
Holiday rentals with a pool in Grayton Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Grayton Beach
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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

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!

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!

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

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!

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.

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.

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!

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.

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.

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.

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
House rentals with a pool

Divine Beach Living at 'On Beach Time'

Santa Rosa Beach Canopy House with heated pool

The Blue Bungalow by Stay on 30a

Coastal Pines 4BR Home w Bikes & Golf Cart on 30A

*Steps to Beach* Fully Remodeled Home - Golf Cart

Lux 4BR | Blue Mtn Beach | Golf Cart | Firepit

Private Beach | Pool | 2Kings | 1min walk to beach

Above the Sea
Condo rentals with a pool

Steps To The Beach (Private) | Sunset Views!

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access

Havenly Escape 30A - 3 bedroom 2 bathroom condo!

Modern Seagrove studio steps from the beach

Blue Breeze|Bikes|Private Beach/Chair Service

30A Seagrove Condo • Beach Access, Pool & Bikes

Hidden Beach Villas #221 *easy public beach access

Stillwater 30A - Our Family Friendly Retreat
Other holiday rentals with a pool

Your 30A Escape! Relax and Rejuvenate.

Relaxing 4-bedroom beach house

Hidden Haven at Hidden Lake 211

Afternoon Nap

Doin' Grayt! Steps to beach, Pool, 4 Bikes, Pets!

Grayt Dayz Ahead Vacation House

Spacious townhome newly remodeled

Private Beach Access and 30A’s Best Pickleball!
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Frank Brown Park
- St. Andrews State Park
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
- Gulf Breeze Zoo
- Crooked Island Beach
- Shell Island Beach
- Camp Helen State Park
- Shipwreck Island Waterpark
- Henderson Beach State Park
- Gulfarium Marine Adventure Park
- Signal Hill Golf Course
- Village of Baytowne Wharf
- The Track - Destin
- HarborWalk Village
- Gulf World Marine Park
- Panama City Beach Winery
- Topsail Hill Preserve State Park




