Family-friendly vacation rentals in Wellington

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, 152 reviews

Beautiful 3-bedroom, 2-bathrooms house with pool

Welcome to La Casa De Las Dos Palmas, located in a friendly West Palm Beach neighborhood. PBI Airport 5 min away, beaches and downtown 10 min, Supermarkets 4 min. Each room comes with Roku TV. Fully furnished, including washer and dryer, gas grill, coffee maker, dishwasher, toaster, stove with air fryer, WiFi, dimmable lights, and more. The property has an independent apartment with it’s own entrance for two people maximum. It’s completely separate from the house. Backyard and pool are shared.

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, 316 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.

4.99 out of 5 average rating, 216 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

Upscale Private Wellington Guest House | Near WEF

Private upscale guest house in the heart of Wellington, perfect for equestrian events, seasonal stays, business travel, or relaxing getaways. Features a fully equipped kitchen, renovated bathroom, washer and dryer, comfortable sleeping area, WiFi, TV, and private patio in a quiet upscale neighborhood. Minutes to WEF, polo grounds, beaches, restaurants, shopping, and golf. Enjoy privacy, comfort, and convenience in one of Wellington’s most desirable locations. Ideal for short or extended stays.

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, 130 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!

A bright, open kitchen features modern appliances and a central island with bar seats. The dining area includes a table with chairs, positioned adjacent to a large sliding glass door that offers views of the outdoor space and allows natural light to flood the room.

4.97 out of 5 average rating, 199 reviews

Priviliged Location/ Direct access to Nature Park

MODERN 3BEDS/2 BATHS **PRIVILIGED LOCATION WITH DIRECT ACCESS TO "COMMONS PARK" 19 ACRESS PARK, LAKE, KAYAKING & FISHING RIGHT IN OUR BACKYARD** Near Equestrian Wellington. Easily accommodates up to 8 guests. Pet friendly (max 2 pets) Spacious house display. 20-30 minutes from the beach. 5 -10 minutes from shopping centers, restaurants, gas station, supermarkets. 20 mins from Palm Beach Intl Airport Super quiet and safe neighborhood. COME ENJOY!! *** NO PARTIES ALLOWED AT THIS PROPERTY

4.85 out of 5 average rating, 118 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.

A spacious living room features a large sectional couch adorned with yellow and white accent pillows. A round mirror and decorative shelves with plants are mounted on the wall. A glass sliding door opens to a patio area, allowing natural light to fill the room.

4.94 out of 5 average rating, 144 reviews

Modern Living in Royal Palm Beach

If you're looking for a home to relax in while enjoying the many amenities of WPB then look no further. This beautifully upgraded three bedroom, two bath home boasts lots of natural light and plenty of space for all of your guests. Equipped with a great backyard space, screened-in patio, and ample parking, this place is perfect for everyone to unwind. Minutes away from shopping areas, restaurants, beaches, golf courses, downtown attractions, and PBI, you'll have all you want and need!

4.95 out of 5 average rating, 61 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

Escape to your private haven in a prime location in the heart of Wellington in at Villa Azalea, a stunning villa nestled within the peaceful Sugar Pond Manor community. This freshly designed retreat is the perfect home base for exploring Wellington's equestrian scene, vibrant culture, and natural beauty. Experience the finer things as you relax in a stylish space with a fully equipped kitchen, comfortable living area, and in-unit washer/dryer for ultimate convenience.

5 out of 5 average rating, 33 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

Guest suite in Royal Palm Beach

A charming outdoor area surrounded by lush greenery features a cozy seating arrangement under a wooden pergola. Potted plants add a touch of nature, and a private entrance is indicated by a glass door, inviting light into the vibrant villa suite.

4.86 out of 5 average rating, 238 reviews

Adorable | Private | Self Check-in Suite

This is a peaceful and centrally- located place. It is a one bedroom villa suite, with a private side entrance on the north end of the residence. Located in an A rated community. Perfect for any traveler, or Polo club equestrians, sunny- beach goers, or avid year round golfers, we are located only 8 miles away from the PalmBeach Golf & Polo Club, 12 miles away from the PBI airport, 12 miles from Down town WPB, and 14 miles away from our scenic Midtown- Beach!

Guesthouse in West Palm Beach

A modern studio room features a spacious bed with a white quilted coverlet and a dark green throw. A stylish mirror and wall-mounted television are positioned above a white dresser. Green accent decor adds a touch of nature, complementing the clean, neutral color palette.

4.97 out of 5 average rating, 127 reviews

Charming studio with All the Essentials

Welcome to your peaceful West Palm Beach retreat! This cozy, modern studio is nestled in a quiet, safe neighborhood, perfect for relaxing after a day of exploring. Whether you’re here for work or play, you’ll enjoy a comfortable, clean space thoughtfully designed to help you feel right at home. Unwind in a peaceful setting with all the essentials you need—ideal for solo travelers, couples, or anyone seeking a calm, cozy getaway in a great location.

4.95 out of 5 average rating, 20 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!

Popular amenities for Wellington family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guesthouse in Downtown West Palm Beach

A charming exterior of a black wooden home is framed by lush green palm trees and shrubs. A stone pathway leads to the front entrance, with decorative plants positioned along the garden beds. Large windows invite natural light into the space.

4.98 out of 5 average rating, 177 reviews

Raven Haus: Curated 2 Bedroom Guest House w/Pool

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.

4.81 out of 5 average rating, 150 reviews

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

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.

4.85 out of 5 average rating, 284 reviews

#1 Lake Osborne Tropical Pool Oasis HEATED POOL

A two-story home is shown, featuring a spacious outdoor area with well-maintained grass and stone pathways. Cozy seating areas are arranged with chairs and a shaded swing. Palm trees and hedges provide greenery around the property, with soft evening light illuminating the scene.

4.96 out of 5 average rating, 100 reviews

Tropical Paradise, Coconut Palms, Jacuzzi, Beaches

A tranquil pool area is surrounded by lush palm trees and a vibrant blue patio. Lounge chairs are positioned along the water's edge, while a dining table with yellow chairs offers a sunny spot for meals. An inviting hot tub is situated nearby, enhancing the serene environment.

4.77 out of 5 average rating, 187 reviews

Magical villa -Private pool-spa & garden

4.89 out of 5 average rating, 121 reviews

A serene backyard offers a heated pool reflecting the vibrant greenery of palm trees. Comfortable loungers are positioned to one side, and a dining area is set under a spacious covered patio, providing an inviting space for relaxation and outdoor gatherings.

Home in Northwood Shores

Tropical Private Hideaway 3 BD-3 BATH

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, 515 reviews

Key West Style Suite with Pool/Spa

The outdoor space features a well-manicured lawn with a putting green, framed by lush greenery and palm trees. Soft lighting enhances the atmosphere as the sunset casts a warm glow over the two-story home, creating a welcoming environment for outdoor activities.

4.86 out of 5 average rating, 138 reviews

Drift Inn- Lakefront! Outdoor Bar, Golf, sleeps 14

Family- and pet-friendly home rentals

Guest suite in West Palm Beach

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, 235 reviews

Private Equestrian Retreat Suite

5 out of 5 average rating, 14 reviews

Camper/RV in Wellington

Quiet Retreat

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

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, 24 reviews

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

A spacious living area features a large sectional sofa facing a wooden coffee table with a decorative plant. Light-colored walls enhance the ambiance, while a stylish ceiling fan and a chandelier provide illumination. Dining space with a dark wood table is visible through the open layout.

4.94 out of 5 average rating, 66 reviews

Cheerful 3 Bedroom Home less than a mile to WEF

Guest suite in West Palm Beach

A spacious bedroom features a queen-size bed dressed in white linens with gray accents. A large dresser and nightstands flank the bed, complemented by lamps on each side. Natural light enters through sheer curtains, and decorative wall art adds a subtle touch.

4.96 out of 5 average rating, 160 reviews

Private, spacious and cozy guest suite

A spacious living room features a brown sectional sofa and a round wooden coffee table. A large flat-screen TV is mounted on a light grey wall. Natural light enters through two windows, and a soft area rug enhances the comfortable atmosphere.

4.92 out of 5 average rating, 157 reviews

Modern Villa in West Palm Beach - Fully Fenced

4.97 out of 5 average rating, 39 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

Family-friendly home rentals with a pool

A heated pool is surrounded by tall palm trees and lush greenery. A pink flamingo float rests in the sparkling water, while comfortable lounge chairs are positioned nearby, inviting relaxation in this bright and welcoming outdoor space.

4.97 out of 5 average rating, 98 reviews

Private Palm Oasis Backyard- Pool- King Beds

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, 89 reviews

Tropical oasis with amazing tiki, pool

A spacious screened-in dining area features a wooden table surrounded by six chairs. Above, a ceiling fan offers airflow, and natural light filters in through the mesh screens. The pool is visible in the background, bordered by green landscaping and a wooden fence.

4.89 out of 5 average rating, 56 reviews

4 BR Equestrian Pool Home, Volleyball on 2 Acres

5 out of 5 average rating, 34 reviews

West Palm Beach Heated-Pool House

4.99 out of 5 average rating, 129 reviews

Home in Flamingo Park

Chic Home • Resort-Style Heated Pool • Near Beach

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.

4.88 out of 5 average rating, 118 reviews

Royal Palm Oasis

A spacious residence is set against a blue sky, framed by lush landscaping and a manicured lawn. The architecture features a prominent entryway with elegant columns and a tiled roof. Palm trees and various shrubs enhance the surrounding greenery.

5 out of 5 average rating, 25 reviews

Beautiful 4bed/4bath Home in Wellington

A private outdoor space features a heated pool surrounded by a spacious patio. Two blue umbrellas provide shade over seating areas, while tropical vegetation borders the area. The pool's clear water reflects the blue sky, creating a relaxing atmosphere for guests.