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, 278 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!

Top guest favourite
An open-concept living and dining area features a wooden dining table set for six, complemented by modern chairs. A comfortable seating arrangement with light-colored couches is situated near large windows, offering views of the surrounding area. A mounted TV and decorative elements enhance the space.
Apartment in Ocean City
4.96 out of 5 average rating, 124 reviews

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Launch your fabulous beach getaway at amenity-rich Sunset Cove at Sea Watch, part of an oceanfront condo complex offering 3 pools, complimentary movie theater, game room, gym, and much more. Enjoy spectacular ocean and bay views from 2 balconies, smart TVs in every bedroom and living room with provided satellite programming, fully equipped kitchen, comfortable living and bedroom spaces–and that’s just the beginning as your group has a blast at the beach and all of Ocean City’s fun attractions.

Guest favourite
A bright living area features blue walls complemented by light-colored furniture. Two sofas are positioned around a centrally placed coffee table, which holds decorative items. Large glass sliding doors open to a balcony, allowing natural light to fill the space.
Apartment in Ocean City
4.89 out of 5 average rating, 100 reviews

Updated Mid- Town Condo at Ocean City Beach!

Choose your own adventure at this updated bayside space. Short walk to multiple restaurants, mini golf, stores and of course the beach! This comes with 2 free parking spots, pool/hot tub access (for the building) fitness room and a bay view from the balcony. We have a cleaning service between guests to ensure things will be fresh and tidy! We've provided some welcome kit items listed below so you don't have to bring much as well as appliances for your every need. Superhost 6x running.

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.
Apartment 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

Superhost
A small balcony table is seen with a laptop and a yellow mug, overlooking expansive ocean views. Comfortable patio chairs are partially visible in the background, providing a relaxing space to enjoy the seaside scenery.
Apartment in Ocean City
4.81 out of 5 average rating, 121 reviews

*Ocfrt Bldg w/ Views, Pool, Elevator and upgrades*

Memorial to Labor Day- Monday or Friday check in and/or out only. Come stay at a 2bed/2bath condo with tons of appeal. Fantastic ocean views from large balcony, LR and master suite. Sleeps 6 in style. 1 private king, 1 regular queen bed, 1 twin bunk bed and one queen pull out couch. All regular beds upgraded mattresses. Unit has 3 tv’s with Blu-ray and streaming capabilities. We have free and upgraded WIFI. All the amenities needed for the perfect beach vacation! Email required

Superhost
Apartment in Ocean City
4.84 out of 5 average rating, 178 reviews

Love Above the Waves-OceanView/Rooftop Heated Pool

🥂 Complimentary bottle of champagne on arrival, endless ocean views, private balcony, golden sunrises, rooftop heated pool, and direct beach access await at this romantic retreat. Celebrate your love from the 15th floor of Love Above the Waves - a romantic retreat for anniversaries, engagements, birthdays and peaceful escapes for two. Inside, a warm, inviting interior sets the mood—dine out nearby or enjoy a candlelit dinner on the balcony, often with dolphins playing in the waves.

Guest favourite
Apartment in Ocean City
4.82 out of 5 average rating, 114 reviews

Lovely beach-front condo with pool and views

Kick back and relax in this calm, stylish space. This one-bedroom condo is the perfect space for 1-2 couples, or a family. You have floor-to-ceiling beach views, plus amazing sunrises and sunsets from the two separate balconies. The kitchen is well equipped to cook every meal, or eat out at Ocean City's many restaurants. Your stay also comes with 4 pool passes for accessing the onsite seasonal outdoor pool (viewable from the unit) and access to the building’s tennis/pickleball courts!

Guest favourite
A panoramic view of the ocean is visible, with gentle waves lapping at the sandy beach. Below, an outdoor pool is surrounded by lounge chairs and clear pathways, providing a peaceful atmosphere. Skies are blue, enhancing the serene coastal setting.
Apartment in Ocean City
4.87 out of 5 average rating, 116 reviews

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season

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.
Apartment in Ocean City
4.96 out of 5 average rating, 297 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.

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.
Flat 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
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.
Apartment 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.

Superhost
An open-concept living space features comfortable seating, including a cozy sofa and accent chair. A dining area with modern chairs complements an equipped kitchen, showcasing stylish cabinetry and stainless-steel appliances. Large windows offer expansive views of the ocean and bright natural light.
Apartment in Ocean City
4.94 out of 5 average rating, 141 reviews

WraparoundBalcony-2 Bed-Sleeps 8-Pool-Laundry-WiFi

Welcome to our stunning oceanfront retreat! This luxurious property offers the perfect combination of comfort, style, and breathtaking views. With a spacious J-shaped wraparound balcony, you can indulge in panoramic vistas of the sparkling ocean waves from every angle. Ideal for groups of up to 8 guests, this two-bedroom, two-bathroom getaway provides ample space for everyone to unwind. Book today for the vacation you'll never forget!

Popular amenities for Ocean City rentals with a pool

When is the best time to visit Ocean City?

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Avg. price$213 SGD$209 SGD$205 SGD$219 SGD$281 SGD$361 SGD$422 SGD$409 SGD$290 SGD$244 SGD$221 SGD$206 SGD
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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 $13 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,580 properties have a dedicated workspace

  • Wifi availability

    3,080 of Ocean City holiday rentals include wifi 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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