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
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!

LocationFamilyBeach

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

FamilyValueHospitality

Top Guest favourite
A spacious contemporary property is set against a backdrop of coastal scenery. The exterior features a bright façade with multiple balconies. A private pool is visible beside well-manicured lawns, surrounded by pathways leading to the ocean view in the distance.
Home in Santa Rosa Beach
5 out of 5 average rating, 16 reviews

62 Blue View Lakefront Private Pool 5 Min to Beach

On Allen Lake just off 30A in Dune Allen, Florida, "62 Blue View" combines fun for the whole family with luxurious accents and conveniences, comfortably sleeping 23 guests in 6 bedrooms and 7.5 bathrooms. This incredible, luxurious property will be the perfect oasis for your family and friends! Whether you want to enjoy the nearby public beach access, the private pool, or the endless summer views, you won't miss the opportunity to make this place your home. Key Features: *NEWLY FINISHED

LocationFamilyDecor

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, 208 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.

FamilyLocationBathroom

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!

LocationFamilyWalkability

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.

FamilyValueCondition

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.

LocationValueAmenities

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, 160 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.

LocationFamilyWalkability

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.

FamilyValueComfort

Top Guest favourite
Home in Santa Rosa Beach
4.97 out of 5 average rating, 70 reviews

30A • 30SecBeach • Gulf View • Sleeps16 • Elevator

Just 30 seconds to beach access, this luxury 6BR 30A retreat features Gulf views, a private heated pool, elevator access, and en suite baths. Designed for effortless group getaways, enjoy a 6-seater golf cart, bikes, and a full arcade with ping pong, Pac-Man, Big Buck Hunter, and more. Relax on top-floor balconies, cook in a fully stocked kitchen, or grill outdoors. Perfect for families and groups seeking comfort, space, and a true 30A experience.

LocationFamilyComfort

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!

LocationValuePets

Top Guest favourite
The exterior of the rental home features a light-colored façade with a large front porch and white railings. Sturdy steps lead up to the entrance, framed by green landscaping. Sunny skies and a few scattered clouds complete the inviting coastal scene.
Home in Santa Rosa Beach
4.89 out of 5 average rating, 90 reviews

100 ft to Public Beach+Heated private pool +Bikes

This beautiful 4 bedroom/ 4.5 bath Grayton Beach rental offers all the amenities you desire and plenty of room for the whole family, too! The spacious interior features vaulted ceilings and all the comforts of home in an open floor plan. You'll feel right at home the moment you arrive at "Grayton Dunes." The beautiful, coastal elegant décor will have you ready to kick back into the beach lifestyle in no time.

LocationValueHeating

Popular amenities for Grayton Beach rentals with a pool