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 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, 158 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 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, 107 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, 129 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, 156 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 spacious living area features a comfortable sofa adorned with decorative pillows. A dining table is set with woven placemats and blue-themed dishware. Large glass doors offer views of the coastline and provide ample natural light, blending indoor and outdoor living.
Condo in Santa Rosa Beach
4.99 out of 5 average rating, 187 reviews

Escape to 30A & the beach! Heated pool! Gulf view!

Perfect for your next beach getaway! * This centrally located condo in the Cabanas at Gulf Place on 30A puts you right in the heart of it all. * Top 4th floor unit features a private balcony with Emerald Coast views * Private beach access is located directly across 30A from the condo. * Enjoy access to 3 pools, a hot tub, tennis courts, shuffleboard, and beautiful green spaces. * Sleeps up to 6 with a King bedroom, twin bunk nook with barn door, and a sleeper sofa in the living room.

Guest favourite
Home in Santa Rosa Beach
5 out of 5 average rating, 8 reviews

Luxe Grayton gem! | Easy Beach Access | Pool!

Introducing Doin’ Grayt Nest! Perfect for smaller groups, this 2-bedroom configuration lets you enjoy our stunning 4-bedroom home-with two rooms simply locked and vacant—while still experiencing the same hospitality and thoughtful touches we're known for! Lounge by the community pool, cruise around on complimentary bikes, or unwind on one of three charming porches. We’re also steps from the beach shuttle stop, making it a breeze to get your toes in the sand—only a 5-minute ride away!

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, 143 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
4.95 out of 5 average rating, 209 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
4.96 out of 5 average rating, 159 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, 118 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 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, 13 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!

Popular amenities for Grayton Beach rentals with a pool