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
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, 126 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 two-story coastal home with a light grey exterior is shown from the front. A golf cart is parked on the brick driveway, and palm trees frame the entrance, which features a welcoming covered porch with ample natural light.
Home in Santa Rosa Beach
5 out of 5 average rating, 29 reviews

Eagles Nest on 30A

Charming 3BR Home on 30A – Golf Cart Included, 5 Min to Beach The Eagle's Nest on 30A 211 Gulfview Circle, Santa Rosa Beach 3 Bedroom 3.5 Bath Sleeps 6 Only a 5 min golf cart rise away from 3 nearby beach accesses! This Blue Mountain Beach home is nestled in the Highland Parks neighborhood and overlooks the natural surrounding landscape of the Point Washington State Forest. Enjoy the 6 seater Golf cart, Huge Resort Style Pool and gorgeous views from the home's 2 spacious porches.  

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, 204 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
Home in Santa Rosa Beach
5 out of 5 average rating, 12 reviews

Walk 2 Private Beach, Private Pool, Bikes, Grayton

Welcome to Mom’s Beach House, a peaceful coastal escape just a 2 minute walk to the private Gulf Trace beach access. With a heated pool, four bikes, and space for 8 guests across three comfortable bedrooms, this relaxing getaway is perfect for family vacations and memory making moments on 30A. Thoughtful amenities, laid back coastal style, and an unbeatable location make this one of the closest and easiest beach access homes you will find in Grayton's Gulf Trace community.

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, 155 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.

Superhost
Home in Santa Rosa Beach
4.88 out of 5 average rating, 8 reviews

Spacious & cozy retreat w/private pool & fire pit

30A ESCAPES presents…“Sweet Magnolia,” a charming retreat in Grayton Beach. This spacious home features 4 en-suites, a private heated pool, a screened-in porch with an oversized swing, and a cozy backyard fire pit. Located just a short 5-min walk to the beach and close to Seaside, it’s perfect for families and groups seeking a tranquil yet luxurious getaway. Enjoy beach bikes, a well-equipped kitchen, and relaxing outdoor spaces for the ultimate 30A vacation experience!

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, 115 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, 138 reviews

30A 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.

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.

Top guest favorite
A street-legal golf cart is parked next to a rack of four beach bikes. The surrounding area features well-maintained landscaping with low shrubs and palm trees. Clear blue skies and bright sunlight enhance the inviting ambiance of the outdoor space.
Home in Santa Rosa Beach
4.98 out of 5 average rating, 117 reviews

Golf Cart I Bikes I Walk 2 Beach I Pool

★ 5 Min Drive to Beach ★ FREE Golf Cart ★ Beach Supplies ★ Beach Towels Included ★ 4 Beach Bikes ★ Pool ★ Walk To Restaurants ★ Walk To Beach ★ Outdoor Dining ★ Hiking/Biking ★ 3 Kings, 1 Queen, 1 Queen Sofa Sleeper ★ Perfect For Families and Friend Groups ★ Balcony ★ Relaxing Blue Mountain Beach Open to snowbirds December - February!

Popular amenities for Grayton Beach rentals with a pool