
Holiday rentals with a pool in Choctawhatchee Bay
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Top-rated rentals with a pool in Choctawhatchee Bay
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Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A
This is your 30A Florida escape, where relaxation meets adventure and every amenity imaginable. Guests rave about our extras! This pet friendly home has a fenced-in backyard, private pool (heated upon request), smart TVs with streaming apps, games room, sports gear (rackets, bicycles, and more)—perfect for families. Minutes from Sandestin Miramar Beach, Santa Rosa Golf Club, you're close to the area's top beaches, dining, world-class golf courses, and scenic trails. All that’s missing is you.

*Luxury Baytowne Wharf- Bahia Breeze* w/Pool View
Welcome to the *New* luxurious dream getaway at Baytowne Wharf in Sandestin overlooking the main pool. Our charming unit, located in the heart of a vibrant waterfront village, offers an unforgettable pristine vacation experience. Perfectly designed for comfort, this stylish studio boasts a comfortable 1 King bed ideal for couples, making it an ideal retreat for couples, friends or small families seeking a fun filled exciting vacation surrounded by the best beaches & golf courses in Florida!

Stylish Coastal Baytowne Studio Amazing Amenities
Enjoy a stylish experience at this centrally-located studio on the Sandestin Resort right in the heart of the action of Baytowne Wharf Village. Newly renovated Welcome to paradise! Unit is located on the 5th floor of Pilot House allowing quick walking access to entertainment, food and pool. Only 10 minutes from the beach without ever leaving the Resort, Including Free Tram! The unit offers a King bed with luxury linens. Comfortable queen sofa that will fit two more guests or children.

Grand Sandestin 2nd flr Studio w balcony- Baytowne
Village of Baytowne Wharf Studio at Grand Sandestin Resort 2nd floor, free Wi-Fi and Resort Tram Access inside Sandestin Golf and Beach Resort. We are at the Sandestin entertainment area. We offer our own nicely decorated and very well maintained condo, Netflix subscription and beach chairs & umbrella. Studio has a King bed and a sofa, a kitchenette with microwave, kitchen sink and a mid size refrigerator together with a full bathroom and a large balcony overlooking courtyard and pools.

Condo w/ Pool, Hot Tub, Private Bch & Free Parking
Sleeping up to 4 guests, this premium studio provides you with everything you will need for a perfect beach vacation while indulging in the luxurious resort life. Sandestin Golf and Beach Resort features over 7 miles of beaches, a pristine bay front, 4 championship golf courses, 15 world-class tennis courts, a 226-slip marina, a fitness center, a spa, and celebrity chef dining. Enjoy the fun and entertainment at The Village of Baytowne Wharf with shops, restaurants, playgrounds & more!

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!
This family fun home has a 2 story super fast custom water slide, large pool, (extra charge to heat pool) swim up bar, outdoor tiki hut bar with sink and gas grill, charcoal grill, fire pit, sandy beach, dock, boat slip, (no boat lift) paddle boards. Private suite with kitchen & bathroom on lower level with private access leading out to bay. bring your own fishing gear if you like to fish. Home is a labor of love and has brought so much joy to our family & hopefully to yours.

Luxurious BeachHouse Pickeball+HeatedPool
🏖️ Our beautiful one-story open-floor house is the best choice for your beach vacation with your beloved family and friends. Perfectly located in a quiet community just a few minutes walk (~10 mins). White Sand Beach is close to the community pool and minutes away from shops, restaurants, and everything you need. With 3 bedrooms, 2 bathrooms, and a lovely private backyard, there is more than enough room for 11 guests and your pup, so you won't have to leave anyone behind!

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.

Cozy Condo. Sunrise and Sunset
Bring the whole family to this great place with lots of room for fun! Indulge in coastal living at our new remodeled 1-bedroom, 1-bath apartment, just 0.5 miles from the beach. Experience the allure of a brand-new interior, featuring a spacious layout, modern design, and a fully equipped kitchen. With proximity to both great shopping and an array of restaurants, this seaside retreat offers the perfect bland of relaxation and convenience. Your ideal coastal escape awaits!

100 ft to sand, Corner unit, Hot Tub, Garden view
Step out and hit the beach—just 100 ft to the sugar sand beach from this charming condo. Featuring a King master suite w/private bath, 2nd King room, plus a bunk-bed cubby for kids with a hall shared bath. Ground level, corner unit. The fully stocked kitchen includes Keurig w/pods. 3 TVs. Private patio. Just steps from pool & hot tub. Wi-Fi, washer/dryer w/starter pods. Stroll to dining and local attractions. 2 FREE parking spots. Rent 25+ unless active duty military.

Steps to Private Beach • Gulf Views • Kids Pool
Wake up to turquoise Gulf views and your own stretch of sugar-white sand. Beach days are easy with chairs, umbrellas, and toys ready for you—just grab and go. From your private balcony, enjoy your morning coffee or evening drink while the kids play below in the courtyard. In the summer, s’mores nights, outdoor movies, and live music are all included and just steps away. Big Kahuna’s Water Park and The Track are right nearby—walkable and easy, no car needed.

Beach Condo Steps to Sand | Fully Renovated + Pool
Enjoy a relaxing stay in the heart of Destin 🌴☀️ Beautifully renovated condo with new furniture, appliances, flooring, and modern coastal decor—clean, bright, and comfortable. Walk to the beach, restaurants, shops, and entertainment, or drive 2 minutes to Henderson Beach State Park and June White Decker Park. Includes beach chairs, umbrella, cooler, and toys—everything you need for a fun, stress-free stay. Perfect for families, couples, or a beach getaway.
Popular amenities for Choctawhatchee Bay rentals with a pool
House rentals with a pool

NEW 3B/2.5Ba Heated Saltwater Pool near 30A!

62 Blue View Lakefront Private Pool 5 Min to Beach

Sugar Sand Cottage at Destin Pointe

Pool - Block to Beach - Golf Cart - Beach Service

Lakin’ It Easy~Waterfront with Golf Cart~Pool

The Retreat in Santa Rosa Beach- Bungalow D

Pearl Shores Villa, Private Beach Access

Sandbarr - Bayfront home with a Golf Cart!
Apartment rentals with a pool

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

Beach Paradise - Ocean View - Bonus Beach Service

Beach Haven l Beautiful Lagoon Pool & Ocean View

Sandestin Renovated 1 BRD Condo

Steps to beach, Pool, Parking, Two king bed suites

CostaVista-Sandestin®: Steps to Beach/Gulf Views!

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

18th Floor Pelican Beachfront with Ocean View
Other holiday rentals with a pool

Summer breeze house beach view

Destin Retreat • Pool, Balcony & Amenities

3 bed 3 bath beach and bay escape - Free golf cart

Sunny escape in Miramar Beach, sleeps 6

Luau Sandestin Studio with Spectacular Views

“Coquina”Newly Renovated Beachfront Sandestin

GOLF CART included. Seasonally Heated Pool!

The Sandpiper Hideaway Family Retreat
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- Apartment rentals Choctawhatchee Bay
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- Rentals with pools Florida
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- St. Andrews State Park
- Henderson Beach State Park
- Frank Brown Park
- Village of Baytowne Wharf
- Seacrest Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Gulf Breeze Zoo
- Topsail Hill Preserve State Park
- Pier Park
- St. Andrew State Park Pier
- Fort Walton Beach Landing
- Jade East Towers
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Shell Island Beach
- Signal Hill Golf Course





