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 clear view of the beachfront pool is presented, surrounded by lounge chairs. Beyond the pool, the private beach stretches along the shoreline, meeting the turquoise waters of the Gulf. The bright blue sky complements the vibrant scene, creating a tranquil atmosphere.
Apartment in Santa Rosa Beach
4.96 out of 5 average rating, 118 reviews

Beachfront 30A Private Beach Blue Mountain Paradis

Paradise awaits at your beautiful, beachfront condo with stunning beach views of the PRIVATE BEACH from your own private balcony. The sweeping views continue from inside, through the large windows & sliding glass doors, including an ocean view from the master bedroom. This well appointed, family friendly unit offers 3 bedrooms, sleeper sofa, & 3 full bathrooms to comfortably accommodate 6-8 people. Complimentary Beach Service (2 chairs & umbrella) is included March-October, & 4 bikes year round

Superhost
A wooden staircase leads down to the expansive sandy beach. The calm turquoise water stretches into the distance, with several blue umbrellas arranged on the shore, providing shade. The clear sky enhances the serene beach atmosphere.
Apartment in Santa Rosa Beach
4.91 out of 5 average rating, 212 reviews

1/ Br/ 1 Ba condo @ Gulf Place! ~Private beach ac

3 minute walk to PRIVATE beach~2 beach chairs provided~ Option to rent beach chairs/umbrella on private beach~access to all the pools on the grounds~ Tennis courts~ 2 beach towels provided~ walking distance to restaurants~ Come relax and enjoy all that 30a has to offer while staying in this beautifully decorated 1 bedroom condo in popular Gulf Place! With 3 private beach entrance directly across the street as well as one public beach access (Ed Waline), there is plenty of sand for everyone! Th

Top guest favourite
A spacious bedroom features a large bed with a decorative headboard. Natural light fills the room through multiple windows, complemented by soft white drapes. A small desk and two accent chairs are positioned to create a cozy seating area.
Guest house in Rosemary Beach
4.95 out of 5 average rating, 103 reviews

Great Escape Carriage House

Perfect romantic getaway for a couple. One bedroom carriage house including full kitchen and bath. Park your car when you arrive and never need it again. Faces a boardwalk that takes you directly to the gorgeous gulf--a four minute walk. Everything you would find in a fine hotel room, but with the ability to make your own meals when desired. You will have access to all of the community pools and of course the beautiful beach of Rosemary. You will be two quick blocks from shops and restaurants.

Guest favourite
The living area features a modern decor with a black and white color scheme. Comfortable black chairs are positioned around a marble-topped table, while a stylish daybed with accent pillows rests against a wall bearing the phrase 'Escape the Ordinary'. Green plants add a touch of freshness.
Apartment in Santa Rosa Beach
4.93 out of 5 average rating, 258 reviews

A+ beach location. Free bikes & beach gear!

Immerse yourself in the popular seaside 30A lifestyle. Steps to beach and an enjoyable walk or bike ride to Seaside restaurants and cafes. Convenient lower floor condo with access to a private patio and common lawn area. ✰Includes free bikes & beach gear✰ ✔ Perfectly located right on 30A, just steps to beach. ✔ Full refund available one day prior to arrival. ✔ Full kitchen ✔ Pool ✔ Fast Wi-Fi w/ space to work ✔ Convenient keyless entry ✔ HD Smart TV ✔ LED lighting Minutes to Seaside

Guest favourite
A modern kitchen is highlighted by white cabinetry and a large island with a sleek marble countertop. Rattan bar stools provide seating, while pendant lights with geometric designs hang above. The space features natural light streaming in from nearby windows, enhancing the warm atmosphere.
Home in Santa Rosa Beach
5 out of 5 average rating, 37 reviews

Amazing Location, Golf Cart, Gorgeous New Construc

"Shore is Suite" is a professionally designed/decorated 4-bedroom, 5 1/2 bath home in the heart of Seagrove. The owners are experienced hosts and built this home with vacation renters in mind. Details include an ensuite bath in each bedroom, a chef's dream kitchen, high end mattresses and linens, a unique style in each room, and an inviting porch with a porch swing and mood lighting. The home is located in a gated neighborhood that will make you feel like you've walked into a Hallmark movie.

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, 110 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, 144 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

Guest favourite
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
4.91 out of 5 average rating, 152 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 Just steps from scenic 30A, and a 5-minute walk to pristine beaches. Convenient access to bars with live music! Enjoy 2 private pools inside the gated "Old Florida Village". Each bedroom with has a private balcony and en-suite 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!

Top guest favourite
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.
Apartment in Santa Rosa Beach
4.98 out of 5 average rating, 180 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 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.

Top guest favourite
A light blue two-story house is presented from an aerial perspective, featuring a covered balcony with a small red table and chairs. Green trees surround the home, and a paved driveway leads to the entrance, enhancing the inviting exterior.
Guest house in Santa Rosa Beach
4.87 out of 5 average rating, 209 reviews

Carriage House 1.5 bed/1 bath located off 30A

You’ll love our place because of the ambiance, the neighborhood, the people and the location. This guest house is located in a gated community just steps from the beach with a community pool across from the home. Beach is 700 steps from front door along a paved sidewalk to private beach access for the neighborhood. The Carriage House is perfect for couples, families (with kids), and solo adventurers. Need more room? We have a larger home on property that sleeps 11.

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.

Popular amenities for Grayton Beach rentals with a pool