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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Guest favorite
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, 153 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 favorite
Home in Inlet Beach
4.99 out of 5 average rating, 149 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
The exterior of a coastal-style home is visible, featuring multiple porches with railings and large windows. A blue six-seater golf cart is parked in front, surrounded by lush greenery, creating a welcoming entrance to the property.
Home in Santa Rosa Beach
4.99 out of 5 average rating, 71 reviews

30A Charmed Waters ~ 5BR, Golf Cart, Pool

Welcome to Charmed Waters, a coastal haven, w/ elegant furnishings, meticulous craftsmanship, and a 5-star host. - Great for large families, bachelorettes, etc - 6-seater golf cart - 5 min golf car to Blue Mountain Beach (PUBLIC/FREE) - 15 min walk. - 5 BR, 4.5 BA, 2831SF - Highland Parks Neighborhood - Heated pool (Mar-Dec) - Grilling area - 4-story lookout tower - 6 beach cruisers - 10 Beach chairs / 6 umbrella provided - Parking for 3 vehicles + golf cart. (Let us know if you have extras.)

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, 121 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!

Superhost
Home in Santa Rosa Beach
5 out of 5 average rating, 3 reviews

A Shore Thing | Steps to Beach | 4 Bikes Included

Nestled south of 30A, this luxury cottage is just 0.3 miles from the beach and features two master suites and high-end finishes. Prime South of 30A Location: Just a quick walk to the sand. Two Luxurious Master Suites: King beds and spa-inspired baths on both floors. Gourmet Chef's Kitchen: Large marble island and a premium gas range. 4 Complimentary Bikes: Perfect for cruising to Seagrove or The Big Chill. Quiet Community Pool: Refreshing escape within the exclusive Cottages at Eastern Lake.

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, 152 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, 48 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!

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, 201 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, 9 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.

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, 113 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!

Popular amenities for Grayton Beach rentals with a pool