
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.

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

Heated Pool, Bikes! Steps to Beach, Alys, Rosemary
The largest house in the upscale gated Sunset Beach Community with private beach. This 3 Bedroom/3 Bath home is located on the south (beach) side of 30A and a short walk to restaurants and shops at Rosemary, Seacrest Beach, and Alys Beach. Reverse floor plan with living area on second floor and abundant natural sunlight. Just a 90-second walk to the beach access + heated, gulf-front pool overlooking the ocean, reserved exclusively for Sunset guests! Includes 4 bikes + new outdoor tv + daybed!

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

1bd/2ba condominium on the ground floor~ Right on
5-7 minute walk to the beach~fitness center and pool on property~10% off for golf cart rentals~ Walking distance to restaurants~ 2 beach backpack chairs provided~one beach wagon~2 beach towels Stay at ‘Happy Hour Hideaway’ & leave your worries behind! Located on infamous Highway 30a, you will love staying so close to the action while still enjoying the seclusion of this complex. This is a 1Bedroom + hallway bunks/ 2 bathroom condo, located on the first floor of the complex. For your conveni

Gulf Place GulfView 2 Min Walk 2 Beach Heated Pool
HEATED POOLS & SPAS & FREE PICKLEBALL! Quiet top floor stunning Gulf Place Cabanas condo with breathtaking panoramic ocean views on famous scenic 30A! Two minute walk to the beach! Gulf Place offers on-site bike rentals, great restaurants, ice cream shop, coffee shop, pharmacy, cool boutique shops, Pilates studio, day spa, an artist colony, and an outdoor green with seasonal music, and free community events & festivals. It’s also minutes from Seaside / Watercolor / Grayton Beach to the East.

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!

Majestic Sun B1104*Gulf View*Owners Garage*Hot Tub
☆☆ WHAT TO LOVE ABOUT THIS HOME: ☆☆ ✹ Huge GULF VIEWS from Living Space & Master Bedroom ✹ 1 King Size Bed + 1 Queen Bed + 1 Twin XL + Queen sleeper sofa ✹ BEACH GEAR Provided-Wagon, chairs, umbrella, towels, & toys ✹ Dedicated Parking Space under building = convenience! ✹ Heated Pools, hot tubs, fitness center, tennis courts, golf course ✹ Numerous Restaurants within walking distance ✹ 55" Smart TV + Smart TVs in all bedrooms ✹ Large Balcony Space for Relaxing & Dining ✹ Gated Community

"Sips & Sand" nestled b/w Rosemary & Alys Beach
Located along the infamous 30a! This light and airy 1/1 condo is perfectly nestled between Alys and Rosemary Beach. It's a short 5 minute walk or free tram ride to the deeded beach access where you will be greeted by the beautiful emerald waters of the Florida Panhandle. The condo sits beside the complex's two pools, hot tub and grilling area. Conveniently located on the property are a variety of shops, restaurants, bike rentals and seasonal activities including live music and fire pits.

30A Top Rated! Free Golf Cart+Bikes+2 Pools+Bunks
Welcome to Royal Breeze! Our breathtaking 30A home is located in a prime location in the sought after community of Prominence, located in between Seaside and Rosemary Beach and across the street from everyone's favorite - The Big Chill! Spend your days soaking up the sun at our resort-style pools or white sand beaches (only a short golf cart or bike ride away). Spend your nights at the Big Chill watching sports, concerts, and enjoying some of the best food options in the 30A Area!

“KNIGHT AWAY” So close to the Beach !!- Hwy 30A !
Plan your getaway to this beautifully renovated Condo. Our unit is located in the heart of Seagrove Beach, just 200 yards from the sugar-white sand and emerald- green water of the Gulf of Mexico. It is a first floor unit in Beachwood Villas, which sits directly on scenic Hwy 30A. Condo features a king bed in bedroom, comfortable twin-xl bunk beds with lighting recessed in the living room equipped with USB ports for charging phones and a Full Sleeper Sofa in the living room.

30A Spring Break Favorite | Heated Pool & Bikes
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.

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!
Popular amenities for Grayton Beach rentals with a pool
House rentals with a pool

The Juander Inn, cottage + saltwater pool on 30A!

30A Beach Villa-Steps to PrivateBeach! Dogs,Bikes

Free Golf Cart, 5 min to Beach, Community Pool

Blue Mountain Bungalow 30A

Flip Flops in Paradise

Blue Mountain Beach Retreat: Bikes, Pool!

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

Blue Mtn home, EV Charging & Designer Interiors
Apartment rentals with a pool

Posto Felice! Seacrest Beach 30A (Rosemary & Alys)

30A Beach Haven #1: 500ft to beach

Prime 30A Location/Pool/200 feet to beach/Wi-Fi

Majestic Ocean Views, Oceanfront Condo, Renovated!

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

30-A Getaway near Seaside 102

Pelican Perch, Breathtaking Views, Couples Retreat

Gulf Views! • Bikes• Garage • Pool • Gated Beach
Other holiday rentals with a pool

Happily Ever After w/golf cart on 30A! ALL NEW!

Pool | Walk to Beach | Salt & Seagrove | Tennis |

1-bedroom beach loft/condo w/pool and hot tub

NEW rental on 30A near Rosemary w/Golf Cart

HappyPlace30A-Gulf Views/Pool/Beach 3-Minute Walk

Steps to WaterColor Beach Club! Huge & Renovated!

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

Nautical Dunes - Ocean Front View!
Destinations to explore
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- Destin Beach
- Aqua Resort
- Crab Island
- Destin Harbor Boardwalk
- WonderWorks Panama City Beach
- Opal Beach
- Frank Brown Park
- St. Andrews State Park
- MB Miller County Pier
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
- Shell Island Beach
- Crooked Island Beach
- Gulfarium Marine Adventure Park
- The Track - Destin
- Gulf Breeze Zoo
- Camp Helen State Park
- Signal Hill Golf Course
- Panama City Beach Winery
- Shipwreck Island Waterpark
- Gulf World Marine Park
- Coconut Creek Family Fun Park




