Vacation rentals in Choctaw Beach

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Top-rated vacation rentals in Choctaw Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A serene outdoor space features four wooden Adirondack chairs arranged around a fire pit, set on lush green grass. A wooden dock extends into the water, leading to a calm bay with a floating inflatable. Clear blue skies stretch overhead.

Home in Santa Rosa Beach

4.95 out of 5 average rating, 41 reviews

Bayside Beauty - Private Dock - Kayak - Fishing

Bayside Beauty | Private Dock • Sunset Views • Coastal Luxury The perfect waterfront escape in Santa Rosa Beach, a rare bayfront retreat where laid-back luxury meets unforgettable views. Nestled along the tranquil shores of the Choctawhatchee Bay, this home offers front-row seats to breathtaking sunsets, calm waters, and the ultimate Florida lifestyle. Wide open, light-filled living space designed to bring the panoramic bay views, while coastal-inspired interiors create a relaxed, upscale vibe.

Top guest favorite

The exterior of Dune Villa is showcased, featuring a covered porch with a railing and seating for relaxation. Surrounding trees provide shade, while a wooden fence borders the space, offering privacy. The structure's simple design reflects a welcoming ambiance.

Guesthouse in Santa Rosa Beach

4.97 out of 5 average rating, 293 reviews

Dune Villa - Santa Rosa Beach / 30-A

Dune Villa is located on the west end of 30-A. Our stand alone guest house has a private entrance with guest parking, full kitchen, laundry, queen size bed, bathroom and outdoor shower. Beach chairs/umbrella, beach towels, cooler, and two bicycles are provided. Just around the corner from Stinky’s Fish Camp, Santa Rosa Golf Club, Topsail State Park, Coastal Dune Lakes and Gulf Place Town Center. The perfect vacation rental for quick trips to the beach, business trips, or an extended vacation.

Guest favorite

Home in Santa Rosa Beach

4.99 out of 5 average rating, 138 reviews

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.

Guest favorite

A cozy bedroom features a spacious bed dressed in white linens with decorative pillows in yellow and gray accents. A sliding glass door offers views of the waterfront, while a wall-mounted television and a stylish light fixture enhance the room. Natural light is welcomed through the door.

Home in Niceville

4.94 out of 5 average rating, 201 reviews

Waterfront! Endless Views, Sunsets, Private, Deck

Our waterfront retreat, provides private, breathtaking views! Nestled on the scenic shores of Choctaw Beach, this tranquil haven offers an unparalleled escape. Soak in the mesmerizing sights & sounds of the bay from the deck! Dolphins, ospreys, otters and more await. Inside, a newly renovated space, providing comfort to relax. Whether you’re sipping coffee/wine on the decks or exploring the nearby beaches of Destin, just 8.5 miles away, this getaway promises an unforgettable experience!

Guest favorite

A bright and inviting living space features large windows overlooking the bayou. The room includes a spacious bed, a cozy seating area with a sofa, and a dining space. A statement chandelier adds a touch of elegance, while wooden accents enhance the warm ambiance.

Treehouse in Santa Rosa Beach

4.93 out of 5 average rating, 169 reviews

Romance On The Bayou

Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

Top guest favorite

The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.

Home in Santa Rosa Beach

4.96 out of 5 average rating, 156 reviews

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.

Top guest favorite

A spacious living area is showcased, featuring a neutral-toned sectional couch, two accent chairs, and a wooden coffee table. Natural light flows in through glass doors leading to a balcony. Recessed lighting and a ceiling fan provide comfort, while a large clock adds a decorative touch.

Condo in Sandestin

4.96 out of 5 average rating, 120 reviews

Family Friendly Condo in Sandestin

Create lasting beach memories with family and friends at our comfortable 2-bedroom condo in Sandestin's Crystal Cove community. Enjoy a peaceful bayside setting while staying just minutes from Sandestin's private beach access, pools, Baytowne Wharf, golf, dining, and shopping. Our condo includes a fully equipped kitchen, in-unit laundry, high-speed WiFi, beach chairs, towels, and a beach cart. Everything you need for a relaxing and stress-free getaway is waiting for you.

Top guest favorite

Condo in Destin

4.99 out of 5 average rating, 226 reviews

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.

Guest favorite

A porch swing made of dark wood is positioned on a covered deck, providing views of the calm waterway. Potted pink flowers add color to the scene. In the background, the gentle slope of green grass leads to a dock and chairs along the bank.

Guest suite in Sandestin

4.95 out of 5 average rating, 344 reviews

Dock Boat, Fish, Paddle, Dolphin, great location!

Private Waterfront Suite on the Choctawhatchee Bay. 7 miles to Destin Beaches 4 mi. To Baytowne Wharf 5 mi. To the popular 30A Emerald Coast beaches . Nightlife , Restaurants , Shopping and fishing! On site parking and dock space . About a half hr. Ride On your boat to Crab Island. Hop on the Paddle boards or kayaks that are provided to spot dolphins in the Bay! ( Please use at your own risk) Life Jackets provided . BOAT DOCK AVAILABLE

Top guest favorite

A charming tiny home is nestled under large trees, showcasing a rustic wooden exterior with multiple windows and a front porch. Nearby, a modern vehicle is parked on gravel, and a firepit with seating is visible in the foreground, creating a welcoming outdoor space.

Tiny home in Freeport

4.97 out of 5 average rating, 94 reviews

Tiny Home On the Bay | Dog Friendly + Bay Views

Coastal Tiny Home Retreat Unwind in this stylish, modern tiny home on wheels! Perfectly equipped with 2 flat-screen TVs, cozy bar seating for two, and a full kitchen for your stay. Adventure Awaits: 🛶 On the Water: a few minutes from fishing & kayaking! 🏖️ Beach Days: Just 15 mins to the beautiful Gulf. 🎖️ Proximity: 20-25 mins to Eglin AFB. Experience breathtaking bay views and tiny home charm! 🌅🐟 Book your coastal escape now!

Guest favorite

Guesthouse in Freeport

5 out of 5 average rating, 14 reviews

Guest Home of Eden House Mansion

Bayfront 2,000 sq ft guest home on the Eden Mansion Estate. The Mansion can also be rented in a separate listing. 20 min from the white sand beaches of Destin on a scenic bayside drive, just over the Mid-Bay Bridge. Bring your boat and launch just up the street at Choctaw Beach. Outside, you have your own parking area, perfect for 2 or 3 cars if needed. Sip coffee watching the dolphins jump, take in sunrises. Bring a boat!

Top guest favorite

A light-filled living area features a spacious light-colored sofa adorned with decorative pillows. A woven tray sits on a cozy throw blanket, and a nearby lamp provides soft illumination. An abstract artwork hangs on the wall, complementing the serene coastal theme.

Cottage in Bluewater Bay

5 out of 5 average rating, 59 reviews

Pristine home near Destin, shopping & Eglin AFB

Serene & luxurious private guesthouse located 4 miles to Destin, and minutes to Eglin AFB, with a neighborhood bayside park. Close to your private cottage you will enjoy: *Emerald Beaches *Bluewater Bay Marina *Rocky Bayou State Park (Paddle board & Kayak rentals) *Fishing Charters *Boat Rentals & Tours *Golf Courses *Helicopter tours *Destin Commons & Sandestin Shopping Mall *The Best Seafood Restaurants on the beach