
Vacation rentals with a pool in Choctawhatchee Bay
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Top-rated rentals with a pool in Choctawhatchee Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Sandestin Resort Studio, Spectacular Bay Views
Our Bayside Studio offers spectacular panoramic views of Choctawhatchee Bay. Located in Sandestin Resort on a quite enclave framed by Florida pines and the fairways of The Links Course, your own personal balcony on the third floor serves as the perfect viewpoint of the Bay. Guests and children will enjoy our relatively low nightly rates but also have access to all the amenities Sandestin has to offer (Beach, golf, tennis, water-sports, spa, nature trails, many kids activities, dining, shopping).

Sandpiper Cove 8140! 500 ft to the Beach!
Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access owned by Sandpiper Cove! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!

Beach access / Ocean View from balcony / King bed
Sugar Sand Crystal Beach Escape: Just across the street from two entrances to "Sugar Sand" Crystal Beach and featuring a large private balcony with stunning water views in two directions. MONTHLY SNOWBIRD PRICING. King master with TV, hallway bunkbed cubby, and a queen gel foam sleeper. Enjoy 2 FREE parking spaces, a heated pool, and hot tub. In-unit washer/dryer. 2 Roku flat-screen TVs. Fully stocked kitchen with Keurig, coffee maker, and tea kettle. *Must be 25+ unless active duty military.

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

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.

Sugar Sand Cottage at Destin Pointe
This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

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.

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.

Gulf View• Bikes• Garage • Pool • Gated Beach•Gym
Enjoy glistening views of the Gulf from this stylish 4th floor condo in Miramar Beach with a resort‑style pool, gated beach access, complimentary beach service, rare garage space, beach cruisers and elevated amenities. Serenity, A Wave From It All! at Beach Resort is perfectly situated across the street from the white sand beaches and Emerald Green shores of Destin, near beach-front restaurants, world class shopping, stunning golf courses and endless entertainment options.

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!
Popular amenities for Choctawhatchee Bay rentals with a pool
House rentals with a pool

Italian villa 200 steps from beach • Free cruise!

5 Min Walk to Private Beach | Luxury Remodel

5 BR home w private pool & jacuzzi, 3 min to beach

Destin Pointe | Private Pool + Hot Tub | 2 Beaches

Waterview Villa, Steps to the Sand, King Bed, Pool

6-Seater Golf Cart with Bay, Lake & Golf View Home

Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min

Isle Be Back! Miramar Beach Villa! STEPS TO BEACH!
Condo rentals with a pool

Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool

"Sweet & Salty" @ Sandestin’s® Baytowne Wharf

Clean & Comfy 1BR - Pool & Gated Beach

The Fantasea Villa-Snowbird Rates!

Zen Retreat ON Beach~Golfcart*~Oceanview~Pool

BELIEVE! Great location! Charming/ sexy 1BD condo

Condo w/ Pool, Hot Tub, Private Bch & Free Parking

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc
Other vacation rentals with a pool

New, luxury Beachfront, Gulf Views, Private Beach

Beachside Ground‑Floor Getaway with Pool

Beach Access Updated Unit Multiple Pools FREE Tram

Modern Memories - Peaceful Lakeside View

Bayfront | Private Balcony | Near Destin & Eglin

Casa del Sol. Golf cart/course. 2BR/2.5 BA. Resort

Townhome with Pool, King Bed, 4 min to Beach Park

50 second walk Patio to Water
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pier Park
- Henderson Beach State Park
- St. Andrews State Park
- Village of Baytowne Wharf
- Frank Brown Park
- Seacrest Beach
- Navarre Beach Fishing Pier
- Aqua Resort
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- St. Andrew State Park Pier
- Shipwreck Island Waterpark
- Morrison Springs
- Signal Hill Golf Course
- Camp Helen State Park
- Shell Island Beach





