Holiday rentals with a pool in Mary Esther

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!!

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, 119 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. 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, 199 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, 181 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.

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, 344 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.

4.96 out of 5 average rating, 134 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.

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!

4.99 out of 5 average rating, 145 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 Navarre 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!

Superhost

An expansive view of the Gulf of Mexico is seen from the balcony, showcasing the sandy beach and turquoise water. The beach is lined with sun loungers, and the resort pool is visible nearby. Lush palm trees and pavilions add to the coastal landscape.

4.83 out of 5 average rating, 208 reviews

Islander Resort Okaloosa IsIand Beach Condo

Escape to Okaloosa Island and stay at this cozy studio condominium at the Islander Resort. This 6th-floor unit is perfect for couples or small families looking for a beach getaway. Wake up to stunning views of the Gulf of Mexico from the private balcony, relax on the pristine white sand beach, or take a dip in the Gulf-front pool. Take advantage of the resort's amenities, including a fitness center, shuffleboard, and barbecue grills.

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, 278 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

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.

4.97 out of 5 average rating, 132 reviews

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

5 out of 5 average rating, 6 reviews

Home in Navarre Beach

Bora Bora Beach House

5 out of 5 average rating, 114 reviews

The exterior of a two-story coastal home is presented, featuring a white façade with ample blue accents. A covered porch extends along the front, showcasing large windows and doors. Lush green landscaping and a picket fence enhance the inviting entrance, complemented by an American flag gently waving.

Home in Destin

Pool - Golf Cart - Block to Beach - Beach Service

4.98 out of 5 average rating, 130 reviews

A private outdoor pool area is shown, featuring multiple lounge chairs arranged around the water. The two-story home is visible in the background, with sunlight casting a warm glow over the scene. A fenced yard surrounds the space, enhancing privacy.

Home in Santa Rosa Beach

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

4.96 out of 5 average rating, 56 reviews

Home in Ferry Park

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

A spacious living area features a cozy seating arrangement with a large sectional sofa and an armchair, positioned around a fireplace. Natural light enters through sliding glass doors, leading to a sunroom. A kitchen countertop with a double sink is visible in the foreground.

4.82 out of 5 average rating, 50 reviews

Emerald Coast house. Pool/ 6 min to beach

4.89 out of 5 average rating, 204 reviews

A charming Southern beach home is framed by lush greenery and palm trees. The white picket fence encircles the property, while inviting porches are visible on the upper level. A well-manicured lawn and brick pathway lead to the entrance, enhancing the exterior's appeal.

Home in Destin

The Charleston Experience-Free PoolHeat N GolfCart

A spacious backyard features a heated pool surrounded by a stone deck. A shaded pergola offers seating, while blue Adirondack chairs are arranged near a fire pit. The area is well-lit with string lights, adding a welcoming touch to outdoor gatherings.

4.94 out of 5 average rating, 99 reviews

The Memory Maker - Heated Pool! 4BR Vacation Home

Apartment rentals with a pool

Apartment in Okaloosa Island

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, 232 reviews

Sunny Happy Place by the Beach, Pool, Ocean View

A light-filled studio features a spacious bed with soft linens and decorative pillows. A comfortable sofa is positioned nearby, and sliding glass doors lead to an outdoor area with views. Light tile flooring complements the warm yellow walls, adding to the inviting ambiance.

4.89 out of 5 average rating, 172 reviews

Ground floor! Waterfront condo at Pirates Bay!

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, 131 reviews

Retreat by the Sea at Seacrest Condo

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

4.85 out of 5 average rating, 216 reviews

Fort Walton Beach Top Floor | Pool & Destin Sunset

A private balcony offers stunning views of the Gulf, featuring two turquoise chairs and a table with two cocktails. The tranquil beach and rolling waves can be seen beyond the white railing, with umbrellas lined up along the shoreline.

4.96 out of 5 average rating, 137 reviews

Star Of The Sea

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.

4.95 out of 5 average rating, 217 reviews

GULF FRONT TopFloor Amazing VIEW Directly On Beach

A clear view of the beach and ocean can be seen from the balcony, with lounge chairs and umbrellas set up along the shoreline. A spacious pool area, filled with sun loungers and palm trees, is visible below, complementing the scenic ocean backdrop.

4.95 out of 5 average rating, 119 reviews

DestinWest G405 Kid-friendly/oceanview/Lazyriver

Other holiday 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

4.96 out of 5 average rating, 50 reviews

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

A heated pool is nestled within a private backyard, complemented by comfortable lounge chairs and vibrant seating options near a tiki bar. A chalkboard sign is visible, while decorative plants add a touch of greenery to the outdoor space enclosed by a wooden fence.

4.94 out of 5 average rating, 36 reviews

SunKissed Cottage *Solar Heated Pool "

Townhouse in Navarre Beach

A long wooden pier extends into clear blue waters, creating a serene pathway over the gentle ripples. The sky above is partly cloudy, with expansive views of the horizon in the distance. Various wooden posts line the pier, framing the inviting scene.

4.92 out of 5 average rating, 26 reviews

Floating Fantasea

Superhost

Townhouse in Navarre

4.84 out of 5 average rating, 25 reviews

Condo by the Golf Course with Pool + Bayside Beach

4.97 out of 5 average rating, 93 reviews

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Apartment in Okaloosa Island

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, 88 reviews

Okaloosa Island condo *free beach service