Holiday rentals in Choctawhatchee Bay

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Top-rated holiday rentals in Choctawhatchee Bay

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

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Guest favourite

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.

Apartment in Destin

4.96 out of 5 average rating, 228 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 favourite

Apartment in Destin

4.93 out of 5 average rating, 153 reviews

Little Peace of Paradise

Welcome to our Little Peace of Paradise located in a small condo community on Holiday Isle in Destin, Florida. Top-floor, corner unit, lots of windows, great views. Perfect location for a romantic couples get-away, girls or guys trip, staycation, or business travelers. Public and private beach access within walking distance, and a water taxi (during summer month) to take you to Destin's hottest spots. Easy access to all the hot spots like Crab Island, Destin Harbor Walk, and deep sea fishing.

Top guest favourite

The welcoming exterior of Magnolia Cottage is framed by lush greenery and blooming plants. A spacious porch features a wooden deck with seating and a hammock, inviting relaxation. The entrance is adorned with a decorative wreath, enhancing the cottage's beach and boho charm.

Home in Santa Rosa Beach

4.92 out of 5 average rating, 125 reviews

Magnolia Cottage Couples Retreat-Sleeps 4-Pets

Magnolia Cottage is a secret gem off the beaten path, close to the bay side of life. Decorated with a beach & boho cottage feel, it’s the perfect place to relax and unwind. Not on 30A but close to everything. 1 King Bed Soaking Tub Twin Daybed w/ Twin Trundle 6 min drive - 3.3 miles to the closest public beach - ED WALLINE .4 Miles Chas E Cesna Landing Boat Ramp Perfect Couples Retreat Pet Friendly with Pet Fee Professionally Cleaned Whole home UV & Water Filter Beach Chairs 4 MAX GUESTS

Top guest favourite

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.

Guest house in Santa Rosa Beach

4.96 out of 5 average rating, 274 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 favourite

Double French doors open to a serene outdoor space featuring a private saltwater pool. Lounge chairs with plush cushions surround the pool, while sun umbrellas provide shade. The well-maintained backyard includes a wooden fence and lush greenery, creating a tranquil environment.

Home in Santa Rosa Beach

4.98 out of 5 average rating, 126 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 favourite

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, 195 reviews

Waterfront Views, Deck, Sunsets, Private, Sealife!

"Splash", our waterfront retreat, provides breathtaking views! Nestled on the scenic shores of Choctaw Beach, this tranquil haven offers an unparalleled private escape. Soak in the mesmerizing sights & sounds of the bay from the deck! Dolphins, ospreys & otters & 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 favourite

Guest suite in Destin

4.97 out of 5 average rating, 247 reviews

Newly Renovated Studio in the heart of Destin

Nestled in the heart of Destin, FL this is a quiet, cozy space meant for travelers who want to enjoy all the fun of Destin, but have a relaxing and clean place to come home to at the end of the day. The studio has been recently updated and has a beautiful kitchen with new granite countertop, new appliances, modern walk in shower and new tiles. There is a King bed and leather sofa to relax and watch Youtube TV channels, Free WiFi provided. I hope you love it as much as we do!!!

Guest favourite

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

4.92 out of 5 average rating, 152 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 favourite

A modern bedroom features sliding barn doors that create a seamless entrance. A spacious bed with a dark grey blanket is centered in the room, flanked by soft lighting. A textured rug adds warmth, while a ceiling fan enhances airflow in the relaxed atmosphere.

Loft in Destin

4.95 out of 5 average rating, 460 reviews

The Naughty Scene 233

Brand new 1 bedroom apartment complete set up for coupleONLY or small family of 3.the perfect place for celebration a special moment,relax whit your love one and make memories.right in the center of Destin 1 minute drive to the public beach,2 minute drive to the harbor walk village..flower, cards, wine is available for surprise ,( just ask me) NO SMOKERS OR PARTYING INSIDE MY PLACE.please read other details to note!DU NOT BRING EXTRA FRIEND INSIDE and read OTHER DETAILS TO NOTE

Top guest favourite

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.

Apartment in Miramar Beach

4.95 out of 5 average rating, 102 reviews

Family Friendly | Balcony | Short Drive to Beach

Relax and unwind in our family-friendly 2BR condo in Sandestin—just minutes from the beach, pools, and local attractions. ☀️🏖️ Located in the quiet Crystal Cove community, it’s perfect for a peaceful stay while still close to the action. Enjoy the beach, Baytowne Wharf, and nearby dining and shopping. You’ll also have easy access to golf, Scenic 98, and 30A’s charming beach towns like Seaside and Watercolor. We’d love to host you for a relaxing and memorable stay!

Top guest favourite

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, 331 reviews

Golf, BoatDock, Kayak, Paddleboard, Fish, Dolphins

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 favourite

Tiny home in Freeport

4.96 out of 5 average rating, 85 reviews

Tiny Home w Great Bay View

🌊 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: Steps from top-tier fishing & kayaking! 🏖️ Beach Days: Just 15 mins to the shore. 🎖️ Proximity: 20-25 mins to Eglin AFB. Experience breathtaking bay views and tiny home charm! 🌅🐟 Book your coastal escape now! 🥂