Whether you're here on a honeymoon or bringing the kids along, The Hideaway's private beach access, desirable location, amenities, and thoughtful design touches are sure to make your vacation memorable.

Superhost

A clear blue pool is surrounded by a spacious patio area, featuring multiple lounge chairs and a tranquil atmosphere. Lush green trees provide shade, while a covered pavilion with seating is visible in the background, enhancing the inviting recreational space.

Condo in Santa Rosa Beach

4.89 out of 5 average rating, 277 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. ✯✰Bikes, 10ft paddleboard, boogie boards, beach umbrella and chairs ✰✯ ✔ 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 ✔ 60” Smart TV ✔ Indoor electric fireplace ✔ LED lighting Minutes to Seaside

Top guest favorite

Home in Santa Rosa Beach

4.97 out of 5 average rating, 172 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

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

4.94 out of 5 average rating, 126 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.