Vacation rentals with a pool in Ocean City

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.

5 out of 5 average rating, 117 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

A multi-story condo building showcases a modern architectural design with a light yellow exterior. The structure features multiple balconies with white railings and has a teal roof. The ground level offers covered parking beneath the building, enhancing accessibility.

4.95 out of 5 average rating, 120 reviews

BEST SPOT IN OCEAN CITY

Beautiful spacious 3 bedroom 2.5 bath penthouse condo that offers it all. Tall ceilings, open floor plan, spectacular ocean view and gorgeous sunrise and sunsets. Rooftop pool, full kitchen access with a large bar and new appliances. Steps away from the beach. Enjoy great food from one of the many restaurants ocean city has to offer. Great for family vacation. Many activities to choose from including clubs, boardwalk, water park, mini golf, amusement park, indoor ice skating rink, and shopping,

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.

4.96 out of 5 average rating, 107 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! 🌊☀️

A spacious living area is furnished with two dark leather sofas, providing ample seating. A ceiling fan enhances airflow. The open layout connects to a dining area featuring wooden chairs, while the kitchen is visible in the background, showcasing modern appliances and cabinetry.

4.94 out of 5 average rating, 227 reviews

Right behind Alley Oops & Crab Bag. Walk to beach

Look no further! With Alley OOps in the backyard and a 5-minute walk to the beach, pool, tennis, and shopping, the fun is endless. This 3 bedroom, 2 bathroom house has high-end furniture, fast wifi, 4 flat screens and 2 free parking spots with street parking when available. Our Community offers all of these amenities included in your rental and free putt-putt too! Enjoy our natural wood-burning fireplace and large porch to take in the sunset through the trees. We do not rent to under 25.

A spacious bedroom features a king-sized bed adorned with a patterned comforter. Large glass doors offer ocean views and open to a balcony with seating. A light-colored dresser and a wall-mounted TV complete the room, with soft natural light filling the space.

4.93 out of 5 average rating, 133 reviews

Oceanfront Studio, King bed, Sleeps 4, Pool, Wi-Fi

Wake up with ocean views right from your king-sized bed! This stunning ocean front studio comfortably sleeps 4 guests and offers a restful retreat in N. Ocean City. Whether you order carry-out or cook at home the kitchen has everything you need! Enjoy your coffee with the sun rise over the Atlantic or sip a cocktail on the balcony while gazing at the beach during the "golden hours" of evening. Located away from the hustle and bustle of the boardwalk, but only a short drive/bus ride away!

An open living area showcases large windows that offer expansive views of the outside. A dining table with six chairs sits beside a plush sofa and armchair adorned with blue patterns. Soft lighting highlights the light blue walls and tiled floor, creating a serene environment.

4.83 out of 5 average rating, 157 reviews

PENTHOUSE - 8TH Floor Boardwalk/Epic Views/Pool/

Book 2 nights, get 1 night FREE stays thru March 10. inquire before booking This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED 8TH FLOOR PENTHOUSE! This stunning top floor 3 b 2.5 ba model unit is the ULTIMATE for a family beach trip located in the premier building with best location of Ocean City. Enjoy the waves and ocean breeze with unceasing view from 150 sqft of private balcony. Wake up right on the beach w/ view of the ocean from every room

4.84 out of 5 average rating, 177 reviews

Love Above the Waves-Best Ocean View & Heated Pool

🥂 Complimentary champagne, endless ocean views, private balcony, breathtaking sunrises, warm swimming pool and beach strolls await you at this romantic retreat. Love Above the Waves is more than a stay—it’s an unforgettable celebration of love and romance, perfect for birthdays, anniversaries, engagements, or quiet escapes for two. Let the ocean be your witness, the champagne your spark, and the sunrise your reminder that some moments are meant to stay with you forever.

4.84 out of 5 average rating, 222 reviews

Beachfront 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 a breathtaking view of the beach and ocean.

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.

4.96 out of 5 average rating, 292 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.

The living room features a comfortable seating area with gray sofas and a round coffee table. A flat-screen TV is mounted on the wall. Large sliding glass doors provide expansive views of the ocean, complemented by a blue area rug on the tiled floor.

4.9 out of 5 average rating, 157 reviews

Oceanfront & Amazing views! Time to book for 2026!

Great Mid-Town location! Direct Ocean front, 3 bedroom 2 full bath condo. Breathtaking views from very room. Natural light flows in from sliding glass doors and new windows, brightening the entire condo. When the surf gets too rough, go for a swim in the outdoor pool. 3 elevators and 2 assigned parking spaces. Make our home your home for vacation. Come stay at the Sandpiper Dunes and make wonderful memories that will last a lifetime!

An open-plan kitchen and living area feature a light wooden counter with three stools. A fully equipped kitchen is visible, including a refrigerator, while a comfortable seating area with a cream-colored armchair and a coffee table is also present. Natural light enhances the inviting space.

4.88 out of 5 average rating, 162 reviews

Water Front Condo w/Pool Short Walk to Beach

FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!

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.

4.91 out of 5 average rating, 335 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.

Popular amenities for Ocean City rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 24 reviews

2 BR Ocean Front Condo w/Pool, Expansive Views

4.95 out of 5 average rating, 39 reviews

The front exterior of the house features a yellow facade with large windows and a welcoming doorway. A wooden deck is accessed by a set of stairs, and outdoor chairs are positioned for seating. Surrounding trees indicate a natural, wooded setting.

Home in Ocean Pines

Salty Serenity

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.

4.94 out of 5 average rating, 273 reviews

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

A light-filled living area features a comfortable blue sofa and two matching patterned armchairs. A woven coffee table sits in the center, while a television is positioned on a stand nearby. An outdoor balcony is accessible through sliding glass doors that enhance the open feel of the space.

4.85 out of 5 average rating, 39 reviews

Charming 2BR/2BA condo Oceanside, Midtown, Pool

5 out of 5 average rating, 106 reviews

The exterior of the single-family home is shown, featuring a welcoming entrance with a striped awning. A well-maintained front yard with shrubs and a tree provides shade, while the attached garage is visible on the left.

Home in Frankford

Quiet 3BR Coastal Home Minutes to Bethany Beach

A cozy living area is presented with a neutral color palette, featuring a comfortable gray sofa, two matching chairs, and a wooden coffee table. Natural light fills the space through sliding glass doors, which offer access to an outdoor deck, while a framed artwork enhances the decor.

4.89 out of 5 average rating, 18 reviews

Bayside Townhome with Ample Parking

4.81 out of 5 average rating, 212 reviews

A wooden pier extends into calm waters, framed by posts topped with white caps. A vibrant sunset bathes the scene in warm hues of orange and yellow, reflecting beautifully on the water's surface. The distant silhouette of trees and community is visible against the dramatic sky.

Home in Berlin

Bayside community near OCMD great rates

4.88 out of 5 average rating, 144 reviews

Beautiful Cottage W/ shared pool & close 2 beach

Condo rentals with a pool

An outdoor courtyard features a round table surrounded by six mesh chairs under a blue umbrella. A patterned area rug adds color to the space. Wooden steps lead to the entrance of the unit, complemented by the blue siding of the building.

5 out of 5 average rating, 10 reviews

Welcome to Splash Pad-pools, beach + private patio

A comfortable living area features a light-colored table surrounded by ocean-themed upholstered seating. Large glass doors allow natural light to fill the space while offering a view of the balcony and ocean beyond. A flat-screen television is mounted on the wall.

4.89 out of 5 average rating, 118 reviews

Oceanfront Carousel building, Swimming Pools!

A balcony is shown featuring two red Adirondack chairs and a small table, positioned to overlook the vast ocean. The horizon is visible in the distance, with a sandy beach below, inviting relaxation and scenic views.

4.96 out of 5 average rating, 72 reviews

Luxury Oceanfront Getaway!

A comfortable living area is presented with a light color scheme and coastal décor. Two sofas, accented with cushions, face a wall-mounted television. A coffee table sits centrally on a textured rug, while sliding glass doors lead to a balcony with ocean views.

4.88 out of 5 average rating, 17 reviews

Adagio 302

A scenic view is captured from a wooden balcony, revealing lush greenery and a tranquil waterway. The sky is clear and bright, enhancing the serenity of the surrounding area. Nearby buildings and a pool are visible in the foreground, emphasizing the community's inviting atmosphere.

5 out of 5 average rating, 41 reviews

Bayside next to Fager’s Island | Waterfront | Pool

A sandy pathway leads to the beach, flanked by wooden fencing. The gentle waves of the ocean are visible in the distance under a clear blue sky. Soft, white sand is present along the pathway, inviting guests toward the serene waterfront.

4.97 out of 5 average rating, 29 reviews

Sunset Pearl

5 out of 5 average rating, 20 reviews

Fully renovated 3BR 2 Pools, beach, W/D, balcony

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.

4.79 out of 5 average rating, 221 reviews

DirectOceanFront on Boardwalk/Newly Remodeled/Pool

Other vacation rentals with a pool

The image features a spacious balcony with white chairs overlooking the ocean and sandy beach. The horizon extends into the clear blue sky, while buildings line the coastline, showcasing a view of the bay and ocean. The balcony provides an ideal spot for relaxation.

5 out of 5 average rating, 20 reviews

Best Beach, Bay and OC views!

4.89 out of 5 average rating, 19 reviews

Oceanfront Condo | Beach Access | Pool | Hot Tub

5 out of 5 average rating, 24 reviews

A modern kitchen features a spacious island with four black bar stools positioned around it. White cabinetry is paired with stainless steel appliances, including a refrigerator and microwave. Natural light is provided by recessed lighting and a large window, creating a bright, inviting cooking space.

Home in Ocean View

Ocean View Paradise w/Hot Tub & Free Massages!

A view from the balcony presents the calm ocean reflecting the blue sky, with sandy beach visible in the distance. The foreground includes a parking area and the adjacent building has multiple stories with balconies overlooking the beach.

5 out of 5 average rating, 73 reviews

Ocean City Beach Retreat with Linens Included

A bright and airy living area features a dining table surrounded by six white chairs. Natural light floods through sliding glass doors leading to a balcony with ocean views. Comfortable seating is provided by a woven chair and a small side table.

5 out of 5 average rating, 28 reviews

Belmont Towers #604 - A Magical Getaway Awaits!

4.96 out of 5 average rating, 26 reviews

Bayside Sunsets!

A spacious bedroom features a large bed with a light blue coverlet and decorative pillows. Natural light fills the room through a glass door leading to a private balcony. A stylish nightstand and a reading chair add to the room's decor, complemented by soft blue walls.

5 out of 5 average rating, 7 reviews

Luxurious Bayside Retreat

A bright living area features large windows offering ocean views. Comfortable seating arrangements include a light blue sofa and woven accent chairs. A light-colored coffee table is centered in the space, complemented by soft tile flooring and warm yellow walls, creating a welcoming environment.