Holiday rentals with a pool in Mary Esther

A light-filled living area features a leather sleeper sofa facing large sliding glass doors that open to a private balcony with ocean views. A coffee table sits on a decorative rug, and palm trees are visible outside, enhancing the coastal ambiance.

5 out of 5 average rating, 103 reviews

Panoramic Gulf Views! | 3 Kings

"Panoramic Gulf" Highlights: - Beachfront Condo at Island Princess - Corner Unit, Second Floor - Gulf and Garden Patio Views - King Bed in Each Room - Custom Bunk Bed: Twin over King over Twin - Leather Sleeper Sofa with Upgraded Mattress - Free “Platinum” Beach Service: 2 Chairs, Umbrella, and Table + Kayak / Paddleboard access (Mar-Oct) - Cable + Streaming - Wifi - Seasonally Heated Pool - Washer/Dryer in the Condo - Keurig and drip coffee makers - Pack n' Play - Shopping / Restaurants Nearby

The living area features a light-colored sofa and a wooden coffee table, with a flat-screen TV on an entertainment unit. Natural light enters through sliding glass doors leading to a balcony with outdoor dining furniture, providing views of the bay.

4.91 out of 5 average rating, 102 reviews

Destin West, Bayside, 2 BR+ Bunk Room, sleeps 8

GREAT VIEWS!!! Sandpiper unit 502 has 2 bedrooms, two baths, and a private bunk-bedroom, so its really a 3 BR...sleeps 8. It is furnished with a new sofa sleeper and matching couch in family room. All of this is designer furnished condo accommodates up to eight people to sleep. The interior of the unit reflects a classic, high-end feeling. Walking distance to many restaurants and activities. My place is close to restaurants and dining, the beach is 5 minute away over elevated walkway, .

Apartment in Pensacola Beach

The living area features a comfortable gray sofa set, a white coffee table, and a ceiling fan. Natural light enters through sliding glass doors leading to a private patio. An open kitchen with wooden cabinetry and a dining area is visible, highlighted by bar stools at the counter.

4.96 out of 5 average rating, 194 reviews

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Perfect little place for couples or small families to get some R&R. This condo has a poolside view in a lovely little complex, and is just one building back from the beach - steps from paradise! The Gulf boasts some of the most beautiful beaches in the world, and this is the perfect location tucked away from the busy crowds but still close to restaurants, activities, live music, national parks, and a world class spa. The condo is well-equipped and recently updated in October 2022. Come enjoy!

4.97 out of 5 average rating, 147 reviews

A light green cottage features a spacious porch with white railings and two outdoor chairs, surrounded by palm trees and well-maintained gardens. The design harmonizes with the bright blue sky and nearby structures, creating an inviting beach atmosphere.

Cottage in Destin

One Block to Crystal Beach + Pool + King Bed + Convenient Location

- One block from the Crystal Beach area of Destin - 0.6 miles to Destin Commons w/ Whole Foods and shopping - 1.0 mile to Publix - This is the UPSTAIRS UNIT (downstairs rents separately through same host.) Each unit is fully separate. The Destin Doublemint, a bright and airy one-bedroom cottage, is the perfect spot for your beach vacation. It's less than a 2-minute walk to the sand, making it easy to pop back for a dip in the pool or a movie in the AC before walking back over for sunset.

The landscaped grounds feature a grassy area bordered by palm trees, leading to a mickey-shaped pool. The backdrop includes a waterfront view with boats visible, along with the multistory building where the studio units are located.

4.88 out of 5 average rating, 569 reviews

Cozy Soundside Condo - WataView2!

Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

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.

4.92 out of 5 average rating, 257 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, pool, BBQ pits and parking area (a parking pass is needed), but you will probably spend the majority of your time on our large private balcony overlooking the pool and beach, listening to the waves.

Two beach chairs are set up beneath a colorful umbrella on a sandy shore, with soothing waves visible in the background. Towels are draped over the chairs, and a cooler is placed on the sand, creating a welcoming spot for relaxation by the water.

4.91 out of 5 average rating, 175 reviews

Sunrise Destin-ation -Heated Pool-Beach View

“Sunrise Destin-ation” is the perfect spot for your next Destin getaway! “5-10 minutes away from everything - from the Beach, across the street, to limitless restaurants. Prime location for a trip to Destin!” – Cordelra, ‘23.. Our freshly remodeled condo, with a king bedroom, a twin-bunk alcove, and a queen sleeper sofa accommodates up to 6 guests easily so indulge in our community pool just STEPS from 2 gorgeous public beach access points directly across the street. Enjoy!

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, 302 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!

Holiday home in Mary Esther

The outdoor area features a spacious swimming pool surrounded by a concrete deck. Brightly colored lounge chairs are positioned at one end. Tall trees provide a natural backdrop, while a stone fireplace is visible in the corner, indicating a cozy gathering spot.

4.9 out of 5 average rating, 131 reviews

Emerald Oasis: Hot Tub + Sleeps 18 + Pool+ Grill

NO CLEANING FEE! Welcome to the Emerald Coast! Unwind in this spacious 5-bedroom home fully equipped for a weekend getaway or longer stay. 5 minutes to beaches of Okaloosa 15 minutes to VPS airport 15 minutes to beaches of Destin 4 Beach chairs / 1 beach umbrella / cooler / beach wagon / snorkels / beach toys and pool noodles are provided! Pack and play provided, so one less thing to pack! Enjoy the entire space while exploring all that the area has to offer!

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, 192 reviews

Perfect View on Santa Rosa Sound with 2 Pools!

Enjoy beautiful blue skies and gorgeous sunsets over the Santa Rosa Sound, while looking out over the marina from your very own private deck! This gorgeous studio unit has one of the best views in the entire 120 room complex! Located in the preferred A building, this Non-Smoking, NO PETS ALLOWED, sparkling clean top floor unit has a beautiful bathroom with full size tile shower and newer plumbing fixtures. Marina slip is not available for rent at this time.

The image captures an expansive view of the tranquil Gulf of Mexico. Gentle waves roll onto a sandy beach, while a clear blue sky stretches above, dotted with soft clouds. The horizon blends seamlessly with the serene water, creating a calming seaside atmosphere.

4.94 out of 5 average rating, 187 reviews

Sunshine and beach time /Okaloosa Island

CHRISTMAS at the BEACH! Steps to the sand, Ocean view , top floor unit, sleeps 5,(queen bed, single day bed, and queen sofa sleeper). Fully furnished, ( USB port outlets, no carpet, stainless appliances, and keyless entry). A one minute walk to the white sand, wifi in the unit, 2 beach chairs, cooler, beach towels, and beach umbrella. Laundry onsite, Tom Thumb next door for items you might need. Everything for a great beach vacation! 683 Nautilus court

A private balcony is featured, showcasing a round table with two chairs. The expansive view includes the Gulf waters and sandy beach under a partly cloudy sky with sunlight reflecting off the water.

4.94 out of 5 average rating, 177 reviews

Gulf View Studio condo Fort Walton Beach

Islander 705 Studio condo with a beautiful Gulf view on Okaloosa Island. This 7th floor unit sleeps 2 and includes - 1 King bed - 1 sofa sleeper - 1 Full bathroom (glass shower) - Keurig Mini - 1 full kitchen with stove, refrigerator, microwave, dish washer Complimentary beach service 2 chairs and 1 umbrella included March - October! Enjoy amazing views of the Gulf & white sand beaches with the perfect sunset view from the balcony!

Popular amenities for Mary Esther rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor fire pit is surrounded by a circle of comfortable chairs on a sandy area, while a palm tree adds a tropical touch in the background. A spacious deck with sunshades is visible adjacent to the house, inviting enjoyment of the outdoor space.

4.97 out of 5 average rating, 121 reviews

Fall/Winter Special Pricing-Heated Pool-5Bd/2Ba

A newly renovated inground pool is featured, showcasing crystal-clear water under a bright sky. Two reclining lounge chairs are situated partially submerged for relaxation. A large umbrella provides shade beside the pool, and a surrounding grassy area is bordered by a wooden fence and tropical plants.

5 out of 5 average rating, 32 reviews

Sandy Toes and Tiki Flows

4.6 out of 5 average rating, 43 reviews

Home in Mary Esther

Florida's Finest | Pool & Game Room

4.93 out of 5 average rating, 150 reviews

A charming cottage stands under a clear blue sky, featuring a welcoming front porch with railings. A complimentary six-seater golf cart is parked in front, showcasing comfortable seating and a sleek design. Lush greenery and palm trees enhance the inviting atmosphere.

Home in Destin

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!

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.

4.97 out of 5 average rating, 172 reviews

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.

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, 115 reviews

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

4.98 out of 5 average rating, 122 reviews

The backyard features a private saltwater pool surrounded by lounge chairs and umbrellas for shade. A large swan float is positioned in the water, and a patio area includes a grill, enhancing the outdoor space for relaxation and entertainment.

Home in Santa Rosa Beach

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

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.

4.93 out of 5 average rating, 219 reviews

Good times & tan lines! Only 5 miles to the beach!

Apartment rentals with a pool

A balcony space features a raised table with two chairs, overlooking the Gulf of Mexico. Lush palm trees frame the view, adding a tropical touch. The railing provides safety while allowing unobstructed sightlines of the sparkling water and beach.

4.85 out of 5 average rating, 443 reviews

Gulf Front to Emerald Waters and Sugar White Sand

Apartment in Pensacola Beach

A private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.

4.98 out of 5 average rating, 209 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

Two wicker chairs are positioned to face expansive windows displaying panoramic views of the Gulf. A glass table is situated between the chairs, enhancing the inviting and relaxed atmosphere. Natural light floods the space, creating a bright and airy environment.

4.95 out of 5 average rating, 98 reviews

Beachfront Panoramic Views Balcony Heated Pool

Apartment in The Village of Baytowne Wharf

A spacious studio layout is illustrated, featuring a king size bed with blue bedding and a cozy sofa in a warm blue tone. Bright natural light filters in through large windows, with a dining area set near the kitchenette and a decorative rug adding color to the space.

4.94 out of 5 average rating, 158 reviews

Serene Condo w/ Shared Pool, Hot Tub & Bch Access

A welcoming living area features a comfortable blue sofa and matching loveseat, accompanied by a round, woven coffee table. Natural light fills the space through large windows, and decorative accents in light blue adorn the walls. A ceiling fan adds to the inviting ambiance.

4.9 out of 5 average rating, 156 reviews

3 min 2 beach Pool Parking 2 King beds Beach gear

A bright living area features a spacious gray sofa, complemented by a blue and white decorative pillow. Large glass doors open to a private balcony with ocean views. A dining table with white chairs and a chandelier is visible, alongside a wall-mounted flat screen TV and coastal artwork.

4.85 out of 5 average rating, 263 reviews

Majestic Ocean Views, Oceanfront Condo, Renovated!

A bright kitchen features modern stainless steel appliances and quartz countertops, with soft-close cabinets providing ample storage. The cozy living area includes a comfortable sofa and colorful decor, while the serene beachfront is visible through the window, where gentle ocean waves meet a colorful sky.

4.94 out of 5 average rating, 183 reviews

Beautiful Emerald Beach Condo

Apartment in Okaloosa Island

A beach chair labeled 'Colorful Paradise' is positioned on the soft, white sand, with clear turquoise waters in the background. The scene captures the serene coastal environment of the Emerald Coast, inviting relaxation and enjoyment of the beach.

4.97 out of 5 average rating, 118 reviews

Colorful Paradise Okaloosa Island Umbrella, Chairs

Other holiday rentals with a pool

4.63 out of 5 average rating, 169 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.

Flat in Mary Esther

Cozy Spot on the Bay with Island Views

A private rooftop space features a hot tub and two chairs, offering expansive views of the beach and ocean. The surrounding area is paved with light-colored tiles, and the railing provides a barrier while allowing unobstructed sightlines of the water.

4.85 out of 5 average rating, 41 reviews

Destin West Villa PH01 ~ Penthouse w/ Hot Tub

5 out of 5 average rating, 12 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

A private heated pool is visible, featuring a gentle waterfall and illuminated water reflecting soft lights. Surrounding greenery adds a natural touch, and a BBQ grill can be spotted nearby. The pool area is designed for relaxation, with a spacious concrete deck providing ample room for lounging.

4.93 out of 5 average rating, 41 reviews

Hidden Oasis

Flat in Fort Walton Beach

A cozy living space features a dark leather sofa arranged with decorative pillows. A spacious bed is positioned near a large sliding door, allowing natural light. A wooden coffee table sits on a patterned rug, while a modern television is mounted on the wall opposite the seating area.

4.83 out of 5 average rating, 82 reviews

B210 Pirates Plunder

Flat in Fort Walton Beach

A light-filled living area showcases a navy blue sofa paired with a tan armchair. Two colorful coffee tables sit atop a textured area rug, while a modern kitchen with teal accents is visible in the background. The space is framed by soft blue walls and thoughtful lighting.

4.96 out of 5 average rating, 28 reviews

Waterfront Getaway w/ Pool Access – Bluefish #1

4.86 out of 5 average rating, 29 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.

Flat in Mary Esther

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