Vacation rentals with a pool in Okaloosa County

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Top-rated rentals with a pool in Okaloosa County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
Townhouse in Destin
4.97 out of 5 average rating, 105 reviews

Waterview Villa/ Pool/ King Bed/Steps to the Beach

Escape to our beach villa, curated by an experienced superhost. Located in the heart of Destin, FL, this stunning bottom-floor unit offers 2 bedrooms and 2 baths. The master suite features a plush king bed, while the second bedroom includes full bunks. Enjoy breathtaking private lake views and easy access to the white sand beach just steps away. The villa boasts a full kitchen for home-cooked meals and access to a sparkling community pool. Comfort and Convenience await in this cozy beach getaway

Superhost
A spacious outdoor area features a blue umbrella over a dining table, adjacent to a clear swimming pool. Lush greenery surrounds the pool deck, with views of the tranquil water in the background. The scene is complemented by palm trees and a well-maintained lawn.
Guesthouse in Fort Walton Beach
4.84 out of 5 average rating, 191 reviews

Private Guest House on the Water | Boat Docks!

You’re invited to enjoy the breathtaking panoramic views as you start your day on our private 2nd floor waterfront deck. This lovely beach house offers 1 queen bd in the bdrm, a twin/full bunk bed, and the sofa in the living room is a pull-out queen bed. Full-size kitchen and dining area. Dock your boat in a private boat slip for a small daily fee. ✔ OMG Views ✯ Waterfront ✯ Private Beach ✯ Entire Place ✯ Boat Slips ✯ Trailer parking ✯ 2 Story Dock ✔ Dog friendly ✔ Full Kitchen ✔ 2 x SmartTV

Top guest favorite
Vacation home in Destin
4.94 out of 5 average rating, 127 reviews

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!

Top guest favorite
Condo 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!!

Guest favorite
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.
Home in Destin
4.93 out of 5 average rating, 157 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

Top guest favorite
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, 134 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.

Guest favorite
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.
Condo in Destin
4.83 out of 5 average rating, 125 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 favorite
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
4.94 out of 5 average rating, 468 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 favorite
A spacious two-story home is framed by palm trees and lush greenery, showcasing a welcoming entrance with large glass doors. The sunset casts a warm glow over the exterior, highlighting the coastal architectural details and inviting porch areas.
Home in Destin
5 out of 5 average rating, 103 reviews

Beach Oasis - Pool, FREE Golf Cart & Cruiser Bikes

🌴 STINGRAY GETAWAY HIGHLIGHTS 🌴 🏖️ FREE 6 Seater Lifted Electric Golf Cart 🏖️ FREE Beach Cruiser Bikes (4) 🏖️ Huge 3000 SF 5 Bed, 4.5 Bath, Sleeps 14+ 🏖️ Beach & pool gear (chairs, umbrella, wagons, bodyboards, toys) 🏖️ Private swimming pool (Size: 22x11ft) Heated for a fee 🏖️ Entertainment area with Weber gas grill & wood burning fire pit 🏖️ 4K Roku TVs - Hulu & Disney+ 🏖️ Games room: foosball, arcade games, table tennis 🏖️ Must be 25+, no parties or events

Top guest favorite
Condo in Destin
4.99 out of 5 average rating, 216 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.

Top guest favorite
Condo in Destin
4.95 out of 5 average rating, 114 reviews

Beach Condo Steps to Sand | Fully Renovated + Pool

Enjoy a relaxing stay in the heart of Destin 🌴☀️ Beautifully renovated condo with new furniture, appliances, flooring, and modern coastal decor—clean, bright, and comfortable. Walk to the beach, restaurants, shops, and entertainment, or drive 2 minutes to Henderson Beach State Park and June White Decker Park. Includes beach chairs, umbrella, cooler, and toys—everything you need for a fun, stress-free stay. Perfect for families, couples, or a beach getaway.

Superhost
A bright living area features large glass doors that open to a private balcony, offering views of the harbor. A comfortable sofa is paired with a circular coffee table. Soft curtains frame the windows, while a smart TV is positioned on a wooden stand beside the seating area.
Condo in Destin
4.89 out of 5 average rating, 122 reviews

Palm Paradise*Destin Harbor Condo*

This recently renovated 2-bedroom, 2-bathroom waterfront condo is available for rentals at Dolphin Point on Holiday Isle. Enjoy stunning views of the harbor from this prime location right on the water, which also provides convenient access for launching kayaks or paddleboards into the harbor. This condo includes free Wi-Fi, access to both the pool and the beach. Parking is PAID ($50 per car, per reservation)

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