Vacation rentals with a pool in Mary Esther

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.

4.96 out of 5 average rating, 245 reviews

The Merry Whale on The Emerald Coast

Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

Condo 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, 280 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.

4.97 out of 5 average rating, 189 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, 208 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.

A circular pool is positioned at the center of a sunlit courtyard, surrounded by palm trees and well-maintained grass areas. Loungers are placed along the pool's edge, and buildings are visible in the background, providing a serene outdoor space for relaxation.

4.78 out of 5 average rating, 145 reviews

1st floor on Intercoastal Waterway close 2 beaches

BRAND NEW COUCH 2026! NEWLY RENOVATED KITCHEN! Washer/dryer combo in unit. Just steps away from a waterfront field on the inter coastal waterway and only a short 2.6-mile drive to the public beaches at Okaloosa Island, the Boardwalk, The Pier, The Aquarium, The Adventure Parks, and shopping. Enjoy the convenience of a fully stocked condo. Fully furnished. 700 square ft of indoor and outdoor living space. Rent a boat or jet skis for the day only a mile down the road. Destin only 4 miles away!

4.85 out of 5 average rating, 197 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.

Condo in Mary Esther

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.

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, 356 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.

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, 332 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!

4.98 out of 5 average rating, 156 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!

5 out of 5 average rating, 127 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. Mural painting on fence surrounding pool Summer-Fall 2026

4.97 out of 5 average rating, 106 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

4.88 out of 5 average rating, 117 reviews

Townhouse in Sandestin

Chic 2BR retreat w/ golf cart & pool

Welcome to your Sandestin retreat - a peaceful Fairways townhouse just a short golf cart ride from the beach. - Sleeps 6 | 2 bedrooms | 3 beds | 2.5 baths - 6-seater golf cart included - beach & heated pool 5-7 mins away - Patio w/ fire table, BBQ grill & outdoor dining - Beach essentials provided - Washer/dryer on-site & self check-in via smart lock - Long-term stays welcome - snowbird pricing Nov-Feb

Popular amenities for Mary Esther rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

5 out of 5 average rating, 16 reviews

Star Water Getaway

4.96 out of 5 average rating, 142 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

5 out of 5 average rating, 9 reviews

Its 5 o'clock here

4.99 out of 5 average rating, 136 reviews

An aerial view highlights the private saltwater pool surrounded by a comfortable patio area. Lounge chairs and colorful pool toys are positioned alongside the water. Two striped umbrellas provide shade, while a shaded seating area is visible in the corner of the space.

Home in Santa Rosa Beach

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

4.93 out of 5 average rating, 231 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!

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, 146 reviews

Relaxing Pool Retreat Near Beaches & Destin!

5 out of 5 average rating, 5 reviews

Private Water Access | Heated Pool | Kayaks

A comfortable living area features two inviting recliner chairs facing a modern fireplace. A large flat-screen television is mounted on the wall above the mantel. Natural light enters through oversized windows, while soft lighting adds ambiance to the space.

4.7 out of 5 average rating, 33 reviews

Sandy Ridge Retreat

Condo rentals with a pool

Condo in Santa Rosa Island

A scenic view of the beach at sunset, with the sun dipping below the horizon. Gentle waves lap against the shore, while silhouettes of people can be seen strolling along the sandy beach. The sky is tinted with soft orange and yellow hues, enhancing the tranquil atmosphere.

4.82 out of 5 average rating, 153 reviews

Keeler Island Princess #508 Okaloosa Island Bchfrt

4.99 out of 5 average rating, 225 reviews

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

A cozy studio room features a spacious bed adorned with decorative pillows, complemented by a wooden bench. A flat-screen TV is positioned near a seating area, and large windows provide natural light and views of palm trees outside.

4.75 out of 5 average rating, 455 reviews

Simple Fort Walton Beach Waterfront Studio Condo

4.88 out of 5 average rating, 169 reviews

Waterfront Paradise•2.5 Miles from Beach•Boat Slip

4.98 out of 5 average rating, 121 reviews

Direct Beachfront View|2 Pools|Beach Chairs

4.88 out of 5 average rating, 112 reviews

A panoramic view of the beach and ocean is captured from the condo's balcony. Soft waves gently meet the white sandy shore, with clear blue skies overhead. Lounge chairs are positioned along the beach, creating an inviting setting for relaxation.

Condo in Pensacola Beach

Emerald Coast Penthouse

Condo in Santa Rosa Island

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.

4.95 out of 5 average rating, 148 reviews

2 min walk to Beach/Free Beach Service/Pool

4.95 out of 5 average rating, 120 reviews

Beach Condo Steps to Sand | Fully Renovated + Pool

Other vacation rentals with a pool

4.86 out of 5 average rating, 7 reviews

Emerald Coast Escape

4.64 out of 5 average rating, 189 reviews

A pool area is surrounded by trees, featuring a spacious deck with lounge chairs positioned around the clear water. The tranquil setting is complemented by a view of the bay, enhancing the outdoor experience.

Apartment in Mary Esther

Cozy Spot on the Bay with Island Views

4.76 out of 5 average rating, 25 reviews

Beautiful spacious house with 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.

4.99 out of 5 average rating, 92 reviews

Soundside Waterfront Condo

4.96 out of 5 average rating, 54 reviews

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

Apartment in Santa Rosa Island

5 out of 5 average rating, 7 reviews

Yacht Club Living 2bd Condo Easy Walk to the Beach

5 out of 5 average rating, 42 reviews

A community pool is set within a fenced area, featuring clear blue water and a gently sloping entry. Surrounding palm trees and shrubbery enhance the outdoor space. The pool area is bordered by a patterned brick patio, with lounge chairs positioned nearby for relaxation.

Townhouse in Mary Esther

Sound Beach Access w/ Water Views | 2BR/2.5 BA+W/D