Holiday 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 favourite
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, 196 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
Home in Inlet Beach
4.99 out of 5 average rating, 145 reviews

The 30A Beach House | Private Beach + Dune Pool

Welcome to The 30A Beach House, a fully renovated coastal home, inside a private gated community between Rosemary and Alys Beach What Guests Love • 2 bedrooms | 2 bathrooms | sleeps 6 • Private deeded beach access 1-2 min walk • Heated pool on the dunes with Gulf views • Walkable & bikeable to Rosemary & Alys Beach • 4 complimentary cruiser bikes, professionally maintained • Fully stocked beach setup (chairs, umbrella, cooler, toys) • 500+ Mbps WiFi • Dog-friendly • Rare Two-car garage parking

Top Guest favourite
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, 117 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!

Guest favourite
An open-concept living area showcasing a large dining table, flanked by a spacious kitchen and seating area. Natural light fills the space through multiple windows, highlighting modern fixtures and warm wood tones. A television is mounted on the wall, complementing the home’s inviting design.
Townhouse in Watersound
4.97 out of 5 average rating, 159 reviews

6 Seater Cart | Great Location | Pool | near beach

Luxury style townhouse located in the highly sought after community of Prominence on 30A located in between popular Seaside and Rosemary Beach, across the street from the popular hot spot, The Hub. This new beach home is well suited for families of all sizes. Complete with everything including a fully equipped kitchen, a luxury resort style pool, fitness center and close to beach access. Includes 6 seater street legal golf cart This home has WiFi, TVs in every room, beach gear & bikes.

Guest favourite
A light-filled living area features a spacious sectional sofa adorned with decorative pillows. A round wooden coffee table sits center stage, while a flat-screen TV is mounted on the wall. Artwork and a round mirror provide visual interest, complemented by soft blue tones throughout.
Home in Inlet Beach
4.95 out of 5 average rating, 130 reviews

30A Top Rated! Free Golf Cart+Bikes+2 Pools+Bunks

Welcome to Royal Breeze! Our breathtaking 30A home is located in a prime location in the sought after community of Prominence, located in between Seaside and Rosemary Beach and across the street from everyone's favorite - The Big Chill! Spend your days soaking up the sun at our resort-style pools or white sand beaches (only a short golf cart or bike ride away). Spend your nights at the Big Chill watching sports, concerts, and enjoying some of the best food options in the 30A Area!

Guest favourite
A dining area features a white table surrounded by six wooden chairs. A light fixture hangs above, illuminating a large piece of artwork depicting abstract blue tones. Light hardwood flooring complements the bright, neutral walls, enhancing the open and airy feel of the space.
Condo in Santa Rosa Beach
4.95 out of 5 average rating, 124 reviews

30-A Retreat☀️3/2.5☀️Beach Across St☀️Balcony☀️Pools

**LOCATION** Located on 30A, you are only a 3-5 minute walk to the white sand and turquoise waters of the famous South Walton Beaches! Enjoy several restaurants nearby in Seagrove Beach, walk or bike to Seaside, short drive to Rosemary Beach, Alys Beach and Grayton Beach, convenient for day trips to Panama City Beach or Destin! **AMENITIES** Large expansive balcony overlooking one of two pools, tennis courts, fully equipped kitchen, smart TV, renovated condo, family friendly.

Top Guest favourite
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
4.99 out of 5 average rating, 136 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.

Guest favourite
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
4.95 out of 5 average rating, 194 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 favourite
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, 144 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
A vibrant blue house with a welcoming balcony overlooks a landscaped yard. Comfortable seating is positioned on the porch, surrounded by decorative plants. Large windows allow natural light to fill the home, contributing to a bright and inviting exterior.
Home in Rosemary Beach
4.93 out of 5 average rating, 254 reviews

Amazing Location! Walk to Rosemary, Pool, & Beach

The search stops here! We found the best location on 30A so you don’t have to. Welcome to Blue Skies beach retreat. Park your car and walk to the best 30A has to offer. Enjoy the five star resort style pool, the talk of the town. Walk to great restaurants, beautiful emerald coast beaches, and gorgeous downtown Rosemary. Bike down a nature trail, paddle board on the rare coastal dune lakes, catch some live music, visit a state park, go fishing, sight see, and shop.

Top Guest favourite
A charming bungalow is presented with a light grey exterior and white trim. Two rocking chairs are positioned on the front porch, inviting relaxation. Lush green landscaping enhances the curb appeal. A small decorative sailboat accentuates the entrance, adding a subtle coastal touch.
Home in Santa Rosa Beach
5 out of 5 average rating, 106 reviews

Flip Flops in Paradise

‘Flip Flops in Paradise’ is a great two bedroom two bathroom bungalow located in the heart of Seagrove, just a few blocks away from beautiful beaches! This newly renovated bungalow is fully furnished, has all the charm and feel of a relaxing ultimate vacation at the beach. Come and enjoy this fabulous 30A location (close to absolutely everything), includes community swimming, pool and grills for grilling out located at the pool area as well. Minimum rental age is 25.

Top Guest favourite
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, 159 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!

Popular amenities for Seaside rentals with a pool

When is the best time to visit Seaside?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$1,193 NZD$985 NZD$1,454 NZD$1,032 NZD$1,067 NZD$1,225 NZD$1,203 NZD$1,035 NZD$907 NZD$1,267 NZD$1,433 NZD$1,433 NZD
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Quick stats about holiday rentals with a pool in Seaside

  • Total holiday rentals

    Explore 320 holiday rentals in Seaside

  • Nightly prices starting at

    Seaside holiday rentals start at $269 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,450 verified reviews to help you choose

  • Family-friendly holiday rentals

    240 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    320 of Seaside holiday 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

  1. Airbnb
  2. United States
  3. Florida
  4. Walton County
  5. Seaside
  6. Rentals with pools