Holiday rentals with a pool in Wildwood

The living area is arranged with a light-colored sofa and two wicker chairs, creating a cozy seating arrangement. A small dining table with two chairs is positioned nearby. A television is mounted on the wall, and natural light filters in through the windows, complemented by dark curtains.

5 out of 5 average rating, 42 reviews

Ocean Blue An Oasis At The Beach

From our family to your family. At Ocean Blue, you're just steps away from the white sand & sunshine of Wildwood Crest Beach in this inviting & newly renovated 1-bedroom, 1-bath condo. The welcoming & comfortable interior of this condo makes for the perfect retreat after a day exploring Wildwood & all it has to offer. You'll enjoy your morning coffeeon the patio, take a dip in the pool, & the amazing Wildwood Boardwalk & its one-of-a-kind amusement angame Piers are just a short distance away

Apartment in Wildwood Crest

4.92 out of 5 average rating, 179 reviews

Oceanfront Condo | NEW Retro Design | Beach + Pool

NEWLY REDESIGNED WITH WILDWOOD RETRO-INSPIRED VIBES!!STEPS to the beach, 5-minute drive to the boardwalk, and 10 minutes to Cape May! This thoughtfully redesigned studio condo now features a nostalgic Wildwood retro-inspired design blended with modern comforts. With sleeping for 4 (1 NEW queen Murphy bed & 1 NEW sleeper sofa), it's perfect for couples or small families looking for a stylish oceanfront getaway. Enjoy breathtaking ocean views right from your room! Follow Us @ thecrestbeachhouse

4.95 out of 5 average rating, 135 reviews

An outdoor space features a heated swimming pool surrounded by a concrete patio. Comfortable seating options include several couches and chairs. A large umbrella provides shade, while a hot tub is positioned nearby. String lights and greenery enhance the backyard ambiance.

Home in Lower Township

Relaxing Getaway

Enjoy the shore at this fully renovated luxurious beach house. This 3 bedroom 2 bath (with sleeper Sofa) can sleep up to 12 people. The space has been recently renovated. New kitchen, new bathrooms, brand new carpets, and hardwoods. An amazing in ground heated pool, with 8ft privacy fence highlight the back yard. The back yard also features ample seating, a fire pit, and a brand new 7 person hot tub. This is the perfect getaway for any family or families looking for fun at the jersey shore.

5 out of 5 average rating, 14 reviews

Wildwood WaterPark Condo

This spacious 3-bed, 2.5-bath condo sleeps up to 10 and is just a short walk from the boardwalk, beach, Morey’s Piers and waterparks. Enjoy morning coffee on the patio, family fun at the boardwalk, and evenings relaxing after a day in the sun. ⭐ Why Guests Love Staying Here ⭐ 5-Star rated Superhost Sleeps 10 perfect for families & groups King Size Bed Onsite parking Pool access Game room Beach equipment Cable and internet Linens Towels Keurig coffee maker Murphy Bed Waterpark proximity

4.95 out of 5 average rating, 20 reviews

Beach Bungalow

You’ll love the stylish décor of this charming place to stay. Second floor, one bedroom condo 1.5 blocks from beach and boardwalk. Bedroom includes 1 full size bed, one twin over twin bunk bed and a Roku TV. Living room has a sofa and a Roku TV. Kitchen table for three. Galley kitchen includes 2 burner stove, full size refrigerator, microwave, Keurig, toaster oven and all kitchen accessories. Bathroom has a bathtub and shower with amenities. ***GUESTS MUST BRING THEIR OWN SHEETS AND TOWELS***

A cozy living area showcases a blue sofa and a rug with intricate patterns. A ceiling fan is present above, while a modern kitchen and dining area can be seen in the background. Light-colored walls enhance the space with a welcoming ambiance.

4.93 out of 5 average rating, 41 reviews

Beachside Escape: Cozy 1BR Condo

Our charming 1BR 1 bathroom condo in Wildwood is just one block away from the vibrant boardwalk. This cozy beach oasis is perfect for your vacation. Inside, you'll find a comfortable living area where you can unwind on the plush sofa and enjoy your favorite shows. The fully equipped kitchen has everything you need. Our condo offers pool access and a parking spot. Just steps away from the boardwalk, you'll have easy access to shops, restaurants, and entertainment. Book your stay today!

A queen bed is dressed in a blue and white striped quilt, with navy pillows atop. Nightstands are positioned on either side, each featuring a lamp. A decorative artwork of an octopus is displayed above the headboard, adding a nautical touch.

4.96 out of 5 average rating, 165 reviews

Where your toughest decision is beach or pool!

*We do not rent to groups under the age of 25. The furnishings are very comfortable, clean & sanitized. With a queen bed in each room (new mattresses 2023) and sofa bed in the living-room, it easily sleeps 4-6 people (four adults, two children). Use it as a base to explore the area and enjoy the beaches/local attractions, or just relax by the pool. Wifi throughout condo and Apple TV in both bedrooms. Two blocks to the marina & 5 blocks to the beach, this Wildwood condo is ideally located.

A modern studio apartment features a queen-sized bed adorned with anchor-patterned bedding and a light blue accent wall. A small breakfast bar with two stools is situated nearby, complemented by a kitchenette with sleek appliances. Natural light streams in from a large window, illuminating the cozy seating area.

4.9 out of 5 average rating, 31 reviews

Studio at the Shore w/Pool + Parking- 5min 2 beach

Welcome to our Wildwood Beach Studio! Featuring an amazing location just 1.5 BLOCKS to the beach & boardwalk, grills, heated POOL(closes Sept 28), PARKING, fully stocked kitchen, all bedding & sheets included, elevator accessibility and communal washer/dryer space. Enjoy the coffee & tea bar then head out! Dozens of restaurants & entertainment just a short walk away. Recently renovated in 2023, this studio is perfect for couples or single travelers looking to spend time at the Jersey shore

5 out of 5 average rating, 17 reviews

A tranquil exterior view of a charming beach house is presented, featuring a covered porch with white railings. Large windows allow light to enter the interior, and vibrant flowers in planters enhance the welcoming atmosphere. A fenced yard provides privacy and space for outdoor relaxation.

Home in Middle Township

5-Star Beach Retreat w Pool & Outdoor Movies | CMC

5★ CLEAN Private Beach area House w/ Pool + Cinema + Fire Pit 3BR/2BA Luxury Retreat near Stone Harbor, Cape May, Wildwood Beaches FREE Parking + WiFi + Beach Tags Perfect for Families, Individuals, Groups, & Couples Minutes to Cape May, Wildwood, Ocean City Unique Outdoor Movie Screen Quiet Neighborhood Self Check-in Guest Favorite Book Now—Your Dream Jersey Shore Escape Awaits! #JerseyShore #CapeMay #BeachHouse #Pool #Vacation Rental #FamilyVacation #BeachGetaway #BeachLife

A spacious living room features a large sectional sofa and a floor-to-ceiling gas fireplace. Natural light filters through the plantation shutters, highlighting decorative plants and a round mirror. A large TV is mounted above a white-brick fireplace, creating a cozy gathering space.

4.99 out of 5 average rating, 168 reviews

Hot Tub Backyard Oasis in Private Beach Neighborhd

Start your morning soaking in the hot tub, or sipping coffee in rocking chairs on the front porch. Just 1 block away, have the beach all to yourself in this truly secluded beach neighborhood. Enjoy one of the local waterfront eateries or the neighborhood pool. Spot a school of dolphins under a red-sky sunset before returning home to enjoy the night sea breeze and a movie in front of a wood burning fire in the outdoor gazebo. Click our icon to check out our other Cape May homes!

4.97 out of 5 average rating, 129 reviews

A spacious backyard features a circular arrangement of navy blue Adirondack chairs surrounding a fire pit, placed on a bed of gravel. The modern farmhouse stands in the background, showcasing a wraparound porch and large windows that reflect the clear blue sky.

Home in Cape May

Mystical Cape May's Modern Farmhouse: The Widmore

Mystical Cape May's "The Widmore" Incredible brand-new modern farmhouse situated on over 1.2 acres, on a culd-de-sac, neighboring the Isaac Smith Vineyard and with no neighbors! (Well, they live across the street) 4 Bedroom, 2.5 Bath, large kitchen, oversized dining room, in ground swimming pool, Fireplace, outdoor fire pit, endless parking and completely quarantine and social distance friendly. 10 minute bike ride to the beautiful beaches of Cape May (4 min by car)

A light-filled living area is presented, featuring a gray sectional sofa paired with a dark accent chair. A round coffee table sits atop a neutral area rug, while a dining table is partially visible to the right. Large windows provide views of an outdoor space.

4.89 out of 5 average rating, 120 reviews

Newly renovated 1 bedroom condo with pool

Have fun with the whole family at this newly renovated condo. 2 blocks from the beach and Sunrise park. 2 blocks from Sunset lake. Relax by the seasonal pool. Enjoy the boardwalk and mini golf. Have a drink and check out a band. Indulge at one of the many fine restaurants. Minutes from bike rental, crabbing, fishing, dolphin watching. Historic Cape May is only minutes away. 1 bedroom with 2 full size beds 1 queen sleeper sofa and additional futon. Fully stocked kitchen.

Popular amenities for Wildwood rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious outdoor area is highlighted by a glistening pool, with a backdrop of a yellow two-story home. Red lounge chairs are arranged around the pool, and a large red umbrella provides shade. Fencing surrounds the pool, ensuring a private retreat.

4.84 out of 5 average rating, 140 reviews

Beautiful 5BR house with inground salt water pool

A charming two-story home is framed by vibrant flower beds and lush greenery. The front porch features white railings and a welcoming entrance, while blooming flowers add color to the outdoor space. Sunlight brightens the façade, emphasizing the inviting atmosphere of the property.

4.93 out of 5 average rating, 135 reviews

Wilde Rose By The Bay - Salt water Inground pool

Home in Cape May Court House

A spacious backyard features a newly constructed pool and spa surrounded by a stone border. Comfortable lounge chairs and seating areas are arranged nearby. A light blue home is visible, with a large patio door leading inside. Lush greenery adds to the inviting atmosphere.

4.89 out of 5 average rating, 123 reviews

7 Bedroom| Beach| Pool| Walk to Bars & Restaurants

An indoor heated pool area is enclosed with a glass structure, featuring a water slide and tropical plants. Comfortable lounge chairs are positioned along the pool's edge, offering a relaxing space. Sunlight filters through the glass, creating a bright atmosphere.

4.95 out of 5 average rating, 107 reviews

YEAR ROUND Beachfront Pool Paradise Cape May Beach

4.96 out of 5 average rating, 103 reviews

An outdoor space features a swimming pool with an integrated waterfall, surrounded by lounge chairs and a shaded seating area. A patio table and chairs are positioned nearby, along with a rustic shed in the background. Greenery provides a natural border to the area.

Home in Stone Harbor

OASIS Stone Harbor for 12 People + Pool

4.97 out of 5 average rating, 108 reviews

A heated saltwater pool is surrounded by a paved patio, featuring several lounge chairs positioned on one side. A blue umbrella provides shade near the pool, while a white fence encloses the area, creating a private outdoor space.

Home in North Cape May

Bay Block Home, heated saltwater pool open!

4.87 out of 5 average rating, 102 reviews

A charming two-story house is set in a landscaped yard filled with vibrant flowers. A spacious front porch with decorative seating is visible, leading to an entrance framed by large windows. Lush greenery surrounds the home, contributing to a welcoming exterior.

Home

Beautiful beach home w/pool, hot tub, porch

4.83 out of 5 average rating, 160 reviews

Steps to the Bay | 3BR w/ Pool |Pet Friendly!

Apartment rentals with a pool

Apartment in North Wildwood

The exterior of the two-level condo is depicted, featuring a light green facade with white railings and balconies. The entrance, with a white door and copper awning, is shown along with two garage doors below. A landscaped area with minimal shrubs is visible next to the driveway.

4.96 out of 5 average rating, 127 reviews

Beach block condo, pool/spa, 2 parking, 4 bdrms

A heated pool is surrounded by lounge chairs and umbrellas under a clear blue sky. Guests enjoy the refreshing water, while a two-story building with balconies provides a backdrop. The pool area features white fencing, adding to the inviting atmosphere for family-friendly relaxation.

4.96 out of 5 average rating, 52 reviews

Wildwood Crest Beach~ Ocean Views~ Pool~ Sun~ Fun

4.88 out of 5 average rating, 17 reviews

1 Bedroom 2 Bath 1st floor unit w/pool by boards.

Apartment in North Wildwood

The exterior of the Lampost Condominium is depicted, featuring a two-story building painted in light blue. A sign reading 'Lampost' is prominently displayed on the roof. Parking spaces in front accommodate multiple vehicles, with staircases leading to the second floor. Lush greenery can be seen in the background.

4.72 out of 5 average rating, 93 reviews

Lampost Condo 3rd Floor Beach Block

Apartment in Wildwood Crest

A multi-story oceanfront building is set against a dramatic sky, featuring illuminated windows that suggest an inviting atmosphere. The property is flanked by sandy areas and surrounded by greenery, highlighting its proximity to the beach.

4.98 out of 5 average rating, 52 reviews

Oceanfront 3BR Condo with Pool |Family Friendly

An open-concept living area features a light-colored wooden ceiling and a ceiling fan. A well-lit kitchen is visible with a breakfast bar adorned by three mint green stools. A wall clock and decorative fishing net add coastal touches to the inviting space.

4.9 out of 5 average rating, 42 reviews

Shore Shack Chic

Apartment in North Wildwood

A clear view of the swimming pool surrounded by lounge chairs and a well-maintained courtyard. The three-story building features white railings and balconies, with flags displayed on the front. Lush green landscaping complements the serene pool area.

4.9 out of 5 average rating, 77 reviews

1 BED/1 BATH HEATED POOL BEACH CONDO FOR RENT

Apartment in Wildwood Crest

A panoramic view captures the expansive ocean meeting the sky, with soft waves rolling onto the sandy shore. The horizon showcases a mix of blue and white clouds, while the grassy area in the foreground includes a playground, enhancing the coastal scenery.

5 out of 5 average rating, 40 reviews

Oceanview Wildwood Crest Penthouse Level Condo

Other holiday rentals with a pool

4.83 out of 5 average rating, 138 reviews

A three-story house is framed by a white picket fence and a paved driveway. The exterior exhibits taupe siding with a contrasting red porch. Window frames are painted in a coordinating color, and the sky appears cloudy, adding a moody ambiance to the scene.

Home in Wildwood

Private Pool Large Deck w/ Gas Grill 2 Car Parking

Townhouse in North Wildwood

A heated saltwater pool is surrounded by a patio area featuring several lounge chairs and tables with umbrellas. The pool is framed by a white fence, with a backdrop of contemporary townhouse structures in soft gray tones.

4.95 out of 5 average rating, 44 reviews

North Wildwood Townhome with Heated Saltwater Pool

4.96 out of 5 average rating, 48 reviews

An open living area is seen with a large, plush area rug covering the floor. A light-colored sofa and armchair are positioned around a coffee table, while a dining area with a round table and chairs is visible nearby. Natural light floods in from large windows.

Home in Wildwood

Newly renovated Wildwood Home

5 out of 5 average rating, 3 reviews

N. Wildwood |Beach | Pool |2 Park'n -10 ppl-3 bdrm

A light-filled living area features a cozy blue sofa adorned with decorative pillows. Two accent chairs with a geometric pattern complement the space, while a coffee table is centered between them. Window treatments allow natural light to filter in, enhancing the serene ambiance.

5 out of 5 average rating, 10 reviews

Perfect Beach Vacation Home Away From Home

The exterior of a two-story condo building is shown, with a modern design featuring white and light blue walls. Complemented by neatly arranged landscaping, the entrance is marked by stairs leading up to the second level. A vibrant sunset casts colorful tones across the sky.

5 out of 5 average rating, 5 reviews

1.5 Blocks from Beach with Pool

4.91 out of 5 average rating, 34 reviews

The exterior of the condo complex is revealed, showcasing a modern two-story building with large glass doors and a prominent sign. A white railing lines the balcony, while a stylish patio area is visible on the ground level, surrounded by landscaped grounds.

Flat in North Wildwood

Wildwood Dreams

The bedroom features two spacious beds topped with light green linens, complemented by decorative pillows. A mirrored wall reflects the soft natural light, while artwork adorns the walls. A bedside table with a lamp sits between the beds, adding to the tranquil ambiance.