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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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, 114 reviews

Winter Warm Up | Walk2Beach | Pool | Shops | Eats!

8 minute walk to Ed Walline the most beautiful public beach on the Emerald Coast! Warm up on the sands of 30A enjoying beach life! Safe & peaceful community w/ pool 3 doors down! Walk to nearby restaurants! Run, walk, or ride bikes on the 19 mile 30A path Vaulted ceilings / open floor plan / beautiful rooms Features: Amazing natural light, 4 smart TV's, fast WiFi, Stocked kitchen / new appliances, Washer/Dryer, Weber Grill (BYOC), 4 beach bikes, 4 beach chairs, umbrella, beach towels & more!

Guest favourite
A modern kitchen is presented with stainless steel appliances, including a stove and refrigerator. Open shelves display dishware and decor, while a large circular mirror adds interest to the wall. The light wood flooring complements the bright, neutral color scheme.
Apartment in Santa Rosa Beach
4.89 out of 5 average rating, 305 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.

Guest favourite
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, 217 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.

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, 103 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
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
4.97 out of 5 average rating, 117 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 bedroom features a spacious bed with a light gray quilt, complemented by decorative pillows. Shelves hold coastal-themed decor, while a blue dresser provides additional storage. Soft lighting is provided by wall-mounted lamps on either side of the bed, enhancing the serene ambiance.
Apartment in Rosemary Beach
4.99 out of 5 average rating, 177 reviews

30A Rosemary*Alys Beach-5min Walk to Beach-Sleeps

Unwind in this centrally located & renovated studio condo. Enjoy the bright & breezy studio nestled btwn Rosemary & Alys Beach. It features a thoughtfully appointed kitchenette, a comfortable lounging area & a selection of amenities. You're right on scenic Hwy 30A, so it's an easy stroll/bike ride to all the shops & delicious eats. You're about a quick 5-min walk, door to sand, to the beach. When you're not out exploring, the relaxing pool & bubbly hot tub are steps from your patio.

Top guest favourite
A modern living area features light-colored furnishings and large windows allowing natural light to fill the space. A flat-screen television is mounted on a feature wall, while a spacious coffee table is centered on the floor, enhancing the room's relaxed feel.
Home in Santa Rosa Beach
4.9 out of 5 average rating, 125 reviews

Blue Mtn home, EV Charging & Designer Interiors

Enjoy your beach get away at the newly built charming Cassis Cottage. Fresh and modern decor with smart technology and electric car charging. Cassis Cottage is a 2 bedroom/2.5 bathroom with a bonus bunk room equipped with an oversized loft bunk and sleeper sofa. (max 5 guests) Located in The Village at Blue Mountain development, a quiet gated community, with an oversized pool, gym and shuffle boards. Most importantly, the gorgeous beaches of 30a are only a short stroll away.

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
4.97 out of 5 average rating, 180 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 sleeping area features a spacious bed adorned with crisp white linens and decorative throw blankets. Natural light fills the room through large windows draped with sheer curtains, while a cozy dining set is positioned nearby, integrating a relaxed coastal aesthetic.
Apartment in Inlet Beach
4.99 out of 5 average rating, 169 reviews

FlipFlopsOn II • 80 steps to the Beach • FL 30A

Praised by ‘TRAVEL + LEISURE’, FlipFlopsOn II is 80 steps to one of Florida’s most beautiful beaches, Inlet Beach! This dreamy full-studio sleeps 4 (4 beds), & is located beachside of the 30A National Scenic Gulf Coast Byway; walk to Rosemary Beach & Inlet’s dining & stylish town centers. Featuring a clean Cali-Florida vibe, POOL, GRILL pavilion, beach gear, 65” TV, ultra-equipped kitchen, & sunsets from your private outdoor living area. Park your car, walk everywhere!

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.
Apartment in Santa Rosa Beach
5 out of 5 average rating, 123 reviews

Oceanfront in Seagrove w/private beach!

Welcome to our little piece of paradise in Seagrove! Our 2nd floor beachfront condo boasts breathtaking ocean views, private beach access, free parking, beach chairs, toys and umbrella and a fully updated interior for a comfortable and relaxing stay. Unwind in the open-concept living space, cook up a storm in the fully-equipped kitchen, and soak in the sun on your private balcony. With direct access to a private beach, you can enjoy endless days of sand, sea, and sunshine!

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, 134 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.

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, 107 reviews

Seagrove Escape | Renovated & Snowbird-Friendly!

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