Guesthouse vacation rentals in Okaloosa County

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Top-rated guesthouse rentals in Okaloosa County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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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

4.83 out of 5 average rating, 206 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

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Guest favorite

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, 41 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.

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Top guest favorite

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

5.0 out of 5 average rating, 31 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

LocationFamilyBackyard

Top guest favorite

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, 413 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!

LocationFamilyCheckout

Top guest favorite

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

4.96 out of 5 average rating, 24 reviews

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.

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Guest favorite

A view of the serene water can be seen from the staircase, with lush greenery framing the scene. The grass gently slopes down to the water's edge, providing an inviting landscape for relaxation and exploration.

Guesthouse in Mary Esther

4.83 out of 5 average rating, 66 reviews

Waterfront Retreat~Fishing Dock Firepit Farm Charm

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 America. 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!

FamilyLocationBackyard

Top guest favorite

An open living area is showcased, featuring a spacious bed covered with a warm yellow quilt. A seating area includes two chairs beside a large window, and a dining table for four is positioned nearby. A television is set on a white table.

Guesthouse in Mary Esther

5.0 out of 5 average rating, 89 reviews

Secluded Slice of Paradise: The Sonder Suite 🌴🌺

PLEASE READ ENTIRE DESCRIPTION PRIOR TO SENDING INQUIRY (Scroll down and Click 'Contact Host') The Sonder Suite is nestled on a beautiful property located in Mary Esther, minutes from Hurlburt Field AFB and a short drive to the white sandy beaches of Ft. Walton and Destin. The studio guesthouse boasts a full kitchen and bathroom with modern finishes. Relax and unwind at this unique property lined with palms and tropical plants. Perfect for a weekend retreat or an extended staycation.

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Guest favorite

A bright studio suite features vaulted ceilings and warm wooden beams. A spacious bed is adorned with colorful accent pillows, while a comfortable chair sits nearby. Decorative elements include tropical wall art and a plant, contributing to a relaxed atmosphere. A TV is mounted on the wall.

Guesthouse in Destin

4.94 out of 5 average rating, 180 reviews

Beach Bungalow | Steps to Ocean with Pool

The Hemingway is a studio suite with pool in desirable Crystal Beach—only 1,000 feet to the beach boardwalk! This cozy space features vaulted ceilings, an abundance of natural light, and screen porch overlooking the pool. The kitchen has a Keurig with coffee pods provided, mini fridge, and microwave. 55" Smart TV with apps. Gas grill provided. No cooking allowed in unit. There are 3 units on the property, so common spaces are shared, including: pool, grill, and fire pit.

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Guest favorite

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

5.0 out of 5 average rating, 23 reviews

Carriage house-west Destin! Pool, 3 blks to beach

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.

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Superhost

The image showcases various areas of the property, including a stylish dining area set for eight, a well-appointed living room with sofas, and a cozy bedroom featuring a large bed. The bright kitchen includes modern appliances with a clean design and a view of the living spaces.

Guesthouse in Fort Walton Beach

4.88 out of 5 average rating, 16 reviews

No Cleaning Fee | Family Friendly | Arcade | Beach

No Cleaning Fee! Welcome to our cozy, in-law-suite - sleeps 8. Please read listing description. ⛴ 𝗣𝘂𝗯𝗹𝗶𝗰 𝗕𝗼𝗮𝘁 𝗔𝗰𝗰𝗲𝘀𝘀 – 100 yards. 🏝 𝗖𝗿𝗮𝗯 𝗜𝘀𝗹𝗮𝗻𝗱 – 15-min boat ride 🏖 𝗢𝗸𝗮𝗹𝗼𝗼𝘀𝗮 𝗜𝘀𝗹𝗮𝗻𝗱 𝗕𝗲𝗮𝗰𝗵 – 12 min drive 🎡𝗗𝗲𝘀𝘁𝗶𝗻 𝗛𝗮𝗿𝗯𝗼𝗿𝘄𝗮𝗹𝗸 – 20 min drive 🛍 𝗦𝗵𝗼𝗽𝘀 𝗮𝗻𝗱 𝗗𝗶𝗻𝗶𝗻𝗴 – Within 10 min 🛒𝗪𝗮𝗹𝗺𝗮𝗿𝘁, 𝗦𝗮𝗺’𝘀, 𝗣𝘂𝗯𝗹𝗶𝘅 – 5-7 min drive ✈︎ 𝗔𝗶𝗿𝗽𝗼𝗿𝘁 – 15 min drive *Traffic permitting*

FamilyLocationCleanliness

Guesthouse in Fort Walton Beach

4.86 out of 5 average rating, 7 reviews

Cozy FWB Suite Near Beach | Private Entrance

Private 1-BR suite with independent entrance & free parking in Fort Walton Beach. Sleeps up to 3 & pets welcome! Fully stocked kitchen, A/C, fast Wi-Fi, plus free washer & dryer access in the covered garage (outside the suite). 13 min to Eglin AFB, 15 min to Hurlburt Field, downtown & hospital, 15 min to white-sand beaches, 20 min to Destin, and 6–8 min to Publix, Walmart, Aldi & restaurants. Quiet, safe neighborhood.

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Top guest favorite

Guesthouse in Niceville

4.98 out of 5 average rating, 46 reviews

Cozy GuestHouse Close to Beach, VPS, Eglin

Welcome to your cozy private 500 sq ft Parrot Head–themed guest suite—no cleaning fee, no stress. Enjoy a full kitchen, private entrance, your own driveway, easy self‑check‑in, and a bright sunroom for morning coffee. Play cornhole outside and enjoy a clean, cozy tropical vibe close to the beach, restaurants, grocery stores, Destin (11 mi), VPS & Eglin (7 mi), and Okaloosa Island (17 mi).

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