Holiday rentals with a pool in Mary Esther

A bright studio room features a spacious bed with decorative pillows and a cozy blanket. A comfortable sofa is positioned nearby, and a small dining area is visible. Large sliding glass doors open to a balcony, allowing natural light to fill the space.

5 out of 5 average rating, 123 reviews

Waterfront cozy condo with king bed & resort pool

Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

4.98 out of 5 average rating, 121 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

A wooden dock extends into calm waters, flanked by two covered structures in the distance. The scene is under a bright blue sky, adorned with fluffy white clouds, creating a serene atmosphere for fishing or relaxation.

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.

5 out of 5 average rating, 118 reviews

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.

Home in Navarre

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. Landscaping being added Spring into Summer 2025. Mural painting on fence surrounding pool Summer-Fall 2025

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, 196 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, 190 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

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, 338 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.

4.97 out of 5 average rating, 129 reviews

A bright outdoor pool area is complemented by striped sun sails, providing shade over loungers and bright umbrellas. The heated saltwater pool is surrounded by a stone patio, with a green lawn in the background, creating a serene space for relaxation and enjoyment.

Home in Navarre

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

Experience the Navarre Retreat - a unique 5 bedroom oasis offering a range of amenities for your ultimate relaxation. Dive into the new heated saltwater pool, unwind on the expansive deck or in the sunroom, gather around the fire pit under the stars. Just a short 3 mi drive to Navarre beach. Plus easy access to Opal, and other pristine beaches. With a fully equipped kitchen, beach gear, cooking essentials, and entertainment options, this home ensures a seamless and unforgettable getaway

4.85 out of 5 average rating, 173 reviews

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

The Hidden Gem

Welcome to our incredible Airbnb, The Hidden Gem is in a central location. A short stroll will lead you to Target. Beautiful pristine beaches are near by Just a mere 4.7 miles away lies world famous pristine beaches. Destin beaches are just 10.7 miles away. Navarre Beach is also nearby. The Intracostal water way is in our backyard to which you will have access. Hurlburt Field grants you front-row access sights of planes descending from the sky, offering a unique experience.

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, 134 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, 322 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 panoramic view captures the lagoon-style pool surrounded by lush greenery and palm trees. The sparkling water reflects the vibrant blue sky, showcasing the serene waterfront and distant boats that can be seen along the coastline.

4.78 out of 5 average rating, 273 reviews

Waterfront Condo *w/pool access*

Waterfront condo-studio in Ft. Walton Beach. It is a 4th-floor unit, that can accommodate 4 people with a Queen sized bed and a sofa sleeper. Sliding glass doors from floor to ceiling leads to a gorgeous balcony overlooking the gulf and the pool. Se habla español. TDY rates available! Please send a message to request, we will match the per diem rates with some exceptions for holidays and peak season.

Popular amenities for Mary Esther rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.67 out of 5 average rating, 12 reviews

The Happy Angler

4.97 out of 5 average rating, 58 reviews

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

5 out of 5 average rating, 16 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

4.98 out of 5 average rating, 126 reviews

Double French doors open to a serene outdoor space featuring a private saltwater pool. Lounge chairs with plush cushions surround the pool, while sun umbrellas provide shade. The well-maintained backyard includes a wooden fence and lush greenery, creating a tranquil environment.

Home in Santa Rosa Beach

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

4.96 out of 5 average rating, 53 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!

4.91 out of 5 average rating, 11 reviews

A sandy beach area features several green Adirondack chairs arranged around a small fire pit. A wooden dock extends over calm waters, lined with boat slips. Tall trees provide shade along the shoreline, enhancing the tranquil waterfront setting.

Home in Mary Esther

Bayfront Luxury~Pool~Boat Access~Pet Friendly!

4.9 out of 5 average rating, 101 reviews

Home in Pensacola Beach

Huge Private Pool! Steps 2 Beach + Pet Friendly

4.95 out of 5 average rating, 137 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

Apartment rentals with a pool

A wide expanse of pristine white sand stretches along the tranquil shoreline of Okaloosa Island. The sun reflects off the calm waters, creating a gentle shimmer. Soft clouds drift across the sky, adding a serene backdrop to the beachside scene.

4.91 out of 5 average rating, 231 reviews

Sunny Happy Place by the Beach, Pool, Ocean View

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, 128 reviews

Retreat by the Sea at Seacrest Condo

4.96 out of 5 average rating, 518 reviews

A spacious living area is highlighted by a large chandelier and soft-colored furnishings. Floor-to-ceiling glass doors provide a direct view of the ocean, while a round table with decorative centerpiece sits in the foreground. A comfortable seating arrangement complements the serene coastal atmosphere.

Apartment in Destin

Beach Paradise - Ocean View - Bonus Beach Service

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.

4.96 out of 5 average rating, 105 reviews

Beach Penthouse on Okaloosa Island in FWB, FL

An aerial view captures a coastal landscape where sandy beaches meet turquoise waters. The resort complex is visible at the forefront, distinguished by its orange adobe rooflines. Nearby, a scenic town unfolds, showcasing a blend of buildings along the shore, with oceanfront expanses extending along the coastline.

4.95 out of 5 average rating, 126 reviews

Florida...Paradise Island Getaway!

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, 107 reviews

DestinWest Pelican Bayside, Lazy River, Hot Tub.

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

*Fully Renovated * Beach front Condo 2bd/2bath

4.88 out of 5 average rating, 163 reviews

Waterfront Paradise•2.5 Miles from Beach•Boat Slip

Other holiday rentals with a pool

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

A spacious bedroom features a king bed with a light-colored quilt, flanked by two side tables with lamps. Natural light fills the room through a large window, highlighting the neutral wall tones and a piece of wall art above the bed.

4.92 out of 5 average rating, 87 reviews

Okaloosa Island condo *free beach service

4.89 out of 5 average rating, 18 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

5 out of 5 average rating, 48 reviews

A serene waterfront view showcases a sunset over the water, with warm hues illuminating the sky. Silhouetted dock structures extend into the water, reflecting the vibrant colors. Soft clouds create a peaceful backdrop, enhancing the tranquil atmosphere of the setting.

Apartment in Navarre

Waterfront, large balcony. 3 suites king bed

4.93 out of 5 average rating, 14 reviews

Condo on the water ~ Monthly welcomed ~

5 out of 5 average rating, 15 reviews

Gorgeous 2BR With Panoramic Water Views

5 out of 5 average rating, 24 reviews

Waterfront 1-Bdr Private Balcony

A private backyard showcases a swimming pool surrounded by a spacious patio. Comfortable seating arrangements include lounge chairs and dining tables with umbrellas. Lush green trees and a wooden fence create a serene atmosphere, complementing the inviting pool area.