Holiday rentals in Okaloosa County

Quiet New Build Near Eglin, Clean & Comfortable

Clean, quiet, and comfortable new build in Crestview near Eglin AFB, 7th Group, and Hurlburt Field. Perfect for TDY, PCS, contractors, families, or beach trips. Located in a quiet neighborhood with easy access to shopping, restaurants, and the Emerald Coast beaches. Fully stocked kitchen, washer and dryer, fast Wi-Fi, and comfortable living spaces make this home ideal for short or extended stays. Garage space available. Veteran-owned with a focus on providing a safe, stress-free stay for guests.

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.

Sunshine Retreat

Sunshine Retreat is the perfect blend of luxury, comfort, and location. A spacious 3-bedroom, 2.5-bath home ideally situated just 10 min from Okaloosa Island beaches, 20 min from Destin Harbor & Crab Island, and 20 min from Navarre Beach. After a day of sun & adventure, unwind in a beautifully designed living space or relax on the luxurious screened patio. Just minutes to Hurlburt Field, waterfront dining, shopping, and local attractions, Sunshine Retreat is your ideal Emerald Coast getaway.

Canalfront, Boat slip, Hot Tub, SUPs, Dogs, Beach

🚤🐾 Bring your boats & your pups for the ultimate Destin getaway at Come Sail Away! This fully remodeled, end-unit canal-front townhome features ✌️ TWO boat slips, kayaks, SUPs, a huge hot tub, expansive decks, and tons of space to relax 🌞🌴 Whether you're reeling in fish from the dock 🎣 or sipping drinks at the wet bar 🍹, there's something for everyone here! ☀️🏖️ Private beach - 0.5 mi 🏝️ Crab Island - 1.7 mi (by boat) 🛍️ Destin Harbor Boardwalk - 1 mi (by boat) 3.6 mi (by car)

Peachtree Inn

Keep it simple at this peaceful and centrally located retreat in the heart of Niceville. Nestled in a quiet neighborhood, this home offers the perfect balance of relaxation and convenience. Enjoy morning walks around the nearby college, or unwind 3 minutes down the road to enjoy charming local coffee shops, unique boutiques, and laid-back breweries that showcase the spirit of the area. Whether you’re here to relax or explore, we hope you feel right at home and truly enjoy your stay.

Luxurious BeachHouse Pickeball+HeatedPool

🏖️ Our beautiful one-story open-floor house is the best choice for your beach vacation with your beloved family and friends. Perfectly located in a quiet community just a few minutes walk (~10 mins). White Sand Beach is close to the community pool and minutes away from shops, restaurants, and everything you need. With 3 bedrooms, 2 bathrooms, and a lovely private backyard, there is more than enough room for 11 guests and your pup, so you won't have to leave anyone behind!

Florida Vacation Home, destin beaches

Location, location, location, you'll be close to everything when you stay at this centrally-located place. Close to Crestview for all your shopping needs and a straight shoot on the hwy to Fort Walton/Destin beaches! Spacious updated home with luxury touches to enjoy your vacation. We think of everything so you can show up and relax. 3 bedrooms/2 baths, office space, laundry room, screened in porch, and large fenced in back yard.

Clean Cozy Convenient

Centrally-located , beautifully remodeled home features two cozy bedrooms with a full bed in one room and a queen bed in the other. Futon in the a/c closed in porch area. It also includes two very clean bathrooms. enjoy cooking in the fully equipped kitchen. High-speed Internet , TV in the living room and TV in both bedrooms. 100% Cotton sheets provided for your comfort. ***NOTE *** Parking between mailbox and chain fence.

Newly remodeled cottage with Shoal River access

Take it easy at this unique and tranquil getaway. Recently rebuilt cottage with modern touches amidst open spaces on wooded acreage. Tranquil deck and fire pit. Access to kayaking and walking trail on owner's nearby property on the Shoal River. Conveniently located 10 minutes from shops and restaurants, but peaceful and serene. Master suite has a king bed (with massage feature), second bedroom has a full sized bed.

Penthouse (2 floors, 2500sq ft, dock, pets ok)

Our space is located on the Santa Rosa Sound. There are many restaurants and nightlife opportunities, within just a few miles. The Gulf is just across the street from our condo, if you want to spend time at the beach. Or there are great views and many areas to relax at our home. My husband and I use Airbnb when we travel domestically and internationally. We welcome travelers from far and wide!

The Crestview Beach House

Comfortable, quiet, pet friendly with full amenities for those who love to pamper themselves, it’s a haven for relaxation! A short drive from Destin-Fort Walton Beach Airport, the white sand beaches of the emerald coast, 15 minutes from Duke Field, 20-25 minutes from Eglin AFB. Relax, reset, remote work and focus on what’s important for you! Itemized receipts provided for DTS travelers!

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.