Holiday rentals with a pool in Grayton Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Grayton Beach

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

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Guest favourite
A spacious living area features large windows allowing natural light to fill the room. Comfortable seating arrangements are complemented by light wood flooring. A flat-screen TV is mounted on the wall, while a decorative piece of art hangs above a couch. Stylish side tables enhance the modern design.
Home in Santa Rosa Beach
4.98 out of 5 average rating, 51 reviews

Lucille30A-4BR/3BA-Stunning Home in Grayton + Cart

Experience the thrill of Lucille30A, nestled along Scenic 30A, offering prime proximity to Gulf Place and Seaside. This luxurious Grayton Beach property provides a 2024 6-seater golf cart and accommodates up to 12 guests with 4BR and 3BA. A spacious home designed to enhance your comfort. Vacationing in Grayton Beach is paradise, with emerald waters, art galleries, and diverse dining options. Lucille30A provides a haven of relaxation ensuring a delightful and memorable stay in this serene escape.

Guest favourite
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
4.92 out of 5 average rating, 266 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 favourite
A charming beach cottage is featured, showcasing a light-colored exterior with a metal roof and a welcoming front porch. Lush greenery and colorful plants surround the property, while palm trees add a tropical touch. The driveway leads to the entrance, enhancing the inviting atmosphere.
Cottage in Santa Rosa Beach
4.95 out of 5 average rating, 192 reviews

It’s Just Darling

Welcome to "Just Darling" beach cottage off HWY 30A in Blue Mountain Beach. Closest Beach access is a 10 minute walk via a short cut path or 2 minute drive. Enjoy restaurants, shops, bike trail etc... close to "Watercolor and Seaside” communities. Home is sun filled and cozy with everything you would need for your stay, including a community pool up the street. Best of all, relax on the charming wrap around front porch or barbeque off the private porch off main floor back bedroom. ENJOY!

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!

Top Guest favourite
The exterior of a two-story, light blue cottage is displayed, featuring a screened-in porch and a stone foundation. A row of colorful beach cruisers, including two children’s bikes and trailers, is positioned along a paved path, surrounded by vibrant greenery.
Cottage in Santa Rosa Beach
4.97 out of 5 average rating, 148 reviews

30A Best beach access free shuttle bikes dune lake

We can’t wait to host you at Sand Reef Cottage in Grayton Beach/ Santa Rosa Beach FL! Grayton is an unspoiled florida beach town with rare coastal dune lake for safe swimming for all ages and a bohemian, small town vibe! Florida’s iconic 30A! The cottage is an easy bike ride, or free tram ride to the white sandy beaches. ♥Comfortably sleeps 8 ♥Bikes & trailers provided ♥Free Daily Tram Short Ride to Beach ♥Community pool ☒ Booking Guest must be 25. NO PARTIES, SMOKING, PETS @GoodHostCo

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, 158 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.

Top Guest favourite
A private backyard features a rectangular pool surrounded by a stone patio. Two loungers and a table with seating for six are arranged under the shade of trees. The home’s light-colored exterior, large windows, and balcony are visible in the background.
Home in Santa Rosa Beach
5 out of 5 average rating, 46 reviews

Grayton, South of 30A, Private Pool, Walk to Beach

The Grayt Magnolia is a new home built in the heart of Grayton, south of 30A! It is on a quiet street and a 3 minute walk to the beach access. With 4 bedrooms and 2 living spaces, this home can comfortably sleep 8-10, making this the perfect location for a large family or friend group. Stroll to The Red Bar, Chiringo, or AJ’s, or hop on your bike to Watercolor and Seaside just minutes away. The Grayt Magnolia is the perfect spot to soak up the sun and enjoy everything that 30A has to offer!

Top Guest favourite
Home in Santa Rosa Beach
4.97 out of 5 average rating, 106 reviews

Private Backyard Oasis Pool Sauna Putting Green

MAGNOLIA RETREAT, by Great Escapes Homes, is a lux 5 bedroom/5 bath home that sleeps up to 15 guests in Santa Rosa Beach, FL. Close to favorite spots in 30A & Ed Walline Regional Beach (free access + parking). Guests LOVE this designer home, the area + these awesome amenities: 🏊 Private Backyard Pool 🚙 6-Seater Golf Cart w/ 4-minute drive to Beach + Beach Gear ⛳ Backyard Putting Green, Corn Hole, Shuffleboard, SAUNA 🔥 Grill, Covered Patio, Bar/Gazebo ⚡ EV Charger 🐕 Pet Friendly

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, 143 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 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, 104 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.

Guest favourite
A bright and airy living area features a light-colored sofa and a round coffee table. Two unique chairs made of wood are positioned nearby. An entertainment unit displays a colorful TV screen, while a dining area with high chairs is visible in the background.
Cottage in Santa Rosa Beach
4.96 out of 5 average rating, 110 reviews

Unbeatable Price! Prime 30A Seagrove Stay

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.

Popular amenities for Grayton Beach rentals with a pool