
Guesthouse vacation rentals in Okaloosa County
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Top-rated guesthouse rentals in Okaloosa County
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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.

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

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!

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!

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.

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!

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.

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.

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.

➢ 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!

No Cleaning Fee | Family Friendly | Arcade | Beach
🧳No Cleaning Fee! Welcome to our cozy, budget-friendly home - sleeps 8.🧳 ⛴ 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*

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).
Popular amenities for Okaloosa County guesthouse rentals
Family-friendly guest house rentals

Blu Bungalow - Private Pool Oasis, Walk to Beach

In the heart of Destin

Tiny guest house

Suite Life! Florida Room with large covered porch

Private Guest House on the Water | Boat Docks!

Brick House By the Bay | Bay Walk + Local Life
Guest house rentals with a patio

Studio Cabana in Crystal Beach

Naberhood Nook

Cozy GuestHouse Close to Beach, VPS, Eglin

Guest House 1B/1Ba Water Front Property

No Cleaning Fee | Family Friendly | Arcade | Beach

Cozy 1-bedroom Guest House

Coastal Pathways 2
Guest house rentals with a washer and dryer

Cozy FWB Suite Near Beach | Private Entrance

Carriage House by the Beach

Naberhood Nook

Guest House 1B/1Ba Water Front Property

New "Destin Glory" Cottage - Ideal Location!

Waterfront Retreat~Fishing Dock Firepit Farm Charm

No Cleaning Fee | Family Friendly | Arcade | Beach

Cozy 1-bedroom Guest House
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Henderson Beach State Park
- Village of Baytowne Wharf
- Seacrest Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Morrison Springs
- Camp Helen State Park
- Pensacola Bay Center
- Johnson Beach
- Gulfarium Marine Adventure Park
- Lost Key Golf Club
- The Track - Destin
- Dune Allen Beach Access
- Okaloosa Island Fishing Pier
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