Holiday 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

Multiple Condo units stand adjacent to calm waters, featuring private boat slips. Each unit is accessible by a balcony, surrounded by well-kept greenery. Cloudy skies reflect on the water's surface, while a few boats are visible moored nearby.

4.86 out of 5 average rating, 148 reviews

Bayfront Family Friendly Beach Condo w/BoatSlip

Come enjoy our Cozy Bay/Canal Water Front Beach Condo. 1 bedroom, 1 bath condo with a Boat Slip & Pool and just a few blocks from the Beach and Northside Park, in the desired Hidden Harbor Community. Also just a short walk to the Beach Bus Stop. ** For July and August we try to rent Saturday to Saturday, 7 night stays! ** Contact me if you're interested in shorter stays. Pool Open Memorial Day to Labor Day Xfinity WiFi and Smart TV for your streaming needs. New Mattress and TV added 2024!

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,

Superhost

4.84 out of 5 average rating, 177 reviews

Love Above the Waves-Best Ocean View & Heated Pool

🥂 Complimentary champagne, endless ocean views, radiant sunrises, and warm swims or barefoot beach strolls awaits you at this romantic retreat. From birthdays and anniversaries to engagements or quiet escapes for two, Love Above the Waves offers more than a stay — it creates a lasting experience, crafted for connection, celebration, and romance. Let the ocean be your witness, the champagne your spark, and the sunrise your reminder: some escapes aren’t just romantic—they’re unforgettable.

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, 218 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.

Superhost

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

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, 306 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, 286 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 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.

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).

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

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. $75 registration fee from March to Nov.

Popular amenities for Ocean City rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The living room features two plush sofas and two accent chairs, arranged around a circular coffee table. A flat-screen TV is mounted above a gas fireplace, and large windows allow natural light to fill the space, showcasing views of the bay.

4.95 out of 5 average rating, 22 reviews

Beach Paradise 2101-Downtown Luxury Condo Bay View

A charming bayside home features a covered porch adorned with twinkle lights, creating a welcoming entry. The exterior showcases light-colored siding, large windows, and landscaped greenery, complemented by playful flamingo decorations on the front lawn.

4.97 out of 5 average rating, 106 reviews

Beach Oasis w/ King Suite + Outdoor Shower & Pool

5 out of 5 average rating, 21 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 two-story beach house is presented with a light green exterior and a spacious front porch. The well-maintained landscaping features shrubs and small trees, while a large bare tree is visible in the front yard. The setting is bright with clear blue skies.

4.92 out of 5 average rating, 39 reviews

Luxury OC Beach House w/ Deluxe Game Room & Pool!

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.

4.79 out of 5 average rating, 126 reviews

Welcome to our beach retreat!

A multi-story building features a light blue exterior with large balconies on each floor. The structure includes multiple levels, with a rooftop and decorative architectural elements. Surrounding landscaping includes trees and shrubs, providing a pleasant view from the street.

4.98 out of 5 average rating, 45 reviews

Ocean Palms II - Renovated, Ocean Block, Midtown

4.99 out of 5 average rating, 107 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

4.96 out of 5 average rating, 25 reviews

The spacious three-story home features a welcoming facade with a combination of blue and white hues. A broad driveway leads to large garage doors beneath an expansive covered porch. Multiple balconies create an inviting atmosphere, framed by neatly landscaped grounds.

Home in Selbyville

Anchors Away, Your Dream Getaway in Fenwick Shoals

Condo 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!

An open-concept living area features floor-to-ceiling windows offering sweeping ocean views. A spacious kitchen with modern appliances is complemented by an island and breakfast bar. Comfortable seating is arranged around a coffee table, creating an inviting space for relaxation and gathering.

4.87 out of 5 average rating, 150 reviews

Gorgeous oceanfront Capri Beach and Bay Views!!!!

A modern living area is featured with a comfortable sectional sofa accented by colorful throw pillows. A wooden coffee table sits centrally on an area rug. The large window provides a view of the waterfront, with sliding glass doors leading to a balcony.

4.95 out of 5 average rating, 41 reviews

Downtown-Pool-Boardwalk-Bay Views-Marina-Boat Slip

A bright living area is furnished with a striped couch and a dark gray sofa, providing comfortable seating. A glass coffee table sits in the center, while a wall-mounted television is visible. Large glass doors lead to a private balcony, allowing for natural light and bay views.

5 out of 5 average rating, 45 reviews

OC Beach Life

4.97 out of 5 average rating, 198 reviews

A serene waterfront scene is captured at sunset, with vibrant colors reflected in the calm water. A charming building with large windows is illuminated, surrounded by lush trees, and boats are docked along the waterfront, creating a peaceful atmosphere.

Condo in Ocean Pines

Ocean Pines Condo Getaway

A spacious living room is depicted with a comfortable grey sectional sofa and a wooden coffee table. Large sliding glass doors provide unobstructed views of the ocean, allowing natural light to fill the room. A flat-screen TV is mounted on the wall opposite the seating area.

4.98 out of 5 average rating, 44 reviews

Extraordinary Oceanfront Penthouse - Unit 1209

A balcony view is showcased, featuring two blue chairs overlooking the beach and ocean. The horizon presents a clear sky, while the shoreline and buildings are visible in the distance, emphasizing the expansive water views.

5 out of 5 average rating, 15 reviews

9400 Build/2107 Beachfront Ocean City, MD 2BR 2BA

A spacious living area is furnished with a light-colored couch and an armchair, complemented by a ceiling fan above. A flat-screen TV sits on a wooden media console, while a dining table is positioned in the background, leading towards an updated kitchen area.

4.83 out of 5 average rating, 175 reviews

☀️ Enjoy the Beachlife!! —>2Bed & 2Bath Condo ☀️

Other holiday rentals with a pool

A serene waterfront scene captures a sunset over the horizon, with vibrant orange and yellow hues reflected in the water. A wooden dock extends into the water, lined with vertical posts, while gentle waves lap at the shore.

5 out of 5 average rating, 19 reviews

Bayside Bliss

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!

5 out of 5 average rating, 73 reviews

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.

Apartment in Ocean City

Ocean City Beach Retreat with Linens Included

A panoramic view of the beach is visible from the fourth-floor balcony, showcasing a serene sunset with soft hues in the sky. The beach stretches out, meeting the calm ocean, while outdoor seating areas are arranged on the patio below.

4.98 out of 5 average rating, 82 reviews

Ocean Front Condo

5 out of 5 average rating, 9 reviews

Oceanview 3 BR/3 BA 1800+sq ft!

5 out of 5 average rating, 20 reviews

A cozy living area is presented with two light-colored sofas, complemented by a woven coffee table at the center. A striped area rug lies beneath, and natural light filters through sheer curtains, enhancing the space's comfort. An indoor plant adds a touch of greenery.

Apartment in Ocean City

Little Paradise

Superhost

A spacious outdoor deck is equipped with a blue dining table and six matching chairs. The ocean can be seen in the background, along with clear skies and colorful buildings lining the shore, creating a relaxed coastal setting.

Townhouse in Ocean City

4.92 out of 5 average rating, 26 reviews

Our Cottage By the Sea

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.