Holiday rentals with a pool in Ocean City

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.

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.

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.

4.78 out of 5 average rating, 216 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.

A living area is presented with a light gray couch and loveseat, complemented by a coffee table on a patterned area rug. Large windows offer ocean views, while a mirror reflects natural light. A TV and decorative lamps enhance the space.

4.87 out of 5 average rating, 211 reviews

🌊Oceanfront studio w/ amazing views & amenities🏖

Efficiency/studio condo oceanfront in Golden Sands. Queen size Murphy bed (has 13 inch thick serta mattress, same as a regular bed), couch, loveseat, full kitchen, bathroom, washer & dryer, ac/heat, parking, awesome amenities. This building is beautiful with amazing views. We clean & stock this condo ourselves so you'll get the owners personal touch without the crazy extra fees that rental companies charge. I love to make everyone's stay as wonderful as possible. Please read entire listing.

4.99 out of 5 average rating, 106 reviews

A spacious living room features a comfortable dark sofa, two brown chairs, and a cozy fireplace. Natural light enters through large windows adorned with light blue drapes. A ceiling fan and recessed lighting contribute to a bright and airy atmosphere, complemented by modern decor.

Home in Ocean Pines

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Beautifully updated and recently renovated, rancher on a great street in Ocean Pines perfect for families and adults looking for a relaxing stay. We offer 3 bedrooms and 2 bathrooms on one level, with new large flat screen TV's, stainless appliances, and everything you'll need for your stay. We have a large driveway and a screened patio. Ocean Pines boasts over a dozen parks and walking trails, a public Yacht Club, 5 pools, 2 marinas, and a championship golf course - 10 min to the beach!

Superhost

A bright living room features a large sectional sofa and a decorative round coffee table on a colorful area rug. Natural light enters through a window adorned with light curtains, and a ceiling fan circulates air. A television setup is positioned on a media cabinet.

Townhouse in Ocean City

4.86 out of 5 average rating, 109 reviews

DownByTheBay 214-Sleeps 15/Downtown/Boardwalk/Pool

Come and enjoy this oasis, accommodates 15, this 3 BR 3.5 BA home is in the heart of Ocean City MD, minutes from the beach & located steps away from Ocean City most popular attraction, The BOARDWALK. There is everything you will need for a large group to retreat (fully equipped kitchen), 2 large balconies, 2 car parking plus community & street parking, outdoor pool *This property DOES NOT provide linens/towels* ***Please FIND us @ Down by the Bay OCMD For current Promotion**

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.

4.95 out of 5 average rating, 303 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.

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, 284 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.

A primary bedroom is presented with a spacious bed topped with neutral linens. Floor-to-ceiling windows frame a serene ocean view. Natural light is allowed to fill the room, accentuated by light wood paneling. A bedside table features a lamp, and a comfortable chair is placed nearby.

4.88 out of 5 average rating, 161 reviews

2 Bdrm Oceanfront-Pool, Xbox, Pickleball, Gym,WiFi

Wake up to panoramic ocean views at Blue Wave, a newly renovated 2BR/1.5BA oceanfront condo in the premier Golden Sands Resort! Sleeps 6 with king bed, queen bed, and queen sleeper sofa. Enjoy your private balcony, indoor & outdoor pools, private beach, fitness center, game rooms, tennis, pickleball, and seasonal tiki bar. Relax with a Smart TV + Xbox Series S with Gamepass! Steps to the beach, close to Northside Park, great restaurants, and the Ocean City Boardwalk!

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.

4.92 out of 5 average rating, 257 reviews

Sun, Sand & Sea | Your Cozy Oceanfront Hideaway

-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! **2025 guests: Our pool and hot tub are in the process of being renovated and will be closed during your stay. This does not impact our condo, but you will not be able to use these amenities.**

A spacious living area is displayed featuring comfortable navy blue sofas and patterned armchairs. A large coffee table rests on a textured rug, with a view of the ocean visible through floor-to-ceiling windows. An electric fireplace adds warmth, while a dining table invites gatherings.

4.86 out of 5 average rating, 226 reviews

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Book 3 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 unit is the ULTIMATE friends & family beach trip, located in a premier building in Ocean City. Enjoy the ocean breeze and stunning views from over 150 square ft of private balcony. Wake up to ocean views from every room!

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 2025!

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!

Popular amenities for Ocean City rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.86 out of 5 average rating, 22 reviews

2 BR Ocean Front Condo w/Pool, Expansive Views

5 out of 5 average rating, 11 reviews

A charming house with a light blue exterior is surrounded by lush greenery. A spacious deck features potted plants and outdoor seating. Colorful Adirondack chairs in red and blue are placed around a small fire pit on a patterned stone patio, inviting relaxation.

Home in Ocean Pines

Cozy beach home away from home!

A comfortable living space features a light blue sofa with an accompanying ottoman, set on a soft area rug. A dining area with white chairs and a wooden table is visible in the background. A flat-screen TV is positioned against the opposing wall, while natural light enhances the relaxed ambiance.

4.96 out of 5 average rating, 26 reviews

Welcome to Whitecaps!

A serene koi fish pond is framed by natural stone, with lush green lily pads floating on the water's surface. Various koi fish can be seen swimming in the clear water, adding a calming element to the outdoor space.

4.82 out of 5 average rating, 124 reviews

Welcome to our beach retreat!

Superhost

The outdoor area features a saltwater pool surrounded by a stone border. Lounge chairs are arranged on one side, with a patio umbrella providing shade. A pool deck is visible alongside a small poolside water feature, creating a tranquil setting for relaxation.

4.77 out of 5 average rating, 30 reviews

Point Break - 4BR Beach House Private Heated Pool

4.88 out of 5 average rating, 142 reviews

Beautiful Cottage W/ shared pool & close 2 beach

A spacious living area features two sofas, one in dark leather and the other in a light fabric, arranged around a low wooden coffee table. A flat-screen TV is mounted on a light wall above a stone fireplace, adding a cozy touch to the room.

4.97 out of 5 average rating, 135 reviews

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

The townhouse complex stands amidst vibrant trees, their leaves reflecting the colors of the season. The multicolored façades of the homes suggest a welcoming atmosphere, enhanced by the white railings of the porches. A clear blue sky frames the scene, creating a serene setting.

4.9 out of 5 average rating, 73 reviews

Beachy Sunset Island Townhouse!

Apartment 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!

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!

An open living space features large glass doors that lead to a balcony with ocean views. The balcony is furnished with metal chairs and a small table. A cozy white sofa is positioned nearby, with a decorative pillow adding a touch of color.

5 out of 5 average rating, 23 reviews

New Updated Direct Oceanfront Condo - Pool & Wifi!

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.

4.98 out of 5 average rating, 242 reviews

Cozy oceanfront condo with stunning ocean views

5 out of 5 average rating, 9 reviews

Oceanview 3 BR/3 BA 1800+sq ft!

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.

4.87 out of 5 average rating, 113 reviews

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

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.

4.95 out of 5 average rating, 109 reviews

Oceanfront Bldg.| 2 pools | Tennis | Game Room

5 out of 5 average rating, 20 reviews

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

Other holiday rentals with a pool

A light-filled room features a cozy gray sofa and a large bean bag chair with decorative pillows. Three framed ocean-themed prints decorate the walls, contributing to a calming ambiance. Natural light streams through two white-framed windows with light blinds, illuminating the space.

4.9 out of 5 average rating, 31 reviews

Mermaid Cove

4.89 out of 5 average rating, 62 reviews

A spacious deck is furnished with padded turquoise seating and a brown outdoor table, offering a relaxed setting for gatherings. The ocean is visible in the background, framed by the railing and complemented by a decorative area rug.

Townhouse in Ocean City

4 BR/2.5 BA, Oceanblock w/pool & fantastic view!

5 out of 5 average rating, 5 reviews

Home in Berlin

Ocean City Escape | Spacious Home | Pool & Golf

A comfortable living area features a blue sofa and a coordinating armchair with striped cushions. A coffee table sits in front, and large glass doors lead to a balcony. Natural light fills the space, complemented by light-coloured walls and a neutral area rug.

4.92 out of 5 average rating, 66 reviews

Beautiful Seaside Condo w/a Pool

The balcony offers a partial view of the ocean, showcasing blue waters stretching towards the horizon. Nearby buildings create a coastal feel, while clouds drift in the sky above. The scene reflects a relaxed beach atmosphere.

4.93 out of 5 average rating, 42 reviews

The Coastal Condo

4.96 out of 5 average rating, 27 reviews

Bayside Sunsets!

An oceanfront studio features a full Murphy bed draped in a blue and white striped coverlet. A cozy seating area with a plush couch and coffee table is positioned near sliding glass doors, providing a view of the ocean and outdoor seating on the balcony.

4.96 out of 5 average rating, 54 reviews

Direct Oceanfront with Pool - Steps To The Beach

A well-appointed bedroom features a plush king-sized bed with decorative bedding. Natural light floods the room through a large oceanfront window, leading to a private balcony. A ceiling fan adds comfort, while a mounted TV provides entertainment options.