Holiday rentals with a pool in Hurlburt Field

4.98 out of 5 average rating, 122 reviews

Beachfront Bliss! Gulf Waves at The Palms #201

Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

4.97 out of 5 average rating, 181 reviews

The outdoor pool is framed by a screened enclosure, providing clear views of the tranquil bay waters. Comfortable lounge chairs are positioned beside the pool, and potted plants add a touch of greenery. A wooden dock extends into the bay, enhancing the serene ambiance.

Home in Navarre

East Bay Hideaway — A Private Waterfront Escape

Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

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, 198 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.

Guest house in Fort Walton Beach

A spacious outdoor area features a blue umbrella over a dining table, adjacent to a clear swimming pool. Lush greenery surrounds the pool deck, with views of the tranquil water in the background. The scene is complemented by palm trees and a well-maintained lawn.

4.84 out of 5 average rating, 191 reviews

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

Superhost

A refreshing pool is surrounded by lush trees, with lounge chairs positioned nearby. Light blue waters shimmer under a soft sky. The pool area leads to scenic views of the water, creating a calm and inviting outdoor space.

Apartment in Mary Esther

4.84 out of 5 average rating, 178 reviews

The Hidden Gem

Welcome to our incredible Airbnb, The Hidden Gem. Waterfront Mary Esther condo with plane views by Hurlbet AFB perfect for military TDY in summer, snowbird winters, and right by our beautiful beaches for beach tourists year-round. A short stroll will lead you to Target and post office. Our world famous beautiful pristine beaches are near by Just a mere 4.7 miles away. Destin beaches are just 10.7 miles away. Navarre Beach is also nearby and the Intracostal water way is in our backyard.

A balcony features two high-back chairs, facing the beach and ocean. Soft waves roll onto the sandy shore, with beach chairs and umbrellas visible in the distance. The clear blue sky and gentle clouds create a serene backdrop.

4.83 out of 5 average rating, 120 reviews

Direct Beachfront Condo with pool

Relax and getaway to this beachfront condo retreat on Okaloosa Island Fort Walton Beach, Florida Just steps to the sugar-white sand and emerald Gulf coast waters, this updated 2BR/2BA condo features a private balcony with dolphin & sunset views, modern kitchen, Wi-Fi, washer/dryer, and pool heated in the winter Free beach service (2 chairs + umbrella Mar–Oct) Only 5 miles to Destin! Please note - Roof repairs for the condo are ongoing from 2/16/2026 and expected to be completed May 5/13/2026

A spacious living area features a large sofa and a mounted television, along with soft blue lighting that creates a calming atmosphere. The decor includes a decorative wall unit and stylish accents, contributing to a welcoming environment for relaxation.

4.96 out of 5 average rating, 109 reviews

Luxury 1-bdrm Studio. 2 Pools/Sauna/Hot Tub/Beach

Newly renovated! - Welcome to The Oasis, a luxury beach studio at El Matador Condos on Okaloosa Island, Fort Walton Beach, FL. Be our guest at this beautifully decorated, clean, comfortable studio, ideal for small families, small groups, couples, singles, & business travelers. You'll have direct access to the private beach & all the amenities including a seasonally heated outdoor pool, Gulf view pool, hot tub, sauna, gym, tennis/pickleball & basketball court, BBQ areas, & a laundry room.

A view showcasing a lazy river surrounded by lush palm trees and a spacious pool area. The ocean is visible in the background, with several lounge chairs scattered throughout the landscape. Modern resort buildings are positioned in a welcoming arrangement, enhancing the tropical atmosphere.

4.84 out of 5 average rating, 109 reviews

DestinWest Pelican Bayside, Lazy River, Hot Tub.

Master bedroom with bathroom, bunk room with bathroom (the bunk room has one bunk bed and no door), sofa sleeper. Balcony with lazy river and bay view. You will find everything here from Lazy River, seven pools (one heated, one with waterfall), hot tubs, zero entry pool, gym, bbq area. Next door is an arcade with virtual reality, bar and food. You have access to swim and play in both the ocean and the bay. It is a short walk to the Okaloosa boardwalk for shopping, restaurants and fun

A light blue bedroom features a spacious bed dressed in a colorfully patterned quilt. Accents include two bedside tables with lamps, a stylish chair, and a window that allows natural light to brighten the space. Decorative beach-themed art complements the serene atmosphere.

4.96 out of 5 average rating, 130 reviews

Retreat by the Sea at Seacrest Condo

Welcome to Retreat by the Sea. This studio is at Seacrest Condominiums located directly on the beach on beautiful Okaloosa Island in Fort Walton Beach six miles from Destin. Relax on the balcony and enjoy the beautiful views of the Gulf and amazing sunrises and sunsets. You have direct access to the beach and all the amenities that the condo has to offer including indoor/outdoor pool, gym and bbq area. This amazing studio also has a kitchenette, mini-refrigerator and private laundry.

A spacious outdoor area features a large swimming pool, surrounded by a concrete deck. Lush greenery provides a natural backdrop, and a few lounge chairs are positioned nearby for relaxation.

4.9 out of 5 average rating, 138 reviews

Pool Retreat Near Destin Beach

Welcome to Our Happy Place! Just 5 miles (about a 10-minute drive) to the beach, this recently renovated, single-story home is your perfect getaway. Thoughtfully designed for comfort and convenience, it offers a spacious, relaxing retreat for families, couples, or small groups looking to unwind and enjoy the area. Whether you’re planning beach days, quiet evenings by the pool, or simply a comfortable place to recharge, this home has everything you need for a memorable stay.

The outdoor area features a non-heated swimming pool surrounded by a concrete patio. A small table with chairs is positioned nearby, offering a space for relaxation. Lush greenery provides shade, and a seating area with chairs is visible on the lawn.

4.9 out of 5 average rating, 324 reviews

#1 4BR HUGE PET Friendly Home Away from Snow!

Modern house w/ 2 master bedroom suites with own bathroom and 2 additional rooms sharing a bathroom. Welcome to the emerald coast paradise! You have the best of both worlds, Okaloosa island and the night life are only less than 3 miles away, the beautiful sugar sand beaches are only couple miles away, and you have your own pool (non-heated) in the backyard if you just want to relax and get your tan on! Shopping outlets are near by! Great restaurants around to choose from!

A spacious living area is highlighted by a light-colored sectional sofa and a modern coffee table on a patterned rug. A flat-screen TV is mounted on the textured blue wall, and natural light filters through sheer curtains, enhancing the inviting ambiance.

4.96 out of 5 average rating, 135 reviews

2 min walk to Beach/Free Beach Service/Pool

Elevate your vacation experience with a stay at the Beach Hive! Conveniently located less than 2 minutes from the shores of the Gulf. Complimentary beach service (2 beach chairs and 1 umbrella) is available from 3/1-10/31. Escape the crowd & enjoy time at the Beach, lay by the pool or visit all that Okaloosa Island & the Emerald Coast have to offer. Then, return to this modern beach cottage to wind down and relax in style and comfort after a long day.

Popular amenities for Hurlburt Field rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 61 reviews

CASA BELLA, 4 bed/ 2 bath 8 min from Beach w/ POOL

4.97 out of 5 average rating, 132 reviews

Three children are seated on bright blue chairs, facing the shimmering saltwater pool. Large shaded umbrellas provide shelter from the sun. Colorful pool floats are visible in the water, alongside a fenced area in the background, adding a playful ambiance to the outdoor space.

Home in Navarre

Heated Pool-Fire Pit-Sun room -Near the Beach

4.96 out of 5 average rating, 133 reviews

The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.

Home in Destin

Sugar Sand Cottage at Destin Pointe

4.91 out of 5 average rating, 148 reviews

Home in Mary Esther

Emerald Oasis: Hot Tub + Sleeps 18 + Pool+ Grill

4.98 out of 5 average rating, 128 reviews

An aerial view captures a two-story home with a spacious backyard. A private heated saltwater pool is surrounded by lounge chairs, sun loungers, and a covered area. The evening sun casts a warm glow over the tranquil setting.

Home in Santa Rosa Beach

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

4.96 out of 5 average rating, 55 reviews

A clear view of a private pool is framed by swaying palm trees, with the bay visible in the background. Two lounge chairs are positioned near the water's edge, inviting relaxation by the shimmering pool under a bright blue sky.

Home in Ferry Park

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!

4.93 out of 5 average rating, 221 reviews

A private backyard features a heated pool surrounded by landscaped areas with palm trees and flowers. A covered porch provides shaded seating options, while lounge chairs invite relaxation by the water. A securely fenced area enhances safety and privacy.

Home in Navarre

Good times & tan lines! Only 5 miles to the beach!

4.97 out of 5 average rating, 119 reviews

Home in Navarre Beach

Kokomo Key on Navarre Beach - Private Pool

Apartment rentals with a pool

4.96 out of 5 average rating, 231 reviews

A light-filled living area features a comfortable sofa facing large glass doors that open to a private balcony, revealing sweeping views of the Gulf of Mexico. A wooden dining table is set, accompanied by modern white chairs. A unique chandelier hangs above, adding contemporary style.

Apartment in Destin

The Merry Whale on The Emerald Coast

A table set for refreshments showcases a spread of crackers, cheese, fruits, and chilled water with lemon. In the background, the emerald waters of the Gulf are visible, with beach umbrellas dotting the shoreline under a partly cloudy sky.

4.98 out of 5 average rating, 111 reviews

Spacious, elegant, beachfront, w/office

4.89 out of 5 average rating, 114 reviews

The living room showcases a comfortable arrangement of plush sofas and accent chairs, adorned with decorative pillows. A stylish coffee table sits in the center, surrounded by warm lighting from elegant lamps. Large glass doors provide abundant natural light and views of the outdoor scenery.

Apartment in Destin

Beach Haven l Beautiful Lagoon Pool & Ocean View

A comfortable living area is furnished with a light gray sofa, a side chair, and a coffee table. A neutral area rug lies below, while a dining space is visible in the background, featuring a large table with six chairs. Natural light enters through multiple windows.

4.86 out of 5 average rating, 167 reviews

Tranquil & Pristine at El Matador Resort

A bright living area is shown, featuring a comfortable seafoam green couch and accent pillows. A large television is mounted on the wall. A coffee table sits on a patterned blue rug, with a view of the water visible through sliding glass doors that lead to a private balcony.

5 out of 5 average rating, 102 reviews

Beach front Condo with Beach service!

A vibrant living area features a light-colored sofa paired with a matching armchair. A circular coffee table sits between, while a dining table with four chairs is positioned nearby. Walls are decorated with subtle aquatic-themed artwork, and light streams in from multiple sources, enhancing the bright ambiance.

4.94 out of 5 average rating, 253 reviews

Free Chair Service-Beachfront 6th Floor

The image captures an expansive view of the tranquil Gulf of Mexico. Gentle waves roll onto a sandy beach, while a clear blue sky stretches above, dotted with soft clouds. The horizon blends seamlessly with the serene water, creating a calming seaside atmosphere.

4.94 out of 5 average rating, 206 reviews

Sunshine and beach time /Okaloosa Island

A gentle shoreline is framed by soft white sand and vibrant green umbrellas providing shade. The emerald waters of the Gulf of Mexico create a calming contrast against the beach. A wooden walkway leads to the water, bordered by lush coastal vegetation.

4.9 out of 5 average rating, 208 reviews

Destin West Villa #V502 Beach Vacation Awaits

Other holiday rentals with a pool

5 out of 5 average rating, 12 reviews

A vibrant outdoor area is illuminated with colorful lights, showcasing palm trees in shades of purple and green. A cozy seating space is visible in the background, complemented by warm lights strung overhead, creating an inviting atmosphere for evening gatherings.

Home in Mary Esther

Star Water Getaway

4.96 out of 5 average rating, 48 reviews

* NEW * 3BR Pool & Hot Tub l 10 min to Beach

A bright living area features a comfortable blue and white striped sofa, accompanied by a patterned armchair. A television is mounted on the wall, and large glass doors open to a private balcony, allowing natural light to fill the space.

5 out of 5 average rating, 36 reviews

Beach Retreat

A private heated pool is visible, featuring a gentle waterfall and illuminated water reflecting soft lights. Surrounding greenery adds a natural touch, and a BBQ grill can be spotted nearby. The pool area is designed for relaxation, with a spacious concrete deck providing ample room for lounging.

4.93 out of 5 average rating, 45 reviews

Hidden Oasis

A private balcony overlooks the Gulf, featuring a round table surrounded by six light-colored chairs. The area is designed for relaxation, with unobstructed views of the beach and water stretching into the horizon. The floor is finished in a cool, muted tone.

4.93 out of 5 average rating, 14 reviews

Nautilus 1601 - Gulf Front 2BD/2BA 6th Floor. Fr

4.89 out of 5 average rating, 19 reviews

A serene water view is captured, featuring a calm shoreline meeting the bay. A wooden pier extends into the water, set against a backdrop of blue skies with scattered clouds. The sandy beach area is visible, bordered by sparse vegetation.

Townhouse in Mary Esther

Private Beach, Pier, Pool Access with Sound Views

4.87 out of 5 average rating, 31 reviews

Two bright red kayaks are positioned on the sandy shore of a calm water body, partially surrounded by lush greenery. Beach towels and gear are sprawled across one kayak. The clear blue sky and distant trees enhance the serene waterfront setting.

Flat in Mary Esther

Kayak Adventure. Dock, Pool, WiFi, Free Kayaks!