
Holiday rentals with a pool in Ocean City
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Ocean City
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Spacious Direct Oceanfront 1BR Condo w/Balconies
Spacious 1 bdr, 1bath direct oceanfront condo w/ private oceanfront balcony for sunrises and a private bayside balcony for sunsets! 15th floor. 1 min walk to beach. Outdoor pool. Fountainhead Towers Condo is located on 116th St off Coastal Hwy on the oceanfront. Food lion, CVS, DD, ice cream, wawa, convenient stores & restaurants all within close walking distance WEEKLY RENTALS ONLY: Sat to Sat GUESTS PROVIDE SHEETS & TOWELS Plus on arrival $50 CASH fee that includes parking for a week NO PETS

☀️ Enjoy the Beachlife!! —>2Bed & 2Bath Condo ☀️
Relax with the whole family at this peaceful OCEANFRONT Condo in OCMD! Updated 2 Bedroom & 2 Full Bath on the 1st floor Atlantis High-Rise that sleeps 8. Most Importantly- Only Steps to THE BEACH! Unit is Self-Checkin & is walking distance/short drive to many Restaurants, Shops, Attractions, etc. Large Outdoor Pool is on site (seasonal). Toys, Games, Puzzles & is perfect for families with children. NO Smoking allowed. No Pets or Large groups(8 max) or senior week rentals permitted. Book Today!

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

DownByTheBay 115- Waterfront/4BR/Sleep 15/Pool
On The Bay, Beautifully furnished 4BR/3.5BR located in the heart of Midtown Ocean city, MD. * 1 block to beach- 5 min walk * Bonfire Buffet, Dough Roller, Ice cream Parlor - 2 min walk * Mini golf - 2 min walk * Bowling - 5 min walk * OC Boardwalk -7 minute by car * Seacrets - 5 minute by car * Convention Center - 5 minute by car * bus stop -1min walk * Market64- 2min drive *This property DOES NOT provide linens/towels* **Please FIND us at Down by the Bay OCMD For current Promotion**

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,

Ocean Block - Clean, cozy 1 Bedroom. Pool, Wifi
Ocean Block / Convention Center, One bedroom, recently remodeled, with view of the beach. 1/2 Block to the beach. Across the street from the Convention Center. 12 blocks to the boardwalk. 10 Blocks to Jolly Roger Amusement Park. Ocean View from living room balcony. Quiet complex, great for romantic getaway. THIS COMPLEX DOES NOT ALLOW SMOKING, VAPING OR MARIJUANA. THE NEIGHBORS WILL SMELL IF EVEN WHEN YOU ARE INDOORS. ONCE WE GET A COMPLAINT, YOU WILL HAVE TO LEAVE WITHOUT A REFUND.

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.

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.

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.

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.

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!

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
House rentals with a pool

2 BR Ocean Front Condo w/Pool, Expansive Views

Salty Serenity

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

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

Quiet 3BR Coastal Home Minutes to Bethany Beach

Bayside Townhome with Ample Parking

Bayside community near OCMD great rates

Beautiful Cottage W/ shared pool & close 2 beach
Apartment rentals with a pool

Welcome to Splash Pad-pools, beach + private patio

𝙂𝙪𝙚𝙨𝙩 𝙛𝙖𝙫𝙤𝙧𝙞𝙩𝙚 Lovely 2lvl Condo Steps 2Beach+Pool

Luxury Beachfront Condo, Ocean City MD

BeachParadise203-DOWNTOWN•WATERFRONT•Luxury Condo

Freshly renovated ! Steps to outdoor pool & beach

The Coastal Condo

🌊Oceanfront studio w/ amazing views & amenities🏖

Beautiful 2BR 2BA oceanfront condo at the Atlantis
Other holiday rentals with a pool

Luxury Waterfront Beach Condo @ Coconut Malorie OC

9400 Building #1506 | Oceanview | Great location

Waterfront Getaway

Ocean City Beach Retreat with Linens Included

Belmont Towers #604 - A Magical Getaway Awaits!

North OC- short walk 2 beaches and park

Cozy Bayside Retreat, Easy Walk to the Beach

Bayside Sunsets!
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $209 SGD | $205 SGD | $201 SGD | $215 SGD | $276 SGD | $354 SGD | $414 SGD | $401 SGD | $285 SGD | $239 SGD | $216 SGD | $203 SGD |
| Avg. temp | 3°C | 4°C | 7°C | 13°C | 18°C | 23°C | 26°C | 24°C | 21°C | 15°C | 9°C | 5°C |
Quick stats about holiday rentals with a pool in Ocean City

Total holiday rentals
Explore 3,110 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 61,810 verified reviews to help you choose

Family-friendly holiday rentals
2,420 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
1,580 properties have a dedicated workspace

Wifi availability
3,080 of Ocean City holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ocean City rentals

4.6 Average rating
Ocean City stays receive an average rating of 4.6 out of 5 from guests
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- Ocean City Beach
- Broadkill Beach
- Ocean City Boardwalk
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Chincoteague Island
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Jolly Roger Amusement Park
- Bayside Resort Golf Club
- Northside Park
- Bear Trap Dunes
- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Lewes Public Beach
- Gordons Pond State Park Area
- Mariner's Arcade
- Trimper Rides of Ocean City
- Funland
- Hawk Haven Vineyard & Winery
- Wildwoods Convention Center
- Roland E Powell Convention Center




