Holiday rentals with a pool in Seaside

Find and book unique homes with a pool on Airbnb

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 $284 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!

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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Guest favourite
A two-story beach house displays a welcoming front porch, framed by palm trees and lush landscaping. A stone pathway leads to the entrance, and bicycles are positioned nearby, adding to the beach ambiance. The structure features light-colored siding and a variety of large windows.
Home in Santa Rosa Beach
4.97 out of 5 average rating, 153 reviews

Divine Beach Living at 'On Beach Time'

Leave work and worry behind and get "On Beach Time"! 5-bed 3-bath Sleeps 12 Beach House Seagrove, FL Magnolia Dunes Neighborhood Luxurious accents and features Community pool Short walk from Florida's pristine Emerald Coast Crystal clear water Sandy white beaches Convenient beach access at One Seagrove Place Featuring: Beach drop off area Beach chairs Beach towels Coolers Toys Enjoy Scenic Highway 30A's best restaurants nearby (see details below) Other amenities: 4 bicycles parking for 3 cars

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, 201 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
A charming beach cottage is framed by lush greenery, featuring a welcoming porch with white railings and hanging plants. Two white bicycles are parked on a wooden deck, offering a convenient way to explore the surrounding area.
Home in Santa Rosa Beach
5 out of 5 average rating, 69 reviews

The Juander Inn, cottage + saltwater pool on 30A!

The Juander Inn 400 sq ft., 1 BR beach cottage. Located in prestigious South Walton, our Seagrove Beach community is centrally located making it an ideal location for getting around 30A. A quick 1/2 mile to the beach, walk or bike to the gorgeous white sand & emerald waters or head into the quaint Town of Seaside for dining & entertainment. Miles of forest trails, pedestrian paths, boutiques, cuisine & more are all steps from your door. House comes with 2 bikes and shared saltwater pool access.

Guest favourite
Townhouse in Watersound
5 out of 5 average rating, 43 reviews

Heaven on 30a by Stay on 30a

Running to the store after check-in isn’t a vacation. Two nights in and you’re rationing toilet paper like it’s a reality show.. ✨ We fixed that. With Stay on 30A, every stay is designed to feel effortless from start to finish. 🚲 FREE luxury bikes 🏖️ Easy beach access + resort-style pools 🧴 Full-size amenities (no starter kits) 🧹 Arrival inspections + meticulous cleans 📞 24/7 local support ⚡ Rapid-response maintenance & care We host our stays the way we’d want our own vacation to feel.

Superhost
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
4.91 out of 5 average rating, 276 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

Superhost
Home in Santa Rosa Beach
5 out of 5 average rating, 4 reviews

A Shore Thing | Steps to Beach | 4 Bikes Included

Nestled south of 30A, this luxury cottage is just 0.3 miles from the beach and features two master suites and high-end finishes. Prime South of 30A Location: Just a quick walk to the sand. Two Luxurious Master Suites: King beds and spa-inspired baths on both floors. Gourmet Chef's Kitchen: Large marble island and a premium gas range. 4 Complimentary Bikes: Perfect for cruising to Seagrove or The Big Chill. Quiet Community Pool: Refreshing escape within the exclusive Cottages at Eastern Lake.

Top Guest favourite
A spacious outdoor area is showcased with a large private pool surrounded by palm trees. Two comfortable lounge chairs are positioned on one side, while a fire pit with decorative stones sits at the center. A two-story house is seen in the background.
Home in Santa Rosa Beach
5 out of 5 average rating, 60 reviews

30A - Walk to Beach - Pool - Golf Cart - Bikes

@SandyCheeks30A is a 5 minute walk to the beach or take the 6 seater Golf cart. 4 bicycles and Large heated private pool surrounded by 7 large palm trees. About 1 mile (5 mins) to Seaside. Perfect location with walkability to great restaurants, Farmers markets, Shops, yoga studio & within 15 mins to Rosemary Beach & Grayton Beach, plenty of great shops, food, and a fun Beachy aesthetic. We hope you enjoy your getaway to the beautiful emerald coast and find it a new vaca home away from home!

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
4.96 out of 5 average rating, 137 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!

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, 152 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 charming two-story home is surrounded by lush greenery and palm trees. The upper porch features a blue striped umbrella, while the gated entrance leads to a welcoming façade. Bright blue sky provides a picturesque backdrop.
Home in Rosemary Beach
5 out of 5 average rating, 111 reviews

Sea.Away | 30A | Between Rosemary & Alys Beach!

Nestled between Rosemary Beach + Alys Beach, Sea.Away is your ideal getaway location. The 3 bedroom, 3 bath home features a newly renovated upper deck with partial ocean views, a lower patio with outdoor grill and shower, and gated front door parking. No need for a golf cart or shuttle in this gated community, as the Gulf’s sugar sands and private community pool are a 1 minute walk from the front door!

Top Guest favourite
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
5 out of 5 average rating, 226 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!

Top Guest favourite
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
4.99 out of 5 average rating, 145 reviews

Direct Oceanfront Condo w/ Pool and Private Beach

Escape to our stunning 2-bed beachfront condo in Seagrove with breathtaking ocean views! This updated 2nd-floor oasis comfortably sleeps your group and features a private balcony, king bed, and bunk room. Enjoy direct beach access to a private beach, a shared pool, and free parking. Perfect for a relaxing family or group getaway on the coast.

Popular amenities for Seaside rentals with a pool

When is the best time to visit Seaside?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$1,258 NZD$1,038 NZD$1,533 NZD$1,088 NZD$1,125 NZD$1,292 NZD$1,269 NZD$1,092 NZD$957 NZD$1,336 NZD$1,512 NZD$1,512 NZD
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Destinations to explore

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