Vacation 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 clear view of a beachfront pool featuring a rectangular design, surrounded by lounge chairs and umbrellas. The bright blue water of the pool contrasts with the turquoise shades of the ocean visible in the background. A sandy beach is framed by palm trees, adding to the serene environment.
Condo in Santa Rosa Beach
4.95 out of 5 average rating, 106 reviews

BeachFRONT Bldg 30A, Private Beach Beach Service

Feel your worries melt away the moment you step thru the door of this gorgeous, professionally renovated & decorated 3 bedroom, 3 bath spacious condo located in a BEACHFRONT building with views of the peaceful treetops. This condo sleeps up to 11 and is an easy 2-3 minute walk from the front door to the beachfront pool and beach. This unit was renovated in '22, new fridge April '23 & is ready for you & your family & friends to make beautiful memories to last a lifetime! Includes Free Bch Service

Top 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, 56 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.

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
4.98 out of 5 average rating, 126 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, 154 reviews

30A Grayton Beach · Bikes + Pool + Free Tram Ocean

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

Top guest favourite
A bright and airy living space features a comfortable sofa with decorative pillows. A staircase leads to a loft area, while woven pendant lights hang above a modern kitchen with sleek appliances and a breakfast counter. Tropical greenery adds a touch of nature.
Condo in Santa Rosa Beach
4.99 out of 5 average rating, 202 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.

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
4.96 out of 5 average rating, 204 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.

Guest favourite
Home in Santa Rosa Beach
5 out of 5 average rating, 12 reviews

Walk 2 Private Beach, Private Pool, Bikes, Grayton

Welcome to Mom’s Beach House, a peaceful coastal escape just a 2 minute walk to the private Gulf Trace beach access. With a heated pool, four bikes, and space for 8 guests across three comfortable bedrooms, this relaxing getaway is perfect for family vacations and memory making moments on 30A. Thoughtful amenities, laid back coastal style, and an unbeatable location make this one of the closest and easiest beach access homes you will find in Grayton's Gulf Trace community.

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, 154 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 charming beachside cottage features a light blue exterior with a wooden door and a covered porch. Lush palm trees and shrubs surround the entrance, while a pebble driveway provides access to the home. The beach is visible in the distance.
Home in Santa Rosa Beach
5 out of 5 average rating, 12 reviews

Grayton Beachside Cottage w/ Heated Pool

Kick back and relax in this cozy beachside cottage just steps away from the boardwalk in the most popular southeast corner of Grayton Beach. Excellent views of the Gulf of Mexico from the front porch. Enjoy soaking up the sun on the beach or relax by the community pool. One of the closest homes to the beach, only steps to the gulf and 30A’s famous Red Bar. Pet friendly with fenced in yard. Beach chairs. umbrella, wagon, and paddle boards included!

Top guest favourite
The front porch is enclosed with large screens, providing a view of the surrounding landscape. A paved pathway leads to the house, bordered by landscaped areas of mulch and greenery. A set of beach bikes sits beside the entrance, enhancing the coastal charm.
Home in Santa Rosa Beach
4.99 out of 5 average rating, 138 reviews

30A Retreat : Walk to Beach Pool Shops Eats

Escape to the Stunning Salt Pearl, your perfect 30A retreat! This bright, 3-bedroom beach home is just an 8-minute walk on sidewalks to Ed Walline Beach. Comfortably sleeping your group, it features an open-concept living space, a screened porch where you can hear the waves, a fire pit, and access to a community pool. Ideal for families and groups seeking a relaxing getaway on the Emerald Coast, with bikes and beach gear included.

Top guest favourite
A street-legal golf cart is parked next to a rack of four beach bikes. The surrounding area features well-maintained landscaping with low shrubs and palm trees. Clear blue skies and bright sunlight enhance the inviting ambiance of the outdoor space.
Home in Santa Rosa Beach
4.98 out of 5 average rating, 117 reviews

Golf Cart I Bikes I Walk 2 Beach I Pool

★ 5 Min Drive to Beach ★ FREE Golf Cart ★ Beach Supplies ★ Beach Towels Included ★ 4 Beach Bikes ★ Pool ★ Walk To Restaurants ★ Walk To Beach ★ Outdoor Dining ★ Hiking/Biking ★ 3 Kings, 1 Queen, 1 Queen Sofa Sleeper ★ Perfect For Families and Friend Groups ★ Balcony ★ Relaxing Blue Mountain Beach Open to snowbirds December - February!

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, 147 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 Grayton Beach rentals with a pool