
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.

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!

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

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.

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!

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.

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.

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.

➢ 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!

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!
Popular amenities for Okaloosa County guesthouses
Family-Friendly guesthouses

CGR’s guesthouse

Carriage House by the Beach

Cozy 1-bedroom Guest House

Naberhood Nook

Little shed

Coastal Retreat - Dock, Dolphins & Majestic Oaks

Private Guest House on the Water | Boat Docks!

Crystal Beach carriage house
Guesthouses with a patio

CGR’s guesthouse

Cozy 1-bedroom Guest House

Naberhood Nook

Guest House 1B/1Ba Water Front Property
Guest house rentals with a washing machine and dryer

Carriage House by the Beach

Cozy 1-bedroom Guest House

Naberhood Nook

Coastal Retreat - Dock, Dolphins & Majestic Oaks

Crystal Beach carriage house

Guest House 1B/1Ba Water Front Property

Quiet and private mini apartment suitable for two!

Brand-new "Destin Glory" Cottage - Ideal Location!
Destinations to explore
- Beachfront rentals Okaloosa County
- Rentals with beach access Okaloosa County
- Hotel rentals Okaloosa County
- Rentals with a hot tub Okaloosa County
- Pet-friendly rentals Okaloosa County
- Resort rentals Okaloosa County
- House rentals Okaloosa County
- Rentals with an accessible height toilet Okaloosa County
- Rentals with lake access Okaloosa County
- Rentals with a patio Okaloosa County
- Rentals with outdoor seating Okaloosa County
- Rentals with an EV charger Okaloosa County
- Rentals with a washing machine and dryer Okaloosa County
- Luxury rentals Okaloosa County
- Rentals with a fire pit Okaloosa County
- Family-friendly rentals Okaloosa County
- Rentals with breakfast Okaloosa County
- Apartment rentals Okaloosa County
- Rentals with a kayak Okaloosa County
- Villa rentals Okaloosa County
- Rentals with a sauna Okaloosa County
- Condo rentals Okaloosa County
- Rentals with an accessible height bed Okaloosa County
- Fitness-friendly rentals Okaloosa County
- Townhouse rentals Okaloosa County
- Waterfront rentals Okaloosa County
- Rentals with pools Okaloosa County
- Holiday home rentals Okaloosa County
- Rentals with a fireplace Okaloosa County
- Guesthouse rentals Florida
- Guesthouse rentals United States
- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Raven Golf Club
- Fort Walton Beach Golf Course
- Gulfarium Marine Adventure Park
- Walton Dunes Beach Access
- Camp Helen State Park
- Pensacola Dog Beach West
- The Track - Destin
- Fred Gannon Rocky Bayou State Park
- Seacrest Beach
- Wayside Park, Okaloosa Island
- Gulf Breeze Zoo
- San Carlos Beach
- Eglin Matterhorn Beach Access Point