Vacation rentals with a pool in Mary Esther

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 private heated pool is framed by a spacious patio area, featuring a floating swan inflatable. Surrounding the pool are lounge chairs and a shaded area enhanced by string lights, creating an inviting outdoor space. The fenced yard offers a backdrop of trees and open sky.

4.94 out of 5 average rating, 199 reviews

Whispering Getaway, Heated Pool, Premier Game Room

Experience Coastal Comfort at Whispering Paradise Welcome to your premier getaway in beautiful Navarre, FL! This meticulously maintained 4-bedroom, 2-bathroom retreat is the perfect sanctuary for families and groups seeking both relaxation and adventure. Highlights of Your Stay: Private Amenities: Enjoy a secluded, heated pool and a fully equipped, climate-controlled game room. Modern Conveniences: Features include self check-in, 1000 Mbps Fiber Wi-Fi, stainless steel appliances, and onsite

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.

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!

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)

Free parking. elevator access, Aquamarine w/white décor. tile floors. studio with 1 queen bed, 2 smart TVs, intercoastal waterway view, off-street parking, 24-hour security, swimming pool, picnic/bbq area, cable TV, wifi, full bath, fully-equipped kitchen, microwave, convection oven. Balcony for viewing waterfront. Viewing area for sunset. No pets allowed. No service animals allowed due to guests' allergies which can cause physical reactions. NO CAMERAS ANYWHERE INSIDE THE CONDO.

Home in Fort Walton Beach

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

Vacation home in Fort Walton Beach

A serene outdoor space features a heated pool reflecting the evening sky in shades of pink and purple. Cozy white lounge chairs are positioned nearby, and a patio area with ambient lighting is visible, enhancing the atmosphere. A hot tub and fire pit are also present.

4.91 out of 5 average rating, 182 reviews

Coastal Escape: Heated Pool, Hot Tub, Grill!

Your private sanctuary near the Emerald Coast! This spacious, pet-friendly beach getaway features a sparkling private pool, hot tub, and a fenced yard. Perfect for families, this 4-bedroom home offers a foosball table, dedicated workspace, and is just minutes from Okaloosa Island and Destin beaches. Enjoy a worry-free vacation with no cleaning fees!

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

Home in Fort Walton Beach

5 out of 5 average rating, 21 reviews

Its 5 o'clock here

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 serene evening setting features a heated pool with a gentle curve, surrounded by a screened enclosure. A gas fire pit at the forefront glows, illuminating smooth stones and flames. Comfortable seating in the form of Adirondack chairs is positioned nearby, enhancing outdoor relaxation.

4.97 out of 5 average rating, 97 reviews

Heated Pool | Minutes to Navarre Beach | 2 Kings

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

4.9 out of 5 average rating, 123 reviews

NEW ~Sundancer~*Huge Pool *Hot Tub *Game Room*

Condo rentals with a pool

4.99 out of 5 average rating, 230 reviews

Condo in Destin

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

Condo in Santa Rosa Island

An aerial view of a beachfront pool area is presented, showing a rectangular pool surrounded by white lounge chairs and shaded areas. The sandy beach is visible just beyond the pool, with a wooden boardwalk leading to the shore.

4.97 out of 5 average rating, 116 reviews

Beach Penthouse on Okaloosa Island in FWB, FL

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 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

A bright and airy room features large glass sliding doors that open to a private balcony with an ocean view. The space includes a spacious bed adorned with a patterned blue coverlet and a cozy loveseat, with a TV mounted on the wall.

4.96 out of 5 average rating, 235 reviews

GULF FRONT TopFloor Amazing VIEW Directly On Beach

4.99 out of 5 average rating, 296 reviews

A bright living area is shown, featuring a spacious gray sofa and a wooden coffee table. Large sliding glass doors provide unobstructed ocean views, while a ceiling fan circulates air above. A small dining table with chairs complements the relaxed coastal decor.

Condo in Destin

Beachfront! Newly remodeled! Right on the beach!

Condo in Santa Rosa Island

A serene view of the beach features soft white sand leading to the emerald waters of the Gulf of Mexico. Beach chairs are arranged in a neat line along the shore, enhancing the tranquil atmosphere. The sky is clear, adding to the inviting coastal scene.

4.74 out of 5 average rating, 575 reviews

Emerald Waters & Sugar White Sand!

Condo in Santa Rosa 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

A balcony view showcases bright blue outdoor chairs and a small table. Below, a spacious pool is surrounded by lush greenery and palm trees, with marina access visible in the background. The serene waters of Santa Rosa Sound reflect the cloudy sky.

4.98 out of 5 average rating, 99 reviews

Soundside Waterfront Condo

4.77 out of 5 average rating, 26 reviews

Home in Mary Esther

Beautiful spacious house with pool!

5 out of 5 average rating, 5 reviews

Home in Gulf Breeze

Pensacola Beach Getaway with Pool & Fire Pit

Apartment in Fort Walton Beach

4.91 out of 5 average rating, 22 reviews

Aloft at Pirates Bay

5 out of 5 average rating, 20 reviews

The Witch & Pirate | Pool | Pub | BBQ | Unwind!

Home in Fort Walton Beach

4.96 out of 5 average rating, 69 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!