
Vacation 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.

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

Winter Warm Up | Walk2Beach | Pool | Shop | Eats!
8 minute walk to Ed Walline the most beautiful public beach on the Emerald Coast! Warm up on the sands of 30A enjoying beach life! Safe & peaceful community w/ pool 3 doors down! Walk to nearby restaurants! Run, walk, or ride bikes on the 19 mile 30A path Vaulted ceilings / open floor plan / beautiful rooms Features: Amazing natural light, 4 smart TV's, fast WiFi, Stocked kitchen / new appliances, Washer/Dryer, Weber Grill (BYOC), 4 beach bikes, 4 beach chairs, umbrella, beach towels & more!

Zen Retreat ON Beach, Golfcart* Hot Tub, SanDestin
8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 3+ nts. NEW Pool & Hot Tub. West Elm furniture & King size bed w/ocean view. Sleek Kitchen w/dishwasher & Keurig. WiFi, 55” smart TV. Washer/dryer. Huge balcony to gaze @ the sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram pass & Gym. Perfect for honeymoon, baby moon, girls trip, solo travel or lil family vacay *no animals

Pet Friendly 30A Heated Pool Ocean View Beach 0.10
SEARENITY is a 3 Bed/ 3 FULL bath single family home located on 30A in Old Seacrest. Enjoy beautiful ocean views and a 3 min/ 0.1 walk (map quest walking) to a quiet, gorgeous beach. Our PUBLIC Beach access is RARE. There is NO PARKING so it is always quieter than any other access points. All beach necessities provided. Secluded back yard with outdoor kitchen and private salt water pool (Heated off season). Well equipped kitchen with coffee bar/regular bar. Balcony with ocean views and sunsets.

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!

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.

Sleek & Sexy @ Sandestin Golf & Beach Resort
Newly remodeled pool & hot tub are now open!! TOP RATED 6th floor oceanfront studio at Sandestin Golf & Beach Resort's Beachside Two complex. Guests can enjoy dining, retail, entertainment, golf, tennis and other activities without leaving the gates of this 2400 acre resort on Florida's Emerald Coast. Sandestin Tram pass included. This property is highly ranked amongst Airbnb's Top 10% of homes based on ratings, reviews, and reliability.

Big Chill 30A | Scooters | Pool | Nearby Beaches!
Experience 30A luxury in this newly built, professionally designed townhome in Prominence. Just 5 min by bike or scooter to Gulf Lakes or Deer Lake beach access (PUBLIC). Located near Alys, Rosemary, pristine beaches, and top-rated local restaurants. - Fully-equipped Kitchen - 4 Segway Electric Scooters - 4 Beach Cruisers - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL
Popular amenities for Grayton Beach rentals with a pool
House rentals with a pool

Santa Rosa Beach Canopy House with pool

1 House Off Beach! Private Pool, LSV, Gulf Views!

Blue Mountain Bungalow 30A

Flip Flops in Paradise

Lucille30A-4BR/3BA-Stunning Home in Grayton + Cart

Grayt Dayz Ahead Vacation House

Seagrove’s 30A Window to Heaven: Pool & Beach

Tequila Mockingbird
Condo rentals with a pool

Gulf Breeze at Gulf Place with Ocean Views

Amazing Beachfront Studio, Beach Service Included!

Beach Views on 30A!

Upscale Beachfront Studio! Beach Service Included!

Modern Seagrove studio steps from the beach

NEW 1 Bdrm King Condo | Balcony | Baby Gear | Pool

Jewel on the Gulf! Sunbird 305W. 3rd floor B unit!

Pelican Perch, Breathtaking Views, Couples Retreat
Other vacation rentals with a pool

Beachside 30A Condo with Private Beach

Cancelation Steal~Oct 24-31~Golf Cart Included

Grand Playa | Gulf Front! | Private Beach! | Pool!

Salt Haus 30A by AvantStay | Amazing Ocean Views

30A | Gulf Place | Private Deeded Beach | 3 Pools

Beachfront/30A/2 Balconies + King + Queen + Bunks/Pool

Oceanfront Pool Seagrove

2/2.5 Townhouse/Private Beach/2 Kings!/Gulf Views/
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- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- St. Andrews State Park
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
- Shell Island Beach
- Crooked Island Beach
- Raven Golf Club
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Camp Helen State Park
- Walton Dunes Beach Access
- Fort Walton Beach Golf Course
- Fred Gannon Rocky Bayou State Park
- Shipwreck Island Waterpark
- Wayside Park, Okaloosa Island
- Seacrest Beach
- Signal Hill Golf Course
- Gulf World Marine Park