Holiday rentals with a pool in Mary Esther

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

“Colorful Paradise” beach condo located on the 2 mile stretch of pristine beaches located on the Emerald Coast. Be my guest at this sophisticated, calm & serene 500’ Studio ideal for small families, couples, singles & business travelers. Gulf views will inspire you to relax, enjoy all the amenities the resort offers of White Sugar Beaches, Gulf Beachside Pool, Seasonal Heated Pool, Indoor Spa Sauna & Jacuzzi, Fitness Room, Tennis & Basketball Courts, BBQ pits with picnic area and beach service

5 out of 5 average rating, 115 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!

Apartment in Navarre Beach

The living room features a comfortable seating arrangement with a large sectional sofa and accent chairs, facing a 65-inch television. Floor-to-ceiling windows allow for ample natural light and showcase views of the Gulf. A dining area for four is present along with decorative wall art.

4.96 out of 5 average rating, 212 reviews

Ocean/Pier Front 1BR w/ bunks, 3 pools hot tubs!

Welcome to "Salty Beach" Condo! A newly listed & freshly decorated Gulf Front 1 BR, sleeps 6! 1st building next to the Navarre Pier. Located on the 4th floor. There are 2 elevators. Walking distance to nearby restaurants. Amazing views of the Gulf, sunrise & sunset. HS internet with smart TVs. Check out my SuperHost reviews! Complimentary daily beach service: (SEASONAL)Mar1 -Oct 31 Includes two chairs, one umbrella, one folding table. Includes stand-up paddleboard or kayak for 1 hour daily.

A light and airy living space features a comfortable seating arrangement with a sectional sofa adorned with patterned throw pillows. A large tufted ottoman sits in the center, complemented by a textured area rug. Soft lighting illuminates the room, enhancing its inviting ambiance.

4.93 out of 5 average rating, 295 reviews

Oceanfront 3BR/3BA Condo | Steps to Sand & Surf!

Experience the Gulf in a Newly Remodeled Condo! This family-friendly ground-floor unit offers ultimate convenience. The master bedroom has ocean views, a king bed with a pullout trundle. The second bedroom has a king bed with a trundle, and the third has a queen bed. The living room includes a queen sofa bed. Each bedroom has a private bath and TV. Enjoy free beach service March–Oct with two chairs & an umbrella. Step onto the sand, relax, and unwind! Guests 27+ only. No smoking. No parties

Home in Fort Walton Beach

A large, inviting pool is surrounded by a spacious deck with lounge chairs, creating a perfect area for relaxation. The fenced backyard features palm trees and green grass, providing a serene setting. The cottage’s exterior can be seen in the background, complementing the outdoor space.

4.99 out of 5 average rating, 102 reviews

Beautiful renovated cottage. Big backyard w/ Pool

Unwind in this fully renovated cedar cottage for an unforgettable stay. Located just 3.5 miles from the powder-sand beaches of Okaloosa Island. The property features a large backyard with a pool and plenty of room for grilling, lounging by the pool or for kids to play. The interior is cozy and modern with comfortable sleeping arrangements and a fully-equipped kitchen. With prime location, fantastic outdoor amenities and cozy interior, this is the perfect place to call home during your stay!

Apartment in The Village of Baytowne Wharf

A spacious studio features a king bed adorned with neutral linens and an array of decorative pillows. Natural light flows through sliding glass doors that lead to a private balcony, while a comfortable queen sofa is positioned nearby, offering additional seating.

4.9 out of 5 average rating, 263 reviews

Stylish Coastal Baytowne Studio Amazing Amenities

Enjoy a stylish experience at this centrally-located studio on the Sandestin Resort right in the heart of the action of Baytowne Wharf Village. Newly renovated Welcome to paradise! Unit is located on the 5th floor of Pilot House allowing quick walking access to entertainment, food and pool. Only 10 minutes from the beach without ever leaving the Resort, Including Free Tram! The unit offers a King bed with luxury linens. Comfortable queen sofa that will fit two more guests or children.

4.88 out of 5 average rating, 574 reviews

Cozy Soundside Condo - WataView!

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 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, 126 reviews

Retreat by the Sea at Seacrest Condo

Welcome to Retreat by the Sea. This studio is at Seacrest Condominiums located directly on the beach on beautiful Okaloosa Island in Fort Walton Beach six miles from Destin. Relax on the balcony and enjoy the beautiful views of the Gulf and amazing sunrises and sunsets. You have direct access to the beach and all the amenities that the condo has to offer including indoor/outdoor pool, gym and bbq area. This amazing studio also has a kitchenette, mini-refrigerator and private laundry.

4.85 out of 5 average rating, 164 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.

4.89 out of 5 average rating, 165 reviews

A spacious sleeping area features a king bed with a striped blue and white blanket. A cozy seating area is visible, and large glass doors provide direct access to an outdoor patio with views of greenery.

Apartment in Sandestin

Sandestin Luau walkout Studio -with a scenic patio

Charming ground-floor studio in Sandestin Golf & Beach Resort, just a 3-minute walk to the pristine Sandestin beach. Located at the entrance of Luau II, with a private patio next to shared gas barbeque grills and a short TRAM ride to the Village of Baytowne Wharf. Features a king bed, queen sofa bed, kitchenette with microwave, sink, and mid-size fridge. Enjoy Wi-Fi, Netflix, and beach gear with cart for easy access. Stylishly decorated and well-maintained for a relaxing stay.

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.

4.9 out of 5 average rating, 309 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!

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, 199 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.

Popular amenities for Mary Esther rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.82 out of 5 average rating, 163 reviews

Home in Santa Rosa Beach

Santa Rosa Beach Canopy House with heated pool

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

4.93 out of 5 average rating, 110 reviews

A screened-in pool area features a clear, blue pool surrounded by a spacious deck. Lounge chairs are positioned around the pool for relaxation. Lush palm trees and greenery are visible in the background, offering a glimpse of the outdoor environment.

Home in Pensacola Beach

Fun, sun, sand, and rest. Enjoy your stay with us.

4.96 out of 5 average rating, 123 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, 103 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

Private Pool - Golf Cart - Block to Beach - Destin

4.96 out of 5 average rating, 26 reviews

A heated pool with a gentle curve is framed by a spacious patio and an expansive gazebo. Several bar stools line the outdoor seating area, providing a space for relaxation. Lush grass surrounds the area, complemented by a sun umbrella and palm trees under a clear blue sky.

Home in Navarre

Heated Pool, Gazebo & Fire Pit. 3 Miles to Beach!

5 out of 5 average rating, 10 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 Navarre Beach

Private Pool, Steps to the beach, Golf cart

4.98 out of 5 average rating, 124 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

Apartment rentals with a pool

4.97 out of 5 average rating, 120 reviews

A wooden boardwalk leads through soft white sand towards a serene beach with clear turquoise water. Umbrellas and beach chairs are visible in the distance, under a clear blue sky that enhances the peaceful coastal atmosphere.

Apartment in Destin

Walk to beach, 1 bedroom, beach service included!

4.91 out of 5 average rating, 128 reviews

A spacious living area is illuminated by large windows, offering views of the surroundings. Comfortable seating is arranged around a coffee table, and a television is positioned nearby. A dining area with a wooden table accommodates seating for six, complemented by a ceiling fan for added comfort.

Apartment in Destin

🏝 Penthouse Ocean View • Private Beach Access 🏝

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, 323 reviews

Just For You In Fort Walton Beach

The image captures a panoramic view from the balcony, displaying the bay on the left, the town of Destin in the center, and the beach on the right. Green rooftops of nearby buildings and palm trees are visible in the foreground, contributing to a coastal atmosphere.

4.85 out of 5 average rating, 234 reviews

Destin West V506 - Free Beach Service & Lazy River

Apartment in Miramar Beach

An open kitchen area features a light butcherblock countertop with bar seating for four. Stainless steel appliances complement the bright space, while shelves hold various kitchen utensils. A dining table with wooden legs is positioned nearby, enhancing the airy ambiance of the condo.

4.96 out of 5 average rating, 184 reviews

Perfect Condo Getaway to the Beach!

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.

4.97 out of 5 average rating, 204 reviews

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

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.

4.77 out of 5 average rating, 261 reviews

Waterfront Condo *w/pool access*

A bright living area features a light grey wall with natural lighting from large windows. Two cozy sofas, one in dark grey and the other in a mixed pattern, offer seating. A white coffee table sits in the center, complemented by a decorative rug and a fan overhead.

4.91 out of 5 average rating, 122 reviews

Amazing- 2BR 2BA 3bed | Pools- GEM-Steps to Beach!

Other holiday rentals with a pool

Flat in Fort Walton Beach

4.92 out of 5 average rating, 13 reviews

Located on the Water | Near Destin | Downtown FWB

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

4.59 out of 5 average rating, 44 reviews

Home in Mary Esther

Florida's Finest | Pool & Game Room

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.

4.84 out of 5 average rating, 87 reviews

B210 Pirates Plunder

4.97 out of 5 average rating, 65 reviews

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.

Home in Navarre

Heated Pool | Minutes to Navarre Beach | 2 Kings

4.87 out of 5 average rating, 30 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!

4.79 out of 5 average rating, 104 reviews

A spacious outdoor area is depicted, featuring a lush green lawn bordered by trees. A private fishing pier extends into the water, while multiple picnic tables are available for gatherings. The serene Santa Rosa Sound is visible, enhancing the inviting setting.

Apartment in Mary Esther

Salty Air Retreat on the Santa Rosa Sound

An open living area is furnished with a comfortable gray sofa and a coffee table made of wood. A flat-screen TV is mounted on the wall opposite a sliding glass door that leads to a balcony with a view of the Gulf. Soft lighting and coastal decor enhance the inviting space.