Holiday 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 favourite
A spacious living area features a comfortable sofa adorned with decorative pillows. A dining table is set with woven placemats and blue-themed dishware. Large glass doors offer views of the coastline and provide ample natural light, blending indoor and outdoor living.
Condo in Santa Rosa Beach
4.99 out of 5 average rating, 163 reviews

Escape to 30A & the beach! Heated pool! Gulf view!

*The perfect beach vacation! * This centrally-located condo in the Cabanas at Gulf Place on 30A is close to everything! * Top 4th floor unit is perfect to relax on your private balcony and take in the breathtaking views of the Emerald Coast! * Private beach access is directly across 30A from the unit. * 3 pools, hot tub, tennis courts, shuffle board and a lovely green space. * Perfect for up to 6 guests with a King size bedroom, twin bunk area w/ blackout curtains & sleeper sofa in LR

Top Guest favourite
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, 186 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 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
4.97 out of 5 average rating, 112 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 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, 145 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 favourite
A wooden walkway leads down toward the sunlit beach, where soft white sand contrasts with the vibrant blue water. Beach umbrellas and chairs are set up along the shore, with gentle waves lapping at the edge. Clear skies further enhance the coastal scene.
Home in Santa Rosa Beach
4.92 out of 5 average rating, 111 reviews

StayOn30A Renovated Beach Home-Across from Beach!

Just steps from the Emerald Coast Beach entrance, this newly renovated home has everything you need for a truly memorable and stylish vacation. You are directly on North Florida's famed 30A, walking distance to beaches, restaurants, and shops. After a day at the beach, unwind with a refreshment on the peaceful back patio, or head to the pool and keep the fun going. Our home has a full kitchen if you choose to eat in, or you have easy access to 30A's fantastic dining. Come stay on 30A!

Top 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, 125 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.

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, 188 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 favourite
A bright dining area features a large wooden table surrounded by stylish chairs. A crystal chandelier hangs above, adding elegance. The open space connects to a cozy living area with soft seating and large glass doors revealing ocean views and natural light.
Condo in Santa Rosa Beach
5 out of 5 average rating, 133 reviews

Oceanfront in Seagrove w/private beach!

Welcome to our little piece of paradise in Seagrove! Our 2nd floor beachfront condo boasts breathtaking ocean views, private beach access, free parking, beach chairs, toys and umbrella and a fully updated interior for a comfortable and relaxing stay. Unwind in the open-concept living space, cook up a storm in the fully-equipped kitchen, and soak in the sun on your private balcony. With direct access to a private beach, you can enjoy endless days of sand, sea, and sunshine!

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
4.95 out of 5 average rating, 137 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.

Guest favourite
The exterior of the vacation rental features a charming one-story house embraced by lush landscaping. Flanked by tall palm trees, a welcoming porch with a green door invites guests inside, while a paved walkway leads to the entrance.
Cottage in Santa Rosa Beach
4.96 out of 5 average rating, 108 reviews

Trendy Seagrove Retreat | Bikes + Prime 30A

Stylish Seagrove Cottage in Prime 30A Location Welcome to Seas the Day, a freshly renovated 3-bedroom, 2-bathroom beach cottage located in the golf cart–friendly Cottages at Eastern Lake community in Seagrove Beach. With all-new interiors, an unbeatable location near Seaside and local favorites, and thoughtful extras like four cruiser bikes, beach gear, and kid-friendly amenities included, this home is designed for laid-back beach days and easy 30A living.

Top Guest favourite
An aerial view showcases a large, sparkling resort pool surrounded by lounge chairs and palm trees. The pool's shape resembles a laid-back island, providing an inviting atmosphere. Views of the surrounding community, including residential structures and greenery, are visible in the background, along with glimpses of the ocean.
Condo in Inlet Beach
4.98 out of 5 average rating, 112 reviews

Twickenham is a Chic 30A Condo with Golf Cart

Soak up 30A life! Twickenham is a bright 2BR/2BA condo that gives you quick beach access, a sparkling community pool and a private electric cruiser for easy exploring. • Comfy bedrooms with premium linens • Kitchen stocked with cookware, dining ware, coffee, and more • Free bikes, beach gear & parking • Smart TVs + high-speed Wi-Fi • Outdoor security cameras • Pet friendly Superhost, 100+ glowing reviews! Reserve your dates now before they disappear.

Guest favourite
A colorful golf cart is parked in the driveway of a welcoming coastal-style home. Surrounded by lush greenery and meticulously maintained landscaping, the cart features comfortable seating for multiple passengers and adds a charming touch to the inviting exterior.
Home in Santa Rosa Beach
4.9 out of 5 average rating, 121 reviews

Golf cart included /walk 2 beach/*pet friendly!

*now dog friendly *golf cart included *laidback coastal charm *Ample living space, almost 2300 sq ft *safe and sought after neighborhood *back patio faces community pool *back patio with private grill and fire pit *community pool *carport, driveway parking and parking pad, room for 3 vehicles (overflow parking at pool) *under 8 minute walk to beach, restaurants and shopping *fully stocked kitchen *no week minimum *low admin fee

Popular amenities for Grayton Beach rentals with a pool