Rentals with Pools

Shorewood Real Estate Vacation Rentals with Pools. Condos with community pools are sure to please everyone in the family. Indoor Pools, Outdoor Pools, Tennis Courts and other amenities are available.


Properties Available 23 properties available
Oceanfront Luxury Home – Your Dream Getaway Awaits! Welcome to "Magical Dreams," a stunning oceanfront single-family home offering luxury and comfort with 5 bedrooms (including 3 king oceanfront suites) and 2 bonus rooms. This spacious 5,850 sq ft home features a total of 5½ baths, custom millwork, beautiful furniture, and high-end DreamCloud mattr
Hot HOT 75
Magical Dreams
Single Family -
Elevator • Pool Table
Bedrooms 5 bedrooms
Bathrooms 5 baths
Beds 8 beds
Rating 4.7 (18)
Welcome to this beautiful 3-bedroom, 3-bath end-unit condo on the 3rd floor, offering stunning views of the ocean, inlet, and pool! With convenient elevator access, this condo at The Emerald Isle Pointe is ideal for relaxation – featuring rolling dunes, pristine beaches, and amazing sunsets! Living Area Inside, enjoy a bright, open layout with upda
Open week of 7/26! Open week of 7/26!
Open week of 7/26!
Point Emerald Villas E-305
Condo -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Beds 4 beds
Rating 5 (8)
Enjoy stunning views at this oceanfront cottage with a private pool, composite decking, 4 bedrooms, plus a bonus room, and 3 bathrooms. Sleeping arrangements include: Queen, 2 Singles, Queen, Queen, and a single daybed with a trundle. Location: Conveniently located in the 7000 block of Ocean Drive, it’s just a short bike ride to town for shopping
My Point of View
Single Family -
Private Pool
Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Beds 6 beds
Rating 5 (8)
Nestled in the Pebble Beach Complex, this attractive end-unit condo is the perfect getaway, offering a screened porch with relaxing views of both indoor and outdoor pools. Living Space The open living area provides comfort with central air, ceiling fans, Wi-Fi and cable. A washer/dryer is also included for convenience. Kitchen: Fully stocked kitche
Pebble Beach I-101
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Beds 1 beds
Rating 5 (1)
Dive into relaxation at this second-floor ocean view condo in the Pebble Beach Complex. With three bedrooms and two bathrooms, this stylish retreat offers everything you need for a relaxing stay. Bedrooms Each bedroom features its own balcony and comes in a variety of sleeping arrangements. Master Bedroom: Bedroom with a king bed, a private bathroo
Pebble Beach B-205
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Beds 3 beds
Rating 5 (1)
West Sound Story - 1002 Emerald Drive New Construction (2025) | Private Pool | Elevator | 4 Bedroom | 3.5 bath | Duplex This relaxing beach oasis is conveniently situated between the ocean and the sound. An open, reverse floorplan allows you to enjoy spectacular views of the surrounding water and the convenient elevator provides smooth, seamless a
Open week of 7/19! Open week of 7/19!
Open week of 7/19!
West Sound Story
Duplex
Private Pool
Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Beds 4 beds
Charming Semi Oceanfront Cottage with Private Pool! Welcome to this charming cottage just 1 lot from the ocean with wonderful ocean views! Featuring a private pool (non-heated), this 5-bedroom, 3-bathroom haven is perfect for your next vacation. Amenities include central air and heat, cable TV, washer/dryer, a pack-n-play and a highchair. Top Level
Mint Julep
Single Family -
Private Pool
Bedrooms 5 bedrooms
Bathrooms 3 baths
Beds 8 beds
Rating 4.4 (12)
Enjoy stunning ocean views from this top-floor, oceanfront condo with 2 bedrooms and 2 bathrooms (K*2S). This condo comes with Wi-Fi, 3 TVs, and a washer/dryer for added convenience. Bedroom 1: A plush king mattress ensures restful nights in the master suite, which also features a relaxing Jacuzzi tub and stand-up shower. Bedroom 2: Two single beds
Pier Pointe 1B3 West - Bldg 2913
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Beds 3 beds
Rating 5 (11)
This ocean front condo is conveniently located on the 1st floor. Featuring two bedrooms and two baths, this condo comes with Wi-Fi, 3 TVs, a washer/dryer, and direct beach access via boardwalk from the living room. Bedroom 1: Featuring a queen bed, a flat-screen TV, and a full bathroom with a walk-in shower (no tub). Bedroom 2: Queen bed and a flat
Pier Pointe 5A1- Bldg 2809
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Beds 2 beds
Rating 5 (1)
Enjoy views of both the ocean and the sound from this 3rd row, single family home. Ocean Bliss is a dog-friendly cottage with a game room and a 16'x32', 2.5ft-5ft deep, private pool. This home offers 4 bedrooms and 4 bathrooms -- (Q*Q*Q*B) and an bonus trundle*QSS in the game room. Ground (Entry Level) Game Room: Enter into the game room, which in
Ocean Bliss
Single Family - Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Beds 5 beds
Rating 4.6 (5)
Bikini Cove: A Coastal Gem Discover the charm of Bikini Cove, a true treasure of the island!Location: Enjoy the perfect balance of relaxation and fun while soaking up the breathtaking ocean views from this semi-oceanfront (2nd row) beach cottage. Take advantage of easy beach access right at the end of your driveway (see photos 6 and 7). Nestled at
Bikini Cove
Single Family -
Pool Table • Elevator
Bedrooms 5 bedrooms
Bathrooms 6 baths
Beds 7 beds
Rating 5 (8)
Enjoy stunning ocean views from this elevated semi-oceanfront home, just the second lot from the beach! This spacious single-family home offers a private pool, hot tub, and a game room for the perfect vacation getaway. With a reverse floor plan, the home features 5 bedrooms and 5.5 baths, including 2 master suites. Sleeping arrangements include: Ki
Hot HOT 57
Simplicity
Single Family -
2nd Row to Ocean
Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Beds 6 beds
Rating 5 (5)

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