Holiday houses 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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Top 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.

Condo in Destin

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.

4.96 out of 5 average rating, 261 reviews

Top Guest favourite

An aerial view captures a beachside community with a blend of buildings and green spaces. The soft, white sand stretches along the shoreline, dotted with colorful umbrellas and beach chairs, providing a visual representation of the beach access available for guests.

Villa in Destin

Private Beach + Free Beach Setup | Steps to Pool

Sandpiper Cove | 8140 Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access! 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!

4.96 out of 5 average rating, 110 reviews

Top Guest favourite

A three-story Tuscan-style villa is showcased with a stucco exterior and custom tile roof. Lush palm trees and well-maintained shrubs surround the entrance, and a cobblestone driveway leads to the double garage. Expansive windows add architectural interest and allow for natural light.

Home in Miramar Beach

Italian villa 200 steps from beach • Free cruise!

• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Just 200 steps away from the beach • 3 story Tuscan style villa in one of the nicest neighborhood of multi-million dollar properties • Free cruise ticket per night of stay! (for stays under 7 nights ) • Resort style pool, hot tub, pool views from balconies • Beach gear, work space, large smart TVs in all rooms Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.

4.96 out of 5 average rating, 183 reviews

Guest favourite

An outdoor space features a jacuzzi surrounded by wooden decking. Cozy seating areas with light-colored cushions provide a comfortable retreat. Green foliage and trees are visible in the background, enhancing the tranquil setting. An umbrella offers shade over the seating area.

Home in Sandestin

New! Alora | swim | Firepit | Game Room | Near 30A

4.94 out of 5 average rating, 72 reviews

Superhost

The open-concept living area features a neutral-toned sofa adorned with a textured throw. A round coffee table sits in front of the sofa, complementing the patterned area rug. Natural light filters through the windows, illuminating framed artwork on the walls.

Home in Santa Rosa Beach

Beach Treehouse Natures Hideaway Close to 30A

Escape to this serene 2-bedroom, 2-bath retreat on stilts, nestled among the trees. Reminiscent of a treehouse, this modern cottage offers privacy just 10 minutes from the beach. Enjoy the updated kitchen with stainless steel appliances, modern walk-in tile showers, and a Breville latte machine for a premium cup of coffee. Relax with the family by the electric fireplace while cozying up for a movie night on the 70-inch TV. Unwind on the porch swing and enjoy bistro dining on the patio.

4.89 out of 5 average rating, 72 reviews

Guest favourite

Home in Freeport

Eden House: Mansion on the Bay

(THIS LISTING is for JUST the Main Mansion; doesn't include the guest house. Look in my listings for the guest house listing, and the listing for BOTH properties combined) 400 ft of bayfront, 20 min from the white sand beaches of Destin is EDEN HOUSE, a 7000 square ft mansion (and optionally rentable 2,000 square ft guest house), with gorgeous water views. 4 fairly private acres, filled with 100 oak trees and lush greenery; you will be in another world, watching dolphins play.

5.0 out of 5 average rating, 14 reviews

Superhost

Home in Destin

Large 3BR Family Destin Beach House w Beach Access

Welcome to your cozy vacation home in Crystal Beach, Destin, FL! Just a short stroll from the sugar-white sands, this 3-bed, 2-bath home is perfect for families or friends. Enjoy a fully equipped kitchen, comfy living room, and backyard for grilling. Sleeps 6 with a king, queen, and full/twin trendull daybed. Fantastic location near dining, shopping, and entertainment. Ideal for a romantic getaway or family vacation. Book 61 Sunfish for your next trip to the Emerald Coast!

4.81 out of 5 average rating, 106 reviews

Top Guest favourite

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

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.

4.96 out of 5 average rating, 166 reviews

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.

Condo in Sandestin

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.

4.96 out of 5 average rating, 127 reviews

Top Guest favourite

Condo in Destin

New, luxury Beachfront, Gulf Views, Private Beach

The best-kept secret on Destin Beach — steps from the Gulf with private beach access, heated pool & hot tub, and a quiet 29-unit building where the sand is never crowded. Just 2 miles from Destin Executive Airport. Luxury bathrobes, blackout curtains, Smart TV, and 2 covered parking spots included. Sleeps 8 across a king suite, twin bunk beds, and 2 queen memory-foam sleeper sofas. Whether you're a family, couple, or group ready for Destin's best — this is your base.

5.0 out of 5 average rating, 24 reviews

Top Guest favourite

Condo in Destin

Beachfront•18th Floor•1,400SqFt•SilverBeach Towers

Just listed! Wake up to Gulf views from both bedrooms in this 18th-floor beachfront retreat at Silver Beach Towers. Step outside to a private balcony accessible from the living room and both bedrooms, with direct access to Destin’s sugar-white sand just below. ✓ 2BR/2BA ✓ King + 2 queens + daybed/trundle ✓ Spacious interior + 10-ft ceilings ✓ In-unit washer & dryer ✓ 2 pools + 2 hot tubs ♡ Save this listing to your wishlist.

5.0 out of 5 average rating, 7 reviews

Guest favourite

A charming waterfront property is situated along the shoreline, featuring multiple decks that provide scenic views. The building has a light beige exterior, complemented by large windows and easy access to the water, set against a backdrop of greenery and a clear blue sky.

Townhouse in Niceville

Sunrise Stay| Waterfront | Arcade | Deck

Welcome to Sunrise Stay, a stylish waterfront retreat designed to help you relax, reset, and unwind. Sip your morning coffee on the deck while watching a beautiful Florida sunrise, dolphins passing by, and birds overhead. Enjoy a full kitchen, local Niceville dining, and Destin just across the Mid-Bay Bridge. Your peaceful Florida getaway awaits! Please note: This unit is one side of a duplex.

4.92 out of 5 average rating, 136 reviews