House holiday rentals in Grayton Beach

A two-story home is nestled among lush greenery, showcasing a spacious carport below. The elevated entrance features a balcony adorned with palm trees, providing a natural canopy. The brick paver driveway leads up to the house, enhancing the inviting curb appeal.

5 out of 5 average rating, 13 reviews

Stella Luna 1, Old Grayton, 2 bed 2 bath

Originally built in 2001 and now completely renovated, Stella Luna is a unique property, suitable for a couple or a small family as well as for a larger group of family or friends. This 2-story home can be rented in two different ways: either as a 2 bedroom/2 bathroom home (max 5 people, 1 king bed, 1 queen bed) or as a 3 bedroom/3 bathroom home (max 7 people, 2 queen beds, 1 king bed). For pricing on the 2 bedroom/2 bath option for 5 people or less, please see our listing for Stella Luna 1 at VRBO 3064133. Stella Luna is spacious, bright & beautiful, with an open kitchen / living room / dining room arrangement. Charcoal gray kitchen cabinets and granite counter-tops complement stainless steel appliances to make cooking and cleaning up a delight. The kitchen bar seats 4, and the rustic French country dining table seats 6 (and can easily accommodate 8). The cozy living area boasts a 58-inch Smart TV (for instant connection to Netflix, Amazon videos, YouTube, music apps, etc.), comfy sofa, 2 swivel rocker armchairs, shelves with plenty of beach books, and a cabinet containing games and cards for those long summer evenings. (Gas fireplace is non-operational.) Two upstairs bedrooms contain comfortable beds from Pottery Barn and flat screen Smart TVs. One bed is a queen, other bed is a king. Each bedroom has its own bathroom, with a spacious double vanity in the master bath. The downstairs part of the house includes an additional living area, bedroom (with a queen bed) and a full bathroom with a shower. (The downstairs is fully connected with the upstairs.) The downstairs living area comes complete with a sofa and loveseat, 50-inch Smart TV, full sized refrigerator and small sink ... a perfect place for the kids to hang out while the parents are upstairs. A premium twin-size (not cot size) fold-away bed with a memory foam mattress can accommodate the an extra person downstairs. The large screened porch is probably the best feature of the house. Located adjacent to the main living room on the second floor and surrounded by oaks and magnolia trees, the porch feels extremely private but also serves as a great vantage point from which to watch the comings and goings on Grayton's main street. The porch is arranged with Adirondack chairs forming a seating area on one end and a fabulous wicker day-bed on the other end, perfect for lazy book-reading afternoons. Turn on the festive party lights for an instant "I'm at the beach" atmosphere! Located just under the screened porch is a spacious carport and Weber charcoal grill. A separate storeroom at the back of the carport contains 2 beach bikes, as well as 5 beach chairs, an umbrella, a cooler and a large beach wagon to carry it all to the beach. After spending the day on the beach, you can rinse off in the fully-enclosed outdoor shower (hot and cold water). Then hop on one of the beach bikes to explore the adjoining beach towns in the late afternoon. In the evening, you have an easy walk to the world-famous Red Bar restaurant as well as several other outstanding dining opportunities. Stella Luna is the perfect vacation retreat for your family. You will want to come back year after year! *During the Spring Break and Summer seasons, we require a 7-night minimum stay (Sat - Sat time frame). Otherwise, there is a 3-night minimum. Exceptions are allowed on a case-by-case basis.

The exterior of the two-story home is presented in a soft blue hue, complemented by white trim and a covered porch. A one-car garage is visible on the right. Surrounding pine trees provide greenery, while a paved driveway leads up to the entrance.

4.96 out of 5 average rating, 199 reviews

Casa By La Playa! A Blue Mountain Beach Getaway

Welcome to Casa By La Playa! A coastal treasure sitting just off 30A in Blue Mountain Beach with two nearby beach accesses and amenities galore. This 2-bedroom and 2.5-bathroom home sleeps 8 guests comfortably and features a one car garage, stainless steal appliances and flat-screen TVs in every bedroom! An open living and upgraded kitchen area greets guests upon entry plus a side door access leading to a premium fenced back yard with artificial turf, a furniture set, plus umbrella for shade!

A two-story coastal home is presented with a light grey exterior and a charming wraparound porch. Paved stone pathways lead to the entrance, surrounded by landscaped greenery. Tall windows allow natural light to brighten the front, creating an inviting first impression.

4.93 out of 5 average rating, 85 reviews

Grayt Dayz Ahead Vacation House

Enjoy our luxurious new 4 Bedroom home located in The Village at Grayton Beach in beautiful Grayton Beach. The Village is an elegant coastal community of just 47 homes nestled among native pine and oak trees. Grayton Beach is like no other beach town along 30A. Enjoy the famous white sand and emerald waters without the crowds, soak in Graytons quirky, free spirit, laid back attitude and iconic beaches. Paddle board or kayak on the famous dune lakes or swim and snorkel the Gulf of Mexico.

5 out of 5 average rating, 7 reviews

Luxe Grayton gem! | Easy Beach Access | Pool!

Introducing Doin’ Grayt Nest! Perfect for smaller groups, this 2-bedroom configuration lets you enjoy our stunning 4-bedroom home-with two rooms simply locked and vacant—while still experiencing the same hospitality and thoughtful touches we're known for! Lounge by the community pool, cruise around on complimentary bikes, or unwind on one of three charming porches. We’re also steps from the beach shuttle stop, making it a breeze to get your toes in the sand—only a 5-minute ride away!

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.

4.95 out of 5 average rating, 206 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.

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.

4.96 out of 5 average rating, 156 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.

A cozy living area features a light-colored sofa with a patterned throw, a simple coffee table, and a decorative lamp. Two windows allow natural light to fill the space, while a mounted television displays content. The ceiling is adorned with wooden beams, adding warmth.

4.97 out of 5 average rating, 76 reviews

Grayton Cottage

Discover the Grayton Cottage located in the heart of Grayton Beach, FL: A serene beachside getaway! Nestled one block from The Red Bar, Chiringo, Hotz Coffee, and just two blocks away AJs and the Grayton Corner Store. Our charming home boasts stylish comfort, a fully-equipped kitchen, one tranquil bedroom/bathroom, and high-speed internet. Perfect for beach lovers, with local dining and activities at your doorstep. Book now for an unforgettable Grayton Beach experience!

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.

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!

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.

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.

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.

4.98 out of 5 average rating, 119 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!

4.96 out of 5 average rating, 27 reviews

Grayton Peach 30A, Fam Friendly, Beach Gear & More

Welcome to The Grayton Peach in historic Grayton Beach, Florida. This spacious vintage beach home is full of bohemian character and eclectic charm, making it the quintessential hangout for your next 30A stay. An original 90’s Grayton Beach home, The Grayton Peach has undergone a revival in 2025 to bring all of its retro beach flair and good vibrations back to 30A. We invite you to come stay peachy!