Holiday rentals with a pool in Choctawhatchee Bay

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Top-rated rentals with a pool in Choctawhatchee Bay

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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.
Apartment in Destin
4.96 out of 5 average rating, 231 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
A bright and airy living space features a comfortable sofa and a coffee table, complemented by natural light from tall windows adorned with sheer and solid curtains. An open kitchen area showcases modern appliances and bar seating, enhancing the welcoming atmosphere.
Apartment in Destin
4.95 out of 5 average rating, 108 reviews

The Fantasea Villa-Snowbird Rates!

Perfect condo for that long weekend vacation or for the entire week! Gulf Terrace in the HEART of Destin. Minutes from the beaches of the Emerald Coast! Restaurants are within walking distance, as well as great shopping. This 1 Bedroom/1 Bath condo is perfect for a couples getaway or a fun friend trip! Desk space available to work right from your condo at the beach! There are 3 pools to cool off after a day at the beach. Spend your vacation with us! READ THE ENTIRE LISTING BEFORE BOOKING

Top guest favourite
Apartment in Fort Walton Beach
4.98 out of 5 average rating, 122 reviews

Beachfront Bliss! Gulf Waves at The Palms #201

Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

Top guest favourite
An outdoor area features a private pool surrounded by a patio with lounge chairs and a dining table. Two surfboards are positioned near the pool, alongside palm trees and residential buildings in the background, creating a relaxed, tropical setting.
Guest house in Destin
4.97 out of 5 average rating, 394 reviews

Carriage House by the Beach

Cozy carriage house one block from the most beautiful beaches in Florida! Enjoy a full kitchen with granite counter tops and all of the tools needed to cook a fantastic dinner to eat on your deck overlooking the pool. Snuggle on the couch watching a large TV or catch up on social media with free Wifi. Sleep in a comfortable king bed and enjoy a private bath. Walk to restaurants, shops and nightlife. Perfect for a vacationing couple or anyone in town for business. Includes beach chairs!

Top 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, 127 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
Two wooden beach chairs, featuring blue cushioned fabric with the Sandestin logo, are positioned under a blue umbrella on a sandy beach. The calm turquoise waters extend to the horizon under a clear blue sky.
Apartment in Miramar Beach
4.96 out of 5 average rating, 104 reviews

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

Sweet & Salty @ Baytowne Wharf Sandestin®, Florida! This spacious studio provides everything you need to maximize your stay at this amazing resort. The modern and cozy getaway will leave you feeling comfortable with all the amenities for your stay. Stylish decor throughout! Lounge at the nearby pool and HOT TUB. Music Festivals, Beer & Wine Festivals, a Farmers Market, Dining, Shopping & much more are steps away at Baytowne Wharf! Close to conference centers. Peace, Love & Beaches! 🏖️

Guest favourite
Flat in Destin
4.92 out of 5 average rating, 186 reviews

Luxview

The Luxview was completely remodeled with a special attention to detail to make your stay exclusive. The warm and welcoming atmosphere is ideal for couples romantic gateway. Located in the HEART of Destin, within 2 minutes drive to the stunning beaches. The complex has 3 pools, a lake and a tennis court. Ideally located, you can walk to restaurants, shopping or to Big Kahuna's Water Park. Enjoy coffee and breakfast at sunrise or have a drink outside at night on the nice lakeview balcony.

Top guest favourite
The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.
Home in Destin
4.96 out of 5 average rating, 133 reviews

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.

Top guest favourite
Apartment in Destin
5 out of 5 average rating, 229 reviews

Majestic Sun A711*Remodeled*Golf Cart*Heated Pools

☆☆ What to Love About Majestic Sun A711☆☆ ✹ Majestic Gulf Views from the Living Area, Master Bedroom, Patio ✹ Heated Pools, hot tubs, fitness center, tennis/pickleball, golf ✹ Beach Gear - Wagon, backpack chairs, umbrella, towels ✹ Remodeled Kitchen, Bathrooms, Walk in Shower ✹ 6 Seater Golf Cart Included - Cruise the Coast! ✹ 2 Kings + Queen sleeper sofa + Twin Bed ✹ Fully Stocked - "Home Away From Home" ✹ Restaurants w/ in walking distance ✹ Smart TVs, Fast WiFi ✹ Gated Community

Guest favourite
The living area features comfortable seating arrangements, including a spacious sofa and armchair. A coffee table sits in front of the television, which displays a coastal scene. Large windows framed by sheer curtains allow natural light to brighten the room while offering views of the outdoors.
Apartment in Destin
4.83 out of 5 average rating, 120 reviews

Luxury Destin 1BR Jetty East Beach Resort Condo

Discover a tranquil retreat at Jetty's East in Destin, Florida. Unit 104A is a charming 1-bedroom condo located within this beachfront complex. Enjoy direct beach access just steps away. Relax in the comfortable living area, prepare meals in the fully equipped kitchen, and unwind in the cozy bedroom. Take advantage of the resort amenities, including a pool, hot tub, tennis courts, and fitness center. Explore nearby attractions, shops, and restaurants for a delightful beach getaway.

Guest favourite
A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 192 reviews

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.

Top guest favourite
Apartment in Miramar Beach
4.94 out of 5 average rating, 130 reviews

Direct Beach access / King suite / walk-in shower

You will be staying just across from the sugar sand lined Gulf in a gated complex with a heated pool and hot tub—perfect for large families. Enjoy 1 FREE private parking spot, a private balcony, and washer/dryer with detergent provided. Inside: granite counters, TVs in every room, and a king master suite with soaking tub and walk-in shower. Second bedroom has a queen, third sleeps five in bunks. Fully stocked kitchen with Keurig and pods. Rent 25+ unless active duty military

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