Holiday rentals with a pool in Ocean City

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Ocean City

  • Total holiday rentals

    Explore 3,230 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 59,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,460 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 180 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,650 properties have a dedicated workspace

  • Wifi availability

    3,170 of Ocean City holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ocean City rentals

  • 4.7 Average rating

    Ocean City stays receive an average rating of 4.7 out of 5 from guests

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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Guest favourite
Apartment in Ocean City
5 out of 5 average rating, 12 reviews

Downtown Condo, Parking, Walk to Beach & Boardwalk

Modern 2BR/2BA downtown Ocean City condo with bay view, balcony, elevator, pool, and parking. Sleeps 6 with 1 king and 2 queen beds. Walk about 1,000 ft to the inlet beach, boardwalk, rides, pier, dining, festivals, and downtown events. Enjoy a full kitchen, dishwasher, washer/dryer, smart TVs, WiFi, linens, bath towels, beach towels, chairs, umbrella, and cooler. Includes 1 assigned parking space plus 1 shared first-come space with passes. Perfect for families, couples & event-goers year-round.

Guest favourite
A spacious bedroom showcases a large window offering panoramic views of the ocean. The room features a king-sized bed with light, patterned bedding, complemented by a nightstand and a dresser. A cozy chair is positioned near the window, inviting relaxation.
Apartment in Ocean City
4.97 out of 5 average rating, 91 reviews

Designer Oceanfront Condo | Pool, Hot Tub & Deck

Wake up to breathtaking panoramic ocean views from this beautifully renovated 8th-floor oceanfront condo in North Ocean City. Enjoy direct beach access, two reserved parking spaces, elevators, linens and towels, a heated indoor pool and hot tub, and a stunning new 4,000 SF ocean-view sun deck completed for 2026. Inside, this designer coastal retreat sleeps 8 with luxury finishes, spa-inspired bathrooms, a gourmet kitchen, private oceanfront balcony, stylish furnishings, and blackout bedroom shad

Top guest favourite
The living area features comfortable electric reclining sofas facing a coffee table. Large windows provide views of the ocean, while a dining area and modern kitchen are visible in the background, creating a spacious and inviting atmosphere.
Apartment in Ocean City
4.99 out of 5 average rating, 132 reviews

2BRCapri: Indoor Pool, Game Room, Massage Chair

ALL THE COMFORTS OF HOME AT THE BEACH! BRAND NEW RENOVATED BATHROOMS! -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony & Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

Top guest favourite
A back deck features a seating area composed of a sofa and ottoman with soft cushions, facing a calm canal. A wooden table is positioned nearby. A red umbrella is closed and stands beside the seating, while a sunset casts gentle hues across the water.
Home in Ocean City
4.94 out of 5 average rating, 142 reviews

3 BR Waterfront Home, Minutes to the Beach

Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.

Top guest favourite
Flat in Ocean City
5 out of 5 average rating, 24 reviews

SeaGate Serenity | Oceanfront Condo with Balcony

Wake up to the sound of the waves crashing outside your window and finish your days relaxing on the private balcony as you watch the pastel skies over the ocean at sunset. Come find your serenity by the sea in our newly renovated oceanfront condo. Located in midtown, you can keep your car parked in our reserved spot and walk to many of the towns best restaurants, bars, and entertainment as well as the World Famous Ocean City Boardwalk. Morning beach strolls, pool days, and evening sips await :)

Superhost
A private balcony features two turquoise adirondack chairs facing the ocean. The oceanfront view showcases the sandy beach and rolling waves, inviting moments of relaxation and enjoyment. A decorative 'Seaside' sign is displayed on the wall, enhancing the coastal ambiance.
Apartment in Ocean City
4.79 out of 5 average rating, 234 reviews

DirectOceanFront on Boardwalk/Newly Remodeled/Pool

Newly renovated and beautifully decorated direct oceanfront condo 1BR/1BA on the 4th floor, 12th St. on the center of the Boardwalk. Enjoy AMAZING VIEWS of the sunrises over the ocean and refreshing ocean breeze from the top floor. You can watch Ocean City’s best access to entertainment like the air show, fireworks, car shows and more on your private balcony. Within walking distance are great restaurants, shopping, nightlife, amusement parks, and plenty of water activities, and Pet Friendly.

Top guest favourite
An open living area is highlighted by large windows that offer views of the bay and pool. A comfortable sectional sofa is positioned adjacent to a smart TV, while a modern dining table for four is visible next to the kitchen. The space features light-colored walls and natural wood flooring.
Apartment in Ocean City
4.97 out of 5 average rating, 115 reviews

Gone Coastal *Pool* Bayside with view* Top Floor

Welcome to Gone Coastal! Relax in this beautiful 2BR/2BA getaway featuring: 🛏 1 King (Master) | 1 Twin-over-Full Bunk | 1 Sleeper Sofa 🏊‍♂️ Outdoor Community Pools – Lap & Family Pool (Directly Across!) 🔑 Keyless, Contactless Check-in 🌅 Spacious Deck – Outdoor Dining + Bay & Pool Views 📺 Smart TVs + YouTube TV 🛒 1-Minute to Grocery Store 🍽 Fully Equipped Kitchen 📍 Prime Location – 120th St, Heron Harbor 🚗 Ample Free Onsite Parking A perfect retreat for families & beach lovers! 🌊☀️

Guest favourite
The modern kitchen features white cabinetry with a large, white island at the center, equipped with seating for four. Stainless steel appliances and pendant lighting enhance the contemporary design. A window provides natural light, highlighting the open layout that connects to the living area.
Apartment in Ocean City
4.92 out of 5 average rating, 106 reviews

Renovated Oceanside Modern Boho Beach Retreat

Escape to Grace's Getaway in the heart of desirable Midtown Ocean City. **NOW OFFERING MINI WEEK RENTALS DURING SELECT PEAK SUMMER WEEKS** Mini Week Rentals are offered Sunday-Wednesday or Wednesday-Sunday. This fully renovated 3 bed/3 bath condo complete with ***COMPLIMENTARY LINEN SERVICE*** is the perfect escape. Prime oceanside location is 100 steps to the beach and offers sunset views from the balcony overlooking the pool. Condo is equipped with cable/high speed internet & Roku.

Guest favourite
Flat in Ocean City
5 out of 5 average rating, 6 reviews

Bright, Updated Condo, Pool, Convention Center

Makai 206 is a bright and modern 2‑bed, 2‑bath condo in Midtown Ocean City—just a short walk to the beach, the convention center, and great local dining. Perfect for families or small groups, the condo sleeps up to 5 guests comfortably. Close to beach and Great for events located at the convention center next door. What You’ll Enjoy • Private balcony for morning coffee or evening relaxation • Fully equipped kitchen • In‑unit washer and dryer • High‑speed Wi‑Fi and smart TVs • Indoor pool

Guest favourite
A modern kitchen is complemented by a spacious dining area and cozy living room with ocean views. White cabinetry and stainless steel appliances enhance the kitchen, while large windows allow natural light to fill the space, highlighting the wood-paneled ceiling.
Apartment in Ocean City
4.95 out of 5 average rating, 181 reviews

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool

Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

Guest favourite
The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.
Apartment in Ocean City
4.94 out of 5 average rating, 326 reviews

Direct Oceanfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

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, 312 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.

Popular amenities for Ocean City rentals with a pool

When is the best time to visit Ocean City?

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Avg. price$209 SGD$194 SGD$194 SGD$220 SGD$282 SGD$362 SGD$423 SGD$410 SGD$291 SGD$244 SGD$221 SGD$207 SGD
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