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, 114 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 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.

4.93 out of 5 average rating, 120 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.

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, 121 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.

4.97 out of 5 average rating, 192 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

Spacious Rental - Winterfest of Lights 11 mi.

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

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, 211 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.

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, 156 reviews

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

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 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

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

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

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.

4.96 out of 5 average rating, 158 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

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, 297 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.

An open kitchen-living area features modern black cabinetry and stainless steel appliances. A dining table is positioned near a large window, offering views of the ocean. Soft furnishings create a relaxed atmosphere, while natural light floods the space through the glass slider leading to the balcony.

4.92 out of 5 average rating, 298 reviews

Nice 2 BR Oceanfront, Year Round Fun & Amenities!

Gorgeous kitchen & main areas renovated March ‘22. 2 bedroom, 1.5 bath, direct oceanfront condo on 7th floor of Golden Sands building in OC. It’s clean, comfy, stylish, full of amenities & in a great location. Great WiFi, 3 TVs with cable, DVD, well stocked kitchen & stunning ocean view with large balcony. Top floor has indoor pool, fitness room, sauna & game room. Outdoor pool, tiki bar, gift shop, market & deli open weather permitting in May, then daily by Memorial Day.

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, 278 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).

Popular amenities for Ocean City rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area features large windows offering panoramic views. Light-colored furnishings, including a sofa and armchair, are arranged around a coffee table. A dining area with a kitchenette is visible, creating a bright and airy atmosphere. Neutral tones dominate the decor.

4.85 out of 5 average rating, 20 reviews

2 BR Ocean Front Condo w/Pool, Expansive Views

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, 262 reviews

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

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

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, 38 reviews

Luxury OC Beach House w/ Deluxe Game Room & 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, 133 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.

4.93 out of 5 average rating, 68 reviews

Beachy Sunset Island Townhouse!

4.81 out of 5 average rating, 113 reviews

A serene view of Sinepuxent Bay stretches across the horizon, showcasing expansive grasslands and soft green vegetation. The sky transitions to warm hues of sunset, creating a calming atmosphere. A glimpse of the fishing pier is visible in the distance, enhancing the waterfront scenery.

Home in Berlin

Mosaic Life Escapes -Bayfront Million Dollar Views

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 cozy living area features a comfortable grey sofa adorned with beach-themed pillows. Light wood flooring complements the dining area, which includes a small table and four chairs. The open kitchen is visible in the background, equipped with white cabinetry and modern appliances.

5 out of 5 average rating, 59 reviews

Top Rated! Beautful Sunsets! Midtown Bayside Condo

A three-story building with a light blue exterior is shown. Multiple balconies are visible, equipped with railings, and the entrance is marked by a sign. Underneath the structure, a private parking area is accessible, with a gate in the foreground.

4.84 out of 5 average rating, 136 reviews

Ocean Block - Clean, cozy 1 Bedroom. Pool, Wifi

5 out of 5 average rating, 9 reviews

Oceanview 3 BR/3 BA 1800+sq ft!

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.

4.93 out of 5 average rating, 60 reviews

Amazing 3BR Oceanfront Condo with Loft

Superhost

4.84 out of 5 average rating, 176 reviews

Love Above the Waves-Best Ocean View & Heated Pool

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

Other vacation rentals with a pool

Superhost

A spacious living area presents comfortable seating with striped patterned sofas. A wooden coffee table centers the room, adorned with a decorative arrangement. The open floor plan transitions into a dining area that accommodates a large table, illuminated by natural light from overhead fixtures.

Townhouse in Ocean City

4.86 out of 5 average rating, 85 reviews

DBTB6-3BR Steps to Beach & Boardwalk+Pool/Parking

4.95 out of 5 average rating, 22 reviews

A serene ocean view is captured from the private balcony, showcasing soft waves lapping at the shore under a colorful sunrise. The boardwalk stretches along the beach, with light reflecting off the water's surface and scattered clouds enhancing the tranquil scene.

Apartment in Ocean City

Beautiful Direct Oceanfront Condo on Boardwalk

The kitchen features modern white cabinetry and updated appliances, including a stove and refrigerator. A central island with seating for two provides additional workspace. Fresh fruit is displayed in a bowl on the counter, while light blue walls create a calm, coastal ambiance.

4.97 out of 5 average rating, 31 reviews

Bayside Condo in Midtown Ocean City MD

Superhost

5 out of 5 average rating, 3 reviews

Sunrise Shores

5 out of 5 average rating, 26 reviews

Apartment in Ocean City

Bayside Sunsets!

A bright living area is presented with soft blue walls and light wood flooring. Comfortable seating options include a large sofa with decorative pillows and a striped armchair. A dining area can be seen in the background, accentuated by natural light from large windows.

4.97 out of 5 average rating, 69 reviews

Luxury Escape Ocean Front 2 bdr condo Huge balcony

5 out of 5 average rating, 32 reviews

The living room features a spacious sectional couch, a light-colored coffee table, and a soft armchair. Large glass doors provide access to the oceanfront balcony, allowing natural light to fill the room. Light blue walls create a calming atmosphere.

Apartment in Ocean City

Ocean Front Pools Tiki Bar Self-Check-in Parking

A well-lit living area features a modern sofa, accent chair, and an ottoman. Large sliding doors provide a view of the water, while a light rug with natural patterns adds a relaxed feel. Air conditioning is available for comfort during warmer months.