
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!

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

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

Summer Winds Condo D102 Bayside w Pool Sleeps 6
Take the family out for a beach vacation at Summer Winds inside this well-equipped unit that sleeps 6 and boasts 3 flat screen TVs, full kitchen with all new appliances, High Speed Internet access, ductless A/C, washer and dryer. No group rentals or rentals to guests under the age of 25. Therefore, online bookings for group rentals will not be honored. Parking Notes: There is free parking for 2 vehicles on lot plus additional street parking. The parking lot requires parking pass.

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.

Downtown 2 Level. Pool. Walk to Beach & Boardwalk!
Welcome to this renovated 2-bedroom townhome, located in the heart of downtown Ocean City. Perfectly situated between 12th & 13th St. Featuring a fully-equipped kitchen and a beautifully decorated living space with plenty of comfortable seating. Take a refreshing dip in the pool or soak up the sun in the poolside loungers right outside your back slider. Walking distance to all the best shops, boardwalk, beach, restaurants, and attractions that Ocean City has to offer

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.

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).

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. $100 registration fee from April to Nov.

🌊Carousel Oceanfront 2 Bedroom Amazing Amenities
Welcome to our 2 bedroom 2 bath oceanfront condo at the Carousel. We take care of this condo ourselves to ensure you have a comfortable, clean & well stocked place to stay. This unit sleeps 6, 1 king bed, 1 queen bed & 1 queen sofa bed with washer/dryer. Ocean front balcony & a bay view balcony, an ice skating rink, indoor pool, outdoor pool, kiddie pool, 2 game rooms, restaurant & bar, fire pits, playground, hot tub, gift shop, gym & sauna & more!!!

Oceanfront Family Oasis: Pool, Beach & Parking!
Escape to your dream family vacation in this amazing 2-bedroom condo on the 8th floor! Enjoy incredible ocean views, direct beach access, and proximity to Ocean City's top attractions like the vibrant OC Boardwalk and thrilling amusement parks. This condo offers modern amenities, a refreshing seasonal outdoor pool, and the convenience of free parking. Perfect for families seeking fun and relaxation near the ocean.

Oceanfront Paradise | Pool | Hot Tub | Beach
-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! **2026 guests: Our pool and hot tub are in the process of being renovated and will be closed during your stay. They will re-open after Memorial Day**
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

2 BR Ocean Front Condo w/Pool, Expansive Views

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

TwoBlockstoBeach&Boardwalk! Pool! PingPong! Bikes!

Welcome to the Pearl of the Oyster!

Right behind Alley Oops & Crab Bag. Walk to beach

Welcome to our beach retreat!

Beautiful Cottage W/ shared pool & close 2 beach

Mosaic Life Escapes -Bayfront Million Dollar Views
Condo rentals with a pool

Beach condo next to Seacrets

Bayside Condo in Midtown Ocean City MD

Boardwalk Condo - on top floor of Marriott hotel

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Love Above the Waves-Best Ocean View & Heated Pool

Direct Oceanfront with a View and Amenities Galore

Sunset Pearl
Other holiday rentals with a pool

Spacious, newly renovated

Luxury Water Front 2 Bedroom Condo on Canal

Luxury Oceanfront Getaway!

The Beach Life: Ocean front & direct beach access!

Beautiful waterview 2B condo w/Dock&Close to Beach

Completely Renovated Luxury Bay Front Condo

Updated condo with pool & only two blocks to beach

Coastal 2 Bedroom Apartment w/pool
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $235 AUD | $230 AUD | $226 AUD | $242 AUD | $310 AUD | $398 AUD | $465 AUD | $451 AUD | $320 AUD | $269 AUD | $243 AUD | $228 AUD |
| 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 $14 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 130 rentals that welcome pets

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

Wi-Fi availability
3,080 of Ocean City holiday rentals include Wi-Fi 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
- Wildwood Crest Beach New Jersey
- Chincoteague Island
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Bayside Resort Golf Club
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