Holiday rentals with a pool in Ocean City

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ocean City

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
Condo in Fort Walton Beach
5 out of 5 average rating, 114 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!

Guest favourite
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.
Condo in Fort Walton Beach
4.89 out of 5 average rating, 166 reviews

Ground floor! Waterfront condo at Pirates Bay!

Clean, updated waterfront condo at Pirates Bay in FWB! Excellent ground floor, walkout unit. We have smart locks, allowing for easy self check-in. The patio sits just off the resort pool and just steps to the marina and BBQ grills. Pirates Bay is a wonderful waterfront resort community and the west facing unit allows beautiful sunset views over looking the Santa Rosa Sound. Perfect location for everything in Ft Walton Beach and Destin! Public beach access on Okaloosa Island is a short drive!

Guest favourite
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
4.97 out of 5 average rating, 147 reviews

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.

Guest favourite
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.
Condo in Fort Walton Beach
4.83 out of 5 average rating, 269 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!

Guest favourite
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.
Condo in Fort Walton Beach
4.94 out of 5 average rating, 183 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. The beachfront HOA offers several amenities. Beach is steps across the parking lot, approx a 1.5 min walk. Destin FL is approx a 15 min drive. 1st floor of Building 6 (regular charge for guests 12months old and older, no private bedroom, no beach view)

Top Guest favourite
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.
Condo in Fort Walton Beach
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.

Top Guest favourite
A private pool is enclosed by a screened-in structure, allowing for a comfortable swimming experience. Colorful pool floats and lounge items are placed nearby, with a bright blue water surface reflecting light. Lush greenery is visible beyond the pool area, offering a sense of privacy.
Home in Ferry Park
4.91 out of 5 average rating, 284 reviews

Touch of Madagascar-Whole House/winter heated pool

Free parking. Entire house with pool (pool heating fee $32 a day extra - heating pool not available until 4 Dec). 3 mn walk to Shopping/restaurants. 15mn drive to Destin. 7 minute drive to beach. Decorated with art from Madagascar, where the owner Yolande is from, and where Yolande's husband Clint worked for 24 years. Clint is a native of Ft Walton Beach and a Vietnam Combat Veteran. No pets allowed (even visitors' pets). NO CAMERAS HAVE BEEN INSTALLED ANYWHERE INSIDE THE HOUSE.

Guest favourite
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.
Condo in Fort Walton Beach
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.

Guest favourite
A view showcasing a lazy river surrounded by lush palm trees and a spacious pool area. The ocean is visible in the background, with several lounge chairs scattered throughout the landscape. Modern resort buildings are positioned in a welcoming arrangement, enhancing the tropical atmosphere.
Condo in Fort Walton Beach
4.83 out of 5 average rating, 102 reviews

DestinWest Pelican Bayside, Lazy River, Hot Tub.

Master bedroom with bathroom, bunk room with bathroom (the bunk room has one bunk bed and no door), sofa sleeper. Balcony with lazy river and bay view. You will find everything here from Lazy River, seven pools (one heated, one with waterfall), hot tubs, zero entry pool, gym, bbq area. Next door is an arcade with virtual reality, bar and food. You have access to swim and play in both the ocean and the bay. It is a short walk to the Okaloosa boardwalk for shopping, restaurants and fun

Guest favourite
The image captures a sprawling resort pool area lined with palm trees, inviting lounge chairs, and winding waterways. A mix of tranquil pools is observed, with gentle steps leading into the water and vibrant blue shades reflecting the clear skies.
Condo in Fort Walton Beach
4.87 out of 5 average rating, 120 reviews

Waterscape 5th Flr -Closest 1 Bedroom to the beach

Enjoy the best courtyard and ocean views from this 5th-floor 1BR condo, the closest 1-bedroom unit to the beach at Waterscape Resort. The master bedroom features a king bed and en-suite bath. Kids love the bunk beds with TVs. The unit also includes a sofa bed, stainless steel appliances, in-unit washer/dryer, and beach chairs with umbrella stored in the unit. Guests return year after year for the views, comfort, and resort amenities like pools, waterfall, and lazy river.

Top Guest favourite
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.
Condo in Fort Walton Beach
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.

Guest favourite
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.
Condo in Fort Walton Beach
4.96 out of 5 average rating, 121 reviews

2 min walk to Beach/Free Beach Service/Pool

Elevate your vacation experience with a stay at the Beach Hive! Conveniently located less than 2 minutes from the shores of the Gulf. Complimentary beach service (2 beach chairs and 1 umbrella) is available from 3/1-10/31. Escape the crowd & enjoy time at the Beach, lay by the pool or visit all that Okaloosa Island & the Emerald Coast have to offer. Then, return to this modern beach cottage to wind down and relax in style and comfort after a long day.

Popular amenities for Ocean City rentals with a pool

When is the best time to visit Ocean City?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$159 NZD$159 NZD$176 NZD$273 NZD$303 NZD$524 NZD$406 NZD$308 NZD$283 NZD$217 NZD$194 NZD$200 NZD
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C

Quick stats about holiday rentals with a pool in Ocean City

  • Total holiday rentals

    Explore 20 holiday rentals in Ocean City

  • Nightly prices starting at

    Ocean City holiday rentals start at $89 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Ocean City holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Ocean City rentals

  • 4.8 Average rating

    Ocean City stays are highly rated by guests—averaging 4.8 out of 5!