Holiday rentals with a pool in Ocean City

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Top-rated rentals with a pool in Ocean City

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

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Top Guest favourite
A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.
Home in Ocean City
4.94 out of 5 average rating, 277 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

Guest favourite
The living room features a spacious seating arrangement with a red armchair and a gray chair facing a wooden TV stand. Large sliding glass doors lead to the private oceanfront balcony, allowing natural light to fill the space and offering views of the ocean.
Condo in Ocean City
4.79 out of 5 average rating, 121 reviews

Spacious Direct Oceanfront 1BR Condo w/Balconies

Spacious 1 bdr, 1bath direct oceanfront condo w/ private oceanfront balcony for sunrises and a private bayside balcony for sunsets! 15th floor. 1 min walk to beach. Outdoor pool. Fountainhead Towers Condo is located on 116th St off Coastal Hwy on the oceanfront. Food lion, CVS, DD, ice cream, wawa, convenient stores & restaurants all within close walking distance WEEKLY RENTALS ONLY: Sat to Sat GUESTS PROVIDE SHEETS & TOWELS Plus on arrival $50 CASH fee that includes parking for a week NO PETS

Guest favourite
A comfortable living area features a gray sofa with blue accent pillows and a textured rug. Large sliding glass doors offer a view of the ocean and access to a private balcony with outdoor seating. Natural light fills the space, creating a welcoming atmosphere.
Condo in Ocean City
4.98 out of 5 average rating, 244 reviews

Cozy oceanfront condo with stunning ocean views

Fully updated 1 bed/1 bath oceanfront condo in a quiet, mid-rise building with a beachfront pool in uptown OC. The perfect unit for a quick romantic getaway, long weekend, or family vacation. We are happy to accommodate the dates and timeframes that meet the needs of our guests. If possible, please consider these recommended timeframes for your booking: Memorial Day - Labor Day -7 Nights, Fri-Fri or Mon-Mon -3 Nights, Fri-Mon -4 Nights, Mon-Fri Labor Day - Memorial Day -Any 2 Nights

Guest favourite
A spacious living area features a gray sofa and matching armchairs adorned with decorative pillows. The light-colored walls and wooden flooring create a bright, relaxing atmosphere. Doorways lead to other areas of the condo, enhancing accessibility and flow.
Condo in Ocean City
4.89 out of 5 average rating, 109 reviews

Summer Winds Condo D102 Bayside w Pool Sleeps 6

Take the family out for a beach vacation at Summer Winds inside this well-equipped unit that sleeps 6 and boasts 3 flat screen TVs, full kitchen with all new appliances, High Speed Internet access, ductless A/C, washer and dryer. No group rentals or rentals to guests under the age of 25. Therefore, online bookings for group rentals will not be honored. Parking Notes: There is free parking for 2 vehicles on lot plus additional street parking. The parking lot requires parking pass.

Top Guest favourite
A cozy living area displays a light blue color scheme. A white sofa is positioned beside a coffee table on a patterned rug, while a dining table is set nearby. Floor-to-ceiling sliding doors open to a balcony, offering views of the ocean.
Condo in Ocean City
4.96 out of 5 average rating, 295 reviews

Caramar Couples Retreat

This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

Guest favourite
The living area features a spacious sectional sofa, complemented by a rustic coffee table. Natural light enters through large sliding doors, illuminating the space. A modern shuffleboard table is positioned nearby, and a large television is mounted on the wall, enhancing the welcoming atmosphere.
Townhouse in Ocean City
4.97 out of 5 average rating, 31 reviews

Downtown 2 Level. Pool. Walk to Beach & Boardwalk!

Welcome to this renovated 2-bedroom townhome, located in the heart of downtown Ocean City. Perfectly situated between 12th & 13th St. Featuring a fully-equipped kitchen and a beautifully decorated living space with plenty of comfortable seating. Take a refreshing dip in the pool or soak up the sun in the poolside loungers right outside your back slider. Walking distance to all the best shops, boardwalk, beach, restaurants, and attractions that Ocean City has to offer

Top Guest favourite
A balcony view reveals a vast ocean stretching toward the horizon, with golden sands lining the shore. Below, the sea meets a bustling beach town, with rows of buildings and palm trees lining the streets. A comfortable, dark wooden chair is positioned on the balcony.
Apartment in Ocean City
4.95 out of 5 average rating, 197 reviews

Everything Under The Sun-Gorgeous Ocean&Bay Views!

FULLY RENOVATED!!! An efficient space in a GREAT location for your next beach getaway! Upon arrival, no need to get back in your car- walk to breakfast/lunch/dinner/late night hangouts, grocery, mini-golf, OC Center of the Arts, playground, beach or Assawoman Bay. Full kitchen for your convenience if you choose to dine-in. One reserved parking spot in the condo lot. Oceanfront pool with large concrete pool-deck! Fitness Center & coin operated laundry facility.

Top Guest favourite
A spacious balcony offers unobstructed ocean views, featuring two comfortable wooden chairs and a small circular table. The bright blue waters and clear sky create a serene backdrop, enhancing the feeling of open outdoor space.
Condo in Ocean City
4.98 out of 5 average rating, 101 reviews

Beautiful 2BR 2BA oceanfront condo at the Atlantis

Beautiful ocean views from this 2BR, 2BA oceanfront condo. One of the few units in the Atlantis with an OPEN BALCONY. Located on the 14th floor in the Atlantis Building within midtown Ocean City. Equipped with elevator, wifi, outdoor pool, Direct TV streaming, washer/dryer, onsite Security, and much more. 1 parking spot for $60 registration fee paid at check-in. Food shopping, coffee shop, and restaurants are located across the street (walking distance).

Top Guest favourite
Three condominium buildings rise against a clear blue sky, showcasing varied architectural styles with prominent glass and concrete facades. A sandy path leads toward the beach, bordered by a wooden fence that adds a natural touch to the coastal view.
Condo in Ocean City
4.96 out of 5 average rating, 113 reviews

Oceanfront Bldg.| 2 pools | Tennis | Game Room

Welcome to our beautifully renovated two-bedroom, two-bathroom ocean-view unit at the Quay in North OC. Located on the 5th floor, this condo offers stunning views of both the ocean and the bay. Step outside, and you will find yourself just moments away from the beach! The kitchen is fully equipped and has a fantastic ocean view from the countertop. This unit does not include sheets, towels, or toiletries. $100 registration fee from April to Nov.

Guest favourite
An open-concept living area is featured with beach-inspired decor, a spacious sofa, and a dining table for six. Large sliding glass doors provide access to an oceanfront balcony with stunning views. A ceiling fan is installed for added comfort.
Condo in Ocean City
4.99 out of 5 average rating, 152 reviews

🌊Carousel Oceanfront 2 Bedroom Amazing Amenities

Welcome to our 2 bedroom 2 bath oceanfront condo at the Carousel. We take care of this condo ourselves to ensure you have a comfortable, clean & well stocked place to stay. This unit sleeps 6, 1 king bed, 1 queen bed & 1 queen sofa bed with washer/dryer. Ocean front balcony & a bay view balcony, an ice skating rink, indoor pool, outdoor pool, kiddie pool, 2 game rooms, restaurant & bar, fire pits, playground, hot tub, gift shop, gym & sauna & more!!!

Guest favourite
A light-filled living area features a soft, neutral-toned sectional sofa facing a wooden coffee table. Floor-to-ceiling windows showcase ocean views, with sunlight reflecting off the water. A flat-screen TV is mounted on a wooden entertainment unit, complementing the room's modern design.
Condo in Ocean City
4.91 out of 5 average rating, 339 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

Escape to your dream family vacation in this amazing 2-bedroom condo on the 8th floor! Enjoy incredible ocean views, direct beach access, and proximity to Ocean City's top attractions like the vibrant OC Boardwalk and thrilling amusement parks. This condo offers modern amenities, a refreshing seasonal outdoor pool, and the convenience of free parking. Perfect for families seeking fun and relaxation near the ocean.

Guest favourite
A serene ocean view is presented from a private balcony, featuring two teal chairs. The sandy beach stretches into the distance, with gentle waves lapping at the shore. A clear sky completes the tranquil coastal scene, creating a peaceful atmosphere.
Condo in Ocean City
4.92 out of 5 average rating, 263 reviews

Oceanfront Paradise | Pool | Hot Tub | Beach

-Oceanfront -Indoor pool & Hot tub -Walk to local dining and shopping -Elevator accessible plus luggage carts -Full kitchen for cooking meals -Fast Wifi and Streaming TVs -Fully Stocked Home: Clean linens, towels, toilet paper, paper towels & more! **2026 guests: Our pool and hot tub are in the process of being renovated and will be closed during your stay. They will re-open after Memorial Day**

Popular amenities for Ocean City rentals with a pool

When is the best time to visit Ocean City?

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Avg. price$235 AUD$230 AUD$226 AUD$242 AUD$310 AUD$398 AUD$465 AUD$451 AUD$320 AUD$269 AUD$243 AUD$228 AUD
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Quick stats about holiday rentals with a pool in Ocean City

  • Total holiday rentals

    Explore 3,110 holiday rentals in Ocean City

  • Nightly prices starting at

    Ocean City holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 61,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,420 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,580 properties have a dedicated workspace

  • Wi-Fi availability

    3,080 of Ocean City holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ocean City rentals

  • 4.6 Average rating

    Ocean City stays receive an average rating of 4.6 out of 5 from guests

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