Guesthouse holiday rentals in Okaloosa County

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Okaloosa County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
The interior features an open design with a modern kitchen equipped with stainless steel appliances and granite countertops. A comfortable sitting area includes a vintage yellow armchair and a wooden coffee table, creating a welcoming space. Doorways lead to additional rooms, visible in the background.
Guesthouse in Niceville
4.95 out of 5 average rating, 22 reviews

Naberhood Nook

Welcome to our cozy nook in the heart of Niceville! Situated near scenic parks and beautiful beaches, this getaway offers escape for couples or friends seeking relaxation and adventure. The space boasts a thoughtfully designed interior with an equipped kitchen, laundry, and king bed. Enjoy coffee on the covered patio or unwind in the inviting living area after a day of exploring. Minutes from local interests and stunning beaches of Destin; easy access to outdoor activities, dining, and shopping.

Top Guest favourite
A serene outdoor view is presented, framed by towering live oak trees. The lush greenery leads to a tranquil waterway, visible in the background. Seating arrangements and a small table, set among neatly maintained shrubs, invite relaxation while enjoying the natural surroundings.
Guesthouse in Fort Walton Beach
5 out of 5 average rating, 16 reviews

Guest House 1B/1Ba Water Front Property

Welcome to the Ohana (Family) House! Enjoy a peaceful getaway in a beautiful, private guest house located on the Chula Vista Bayou. The Ohana house sits on a 1.4 acre lot, nestled in a quiet neighborhood. Wake up to a view of the water surrounded by towering live oak trees and wildlife. Dock your boat in our private water slip or drive just 15 minutes to the breathtaking white sandy beaches. Looking for something active? Pickleball courts and the FWB golf course are just walking distance away

Superhost
A cozy guest room features a spacious bed dressed in soft linens, complemented by decorative pillows. Nearby, a small table and two chairs provide a seating area. Natural light is filtered through a window with blinds, enhancing the room's tranquil ambiance.
Guesthouse in Fort Walton Beach
4.87 out of 5 average rating, 108 reviews

Cozy 1-bedroom Guest House

🏖️ Summer Sale - Daily Pricing now currently 10% off! 🔥MILITARY DISCOUNT - If you’re active duty or retired. Please ask about our military discount and receive 10% off your total trip price! 📍 The airbnb is located around the corner from Publix on Eglin Parkway in Fort Walton Beach. Make sure this location suits you before booking. Our 1-bedroom guest house is perfect for a couple of friends or a couple that want to stay in a relaxing and quiet place 10 minutes or less from the beach!

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.
Guesthouse in Destin
4.97 out of 5 average rating, 389 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!

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
4.82 out of 5 average rating, 174 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 waterfront deck. This lovely beach house offers one queen bed in the bedroom, 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 Smart TV

Top Guest favourite
The cottage is shown from the exterior, featuring a yellow facade with white trim. A small hot tub is situated next to a thatched umbrella, alongside two lounge chairs on the lawn. The wraparound porch invites relaxation and provides views of the surrounding grassy area.
Guesthouse in Destin
4.95 out of 5 average rating, 22 reviews

Brand-new "Destin Glory" Cottage - Ideal Location!

This gorgeous, new 2 BR/2 BA guest cottage enjoys an ideal, super convenient location in the charming Crystal Beach neighborhood. It's just 1/2 block (3-4 minute walk) to one of the best beach accesses with a ramp, lifeguard, restrooms and more. Within 2-5 blocks are 2 grocery stores, 35+ restaurants, shops, movie theaters, bowling and even a beautiful state park. The cottage is tucked back from the main street, so it feels like a relaxing, private haven. Includes private hot tub/mini pool.

Superhost
A welcoming living area features two comfortable recliners facing a wooden TV stand with decorative accents. Natural light fills the space through large windows, and a cozy atmosphere is complemented by framed artwork on the walls, creating an inviting spot for relaxation.
Guesthouse in Mary Esther
4.79 out of 5 average rating, 53 reviews

Coastal Retreat - Dock, Dolphins & Majestic Oaks

The Gulf Coast Guest House (sleeps 4 guests) is a unique hideaway nestled in between the old oak trees and your own private beach & dock located on the Santa Rosa Sound/Intercoastal Waterway next to the Gulf of Mexico. Enjoy your leisure time by the fire pit, rocking & fishing on the dock or swimming on the zero gravity entry, private sandy beach! Centrally located to a myriad of attractions and adventures from Pensacola to Navarre Beach to Destin and outdoor fun on the Blackwater River!

Guesthouse in Destin

Crab Island Retreat in Destin

Welcome to your private guest house in the heart of Destin — the perfect spot for a relaxing getaway! This cozy retreat is designed with couples in mind, offering comfort, privacy, and a prime location close to everything. You’ll be just 1 mile away from Destin’s best attractions: • White sand beaches – sink your toes in the Gulf in minutes • The Pier & Harbor Boardwalk – full of restaurants, shops, and nightlife • Local park – • Crab Island – famous for fun on the water.

Guesthouse in Fort Walton Beach
New place to stay

Quiet and private mini apartment suitable for two!

Relax and unwind in this spacious, serene mini-apartment at 273 Echo. With a private entrance, cozy bedroom nook, and a full kitchen with stove, oven, microwave, and two-door fridge, it’s designed for both comfort and convenience. Perfect for two, with its welcoming atmosphere, thoughtful layout, and extra touches of comfort, whether you’re here for work, play, or simply a change of scenery, it is more than just a place to stay—it’s a space to recharge, unwind, and feel at ease.

Guest favourite
A serene outdoor space features a sparkling pool surrounded by a spacious patio. Several lounge chairs are positioned for relaxation, while light-colored walls of the nearby structures enhance the inviting atmosphere. A grill is placed adjacent to the pool for outdoor dining.
Guesthouse in Destin
5 out of 5 average rating, 22 reviews

Booking fall! Private pool! Next to Henderson!

Located in the heart of Destin. Just 2 blks from the beautiful white sandy beaches of Destin. One bedroom w/full bathroom, kitchen & living area. This home is privately located and detached from the main house. There is a pool situated between the main house and guest house which is available for your private use! The home has been recently been updated with new paint, furnishings and is ready to host guests! Enjoy the gated splash pool and private entrance with parking.

Guest favourite
A spacious bed is adorned with soft, white linens and decorative pillows, flanked by elegant bedside lamps. A geometric mirror adds a modern touch to the wall, while natural light filters through partially opened shutters.
Guesthouse in Fort Walton Beach
4.87 out of 5 average rating, 327 reviews

➢ 30 Seconds to the Beach - Private Guest House! ☼

Relax in this newly renovated studio guest house with a king-size Purple mattress. Stay in a great location that is a 3-minute walk to a public beach on the bayou. Minutes away from all the military bases and Fort Walton downtown area, 15 minutes from Destin. Make gourmet meals in the full-size kitchen with all pots and cookware needed. A private covered carport is included and a private bathroom. The main house is 30 yards away. This is listing 100% solar-powered!

Guest favourite
A two-story residential building is visible from the street, featuring light-colored siding and a welcoming front porch. Lush greenery and shrubs line the property, contributing to the serene neighborhood setting. The blue sky above is complemented by soft, scattered clouds.
Guesthouse in Destin
4.85 out of 5 average rating, 268 reviews

Crystal Beach carriage house

Let us help you create great memories of your stay in Destin!! We have a beautiful garden to view from our balcony and a quiet family neighborhood. We have public beach access as well!

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