Holiday rentals with a pool in Okaloosa County

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.

4.96 out of 5 average rating, 246 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.

4.95 out of 5 average rating, 131 reviews

Holiday home in Destin

2 Beach Chairs Included! Villa @ Sandpiper Cove

Unit 27 @ Sandpiper Cove has the MOST to offer in Destin! 5 pools, 3 hot tubs, 6 tennis courts, shuffleboard, fishing, beach bar, beach volleyball, and FREE par 3 nine hole golf included! Villa features a large private deck, WIFI, open spaces, and fully renovated. Just a two minute walk to the beach! Sandpiper Cove offers a family setting with no high rise elevators. Full water front restaurant and bar located less than 1 minute walk from unit. Free use of owners beach chairs, umbrellas, & toys!

A private backyard area features a heated plunge pool surrounded by palm trees and landscaped rock beds. Comfortable seating options include Adirondack chairs and a fire pit nearby. A grill is available for outdoor cooking, creating a relaxed environment for gatherings.

4.93 out of 5 average rating, 163 reviews

3BR Crystal Beach Retreat | Pool + Walk to Beach

Whether chasing sunsets, grilling out, or splashing in the pool, we offer the perfect mix of comfort, convenience, and coastal charm for your vacay. 📍 LOCATION ✦5-min walk to TWO beach accesses ✦Close to Destin Commons ✦Quiet street with a laid-back beach vibe ✔3 Bedrooms ✔Private Plunge Pool ✔323 Steps To The Beach ✔Fenced Backyard ✔Fire Pit + Park Style Grill ✔Smart TVs In All Rooms ✔Digital Game Table ✔Beach Wagon + Beach Chairs (4) ✔Easy Parking + Unloading ✔1100 sq. ft Open Floor Plan

Condo in Fort Walton Beach

A serene twilight view captures the sky filled with clouds reflecting subtle shades of orange and blue. The marina lights twinkle along the water's edge, while the horizon highlights an array of colors as day transitions into night.

4.97 out of 5 average rating, 211 reviews

Waterfront Studio • Santa Rosa Sound • Sunsets

Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

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.

4.96 out of 5 average rating, 142 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.

The exterior of a two-story coastal home is presented, featuring a white façade with ample blue accents. A covered porch extends along the front, showcasing large windows and doors. Lush green landscaping and a picket fence enhance the inviting entrance, complemented by an American flag gently waving.

5 out of 5 average rating, 121 reviews

Pool - Block to Beach - Golf Cart - Beach Service

★ 1 Block to the Beach! 3 Min Walk ★ Private Heated* Pool ★ 6 Seater Golf Cart ★ Beach Chair Service (March - Oct) ★ 3 King Suites ★ Large Balconies ★ Location! Crystal Beach ★ Fast WiFi ★ Super Host - 5 Star Reviews ★ Fantastic Shopping/Restaurants Nearby ★ 2 min drive to Destin Commons, 10 min drive to Destin Harbor, 15 min drive to Crab Island! ★ Beach Chair Service: March 1st - October 31st ❤️ Check out our profile page for more of our rentals in Destin & Miramar Beach! ❤️

A panoramic view showcases a busy bridge spanning turquoise waters. Vehicles are seen traveling on the bridge, while boats are navigating the water below. Sandy shores and a distant coastline are visible under a clear sky, creating a vibrant coastal scene.

4.89 out of 5 average rating, 248 reviews

Come find your Destiny in Destin!!!

Want a fun vacation getaway? Come stay at our beach theme condo. We designed it, just like we used it. A clean, cool and comfy place to stay after whatever adventure we went on that day. From crabbing, shelling, fishing, shopping or sun bathing at the pool ( which is right outside the door), we just want y'all to come home and relax and reflect. Whether it's drinks on the patio, or eating your to go order while watching the game. Rest, relax, reboot and let the good times roll.

An open living area features a comfortable beige sofa and a blue accent chair, arranged around a rustic wooden coffee table. A large wall-mounted TV displays a beach scene. Sunlight fills the space through sliding glass doors, leading to a tranquil backyard.

4.95 out of 5 average rating, 99 reviews

Luxurious BeachHouse Pickeball+HeatedPool

🏖️ Our beautiful one-story open-floor house is the best choice for your beach vacation with your beloved family and friends. Perfectly located in a quiet community just a few minutes walk (~10 mins). White Sand Beach is close to the community pool and minutes away from shops, restaurants, and everything you need. With 3 bedrooms, 2 bathrooms, and a lovely private backyard, there is more than enough room for 11 guests and your pup, so you won't have to leave anyone behind!

4.95 out of 5 average rating, 100 reviews

A spacious living area is highlighted by a large, neutral sectional sofa, positioned around a sleek glass coffee table. A wall-mounted TV is visible alongside a modern media console. Natural light filters through sheer curtains, complemented by a ceiling fan and a decorative wall clock.

Apartment in Destin

Cozy Condo. Sunrise and Sunset

Bring the whole family to this great place with lots of room for fun! Indulge in coastal living at our new remodeled 1-bedroom, 1-bath apartment, just 0.5 miles from the beach. Experience the allure of a brand-new interior, featuring a spacious layout, modern design, and a fully equipped kitchen. With proximity to both great shopping and an array of restaurants, this seaside retreat offers the perfect bland of relaxation and convenience. Your ideal coastal escape awaits!

A bright and airy living area features a spacious light blue sofa and a decorative armchair, positioned near expansive glass doors offering views of the ocean. A round coffee table sits in the center, surrounded by a dining table for four, with soft hues enhancing the coastal ambiance.

4.9 out of 5 average rating, 269 reviews

Fully Remodeled Beach Condo with Amazing Views

Welcome to your premium vacation rental at the Pelican Beach Resort!!! This 16th-floor condo is decorated in a beach theme, serving both modern and traditional coastal styles. Located directly on the white sands of Destin, it offers unobstructed and boundless views of the beach and the ocean. The initial remodeling process has been completed in 2020, and lots of new upgrades have been completed by the end of 2022. It is a perfectly refreshing getaway for your family!

4.99 out of 5 average rating, 225 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.