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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Top guest favorite
Home in Inlet Beach
4.99 out of 5 average rating, 146 reviews

The 30A Beach House | Private Beach + Dune Pool

Welcome to The 30A Beach House, a fully renovated coastal home, inside a private gated community between Rosemary and Alys Beach What Guests Love • 2 bedrooms | 2 bathrooms | sleeps 6 • Private deeded beach access 1-2 min walk • Heated pool on the dunes with Gulf views • Walkable & bikeable to Rosemary & Alys Beach • 4 complimentary cruiser bikes, professionally maintained • Fully stocked beach setup (chairs, umbrella, cooler, toys) • 500+ Mbps WiFi • Dog-friendly • Rare Two-car garage parking

Guest favorite
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, 193 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 favorite
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 favorite
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, 149 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

Top guest favorite
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 favorite
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
4.98 out of 5 average rating, 195 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 favorite
A dining area features a white table surrounded by six wooden chairs. A light fixture hangs above, illuminating a large piece of artwork depicting abstract blue tones. Light hardwood flooring complements the bright, neutral walls, enhancing the open and airy feel of the space.
Condo in Santa Rosa Beach
4.95 out of 5 average rating, 124 reviews

30-A Retreat☀️3/2.5☀️Beach Across St☀️Balcony☀️Pools

**LOCATION** Located on 30A, you are only a 3-5 minute walk to the white sand and turquoise waters of the famous South Walton Beaches! Enjoy several restaurants nearby in Seagrove Beach, walk or bike to Seaside, short drive to Rosemary Beach, Alys Beach and Grayton Beach, convenient for day trips to Panama City Beach or Destin! **AMENITIES** Large expansive balcony overlooking one of two pools, tennis courts, fully equipped kitchen, smart TV, renovated condo, family friendly.

Guest favorite
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, 196 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 favorite
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, 146 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 favorite
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, 106 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.

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 favorite
Home in Santa Rosa Beach
4.99 out of 5 average rating, 130 reviews

30A Summer 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.

Popular amenities for Grayton Beach rentals with a pool