Ocean City

No. 01

Sunset Bay I 202

Condo

3 bedroom sleeps 8 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 1 parking space included Seasonal outdoor pool on-site All linens and bath towels included Things to Love Bayfront location with beautiful sunset views Private balcony overlooking the Assawoman bay Midtown setting close to dining, shops, and the beach Sunset Bay I 202 is a spacious 3-bedroom bayfront condo located in midtown Ocean City, offering relaxing water views and unforgettable sunsets right from your private balcony. This comfortable retreat combines a prime location with thoughtful amenities, making it an excellent choice for families or groups looking to enjoy both the beach and the bay.

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No. 02

Emerson Towers 302

Condo

3 bedroom sleeps 8 private pool

New property for 2026!!! Recently and Modernly Updated and Thoughtfully Designed Things to Know Must be 25+ to rent and stay - no graduating HS groups. 2 garage parking spaces included Smart Tv's only (No Cable) The booker must be 25+ to rent and stay Things to Love Bayside panoramic views of the Route 50 Bridge and Assawoman Bay Two king suites with private ensuite bathrooms and deep soaking tubs Short walk to the Ocean City Boardwalk, inlet, and downtown attractions Linens and bath towels included Welcome to Emerson Towers 302, a beautifully appointed 3-bedroom, 3-bath bayfront condo offering 1,734 square feet of coastal comfort in downtown Ocean City.

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No. 03

Bayfront 2 Bedroom next to Convention Center

Vacation Rental

2 bedroom sleeps 7 private pool

Welcome to your perfect vacation getaway in midtown Ocean City! This beautiful 2-bedroom condo, located in the sought-after Makai building on 42nd Street, offers a blend of comfort and convenience with unbeatable bayfront views. Inside, you’ll find a spacious living area and a private balcony with gorgeous views that let you soak in OC’s incredible sunsets. The master bedroom is a highlight, with its own private bathroom and direct balcony access, wake up to the serene bay right outside your door. The Makai building brings vacation amenities right to your doorstep. From the indoor/outdoor pool to a billiards room and a fitness center, there’s something here for everyone.

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No. 04

Bayfront Balcony and Outdoor Pool - Stunning Bayside Sanctuary

Apartment

2 bedroom sleeps 6 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. One assigned parking space included with your stay No cable TV. Smart TVs available for streaming with your own accounts. Washer and dryer in-unit for extended stays Things to Love Private bayfront balcony with water views and beautiful sunsets Outdoor pool access for guests Midtown location within walking distance to the beach, dining, and Seacrets Experience the best of bayside living at Wight Bay 446, a beautifully appointed 2-bedroom, 2-bath condo with stunning bayfront views and a prime midtown location in Ocean City, Maryland.

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No. 05

Bayfront Beauty - Shipwreck 102

Condo

2 bedroom sleeps 4

Under new Management for 2026 Previous reviews average 4.7/5 stars. Things to Know Must be 25+ to rent and stay - no graduating HS groups. Convenient 1st floor access Parking: 1 assigned parking space (numbered on blacktop). Overflow parking may be available for a second car on side lot (first-come, first-served). Use parking passes to avoid being towed from lot. Additional free street parking may be available.

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No. 06

Makai 112

Condo

2 bedroom sleeps 7 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 2 parking spaces included East-facing balcony and street views All linens and bath towels are included Things to Love Midtown location on 42nd Street within walking distance to the Convention Center, beach, dining, and shops Indoor pool, fitness center, and billiards room in the building Comfortable, family-friendly layout with washer and dryer in-unit Makai 112 is a comfortable and conveniently located midtown condo offering an easygoing Ocean City stay just steps from the Convention Center and a short walk to the beach.

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No. 07

Thunder Island 77B

Vacation Rental

2 bedroom sleeps 6

You’ll love this completely renovated bayfront condo in the popular Thunder Island building, right next door to the Ocean City Convention Center. From the moment you walk in, the wide water views set the tone for a relaxing stay. The open living and dining space feels bright and welcoming, with coastal tones, comfortable seating, and a private balcony that’s perfect for watching sunsets dance across the bay. The updated kitchen makes mealtime easy, whether you’re grabbing a quick breakfast before heading to the beach or settling in for a quiet dinner at home. Both bedrooms offer a peaceful retreat at the end of the day, with soft bedding and plenty of space to unwind.

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No. 08

Harbour Towne A202

Vacation Rental

2 bedroom sleeps 8 private pool

Welcome to your perfect waterfront retreat in Harbour Towne on 22nd Street! This two-bedroom, two-bathroom condo sits directly on the bay and offers wall-to-wall views of the water and breathtaking Ocean City sunsets. With an open floor plan and dual sliding glass doors, you’ll find the living space bright, airy, and perfect for relaxing or entertaining. You’ll love sipping your morning coffee on the balcony as boats drift by or winding down in the evening with front-row seats to the sunset show. Inside, both bedrooms are comfortably furnished, and the kitchen comes fully equipped so you can easily whip up meals after a fun day at the beach or boardwalk.

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No. 09

Half Mi to Beach: Bayfront Ocean City Condo, Deck

Entire condo

1 bedroom sleeps 4

<b>Registration Details</b><br />0088800

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No. 10

Open bayfront condo, free Wifi, gorgeous sunsets

Condo

2 bedroom sleeps 6

"<p style=""font-size: 16px; font-family: Helvetica, arial, sans-sarif;""> This unit includes linens and towels. A welcome package will be provided at check-in.</p> <hr> <p style=""font-size: 18px; font-family: Helvetica, arial, sans-sarif;""> Open bayfront condo with Wi-Fi and a beautiful sunset perfect for a family gathering or relaxing vacation by the bay! </p> <p style=""font-size: 16px; font-family: Helvetica, arial, sans-sarif;""> <b>Georgetown by the Sea 309</b> is a cute condominium located directly on the bay water. This <b>two-bedroom</b>, <b>two-bathroom</b> condo has a furnished balcony. This unit is the perfect place for you and your family to call home for a week!

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No. 11

1 Mi to Beach: Bayside Townhome in Ocean City!

Entire townhouse

3 bedroom sleeps 8

Visit Ocean City to stroll on beachside boardwalks, sample local salt-water taffy, and fish at the White Marlin Capital of the World. This bayfront 3-bedroom, 3-bath vacation rental townhome provides the perfect launching point for all your coastal Maryland adventures. Recline on 1 of 3 balconies, prepare your catch of the day in the full kitchen, or stream your favorite show on the Smart TV. When you're ready, walk to restaurants or take the kids to Splash Mountain Waterpark for some extra fun!<br /><br /><b>The space</b><br />Ocean City Rental License No. 0082020. Canal-Front View. Beach Gear. Free WiFi. Half-Mile Walk to Coffee & Restaurants <br /> <br />Bedroom 1: King Bed.

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No. 12

2 Mi to Ocean City Boardwalk: Gem w/ Pool + Marina

Entire condo

1 bedroom sleeps 2 shared pool

Comfort and convenience collide at this 1-bedroom, 1.5-bathroom Ocean City condo! The bayfront vacation rental boasts views of a community pool and marina, with plenty of other highlights nearby. Spend days lounging on the sandy Atlantic Ocean shore or peruse the many shops, restaurants, and amusement rides on the Ocean City Boardwalk, all just a 2-block walk from your door. When you’re ready to retire for the night, the condo offers a full kitchen and comfortable furnishings.<br /><br /><b>The space</b><br />0074285. Centrally Located. Free WiFi.

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No. 13

Lucayan Unit 44

Vacation Rental

2 bedroom sleeps 8

Welcome to your dream retreat in Ocean City, Maryland! This gorgeous two-bedroom, two-bathroom condo is ready to host you and your group of up to eight guests in style and comfort. From the moment you step inside, you’ll feel the luxury of its fully upgraded design, with every detail thoughtfully crafted for your relaxation. The open layout creates a bright, airy space, perfect for unwinding after a day of adventure while taking in stunning bay views from the living room. Step out onto your expansive waterfront balcony and let the beauty of the bay take your breath away. This is your front-row seat to Ocean City’s most spectacular sunsets.

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No. 14

Pool & Boardwalk Access: Bayfront Ocean City Condo

Entire condo

2 bedroom sleeps 6 shared pool

Ideal for beach enthusiasts, this updated 2-bed, 2-bath vacation rental condo in Ocean City offers a perfect coastal retreat. With its prime location, this retreat is just a short walk to the sandy shores and attractions of Ocean City Beach. After a day of beachcombing, take a dip in the community pool or challenge your friends to a match on the tennis court. With its convenient proximity to popular attractions like the Ocean City Boardwalk and Jolly Roger Amusement Park, this condo has it all!<br /><br /><b>The space</b><br />0073464. Washer & Dryer. Community Marina. Near Beaches & Theme Parks <br /> <br />Bedroom 1: King Bed. Bedroom 2: King Bed.

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No. 15

Bradley on the Bay 233-G is a bayside condominium

Condo

1 bedroom sleeps 4 private pool

Bradley on the Bay 233-G is a bayside condominium. This one-bedroom, one-bathroom condo has a furnished balcony with a great view of a quiet, family-friendly neighborhood and a glimpse of the bay. This unit is the perfect place for you and your family to call home for a week! Bring or rent a boat and dock it right by the property (for a fee). The living room is furnished with a futon, two matching chairs, and a flat-screen television. The futon is comfortable for two children to sleep on. The new wood-tiled floors are great for sandy feet. The glass-paneled door and wall-length windows allow plenty of natural light to brighten the space.

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No. 16

5 Corner Store Ln Sunset Island. Resort Community

Townhouse

5 bedroom sleeps 12 private pool

SALE!!! 20% off May pricing! 10% off July and August pricing! Things to Know Mandatory Sunset Island Resort Fee: $200 Summer 2025 (May 25 - Sept 6), paid directly to management at or before check-in Must be 25+ to rent and stay - no graduating HS groups. Parking for up to 3 mid-sized vehicles (2 in garage, 1 in driveway; large trucks/SUVs may not fit) Smart TVs and cable in the living room are provided! Things to Love Spacious 5-bedroom, 3.5-bath townhome ideal for large families or groups Access to Sunset Island’s pools, beaches, fitness center, and resort amenities Multiple balconies and a bright, open-concept living level perfect for gathering All linens & bath towels included!

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No. 17

Bahia Vista Unit 201

Vacation Home

4 bedroom sleeps 10 shared pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 2 spaces included All linens and bath towels are included for your stay Guests have access to the shared outdoor pool Things to Love Waterfront corner condo with a wide private balcony overlooking the bay Spacious layout with coastal murals, modern finishes, and abundant natural light Shared outdoor pool, elevator access, and walkability to the Boardwalk & attractions Welcome to Bahia Vista I 201, a bright and spacious bayfront retreat designed for relaxation and unforgettable Ocean City memories.

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No. 18

Bayview Grand 102 (check out incentives)

Vacation Home

4 bedroom sleeps 12 private pool

*15% discount on weekly rentals for balance of 2026 and 2027 if booked by August 31st. Late spring to early fall: Book either Thursday-Sunday, Sunday-Thursday, or stay for a full week from Thursday-Thursday or Sunday-Sunday Things to Know Must be 25+ to rent and stay - no graduating HS groups. Bayfront condo with direct bay views Rents Friday- Monday and Monday -Friday in Season 2 covered parking spaces included Seasonal bayfront outdoor pool (Saturday of Memorial Day Weekend through Sunday after Labor Day) Things to Love All linens & bath towels included!

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No. 19

Maresol 304

Condo

3 bedroom sleeps 8 private pool

Things to Know Must 25+ to rent and stay; No graduating HS groups Outdoor pool open seasonally- Pool code-1357 Cable TV access is available 2 assigned parking spaces included (1 covered, 1 uncovered; covered clearance 6’6”) Things to Love Direct bayfront condo with panoramic water views and stunning nightly sunsets Spacious furnished balcony overlooking the bay Elevator access and a midtown location close to Seacrets, Fager’s, Macky’s, Alley Oops, and more Welcome to Maresol 304, a bright and spacious direct bayfront 3-bedroom, 2-bath condo located in the heart of midtown Ocean City on 56th Street.

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No. 20

Maresol 310

Condo

3 bedroom sleeps 8 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 2 spaces included with your stay The outdoor pool is open seasonally (Memorial Day-Labor Day) All linens & bath towels included! Things to Love Bayfront balcony with stunning sunset views Spacious primary suite with jetted tub and private balcony access Seasonal outdoor pool and tennis courts for added fun Welcome to Maresol 310, your bayfront retreat in Ocean City. Located on the 3rd floor, this 3-bedroom, 2-bath condo offers sweeping views of the bay and a peaceful setting that still keeps you close to the excitement of Coastal Highway.

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No. 21

Sunset Island 2 Fountain Dr 2E

Condo

3 bedroom sleeps 8 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Mandatory Sunset Island Resort Fee applies (see fee schedule below), paid directly to management Parking for 2 vehicles included with the resort fee (1 covered space, 1 uncovered space) Occupancy limits are strictly enforced by the community Things to Love Sound-view home with private balcony overlooking the community pond Gated bayfront community with pools, private beaches, pier, and walking trails Resort-style amenities including fitness center, clubhouse, and waterfront dining Welcome to your Sunset Island getaway, located inside Ocean City’s premier gated bayfront community.

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No. 22

Eight on the Bay 2B

Condo

2 bedroom sleeps 6

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 2 reserved spaces This home is accessible only by stairs (no elevator) All linens and bath towels are included for your stay Things to Love Peaceful cozy canalfront corner balcony perfect for morning coffee or relaxing evenings Open, comfortable living space with full kitchen, high-top dining, bar seating, and streaming-capable TV Flexible sleeping layout with king bed, two twins, futon, and lay-flat sofa Discover a relaxing bayside retreat at Eight on the Bay 2B, a bright and inviting second-floor condo tucked along a quiet canal in North Ocean City.

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No. 23

Wight Bay North 243

Condo

2 bedroom sleeps 7 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Bayside waterfront condo with canal views Parking: 1 space included Close proximity to top Ocean City Bar - Seacrets! Things to Love Private balcony with peaceful canal and bay views Outdoor pool and community pier on site Short distance to the beach with quick access to Ocean City hot spots Welcome to Wight Bay North 243, a spacious 2-bedroom, 2-bath bayside waterfront condo offering relaxing canal views and a prime Ocean City location.

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No. 24

Bahama Princess U

Condo

2 bedroom sleeps 7 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Pick up the pool key at our office (109 77th st) in our lockbox Parking: 1 parking space available, additional first come first serve parking may be available There is cable TV All linens & bath towels included! Things to Love Direct bayfront with spectacular sunset views Seasonal outdoor pool and community pier East-facing balcony with sparkling city light views Welcome to Bahamas Princess U, a 2-bedroom, 2-bath bayfront condo with a spacious loft on 32nd Street in Ocean City, Maryland.

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No. 25

Bay Princess 414

Condo

2 bedroom sleeps 8 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 2 spaces included Seasonal outdoor pool (Memorial Day through Labor Day) There is no cable TV - Only Streaming available with Smart TVs Things to Love All linens & bath towels included! Beautiful bayfront condo with spectacular sunset views Large private balcony with outdoor seating Fantastic location, just under 2 blocks from the beach, shops, restaurants & activities Welcome to Bay Princess 414, a comfortable and inviting 2-bedroom, 2-bath bayfront retreat offering some of the best sunset views in Ocean City.

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No. 26

Bradley on the Bay 104

Condo

2 bedroom sleeps 8 shared pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 2 assigned spaces Linens & bath towels included Things to Love Bayside location with an outdoor community pool (open Memorial Day through Labor Day) Short, easy walk to the beach Spacious 1,250 sq ft layout ideal for families or small groups Welcome to Bradley on the Bay Condominiums, your bayside retreat with space for up to 8 guests. This 2-bedroom, 2-bath condo offers the best of both worlds, quiet surroundings off the main oceanfront and easy access to the beach just a short walk away. Mornings here feel easy and unhurried.

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No. 27

Sunset Corner @ Bradley on the Bay

Condo

2 bedroom sleeps 6 private pool

Things to Know Must be 25+ to rent and stay - no graduating HS groups Parking: 2 assigned parking spots. Pool: There is an outdoor pool which opens seasonally Things to Love Linens and towels included for every stay Two-bedroom, two-bath condo perfect for a family vacation or group of friends Private balcony with bay and street views to relax Free WiFi and central AC, pet-free and smoke-free Wake up to bay breezes in Bradley On the Bay, a two-bedroom, two-bath condo in midtown Ocean City Maryland. Located bayside, you’ll enjoy calm water views from your balcony and still be just a 6-minute walk (0.3 mile) to the Boardwalk and beach.

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No. 28

Bayfront Paradise, Pool, Boat Slip, Townhome

Townhouse

2 bedroom sleeps 8 private pool

Established OC rental under new management! Things to Know Must be 25+ to rent and stay - no graduating HS groups. Parking: 1 parking space directly in front of the unit; additional free street parking may be available Private dock available for guest use (9.5 ft wide) Outdoor pool access located behind the building directly across the street (open seasonally) All linens and bath towels are included Things to Love Private bayfront deck with stunning sunset views Dock your boat and fish or crab right from your backyard Walk to jet ski rentals, Jolly Roger Amusement Park, and just a 10-minute walk to the beach Welcome to Bayfront Paradise, your personal waterfront retreat in Ocean City.

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No. 29

Ocean City MD Bayfront Condo, Jay Furguson

Condo

2 bedroom sleeps 8 private pool

Experience relaxed atmosphere and incredible views in Midtown Ocean City. 1 1/2 blocks to the beach, pool on site, boatslips for rent weekly, fishing, sunsets to die for and next to the Convention Center. Of course Ocean City is surrounded by world class golfing for that spring outing or tournament. Perfect for families, golfers, beach lovers, boaters and Convention Center attendees alike. Create an experience you'll never forget Walk into the combined Living Room, Dining Room and Kitchen in this spacious 2 Bedroom 2 bath home. Light from the sunset streams through the double glass sliders begging a run to the attached private balcony.

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