
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.

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

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

1st Floor 3 BR Condo close to Beach with Pool!
You will feel at home as soon as you walk in the door at this centrally located condo! Relax on the rear deck on the canal to watch the sunset. The condo has been recently remodeled with a new kitchen and living room! Check In/Out days are Sunday or Thursday which can be flexible in the off season. We have a 15% discount if you book the week which can be Sunday-Sunday or Thursday-Thursday. Easy code to check in and I send out an email with more information including a map before you arrive.

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.

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.

Love Above the Waves-Best Ocean View & Heated Pool
🥂 Complimentary bottle of champagne on arrival. Endless ocean views, a private balcony, breathtaking sunrises, a swimming pool, and direct beach access await you at this romantic retreat. Set on the 15th floor, Love Above the Waves is perfect for couples celebrating anniversaries, engagements, birthdays, or a peaceful escape for two. A warm, inviting interior sets the mood—dine out nearby or enjoy a private candlelit dinner on the balcony, often with dolphins playing in the waves beyond.

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!

Lovely beach-front condo with pool and views
Kick back and relax in this calm, stylish space. This one-bedroom condo is the perfect space for 1-2 couples, or a family. You have floor-to-ceiling beach views, plus amazing sunrises and sunsets from the two separate balconies. The kitchen is well equipped to cook every meal, or eat out at Ocean City's many restaurants. Your stay also comes with 4 pool passes for accessing the onsite seasonal outdoor pool (viewable from the unit) and access to the building’s tennis/pickleball courts!

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.

Everything Under The Sun-Gorgeous Ocean&Bay Views!
FULLY RENOVATED!!! An efficient space in a GREAT location for your next beach getaway! Upon arrival, no need to get back in your car- walk to breakfast/lunch/dinner/late night hangouts, grocery, mini-golf, OC Center of the Arts, playground, beach or Assawoman Bay. Full kitchen for your convenience if you choose to dine-in. One reserved parking spot in the condo lot. Oceanfront pool with large concrete pool-deck! Fitness Center & coin operated laundry facility.

Oceanview Oasis with 2 private balconies
Relax with your closest friends & family in a serene 14th floor oceanfront condo with updated appliances, dining furniture, and floors! Watch the sun rise/set from 2 private balconies. Enjoy the pool/deck Memorial Day to September 30. Break a sweat on the private tennis & pickleball courts! Explore local restaurants, mini golf, amusement parks, & tax-free shopping in DE! Week long stays preferred during summer months but not mandatory. Minimum age 25.

Double Decker by de Bay
****Walkable to Oceans Calling**** *Winter Monthly Rental Available - $1500/month* This is a unique 3 story condo (two sets of full stairs) in OC with a garage, and two patio / balconies overlooking the bay (note: this is across the street from the waterfront condos but has an excellent view of the bay *see photos*!) Walking distance to a bayside fishing pier (right across the street from the condo!), the boardwalk, and the beach you can do it all !!
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Coastal Oasis w/ Outdoor Shower + 2 Pools

Welcome to our beach retreat!

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

Ocean Palms II - Renovated, Ocean Block, Midtown

Peaceful place to escape.

2 Bdrm, 2 Bath Bayfront Makai Condo w Ocean Views

Mosaic Life Escapes -Bayfront Million Dollar Views

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Apartment rentals with a pool

Welcome to Splash Pad-pools, beach + private patio

Lovely Canal-front 2-bedroom Condo with pool

Beach Front Condo in Ocean City

Canal Front Condo 2 Blocks 2 Beach & Park Sleeps 4

The Salty Tail @ Jamaica Bay 33rd Street - Midtown

2BR Waterfront | 1st Floor | Patio | Pool | W/D

Completely Renovated Luxury Bay Front Condo

Extraordinary Oceanfront Escape | Private Balcony
Other holiday rentals with a pool

Private pool, waterfront, kayaks, bikes, firepits!

Beach 300ft, Pool, Oceanside Luxury TH w/ Garage

Bayside Bungalow - Waterfront

Driftwood Condo, 1BRTropical Bayside w/sunsetview

Ocean City Escape. Spacious Home. Pool & Golf

Updated condo with pool & only two blocks to beach

Luxurious Bayside Retreat

Bayside Condo
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 SGD | $207 SGD | $203 SGD | $217 SGD | $278 SGD | $357 SGD | $417 SGD | $404 SGD | $287 SGD | $241 SGD | $218 SGD | $204 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
- Ocean City Boardwalk
- Broadkill Beach
- Cape May Beach NJ
- Chincoteague Island
- Wildwood Crest Beach New Jersey
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Bayside Resort Golf Club
- Jolly Roger Amusement Park
- Northside Park
- Cape Henlopen State Park
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- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Lewes Public Beach
- Gordons Pond State Park Area
- Roland E Powell Convention Center
- Mariner's Arcade
- Wildwoods Convention Center
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- Hawk Haven Vineyard & Winery
- Ocean City Boardwalk
- Funland




