Holiday rentals in Okaloosa County

Little Peace of Paradise

Welcome to our Little Peace of Paradise located in a small condo community on Holiday Isle in Destin, Florida. Top-floor, corner unit, lots of windows, great views. Perfect location for a romantic couples get-away, girls or guys trip, staycation, or business travelers. Public and private beach access within walking distance, and a water taxi (during summer month) to take you to Destin's hottest spots. Easy access to all the hot spots like Crab Island, Destin Harbor Walk, and deep sea fishing.

Sylvia's Suite Dreams-kayak & paddleboard free

Live like a local on beautiful Poquito Bayou in Shalimar, FL. This detached guest house will give you access to a gorgeous dock complete with private parking and located less than 20 minutes, by boat or car, from world class beaches and Destin. Our property can accommodate a 2-axle boat trailer. Wake up in the morning and watch the dolphin jump off the dock, fish, go for a swim, paddleboard, kayak or just relax with a cup of coffee. We will work with ALL DOD and DOD contractors and personnel.

Swashbucklin' Swordfish Condo - Steps To The Beach

Our sailor inspired condo is sure to charm you with appealing rustic tones, cheery yellow accents, and fun ocean dwelling critters. Get ready for some fun and relaxation, as our condo is stocked with amenities, and entertainment for kid-friendly families and adult-only groups alike! Everyone is welcome to dip their toes in the water, as our condo is only steps away from the "Pompano Beach Trail" access entrance *This condo is on the 3rd floor without elevator access. Hot is now reopened!*

Bay Front Near Gulf | Elegant & Private Stay

Escape to this well appointed waterfront condo nestled among majestic oaks with bay views! Minutes from Destin’s white-sand beaches, world-class golf, paddle boarding, dining, and shopping, this thoughtfully designed retreat offers a king bedroom, spa-inspired bath, and a gourmet kitchen. Relax on the private dock, explore nearby nature trails, or unwind in coastal comfort. Perfect for romantic getaways, professionals or adventure seekers. Book now for a serene yet centrally located stay!

BRAND NEW! Spacious Coastal Getaway #3

Spacious Coastal Getaway #1 is the perfect home for you and your loved ones. Bring the whole family to this just completed brand new home with lots of room for fun. Newly built, it's bound to be your coastal sanctuary during your stay at the beach. Why stay in an older worn or renovated property if you can be one of the 1st to enjoy this beautiful custom home? Brand new luxury furniture, Full kitchen, Spacious living room, washer & dryer BBQ grill and more! You won't be disappointed!

Porter's Cottage at Stillwater Ranch

Come enjoy the simple country life in Porters Cottage. Two tiny houses are side by side on Stillwater Ranch. Stillwater Ranch has many housing opportunities for large groups or you can come with your best buddy and enjoy the peace and quiet of the farm. One queen bed in Porters Cottage, kitchen, living room, tv, wifi, washer and dryer. We think you will love this place! Easily within an hour of the beaches of Destin, close to The Barn in Laurel Hill and just north of Crestview.

Waterfront Guest Studio Bungalow * Cottage Retreat

Welcome to our charming guest studio cottage at 46 Marlborough in Shalimar, FL! This cozy retreat offers a comfortable space with all the essentials for a memorable stay. Enjoy a private entrance, a well-equipped kitchenette, a comfortable bed, and a relaxing outdoor patio. Conveniently located near beaches, shopping, and dining, this cottage is the perfect home base for exploring the beautiful Emerald Coast. Experience tranquility and convenience in this delightful cottage getaway.

Waterfront condo with boat slip

Unpack your bags and relax. Enjoy the balcony overlooking the coastal waterway or walk across the street to the white sand beaches of Gulf of Mexico. Primary bedroom has unobstructed views of the water fitted with a comfortable king size bed. The Guest bedroom sleeps 4 with bunk beds and another full bathroom down the hall. Property is fully stocked with all your kitchen needs. In unit washer/dryer are also available for your stay. Ask about our extended stay discounts.

Its 5 o'clock here

Welcome to your perfect getaway in Fort Walton Beach! This beautifully designed 4-bedroom, 2-bathroom home offers the ideal blend of comfort, space, and fun—perfect for families, groups, or anyone looking to relax and recharge near the Emerald Coast. The highlight of this home is the huge backyard—your own private oasis, private pool, hot tub available during the winter months, volleyball court for fun and friendly competitions.

Direct Waterfront Cabin | Sunset Views | #5

🌊 Luxury Waterfront RV Park Retreat with Modern Cabins & Coastal Views Welcome to a one-of-a-kind luxury waterfront RV park offering a relaxed yet elevated coastal escape with modern cabin accommodations and beautiful water views. Thoughtfully designed with upscale finishes and perfectly positioned along the shoreline, this property blends comfort, style, and scenic surroundings to create a truly memorable stay.

SeaBreeze On David

Welcome to your beachy getaway! This clean, coastal 3 bed / 2 bath home in Fort Walton Beach is just 10 minutes from Okaloosa Island. Enjoy a fully fenced yard, TVs in every room, fast Wi-Fi, laundry, and a fully stocked kitchen. Thoughtfully decorated and centrally located near restaurants, shopping, and fun. Ideal for families or couples looking to relax and explore the best of the Emerald Coast.

3 Br Waterfront Florida Classic on the Bayou

Enjoy the comfort and beauty of classic old Florida at this beautiful waterfront home. Moments away from white sand beaches and downtown, you are in an oasis of relaxation here at the Florida Classic on the Bayou. This home was thoughtfully designed and cherished by a prominent local family and features rich Florida history and details. It is our pleasure to share this oasis with you.