Family-friendly vacation rentals in Wellington

A spacious pool area features a heated saltwater pool surrounded by tropical foliage and sun loungers. An outdoor dining area with a table and chairs invites relaxation, while the open concept living area showcases bright decor and ample natural light from large windows.

4.79 out of 5 average rating, 318 reviews

Paradise Pool Cottage in Wellington/WPB/Polo

Beautifully appointed resort style 2 bed, 1 bath cottage. Located 5 minutes away from the Equestrian and Polo Grounds and 20 minutes from stunning South Florida beaches. This boutique style spa home is perfect for a laid back vacation style trip to the WEF, a perfect base for exploring the Palm Beaches, an overnight concert trip to the Amphitheater and Sunfest. The tropical patio, heated saltwater pool and hot tub are ideal for relaxing around, with sun loungers, outdoor eating area and grill.

A screened-in patio highlights a clear blue pool surrounded by tropical landscaping. Lounge chairs are positioned nearby, and a child safety fence secures the area. The structure provides an inviting environment for relaxation with abundant natural light filtering through the screens.

4.99 out of 5 average rating, 131 reviews

*5 STAR* Family Friendly 3 Bed Home w. Heated Pool

Our Wellington home is perfect for equestrians, families or those just looking for home away from home while in the area. We don't use the word home lightly - this is our residence when we are in Wellington, so no detail has been overlooked. Complete with comfortable floor plan with renovated kitchen & baths. Details include hi-speed WIFI, smart-home, new washer/dryer and screened patio area w. kid fence - perfect for relaxing poolside, both day & night. Amenities for ALL kid ages from 0 - 18!

4.85 out of 5 average rating, 120 reviews

An unheated swimming pool with clear blue water is surrounded by a fenced patio. Lush palm trees frame the area, providing a tropical feel. The sunny sky enhances the serene atmosphere of the backyard space, with green grass visible in the background.

Bungalow in Wellington

Cozy waterfront king-bed bungalow in Wellington

Spacious 2150sqf waterfront pool house! Three charming French doors are leading from the master bedroom, dining and living rooms to a serene back patio with a view of the pool and waterfront. Minutes from the IPC, Equestrian centers, the Green Mall, and many restaurants and shops. 20 minutes from the ocean. Bring the whole family to this peaceful place with lots of room for fun and relaxation. For the fans of fishing, there is a rod with accessories in the garage for you to use and enjoy.

4.98 out of 5 average rating, 45 reviews

A spacious studio features a king bed with a light green bedding set, flanked by two lamps on wooden nightstands. A tropical mural of large leaves adorns one wall, while natural light filters through multiple windows. A cozy seating area with a sofa is also visible.

Guesthouse in Wellington

Florida-Themed Private Apartment near WEF

Relax in a sunny, Florida-themed studio with a king bed and a walk-in closet. This cozy apartment includes a kitchenette, washer/dryer, high-speed Wi-Fi, and a dedicated workspace. The apartment is attached to our house but has a private entrance and driveway for your convenience. While the backyard and pool are shared, you’ll have a peaceful room in a palm-inspired setting. We’re about a 20-minute walk from shopping and restaurants and a 10-minute drive from the World Equestrian Center.

A spacious outdoor patio features a shimmering pool surrounded by lounge chairs and a relaxing hot tub. Colorful pool floats are positioned in the water, while a shaded seating area offers comfortable furnishings. Lush greenery and a clear sky enhance the serene atmosphere.

4.98 out of 5 average rating, 48 reviews

Saddle Up in Style

Escape to this stylish Wellington retreat in the heart of horse country—minutes from stables, shows, and races. Enjoy a chef’s kitchen, and spacious outdoor dining perfect for family meals. Unwind with ping pong, board games, or a cozy movie night. For those working on vacation (seriously, why?), there’s a desk and monitor ready to go. We won’t judge—just don’t forget to hit the pool after those emails. Whether you're here for the equestrian scene or just to relax, this home has it all.

A spacious dining area features a wooden table with a floral centerpiece. Four upholstered chairs surround the table, and large artwork depicting horses adorns the wall. Soft natural light fills the room, highlighting the light-colored walls and creating a welcoming ambiance.

5 out of 5 average rating, 41 reviews

The Lap of Luxury in the heart of Wellington

Beautifully renovated ranch-style home in the Eastwood section of Wellington, less than 10 mins from the National Polo Center in Palm Beach. The home is furnished with high end appliances & distinguished furniture, incl a Panama Jack Master BR set w/ King Serta mattress. (2 Queen BRs also). Relax in the lanai & enjoy delicious mangos off the backyard tree in season. The backyard is fenced in. Large garage. Enjoy entire home in quiet & delightful neighborhood close to everything!

4.86 out of 5 average rating, 182 reviews

A refreshing pool area is featured, bordered by a white fence and lush greenery. Two lounge chairs are positioned beside the pool, along with a colorful beach ball floating in the water. Palm trees provide a serene backdrop against a clear blue sky.

Home in Royal Palm Beach

Big Pool House/ Great Area/ 3bdrms and 2 baths

Beautiful 1 story Home. POOL , SMALL CANAL IN THE BACK 3 bdrms+ 2 full bathrms 8 guests. Pet friendly (Max 2 dogs) Great for families looking for a peaceful getaway. Bbq grill (propane provided). Great location! 15- 20 minutes from downtown WPB and Palm Beach International. Easy 25- 30 minutes access to closest beach. Shops, Restaurants, Target: 5 - 10 minutes away. Parking on premises 3 cars on driveway. POOL NOT HEATED. NO HOT TUB ON PREMISES. $50 PET FEE/PER PET

5 out of 5 average rating, 48 reviews

Elegant & Glamorous way private pool with heater

Welcome to this spacious and stylish home designed for guests who enjoy comfort, luxury, and beautiful surroundings. This large property features a sophisticated blend of modern elegance and glamorous details, creating the perfect atmosphere for unforgettable family vacations. open living spaces with high-end décor, comfortable seating, and a warm, inviting ambiance. The home offers multiple bedrooms, ideal for large families or groups who want to relax together

The exterior of the home is viewed from a distance, showcasing a spacious driveway leading to a two-car garage. Lush greenery surrounds the property, with palm trees and landscaped gardens enhancing the tranquil environment.

4.93 out of 5 average rating, 102 reviews

Entire Home With Luxury Pool and Heated Spa

Escape to a luxury 3-bed, 2-bath South Florida oasis in the heart of Wellington. This private home comfortably fits 6 guests and features a large swimming pool, hot tub, two living rooms, and a fully equipped kitchen. Perfectly located, you can walk to local shops, diverse restaurants, and a movie theater. Enjoy the ultimate relaxing getaway with exclusive access to your own private paradise, complete with a BBQ grill and a two-car garage for your convenience.

4.96 out of 5 average rating, 23 reviews

Newly Renovated House with Luxury Pool

Villa Matilda is a brand-new luxury modern 2-bedroom, 1-bath home perfect for couples, families, or equestrian guests. Enjoy a bright open living space, fully equipped kitchen, cozy bedrooms, and a sparkling private pool. Relax in the serene backyard, sip your morning coffee, or take advantage of nearby riding trails and stables. Stylish, comfortable, and private — the perfect Florida retreat for sun, relaxation, and adventure!

4.99 out of 5 average rating, 226 reviews

An open studio layout showcases a comfortable sleeping area with a plush queen-size bed. A fully equipped kitchen featuring stainless steel appliances is visible, alongside a dining table and chairs. A cozy seating area includes a stylish chair, while natural light brightens the space.

Guesthouse in Lake Worth

Secluded Guest House | Upscale Wellington

Escape to your own private retreat in one of Wellington's most beautiful and sought-after neighborhoods. This secluded guest house is the perfect base whether you're here for a beach day, exploring South Florida, or simply unwinding in a quiet, upscale setting. Enjoy complete privacy, stylish comfort, and everything you need for a relaxing stay — just minutes from the beach, golf, shopping, and dining.

Home in Loxahatchee Groves

The exterior of a single-story home is presented, featuring a landscaped front yard with neatly trimmed grass and palm trees. A long driveway leads to a two-car garage. The entrance is centrally located, framed by lush greenery.

4.9 out of 5 average rating, 280 reviews

POOL, 4 BEDROOMS -SPACIOUS HOUSE IN ROYAL PALM BCH

Spacious 1 story house in the heart of Royal Palm Beach. Ideal for equestrian and golf lovers (good proximity to equestrian activities and golf courses) 4 bedrooms 2 full bathrooms Private backyard & bbq grill. Pool area. Screen enclosure . Located in quiet neighborhood near shops, restaurants, Wellington mall. Great area about 20 minutes from Palm Beach International Airport. Pool is not heated.

Popular amenities for Wellington family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.81 out of 5 average rating, 156 reviews

A serene backyard scene features two lounge chairs positioned near a sparkling pool. Soft lighting surrounds the area, casting a warm glow on the patio and nearby seating. Lush greenery and a clear sky enhance the tranquil atmosphere.

Home in Lake Worth

Canal-1 3/2 Beach Style House with Heated Pool

4.85 out of 5 average rating, 288 reviews

A spacious heated pool glistens under bright sunlight, surrounded by lush tropical plants. Comfortable lounge chairs are positioned along the deck, with two decorative planters adding a touch of elegance. A basketball hoop stands ready for play, creating an inviting outdoor space.

Home in Lake Worth

#1 Lake Osborne Tropical Pool Oasis HEATED POOL

4.92 out of 5 average rating, 119 reviews

A serene outdoor space features a custom-built pool with a spa, surrounded by landscaped greenery. The patio area includes seating and tables, providing a relaxing environment for outdoor dining and leisure. Sunlight reflects off the turquoise water, creating a soothing atmosphere.

Home in North Palm Beach

Beautiful Pool Home with Spa, close to Beaches

The outdoor area features a spacious pool deck surrounded by palm trees and a serene waterfront view. Comfortable lounge chairs are positioned nearby, and the inviting pool is enhanced by underwater lighting. A peaceful atmosphere is created by the lush greenery and calm water.

4.89 out of 5 average rating, 121 reviews

Peaceful Waterfront 5BR Home-Pool Spa

4.83 out of 5 average rating, 257 reviews

A hot tub is positioned alongside a tranquil body of water, with clear blue water bubbling within. Two glasses are set beside a bottle of wine on the edge. Lush greenery and a fence frame the background, contributing to a serene outdoor environment.

Home in Boynton Beach

Beautiful house with jacuzzi and pool table!

A tranquil garden space features a well-maintained lawn and colorful outdoor seating, providing a serene retreat. A hot tub is visible in another area, surrounded by greenery. The living room showcases a comfortable seating arrangement with a coffee table and decorative plants, while a cozy bedroom highlights a spacious bed with neutral bedding and stylish art.

4.99 out of 5 average rating, 256 reviews

Cottage with Putting Green, Hot Tub, & Garden

Guesthouse in Flamingo Park

A bright bedroom features a spacious bed with a textured white cover. Soft blue pillows are arranged neatly, and a cozy chair is placed beside a vintage-style trunk. Natural light enters through two large windows, complemented by light green blinds, creating an inviting atmosphere.

4.98 out of 5 average rating, 527 reviews

Key West Style Suite with Pool/Spa

Guesthouse in West Palm Beach

A comfortable living area is presented with a spacious sectional sofa and a stylish ottoman. A flat-screen television is mounted on the wall, and natural light enters through large, sheer curtains. A decorative plant is placed on a small side table, enhancing the room's aesthetics.

4.91 out of 5 average rating, 138 reviews

Modern & Cozy house 2/2 with hot tub

Family- and pet-friendly home rentals

Guest suite in The Acreage

A well-lit bedroom features a queen-size bed with white linens and a decorative throw. A mirrored closet and a modern desk with a chair are visible. Soft curtains frame a window, contributing to the room's bright and airy ambiance.

4.97 out of 5 average rating, 237 reviews

Private Equestrian Retreat Suite

5 out of 5 average rating, 21 reviews

Camper/RV in Wellington

Quiet Retreat

5 out of 5 average rating, 18 reviews

Paradise in Equestrian Walk

A single-story home is displayed with a large, shaded front yard, featuring a prominent tree. The roof is finished in neutral tones, complemented by a spacious driveway leading to a two-car garage. Surrounding greenery adds to the tranquil setting.

4.96 out of 5 average rating, 57 reviews

Comfy House in Nice Neighborhood

Guest suite in Wellington

A spacious living area showcases a comfortable brown sofa facing a wall-mounted TV. A light-colored coffee table is placed on a patterned rug. Kitchen amenities, including a large refrigerator and microwave, are visible along one wall under bright, natural light from two windows.

5 out of 5 average rating, 113 reviews

Wellington Guest Suite

An outdoor pool area is enclosed by a screened structure, showcasing a curved pool with clear blue water. Two lounge chairs are positioned beside the pool on a tiled deck. Lush greenery is visible through the screens, providing a sense of privacy.

4.91 out of 5 average rating, 23 reviews

Elegant pool home in quiet Equestrian area

A two-story retreat is shown from the front, featuring a clay tile roof and gentle landscaping. Tropical plants and palm trees frame the entrance, while a spacious driveway leads to a double garage. A welcoming atmosphere is created by large windows allowing natural light.

5 out of 5 average rating, 26 reviews

Sunny Oasis| Pool| Top Location |Big Patio| 4 BR

4.95 out of 5 average rating, 66 reviews

A contemporary living area features a spacious white sectional sofa adorned with colorful accent pillows. A sleek coffee table sits nearby, showcasing a decorative plant. A modern kitchen with white cabinetry and barstools is visible, complemented by warm lighting from pendant fixtures.

Villa in Wellington

Alluring Luxury Oasis: Modern Comfort & Relaxation

Family-friendly home rentals with a pool

An open-concept living space features a comfortable seating area with dark sofas and decorative pillows. A wooden dining table is set for several guests. Ceiling fans provide airflow, while large windows allow natural light to brighten the room. A modern kitchen is visible in the background.

4.95 out of 5 average rating, 155 reviews

Beautiful 3-bedroom, 2-bathrooms house with pool

An outdoor tiki area is illuminated under a thatched roof, featuring comfortable seating and a natural wooden table. A swimming pool can be seen in the background, surrounded by lush tropical landscaping. The space is designed for relaxation and enjoyment in a serene setting.

4.93 out of 5 average rating, 92 reviews

Tropical oasis with amazing tiki, pool

Home in Loxahatchee Groves

A screened-in area showcases a private pool with clear blue water, surrounded by a spacious paved deck. Steps lead down into the pool, and two lounge chairs are positioned nearby. Lush greenery is visible in the background, enhancing the serene setting.

4.92 out of 5 average rating, 48 reviews

The Gordon Camelot- 4bedrooms | 3 bathrooms| Pool

4.99 out of 5 average rating, 136 reviews

Home in Flamingo Park

Chic Casa • Resort Style Pool • Near Palm Beach

4.79 out of 5 average rating, 14 reviews

4/2 Cozy home! 1,2 acres/Amazing Pool/WEF-15min

A single-story residential home is depicted with a light exterior and a large front yard. A driveway leads to a two-car garage, and a wooden mailbox in the shape of a bear stands alongside well-maintained green grass. Palm trees and shrubbery provide a natural border.

4.9 out of 5 average rating, 48 reviews

Wellington's Blue Horse

4.88 out of 5 average rating, 130 reviews

A spacious bedroom features a large bed with a textured white comforter. A floor lamp and a wooden nightstand are positioned beside the bed. Natural light filters through a covered window, while a decorative plant adds a touch of greenery to the corner.

Home in Royal Palm Beach

Royal Palm Oasis

The outdoor area features a heated pool and a hot tub, surrounded by lush tropical landscaping. Comfortable seating is arranged near the pool, with a shaded area provided by a tiki hut. The sunlit sky enhances the serene atmosphere of the space.