Vacation rentals with a pool in Grayton Beach

30A Twickenham: 2BR Gem! Beach-Pool-Bikes-Cart!

Welcome to Twickenham on 30A, a bright 2BR/2BA retreat in the Prominence community. Steps from The Big Chill’s dining, live music, and shops, enjoy a modern open-concept space with designer decor and a fully equipped kitchen. Relax at the 5,000 sq/ft resort pool or explore 30A with the complimentary electric cruiser & bikes. Convenient beach access + provided gear make coastal adventures effortless. Perfect for relaxation and fun, Twickenham blends charm, convenience, and vibrant 30A living!

30-A Getaway near Seaside 139

Contact us for long term winter specials & winter rates. Escape to paradise & indulge in the ultimate coastal retreat. Just steps away from the sugar-white sands of South Walton, this serene & stylish haven invites you to unwind in total comfort. Take a leisurely stroll to the heart of Seaside, where charming food trucks, boutique shops, and world-class dining await. Whether you're savoring gourmet cuisine or catching a golden sunset on the beach, every moment here feels like a dream come true.

FlipFlopsOn II • 80 steps to the Beach • FL 30A

Recommended by ‘TRAVEL + LEISURE’, FlipFlopsOn II is 80 steps to Inlet Beach, one of FL’s most beautiful white-sand Gulf Coast beaches! This dreamy full studio sleeps 4 (4 beds), & sits beachside of the 30A National SCENIC BYWAY adjacent to Lake Powell; walk/bike to Inlet, Alys & Rosemary Beach dining & entertainments Featuring a clean Cali-Florida vibe, POOL, GRILL, beach gear, fast wi-fi, smart TV, fully-equipped kitchen, & sunsets from your private patio! Park your car, walk everywhere!

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.

Gulf View *on 30A* w/Gated Beach+3 Heated Pools

Enjoy spectacular views from the private ocean-view balcony of *BeachHaven30a* at Gulf Place, a coastal chic Cabana located just 100 yards from the white sand of Florida's emerald coast. Community amenities include 3 pools, private gated beach access (very few stairsteps), tennis courts, green space, and free parking/WiFi/laundry facilities. Once you arrive, park your car and enjoy the walkability that Gulf Place and Santa Rosa Beach have to offer: restaurants, shops, sweets, and more!

Private Pool - Walk to Beach - Pets Ok!

You'll love this cheerful bungalow for its heated pool, sophisticated décor, screened porch, outdoor shower, short walk to the beach, and high speed internet! Inside, you'll find a breathtaking and spacious family room, 3 bedrooms, and sleeping arrangements for 10. Enjoy relaxing on the screened porch! Pool heating is available for $40/day. Details below. Our 6 seat golf cart is available for rent for $125/day We are dog-friendly with payment of a $130 pet fee. Two dogs maximum.

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.

Pumpkins & Palms | Autumn Beach Stay for 5!

Experience an unforgettable tropical holiday in this charming townhouse in Prominence North on 30A. Its bright, open interiors and two bedrooms are ideal for smaller families or a couple's getaway. Tastefully decorated with a coastal ambiance, this luxury townhome offers a carefree and relaxing atmosphere! The 5,000 square foot community pool and "The Big Chill" (formerly known as "The Hub"), a lively entertainment, shopping, and dining mecca, are both within an easy walk.

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.