Ocean City Vacation Rentals with Pools
Take a Dip in Your Own Pool
Take a break from walking around the boardwalk or laying out on the beach by relaxing poolside. Get more out of your Ocean City Vacation with a Vacation Rental with a Pool. Each rental (like the condos at Belmont Towers) offers pools, some heated for those fall and winter vacations.
Nothing completes a vacation without those poolside memories with the family. Splashing around and watching those smiles appear.
Browse the complete selection of Ocean City Vacation Rentals with Pools below, or all of our Ocean City Rentals here!
198 properties available
Is your family looking for the perfect place for a classic Ocean City Beach Vacation? Look no further, Harbor Breeze 53 is everything a small family could dream of and all with a family friendly price tag! Even better, Harbor Breeze 53 allows you to avoid the weekend traffic by offering mini week stays! Historic Downtown Ocean City is the ideal pla
Harbor Breeze 53
Condominium
$89 - $474 / per night
1
bedroom
1
bath
5
guests
Has the hustle and bustle of everyday life gotten you into a boring routine? Are you spending that ever important quality time with the ones that matter most? If you’re like the rest of us, it’s easy to fall into those routines and forget to take the time to appreciate what is truly important. Take time to enjoy what you work so hard for each year.
Golden Sands 1609
Condominium
$100 - $662 / per night
1
bath
3
guests
Summer Beach 607 - Life is better in Flip Flops!A hidden gem in a wonderful and timeless family Community right on the Beach in Ocean City, Maryland, Summer Beach 607 is Newly Renovated and the perfect destination for your next fun family getaway! This beautifully maintained Home offers great Amenities such as a refreshing Outdoor Pool, Secure Buil
Summer Beach 607
Condominium
$125 - $500 / per night
2
bedrooms
2
baths
6
guests
Golden Sands 502 - Relax, Rejuvenate, and Reconnect with us in OCMD!The family-friendly Golden Sands Building is located in the heart of Ocean City, and its Amenities are nothing short of amazing! Featuring a Penthouse Level Indoor Pool and Fitness Center, as well as a seasonal Recreation Deck with Outdoor Pool, Children’s Pool, Tiki Bar and Grill
Golden Sands 502
Condominium
$250 - $732 / per night
2
bedrooms
2
baths
6
guests
We travel not to escape life, but so life doesn't escape us…. Isn't it time to relax, rejuvenate, and reconnect with those who matter most? Make the time, because we've got the place! Welcome to Jamaica Bay 201 - a gorgeous Condo with an Outdoor Seasonal Pool in the heart of Ocean City. Tucked away in a quiet location just off 32nd Street, you're s
Jamaica Bay 201A
Condominium
$99 - $497 / per night
1
bedroom
1
bath
4
guests
The Quay 808 - Life is just better at the Beach…..Welcome to the Oceanfront Oasis that is the Quay 808 in the very heart of OCMD. You say you want it ALL on your next family Vacation? Well, you’ve come to the right place! This very family-friendly Condo is nothing short of amazing. Located on 107th Street, everywhere you want to be is only a short
The Quay 808
Condominium
$125 - $500 / per night
3
bedrooms
2
baths
10
guests
Is there anything quite like staying by the Ocean? Walking out to watch the Sunrise over the Ocean, listening to the waves crash on the Beach, it's truly what we call paradise. If this is what you're yearning for, Sandpiper Dunes 112 is the place for you.This fabulously renovated 2 Bedroom/2 Bath Condo is located in the heart of OCMD on 58th Street
Sandpiper Dunes 112
Condominium
$125 - $525 / per night
2
bedrooms
2
baths
6
guests
Oyster Lane 103 - Let our world be your Oyster!You work hard all year long. When the time is right, you’re looking for just the right place to slow down, and spend some hard earned quality time with the ones who matter most in your life. Well, look no further! We have the place you’ve been dreaming of, and you can even bring the family Dog!! Oyster
Oyster Lane 103
House
$189 - $1,082 / per night
3
bedrooms
2
baths
9
guests
The Ocean stirs the heart, inspires the imagination, and brings eternal joy to the soul. Life is so busy.... Isn't it time to rediscover, relax, and rejuvenate with your family? There is no better place to do this than fabulous Sea Watch 702 on 115th Street. The Sea Watch is one of the largest Condominium Buildings in Ocean City, and its Amenities
Sea Watch 702
Condominium
$159 - $600 / per night
3
bedrooms
2
baths
9
guests
The Quay 1201 - Life is just better at the Beach!Welcome to stunning Quay 1201 in the very heart of OCMD. You say you want it ALL on your next family Vacation? Well, you’ve come to the right place! This very family-friendly Condo is nothing short of amazing. Located on quiet 107th Street, everywhere you want to be is only a short stroll or ride awa
The Quay 1201
Condominium
$119 - $400 / per night
2
bedrooms
2
baths
6
guests
You work hard all year long - isn't it time to relax, rejuvenate, and reconnect with those who matter most? There is no better place to do this than fabulous Sea Watch 110 on 115th Street. The Sea Watch is one of the largest Condominium Buildings in Ocean City, and its Amenities are unrivaled. With 3 Swimming Pools, 3 Tennis Courts, a Basketball Co
Sea Watch 110
Condominium
$150 - $500 / per night
3
bedrooms
2
baths
8
guests
Tiburon 5A - Life is just better barefoot……Isn’t it time to break away from the day to day and plan a beach getaway? Make the time, because we’ve got the place! Welcome to family-friendly and affordable Tiburon 5A in OCMD! This adorable condo is located in quiet North Ocean City - away from the noise of Coastal Highway, but still close to everywher
Tiburon 5A
Condominium
$90 - $240 / per night
2
bedrooms
2
baths
6
guests
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