Holiday rentals with outdoor seating in Hurlburt Field

Apartment in Santa Rosa Island

A generous balcony features a round table surrounded by four striped chairs, offering ocean views. Two blue lounge chairs are positioned beside the table. The expansive space allows for comfortable relaxation while overlooking the beach and turquoise waters.

4.93 out of 5 average rating, 281 reviews

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA

Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the BEACH. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, HEATED pool, BBQ pits and parking area (a parking pass is needed from lobby). You will probably spend a lot of your time on our large private balcony overlooking the pool and beach, listening to the waves.

4.99 out of 5 average rating, 173 reviews

A wooden dock extends into Poquito Bayou, featuring a green umbrella providing shade over a seating area. The clear blue water reflects the sky, while the shoreline is lined with lush greenery. Nearby, a flag is visible, indicating a peaceful outdoor setting.

Flat in Shalimar

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.

Apartment in Fort Walton Beach

A serene twilight view captures the sky filled with clouds reflecting subtle shades of orange and blue. The marina lights twinkle along the water's edge, while the horizon highlights an array of colors as day transitions into night.

4.97 out of 5 average rating, 214 reviews

Waterfront Studio • Santa Rosa Sound • Sunsets

Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

4.98 out of 5 average rating, 123 reviews

The exterior of the coastal cottage is showcased, featuring a welcoming front porch with two chairs and potted plants. A paved pathway leads to the entrance, flanked by a natural landscape of trees and pine needles, creating a peaceful and inviting approach.

Guest house in Navarre

Never Navarre From Home Cottage

Escape to Florida's best-kept secret, Navarre Beach, just a 5-minute drive from this charming 330 sq. ft. coastal cottage. Perfect for solo travelers or couples, it features airy gabled ceilings, a King-size Murphy bed that converts into a dining/work table, and unforgettable shower experiences!! Conveniently located near restaurants and grocery stores within walking distance, this cozy retreat has everything you need for a relaxing getaway, all just minutes from stunning white sand beaches!!

The living area features a comfortable sofa facing a large television mounted against a light-colored wall. An open kitchen with modern appliances is visible, complemented by a wooden island with seating for four. Warm wooden tones and elegant flooring enhance the space.

4.84 out of 5 average rating, 134 reviews

House 5 min to Beach, Fire Pit, Deck, Pickleball

Welcome to your perfect getaway, just 5 minutes from the beach, with shopping and waterfront dining at your doorstep. Unwind in this charming beach town rental that is perfect for entertaining with an outside deck equipped with a grill, TV and a fire pit. Explore Fort Walton Beach’s vibrant shopping scene, indulge in local flavors at nearby restaurants, nightlife after dark and return to relax in style. Everything you need is at your fingertips. Book now for an unforgettable coastal escape!

4.82 out of 5 average rating, 130 reviews

Your Vacation House-TV in rooms Free Wi-Fi & Grill

Discover quiet living at this cozy 2br, 2ba Fort Walton Beach vacation rental home! Centrally located with 3 Roku TVs: in living room and each bedroom. Comfortable accommodations for up to five guests. With a nice park on one end of the street. Set in between Santa Rosa Island Beach/ Walmart, FWB Landing Park, and other popular attractions. Ideal for Business Trips, single, or family seeking relaxing stay in the sunshine. Close to both military bases, Hurlburt Field AFB, & Eglin AFB.

5 out of 5 average rating, 115 reviews

Home in Mary Esther

Serenity on the Water-Dock/Water -No cleaning Fee

NEW DOCK AND WATERFRONT COMMON AREAS Peaceful, quiet retreat away from the condos and traffic. Beautiful views of the Santa Rosa Sound. Bring your boat. Water and dock access (only shared with the owners). Short boat ride from Crab or Spectre Islands. Close to shopping, food, Santa Rosa Island and Destin. This beautiful 2BR/2.5BA with great water views and water access. One street from a public boat launch. Convenient Boat parking Enjoy crabbing or fishing night or day.

4.96 out of 5 average rating, 191 reviews

Clancy's Celtic Clouds-home near Destin, FL

Beautiful 1100 Sqft 2-bedroom guest house originally intended as Mother-in-law quarters. The all-brick home is conveniently located in Fort Walton Beach, Florida. It is a 10-Minute drive to either Eglin Air Force Base or Hurlburt Field--and you can be at the beach in less than 10 minutes! Destin is only a 15-minute drive! Publix Grocery Store/Pharmacy is 1-mile away, and our local Walmart for any extras that you might need is only 2 miles from the property.

4.9 out of 5 average rating, 108 reviews

Mermaid Cottage: 10 min. to beach-fully stocked

Everything is here, simply show up. • 🧳 Pack light: beach gear, robes, toiletries, even tampons & diapers (size 4) provided • 🛌 Sleep well: blackout curtains, quiet fans, comfortable beds • 💻 Work-ready: monitor, printer, strong Wi-Fi • 🍳 Actually stocked kitchen: Ninja Foodi, blender, real cookware, spices galore • 🐾 Family & pet friendly without feeling worn-down or cheap • 🌏 Eco-friendly amenities and design

Apartment in Fort Walton Beach

4.97 out of 5 average rating, 108 reviews

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Kick back & relax in this calm, newly renovated ground-level condo on the Sound in Ft Walton Beach! ✨ Highlights: • 🌴 Waterfront views & stunning sunsets • 💦 Large resort-style pool • 🏖️ Minutes to beach access • 🍽️ Walk to local restaurants • 🚗 Easy parking & quiet community 🛏️ Queen bed w/Purple® mattress + Queen memory-foam sofa bed ☕ Kitchenette: Fridge • Air fryer/toaster • Microwave • Keurig •7.5 Miles to Destin

Apartment in Santa Rosa Island

4.97 out of 5 average rating, 120 reviews

Beachfront condo with views

Gulf Dunes 105 – Gulf‑Front & Beachfront Feel the island vibes in this updated 1‑bed, 1.5‑bath condo on Okaloosa Island! Sleeps 6 with king bed, hallway bunks, and sleeper sofa. Enjoy a private balcony with Gulf views, direct beach access, pool, and free beach service (Mar–Oct). Walk to the Boardwalk for food and fun. Perfect for couples and small families. Heated pool 84–85 degrees (Nov–Mar).