Vacation rentals with a pool in Mary Esther

A spacious screened-in lanai is showcased, featuring a gathering area with a circular seating arrangement. A gas fireplace adds warmth, while soft lighting illuminates the saltwater pool outside, creating a calming ambiance. Colorful lounge chairs line the pool for relaxation.

4.99 out of 5 average rating, 103 reviews

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M

Luxurious home 4 miles to Beach! -Salt Water Pool(heat fee)&Hot tub -Lanai w/seating and 75"TV -Fast WI-FI -Fully equipped kitchen -Dedicated workstation -Coffee bar -Cali King Bed w/ensuite(soaking tub) -Smart TV's & Fans every room -Blackout curtains & Sound machines -Hair Dryer,Steamer -Grill w/propane -Games -Pacn'Play, high chair, baby monitor -4.2 Miles>Beach -9.2 Miles>Crab Island, Destin -4.6 Miles>Eglin AF Base -2.3 Miles>Walmart -0.8 Miles>Publix -7.4 Miles>Airport -2.5 Miles>Hospital

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.

4.97 out of 5 average rating, 192 reviews

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, 217 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.

4.99 out of 5 average rating, 231 reviews

Condo in Destin

100 ft to sand, Corner unit, Hot Tub, Garden view

Step out and hit the beach—just 100 ft to the sugar sand beach from this charming condo. MONTHLY SNOWBIRD PRICING. Featuring a King master suite w/private bath, 2nd King room, plus a bunk-bed cubby for kids with a hall shared bath. Ground level, corner unit. The fully stocked kitchen includes Keurig w/pods. 3 TVs. Private patio. Just steps from pool & hot tub. Wi-Fi, washer/dryer w/starter pods. Stroll to dining and local attractions. 2 FREE parking spots. Rent 25+ unless active duty military.

Apartment in Fort Walton Beach

A spacious bedroom features a comfortable bed with blue and white striped bedding, complemented by a large round pillow. Two accent chairs are placed nearby, and large windows allow natural light to fill the room. A modern bathroom is accessible through a door.

4.82 out of 5 average rating, 106 reviews

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

The Crow’s Nest is part of the Manor on the Bay, a large home transformed into multiple rental units. The full property is also avail for rent. This pvte 2nd story space bosts nautical design elements. Sip coffee on your balcony while watching the dolphins play. With options to cook in the well appointed galley kitchen or check out our local sea food spots, you wont leave here hungry. What I love: ✔ stunning views ✔ pvte space ✔ HUGE luxury spa w/pool & beach ✔ Dolphins! ✔ Book what you need

4.96 out of 5 average rating, 101 reviews

An aerial view captures a beachside community with a blend of buildings and green spaces. The soft, white sand stretches along the shoreline, dotted with colorful umbrellas and beach chairs, providing a visual representation of the beach access available for guests.

Villa in Destin

Sandpiper Cove 8140! 500 ft to the Beach!

Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access owned by Sandpiper Cove! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!

4.96 out of 5 average rating, 148 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

This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

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.

4.89 out of 5 average rating, 337 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!

4.96 out of 5 average rating, 160 reviews

The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.

Home in Santa Rosa Beach

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

4.98 out of 5 average rating, 163 reviews

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

Home in Pensacola Beach

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

A custom upright piano converted into a bar is displayed, featuring blue lighting and an array of glassware. A colorful art piece hangs above the piano, alongside a unique lamp atop a wine barrel. The modern decor enhances the inviting atmosphere.

5 out of 5 average rating, 130 reviews

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Joey’s place is a beautiful home in Navarre, Florida, less than 1.5 miles to the beach with a newly added pool (not heated) in June 2024! You'll have the home to yourselves (office & master closet locked). Close to restaurants and shopping, modern décor, smart home, garage parking. Pool added in June 2024. Extended Patio added in September 2024, 8 ft privacy fence added in December 2024. Mural painting on fence surrounding pool Fall 2026

4.97 out of 5 average rating, 109 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

Popular amenities for Mary Esther rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 100 reviews

The exterior of a spacious beach house is showcased, featuring a distinct blue roof and white siding. Lush palm trees surround the property, while a pool is visible in the fenced backyard, accompanied by a seating area. Ample parking is available beneath the house.

Home in Destin

Destin Pointe | Private Pool + Hot Tub | 2 Beaches

5 out of 5 average rating, 22 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

5 out of 5 average rating, 21 reviews

Its 5 o'clock here

A solar-powered swimming pool is enclosed within a netted structure, ensuring a bug-free environment. Colorful lounge chairs surround the pool, complemented by a shaded umbrella and a coffee table adorned with fresh flowers. Lush greenery is visible beyond the enclosure, enhancing the serene setting.

4.95 out of 5 average rating, 103 reviews

Covered Lanai | Private Pool | Minutes to Beach!

4.97 out of 5 average rating, 29 reviews

The exterior of the three-story beach home is showcased, featuring a large, inviting pool surrounded by lounge chairs. A spacious deck is visible, with the front of the house displaying double gables and multiple balconies. Lush landscaping is present around the pool area.

Home in Pensacola Beach

Private Pool, Steps to the beach, Golf cart

A heated pool is surrounded by a screened enclosure, offering a view of a spacious backyard with lush greenery. Two chairs are positioned nearby, inviting relaxation. The serene water reflects the natural light filtering through the enclosure.

4.91 out of 5 average rating, 100 reviews

Splash into serenity, pool, Sleeps 12

An inviting screened area features a heated saltwater pool surrounded by comfortable loungers and a dining set. A large umbrella provides shade for relaxation, while lush greenery offers a tranquil backdrop. Clear blue skies enhance the bright and airy environment.

4.97 out of 5 average rating, 104 reviews

Heated Salt Pool, 3 Kings, Near Beach.

4.97 out of 5 average rating, 132 reviews

Home in Pensacola Beach

Kokomo Key - 2 minutes to Beach - Private Pool

Condo rentals with a pool

4.93 out of 5 average rating, 128 reviews

Sublime Luxe Retreat + Free Beach Service

Palm trees frame the view, which showcases a waterfront area with a private dock extending into the intercoastal waterway. Nearby, boats are moored at multiple docks, with buildings visible in the background. A grassy area leads to the water's edge.

4.97 out of 5 average rating, 368 reviews

Just For You Ft Walton Beach (elevator access)

5 out of 5 average rating, 132 reviews

A comfortable living area is highlighted by an overhead ceiling fan and a wall-mounted TV. Large glass doors provide a view of the Gulf, leading to a private balcony furnished with seating. Light curtains frame the windows, allowing natural light to fill the space.

Condo in Destin

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

4.8 out of 5 average rating, 230 reviews

A panoramic view of the Gulf of Mexico stretches across the horizon, showcasing clear blue waters meeting a sandy shoreline. Sunlight glistens on the water, creating a serene atmosphere. A few figures can be seen enjoying the beach, enhancing the tranquil coastal scene.

Condo in Pensacola Beach

Welcome To Florida's Hidden Gem!

A spacious studio unit features a comfortable bed with light bedding and decorative striped accents. A seating area includes a grey sofa and a small table set, overlooking large glass doors that open to stunning ocean views. A neutral color palette enhances the coastal ambiance.

4.97 out of 5 average rating, 118 reviews

Gorgeous Gulf Front condo with amazing views!

A bright and airy living space features a comfortable sofa adorned with decorative pillows. A coffee table sits in front, complemented by a cozy throw. Large glass doors reveal a balcony with views of the pool, framed by palm trees and natural light.

4.78 out of 5 average rating, 201 reviews

Serene Waterfront Studio Fort Walton Beach Condo

4.92 out of 5 average rating, 133 reviews

Beachfront Condo | Gulf Views | Okaloosa Island

A spacious and inviting living area showcases a large sectional sofa adorned with blue and white accents. Natural light fills the space through expansive sliding glass doors that offer a view of the Gulf. A ceiling fan provides a refreshing breeze while a coffee table and a patterned armchair complete the seating arrangement.

4.97 out of 5 average rating, 117 reviews

Condo With Serene Panoramic Views of the Gulf

Other vacation rentals with a pool

4.95 out of 5 average rating, 19 reviews

A spacious villa is shown with multiple levels, featuring large windows and a welcoming exterior. A private pool is visible in the foreground, surrounded by lush landscaping and outdoor seating areas. The sky is painted with soft hues of pink and blue at dusk.

Villa in Mary Esther

Stunning Waterfront Villa, Heated Pool/Spa/Gm Room

4.96 out of 5 average rating, 78 reviews

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

4.77 out of 5 average rating, 26 reviews

Home in Mary Esther

Beautiful spacious house with pool!

Apartment in Fort Walton Beach

4.91 out of 5 average rating, 22 reviews

Aloft at Pirates Bay

4.96 out of 5 average rating, 70 reviews

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

4.89 out of 5 average rating, 47 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.

Apartment in Mary Esther

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

4.78 out of 5 average rating, 110 reviews

A spacious outdoor area is depicted, featuring a lush green lawn bordered by trees. A private fishing pier extends into the water, while multiple picnic tables are available for gatherings. The serene Santa Rosa Sound is visible, enhancing the inviting setting.

Condo in Mary Esther

Salty Air Retreat on the Santa Rosa Sound