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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Isle of Wight condo rentals

A modern kitchen with white cabinets, a central island, and a dining area with a wooden table and chairs.

1. Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
Midtown Ocean City
9.8 out of 10, Exceptional, (274 reviews)
"Great spot, clean and affordable!"
United States
Beth H.
$181 nightly
The price is $203
Nov 1 - Nov 2
Total with taxes and fees
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
A balcony with two chairs and a table, overlooking a beach with the ocean and a clear sky.

2. #1 Rated Condo, Oceanfront, with Bay View Too

#1 Rated Condo, Oceanfront, with Bay View Too
North Ocean City
10.0 out of 10, Exceptional, (342 reviews)
"Had a great stay "
United States
Ed B.
$204 nightly
The price is $228
Oct 26 - Oct 27
Total with taxes and fees
#1 Rated Condo, Oceanfront, with Bay View Too
A covered patio with a table and chairs, a sliding glass door, and a white fence.

3. Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
7.0 out of 10, Good, (74 reviews)
"Unexpected pet fee on top of resort fees we did expect. Nice and close to boardwalk. Room was quiet, private, spacious."
United States
Ben
$192 nightly
The price is $215
Oct 26 - Oct 27
Total with taxes and fees
Monte Carlo Condos
A room with teal walls, a gray sofa, a white dresser, and a ceiling fan.

4. Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
North Ocean City
9.2 out of 10, Wonderful, (54 reviews)
"check in/check out were super simple. place was clean, but a little tight for 5. location is great."
United States
Theodore B.
$187 nightly
The price is $209
Oct 12 - Oct 13
Total with taxes and fees
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
A balcony with wicker furniture overlooking the ocean.

5. Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
North Ocean City
9.6 out of 10, Exceptional, (112 reviews)
"The view of the ocean and beach is fantastic. And you can see the bayside as well. The whole place was so clean and so well kept. Pool area was beautiful."
United States
Jay channel R.
$415 nightly
The price is $465
Nov 1 - Nov 2
Total with taxes and fees
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
A balcony with a view of the sunset, a decorative sculpture, and two lounge chairs.

6. BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202

BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202
North Ocean City
10.0 out of 10, Exceptional, (70 reviews)
"Great location and owners were very accommodating! It is so nice being able to work with the owners directly rather than a management company!"
United States
Lindsey S.
$212 nightly
The price is $238
Oct 12 - Oct 13
Total with taxes and fees
BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202
A beach with waves crashing onto the shore, a wooden fence, and dense green vegetation in the foreground.

7. Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!

Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!
North Ocean City
10.0 out of 10, Exceptional, (115 reviews)
"The beach view is perfect, the space is beautifully decorated and clean. We loved it!"
United States
Nancy U.
$335 nightly
The price is $375
Nov 1 - Nov 2
Total with taxes and fees
Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!
A wooden pier extending into calm waters at dusk.

8. Nothing Beats Oceanfront OCMD!!

Nothing Beats Oceanfront OCMD!!
North Ocean City
9.8 out of 10, Exceptional, (27 reviews)
"Very nice stay and the history was very accommodating."
United States
Karen C.
$213 nightly
The price is $239
Oct 25 - Oct 26
Total with taxes and fees
Nothing Beats Oceanfront OCMD!!
A table with two wine glasses and a bottle, set against a sunset view over water.

9. Sunset Bayside Escape, Pool plus walk to the Beach

Sunset Bayside Escape, Pool plus walk to the Beach
Midtown Ocean City
10.0 out of 10, Exceptional, (5 reviews)
"Great location and amazing view of the bay! "
United States
Bailey P.
$258 nightly
The price is $288
Oct 12 - Oct 13
Total with taxes and fees
Sunset Bayside Escape, Pool plus walk to the Beach
A modern high-rise building with multiple balconies and large windows, situated near a sandy beach area.

10. Oceanfront 1 Bedroom 1.5 Bath-Balcony-Laundry-WiFi

Oceanfront 1 Bedroom 1.5 Bath-Balcony-Laundry-WiFi
North Ocean City
9.2 out of 10, Wonderful, (7 reviews)
"This was our second time staying here. Clean, quiet, and amazing views made a great vacation."
United States
Karen W.
$255 nightly
The price is $286
Oct 16 - Oct 17
Total with taxes and fees
Oceanfront 1 Bedroom 1.5 Bath-Balcony-Laundry-WiFi
A kitchen with white cabinets, a marble countertop, a microwave, a refrigerator, and three stools.

11. Cozy 1 Bedroom w/pool & short walk to beach

Cozy 1 Bedroom w/pool & short walk to beach
North Ocean City
10.0 out of 10, Exceptional, (1 review)
"Such a great spot! Super clean and cute. Beds were comfy, and host couldn’t have been better! We had an issue with the AC and she had the HVAC guy out there within a couple hours!Loved how close to the Northside park we were. It was so nice to get up and start the day off with a walk or jog around the park!The beach was a quick walk across the street, and there were so many food options within walking distance of the condo! Visiting Uber bagels was almost a daily occurrence lolAll in all a great...
United States
Julie B.
$242 nightly
The price is $246
Oct 12 - Oct 13
Total with taxes and fees
Cozy 1 Bedroom w/pool & short walk to beach
A living room with a sofa, a lamp, a TV, and a view of the sea through a balcony.

12. Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
Downtown Ocean City
9.8 out of 10, Exceptional, (88 reviews)
"Beautiful condo, we had a really nice time and want to come back again!!"
United States
Lisa K.
$306 nightly
The price is $343
Nov 1 - Nov 2
Total with taxes and fees
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
A waterfront property with multiple balconies, a dock with boats, and a clear blue sky.

13. Canal front with boat slip, boat ramp, WiFi, and roku streaming TV

Canal front with boat slip, boat ramp, WiFi, and roku streaming TV
Midtown Ocean City
9.8 out of 10, Exceptional, (10 reviews)
"Quaint, Quiet and Peaceful. Walking distance to the Boardwalk."
United States
Anonymous traveler
$145 nightly
The price is $162
Oct 11 - Oct 12
Total with taxes and fees
Canal front with boat slip, boat ramp, WiFi, and roku streaming TV
A brightly lit indoor play area with a ping pong table, various toy vending machines, and a small boat ride.

14. Modern Renovated Condo - 90 Steps to Beach - Indoor Pool - OCMD

Modern Renovated Condo - 90 Steps to Beach - Indoor Pool - OCMD
North Ocean City
9.0 out of 10, Wonderful, (4 reviews)
"Place was clean and host was very responsive."
United States
Kevin R.
$264 nightly
The price is $296
Nov 1 - Nov 2
Total with taxes and fees
Modern Renovated Condo - 90 Steps to Beach - Indoor Pool - OCMD
A dining area with a wooden table and white chairs, a sofa, and a television in the background.

15. Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
Selbyville
9.8 out of 10, Exceptional, (50 reviews)
"Ideal location and very nice accommodations!"
United States
Jeff A.
$291 nightly
The price is $296
Oct 14 - Oct 15
Total with taxes and fees
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
A waterfront hotel with multiple buildings, a beach in the foreground, and a sunset sky.

16. ☀️ Enjoy the Beachlife!! —>2Bed & 2Bath Condo ☀️

☀️ Enjoy the Beachlife!! —>2Bed & 2Bath Condo ☀️
North Ocean City
9.0 out of 10, Wonderful, (24 reviews)
"Easy and accommodating place to stay right on the beach."
United States
Josie M.
$200 nightly
The price is $223
Oct 12 - Oct 13
Total with taxes and fees
☀️ Enjoy the Beachlife!! —>2Bed & 2Bath Condo ☀️
A modern living room with a sofa, a coffee table, a potted plant, and a view through a glass door to an outdoor balcony.

17. Oceanblock-Sleeps 4-WiFi-Walk to Beach & Seacrets

Oceanblock-Sleeps 4-WiFi-Walk to Beach & Seacrets
Midtown Ocean City
9.8 out of 10, Exceptional, (29 reviews)
"Very clean, close to the beach, and perfect for my short stay. I’d definitely stay here again."
United States
Jennifer W.
$267 nightly
The price is $299
Oct 13 - Oct 14
Total with taxes and fees
Oceanblock-Sleeps 4-WiFi-Walk to Beach & Seacrets
A kitchen with a stove, oven, microwave, and refrigerator.

18. 127th Bayside-pool-short walk 2 beach-By Park!

127th Bayside-pool-short walk 2 beach-By Park!
North Ocean City
10.0 out of 10, Exceptional, (7 reviews)
"My family and I used the 3 condos in Raffles owned by Erin. We visit every summer and I must say this was the best experience I have had in OCMD. All 3 condos were squeaky clean, modernly renovated, beautifully decorated, and felt like home. Erin was amazing with communication from start to finish. They deserve more than 5 stars for the condos and for customer service. I am looking forward to booking here every summer !"
United States
Christian A.
$269 nightly
The price is $278
Oct 11 - Oct 12
Total with taxes and fees
127th Bayside-pool-short walk 2 beach-By Park!
A waterfront hotel with multiple stories, a prominent entrance, and a variety of amenities including outdoor seating areas.

19. Walk to the Beach & Boardwalk!! 2 Bedroom Family Condo!

Walk to the Beach & Boardwalk!! 2 Bedroom Family Condo!
Downtown Ocean City
9.4 out of 10, Exceptional, (9 reviews)
"Host was super nice and the place felt like home"
United States
aubrey r.
$174 nightly
The price is $195
Oct 11 - Oct 12
Total with taxes and fees
Walk to the Beach & Boardwalk!! 2 Bedroom Family Condo!
A modern kitchen with white cabinets, a built-in oven, and a coffee machine.

20. Fall Beach Getaway! Ocean Block Sleeps 6

Fall Beach Getaway! Ocean Block Sleeps 6
North Ocean City
10.0 out of 10, Exceptional, (1 review)
"Great"
United States
Susan M.
$317 nightly
The price is $355
Oct 14 - Oct 15
Total with taxes and fees
Fall Beach Getaway! Ocean Block Sleeps 6
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Isle of Wight Hotel Reviews

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"Great view of the water and nice facility!"
Sarah 3-night trip
Posted 9 hours ago
Princess Royale Oceanfront Resort

Find out more about Isle of Wight

Isle of Wight Condo Rentals information

Number of reviews
1,018
Accommodation
1039 Condo Rentals
Lowest Price
$162
Highest Price
$465

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