Vacation rentals in Choctawhatchee Bay

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Top-rated vacation rentals in Choctawhatchee Bay

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Top guest favorite

A light-filled living area features a comfortable sofa facing large glass doors that open to a private balcony, revealing sweeping views of the Gulf of Mexico. A wooden dining table is set, accompanied by modern white chairs. A unique chandelier hangs above, adding contemporary style.

Condo in Destin

4.96 out of 5 average rating, 192 reviews

The Merry Whale on The Emerald Coast

Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

Top guest favorite

A view of a lush landscape featuring tall palm trees in the foreground and a well-maintained grassy area. Beyond the lush greenery, coastal homes and the ocean can be seen, with a clear blue sky above and gentle waves in the distance.

Townhouse in Destin

4.98 out of 5 average rating, 111 reviews

Waterview Villa/Pool/2 King Beds/ 3 Min to beach!

Nestled in the heart of Destin, FL, this upper-level 2-bedroom, 2-bathroom duplex is the perfect retreat. Wake up to serene private lake view from your balcony and enjoy the convenience of being just steps from the pristine white sand beach. Each bedroom features a plush king bed, while the fully equipped kitchen makes dining effortless. Relax by the community pool or savor tranquil evenings on your private patio. This villa combines coastal charm with modern comfort for an unforgettable escape!

Top guest favorite

A bright living area is showcased with expansive glass doors revealing ocean views. Comfortable seating includes a light-colored couch, and a round dining table accommodates four. Coastal-themed decor enhances the ambiance, while a chandelier adds a touch of elegance to the space.

Condo in Destin

4.96 out of 5 average rating, 482 reviews

Beach Paradise - Ocean View - Bonus Beach Service

Special bonus: Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/25-11/30/25. Enjoy the gorgeous ocean view in this spectacular 2 bedrooms + 2 full bathrooms condo (972 sqft). Steps from the private beach. Ranked as one of Destin's Top Resorts. Lagoon pool, ocean-front heated pool, gas grills, work-out room, tiki-bar, gated resort, free parking, WiFi, and 24-hr security. Check out our condo in the same building: "Ocean Paradise - Beach Views in perfect location"

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, 241 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

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

4.95 out of 5 average rating, 159 reviews

Waterfront & Private, Sealife by Day/Starry Nights

Welcome to your waterfront retreat where breathtaking views await. Nestled on the scenic shores of Choctaw Beach, this tranquil haven offers an unparalleled private escape. Step onto the deck & soak in the mesmerizing sights & sounds of the bay. Dolphins, ospreys & 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, Miramar, or 30a, this getaway promises an unforgettable experience

Top 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 Santa Rosa Beach

4.95 out of 5 average rating, 312 reviews

SIT ON THE Dock; DolphinsKayakPaddleboard Fish …

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 . Corn hole, croquet and badminton available for extra play options .

Guest favorite

This ground floor studio features a spacious bed covered in striped linens. A flat-screen television is mounted on the wall opposite, with a small dining table nearby. A balcony with views of the golf course can be accessed through sliding glass doors, offering natural light.

Condo in Miramar Beach

4.95 out of 5 average rating, 121 reviews

Sandestin Elation Studio - Baytowne - Golf Cart

Ground-floor studio in Sandestin Golf & Beach Resort with serene golf course and lake views. Steps from Baytowne Wharf’s dining and entertainment. Features a king bed, queen sofa bed, full bath, and kitchenette with microwave and mid-size fridge. Enjoy Wi-Fi, Netflix, resort tram access, and beach gear in garage storage. Golf cart available - please inquire about availability and fee. Perfect for a relaxing escape in the heart of Sandestin. And Yes! you may drive the golf cart to the beach.

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, 103 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

Guest favorite

The Zoo Gallery is a two-story building featuring a welcoming porch with red chairs. Lush greenery surrounds the steps, and abundant windows allow natural light to fill the space. A clear blue sky complements the bright yellow exterior, enhancing the inviting atmosphere.

Condo in Santa Rosa Beach

4.94 out of 5 average rating, 285 reviews

89.HotzAvenue - Downtown Grayton Beach 1

Relax in old Florida's charming Grayton Beach, just steps from the powder white beaches of South Walton. Downtown Grayton #1 is centrally located on world-famous Scenic 30A - minutes from Seaside, Watercolor, Alys Beach, and Rosemary Beach. Your recently refurbished condo offers an eclectic, comfortable, convenient escape for couples, solo travelers and families. One story above a Grayton Beach staple, The Zoo Gallery & directly across the street from the legendary Red Bar!

Guest favorite

A well-lit bedroom features a queen-size bed adorned with a colorful throw. Two large windows provide ample natural light, while cozy seating is available in the corner. Soft textures and decorative wall art enhance the tranquil atmosphere, complemented by a ceiling fan for comfort.

Guest suite in Santa Rosa Beach

4.93 out of 5 average rating, 333 reviews

Hippy Beach Retreat, Beach gear, Near 30A, Private

Welcome to your Hippy Beach Retreat, located in Santa Rosa Beach, FL. Attached to the main home, an en-suite ensures your privacy and comfort. Designed for adults, it's an ideal escape from the daily hustle. All sorts of amenities are provided, including beach gear. Feeling adventurous? Ask us about booking a paddleboard with our friends. Santa Rosa Beach has pristine shores and emerald waters, offering an unforgettable beach experience. Scenic Hwy 30A is a few miles away.

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

4.94 out of 5 average rating, 114 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.

Guest favorite

A bright studio suite features vaulted ceilings and warm wooden beams. A spacious bed is adorned with colorful accent pillows, while a comfortable chair sits nearby. Decorative elements include tropical wall art and a plant, contributing to a relaxed atmosphere. A TV is mounted on the wall.

Bungalow in Destin

4.94 out of 5 average rating, 172 reviews

Cozy Bungalow - Steps to Ocean w/Screen Porch

The Hemingway is a studio suite in the highly desirable Crystal Beach neighborhood—only 1,000 feet to the beach boardwalk! This stylish space features vaulted ceilings, and screen porch with outdoor fan. The kitchen has a Keurig with coffee pods provided, mini fridge, and microwave. 50" Smart TV with all the apps. Enjoy the outdoor shower after the beach! No cooking or grilling allowed on the property.