Holiday rentals with a pool in Ocean City

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!

Superhost

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.

Guest house in Fort Walton Beach

4.83 out of 5 average rating, 178 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

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

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!

A well-appointed studio condo features a spacious bed adorned with a coastal-themed blanket. Nearby, a love seat and a dining area with contemporary lighting elements are visible. Light, neutral wall colors create a calm atmosphere, complemented by tasteful decor, including ocean-themed accents.

4.83 out of 5 average rating, 270 reviews

B103 Coastal Connection at Pirates Bay

Beautifully decorated first floor condo is perfect for your beach vacation. The condo sleeps 4 comfortably with a queen bed and a full size love seat sleeper with memory foam mattress! If you like to cook the condo has a full kitchen but if you would rather not, there are several restaurants with water views located very close by. In less than 10 minutes you can be on Okaloosa Island enjoying the white sand beaches, Gulfarium Marine Adventure Park, or Wild Willies Adventure Zone! Book now!

4.88 out of 5 average rating, 573 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.

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

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.

A modern living area is showcased with a green sofa and two red armchairs, complemented by light wood flooring. A colorful wall art piece adds vibrancy, while a ceiling fan provides airflow. The open floor plan offers a view into the adjacent dining and kitchen area.

4.95 out of 5 average rating, 108 reviews

Free Chair Service-Beachfront 4th Floor

Beautiful fourth-floor balcony views of beachfront, barrier island chain, and sound area! Exceptionally convenient white-sands beach access and gorgeous emerald waters! Enjoy indoor/outdoor pool and on-site gym. This beach condo is not only fantastically located on the quieter end of Okaloosa Island, but also comes with modern, coastal-themed furnishings. Access the Destin and Fort Walton Beach attractions only a few miles down the street. Includes free chairs and umbrella on the beach!

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.

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!

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, 193 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.

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, 184 reviews

Beautiful Emerald Beach Condo

Stay with us, be our guest! Newly remodeled beach studio condo, beautifully decorated, clean, & comfortable. Fully equipped to make your stay a wonderful experience. Ideal for small families/groups, couples, single and/or business travelers. Our property offers several amenities. Beach only steps across the parking lot (approximately a 1.5-2min walk). Destin FL is about a 15min drive. Condo located on 1st floor of Building 6

Popular amenities for Ocean City rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

Home in Santa Rosa Beach

4.82 out of 5 average rating, 163 reviews

Santa Rosa Beach Canopy House with heated pool

A light blue golf cart is parked on gravel in the foreground of the house. The two-story white structure features a large front porch and green chairs. Palm trees stand nearby, and a clear blue sky fills the background.

4.91 out of 5 average rating, 221 reviews

BlueMarlin-PoolHeatFreeTilMar1-FreeGolfCartNBikes

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.

4.96 out of 5 average rating, 123 reviews

Sugar Sand Cottage at Destin Pointe

A hot tub with bubbling water is positioned in the foreground, offering a relaxing space for guests. In the background, a swimming pool is surrounded by lush palm trees and outdoor furniture, under a bright blue sky with scattered clouds.

4.95 out of 5 average rating, 101 reviews

Heated Pool & HotTub+ Golf Cart+Beach Service

A wooden boardwalk leads to a sandy beach, with colorful umbrellas dotting the shoreline. The clear blue sky stretches overhead, contrasting with the vibrant green and blue hues of the ocean. Soft white sand is visible along the pathway to the inviting waters.

4.92 out of 5 average rating, 109 reviews

Waterview Villa-Steps to the Sand-Pool-King Bed

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.

5 out of 5 average rating, 102 reviews

Private Pool - Golf Cart - Block to Beach - Destin

4.9 out of 5 average rating, 135 reviews

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.

Home in Mary Esther

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

4.98 out of 5 average rating, 125 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

A table set for refreshments showcases a spread of crackers, cheese, fruits, and chilled water with lemon. In the background, the emerald waters of the Gulf are visible, with beach umbrellas dotting the shoreline under a partly cloudy sky.

4.99 out of 5 average rating, 106 reviews

Spacious, elegant, beachfront, w/office

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 panoramic beachfront view showcases a stretch of white sand leading to calm, clear waters. Chairs are arranged along the beach, and a refreshing swimming pool is visible in the foreground. The scene is framed by a balcony railing, enhancing the coastal experience.

4.84 out of 5 average rating, 106 reviews

Sea Oats*Beachfront View!2Bdr/2Bath, Sleeps 6

The living room features soft leather sofas and a glass-top table, with large sliding doors that open to a balcony offering expansive ocean views. Natural light fills the space, accentuated by light-colored walls and a ceiling fan. A potted plant adds a touch of greenery.

4.89 out of 5 average rating, 101 reviews

Amazing View Beach Front Condo

4.99 out of 5 average rating, 259 reviews

A bright living area is shown, featuring a spacious gray sofa and a wooden coffee table. Large sliding glass doors provide unobstructed ocean views, while a ceiling fan circulates air above. A small dining table with chairs complements the relaxed coastal decor.

Apartment in Destin

Beachfront! Newly remodeled! Right on the beach!

A bright living area features coastal-themed decor, including a soft beige sofa and armchair. Large glass doors open to a balcony with ocean views. Light cream walls are complemented by a colorful piece of art. A coffee table sits center stage, accompanied by a soft area rug.

4.91 out of 5 average rating, 138 reviews

Ocean Views at Waterscape Resort!

A cozy living area features a red sofa accented with a starfish-patterned throw. Two comfortable chairs are positioned beside a glass-top coffee table. A cheerful yellow wall enhances the space, complemented by beach-themed decorations and soft lighting from nearby windows.

4.97 out of 5 average rating, 119 reviews

Mellow at Yellow Umbrellow on the Emerald Coast!

A wrap-around balcony features a table and two chairs, offering a direct view of the sandy beach and ocean waves. The horizon stretches under a clear blue sky, providing a serene backdrop to the coastal scenery.

4.96 out of 5 average rating, 130 reviews

Ocean Front, Corner Unit, Wi-Fi, 2BR, 2 BA

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

An outdoor view of the home showcases a private pool surrounded by lounge chairs and a covered patio. Soft lights illuminate the area, highlighting the inviting atmosphere as dusk settles, with a colorful sky reflecting off the water.

4.95 out of 5 average rating, 37 reviews

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

5 out of 5 average rating, 52 reviews

A sparkling swimming pool is centrally featured, surrounded by a spacious deck. Lush greenery and palm trees provide a natural backdrop. The area is enclosed for privacy, with a section of the home visible in the background, showcasing large windows and outdoor seating.

Home in Ferry Park

Downtown Bliss

4.97 out of 5 average rating, 87 reviews

Modern Condo near Downtown FWB/Destin

Superhost

An open patio area features a wooden ceiling and recessed lighting. A ping pong table is positioned under the roof, with a comfortable hanging chair nearby. The space overlooks a sparkling pool surrounded by greenery, creating a seamless indoor-outdoor connection.

4.83 out of 5 average rating, 23 reviews

The Oasis Getaway in Fort Walton

4.96 out of 5 average rating, 49 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

Waterfront Home-Dock, Pool, Kayaks, Dogs Welcome!

A spacious screened-in lanai is showcased, featuring a gathering area with a circular seating arrangement. A gas fireplace adds warmth, while soft lighting illuminates the saltwater pool outside, creating a calming ambiance. Colorful lounge chairs line the pool for relaxation.

4.99 out of 5 average rating, 71 reviews

Heated Salt Pool/Spa | Cali King Bed | BEACH - 4mi

A curved, three-story building is set against a clear sky, featuring multiple balconies with sliding glass doors. Lush greenery, including palm trees, is visible in the foreground, providing a tropical ambiance. The sun casts a gentle glow over the well-kept lawn, enhancing the inviting atmosphere.