Vacation rentals with a pool in Grayton Beach

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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
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 favorite
A modern studio space features an open layout with a comfortable sofa and a queen bed. The kitchen area is equipped with stainless steel appliances and bar seating for three. Soft blue accents are present throughout, offering a calm ambiance.
Condo in Santa Rosa Beach
4.97 out of 5 average rating, 207 reviews

Modern Seagrove studio steps from the beach

Steps from the beach, The Seagrove Studio is the perfect place for a family holiday, romantic getaway, or remote work. Neighbored by an organic cafe, local-favorite restaurants, and a fresh seafood market, the modernized space includes luxurious linens, a well-equipped kitchen, dedicated workspace, Samsung Frame smart TV, Nespresso machine, and beach chairs. Enjoy your morning coffee in an Adirondack chair on the private patio or take the short walk across the street to the world-class beach 🏖.

Top guest favorite
Home in Inlet Beach
4.99 out of 5 average rating, 151 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

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
4.98 out of 5 average rating, 127 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, 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 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, 49 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
4.99 out of 5 average rating, 204 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.

Top guest favorite
Home in Santa Rosa Beach
4.96 out of 5 average rating, 106 reviews

30A • 15Sec Pvt Beach • Heated Pool • GolfCart

🌴 Private Heated Pool 🏊‍♀️ | Golf Cart 🚗 | 100 Steps to Private Beach 🏖️ | Bikes 🚲 Just 100 steps to private beach access in a gated community-no crowds, no long walks. One of the closest homes to private beach access on 30A, this 5BR retreat is designed for effortless beach days and relaxed family getaways. Enjoy a heated pool 🏊‍♂️, 6-seater golf cart 🚙, bikes 🚲, and daily beach setup 🌞. Walk to Shunk Gulley 🍔, Pecan Jacks 🍦, and more—everything you need just minutes away. 🌊

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
4.96 out of 5 average rating, 205 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 favorite
A serene bedroom features a spacious bed dressed in patterned linens with a warm throw draped across the edge. A cozy tray rests atop the bed, accompanied by a natural light from the window framed by flowing curtains. A decorative plant adds a touch of greenery.
Home in Santa Rosa Beach
4.9 out of 5 average rating, 177 reviews

Walk to Beach! | 2 Private Pools | Family Friendly

A short walk to the beach! Family Friendly 3bed/3bath getaway in the heart of Santa Rosa Beach Right off of 30A, and a 5-minute walk to pristine beaches. Convenient access to bars with local, live music! Enjoy 2 private pools inside the gated community. Each bedroom with has a private balcony and bathroom. We have 2 pack-and-play cribs, 4 TVs with Roku devices with fast Wi-Fi, a grill, a large living room overlooking the lake, and all the beach essentials you need!

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
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.

Popular amenities for Grayton Beach rentals with a pool