
Family-friendly holiday rentals in Wellington
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wellington
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Chic Casa • Resort Style Pool • Near Palm Beach
Enjoy a private Flamingo Park retreat with a heated saltwater pool, lush yard, and bright modern interiors. This renovated historic home offers a sleek Italian kitchen, comfortable lounge & dining areas, fast WiFi, smart TV, and Sonos soundbar. Comfortable beds with a ceiling fan in each room makes for restful nights. Walk to cafés, restaurants, and the Norton Museum. Minutes to beaches, golf, and a family-friendly park with tennis and new pickleball courts. Great for families or business stays.

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.

*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!

Cozy Summerhouse with Pool 3br
This stunning home offers a blend of comfort and luxury. The living room and entertainment options for comfort of game night. The modern kitchen equipped with all the essential. The outdoor space is designed for relaxation and fun with a sparkling swimming pool and an outdoor kitchen. The property also includes a Tesla charger. This fully furnished home is ideal for professionals, families, and those in need of a long-term stay, offering both comfort and convenience in a peaceful setting.

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.

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.

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!

Equestrian Home
Your family will be close to everything when you stay at this centrally-located home. A charming 3 bedroom, 2 baths, 1 car garage fully remodeled in the heart of Wellington. Everything inside is brand new, beds, furniture, linens ready to welcome you. Ample screened patio to relax in the afternoon, with a gas grill. Conveniently located within walking distance to shopping, dining, and just a hand full of minutes to all equestrian venues. Short ride to Lion Country Safari.

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

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.

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!

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
Family-friendly home rentals with a hot tub

Raven Haus: Curated 2 Bedroom Guest House w/Pool

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

#1 Lake Osborne Tropical Pool Oasis HEATED POOL

Beautiful Pool Home with Spa, close to Beaches

Magical villa -Private pool-spa & garden

Beautiful house with jacuzzi and pool table!

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

Modern & Cozy house 2/2 with hot tub
Family- and pet-friendly home rentals

Paradise in Equestrian Walk

The Lap of Luxury in the heart of Wellington

Wellington Guest Suite

4/3.5 SF with Pool, Near Delray, Boca & Wellington

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

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

Alluring Luxury Oasis: Modern Comfort & Relaxation

Adorable | Private | Self Check-in Suite
Family-friendly home rentals with a pool

Tropical oasis with amazing tiki, pool

4 BR Equestrian Pool Home, Volleyball on 2 Acres

Elegant pool home in quiet Equestrian area

Wellington's Blue Horse

Royal Palm Oasis

Charming Equestrian & Vacation Paradise Pool Home

Beautiful 4bed/4bath Home in Wellington

Boho Bliss•Poolside Fun•Fire Pit•Beaches•10PPL
When is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $394 SGD | $408 SGD | $389 SGD | $313 SGD | $258 SGD | $253 SGD | $253 SGD | $249 SGD | $235 SGD | $259 SGD | $301 SGD | $376 SGD |
| Avg. temp | 19°C | 20°C | 22°C | 24°C | 26°C | 28°C | 28°C | 28°C | 28°C | 26°C | 23°C | 21°C |
Quick stats about holiday rentals that are family-friendly in Wellington

Total holiday rentals
Explore 200 holiday rentals in Wellington

Nightly prices starting at
Wellington holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 5,830 verified reviews to help you choose

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
200 of Wellington holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wellington rentals

4.8 Average rating
Wellington stays are highly rated by guests – averaging 4.8 out of 5!
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