Family-friendly vacation rentals in Wellington

Wellington Pool Retreat | 4BR/2.5BA

Welcome to Wellington Pool Retreat! 🏡☀️ This spacious 2,500 sq. ft. home in the desirable Wiltshire Village community features 4 bedrooms, 2.5 bathrooms, and a private heated pool. Enjoy the fully screened patio with a new outdoor kitchenette, 4K TV, lounge seating, and updated lighting—perfect for relaxing or entertaining. Backing to a large tree-lined green space, the home offers exceptional privacy while being conveniently located near shopping, dining, and Wellington attractions. 🌴🏊‍♂️✨

Indoor spaces · Kitchen · Sleep quality

Wellington Guest Suite

Wellington guest suite for the winter horse show season. Private entrance and it's separate from the rest of the home. Shared driveway parking. Quiet neighborhood. Close to restaurants, grocery stores, mall, show jumping, dressage, and polo attractions for your convenience. Rental to one/two person(s)only. No smoking. Small pets only. King size bed, full bath, walk-in closet, sofa, dinette table, TV, (Wifi access), kitchenette with fridge, microwave, toaster and coffee maker. No washer & dryer

Kitchen · Indoor spaces · Pets

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.

Indoor spaces · Family · Beach

*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!

Kitchen · Indoor spaces · Quiet

Cozy Home with Pool & Spa (Heated) in Wellington

This home is set up to provide all the comforts you need. This beautiful property is located minutes from the equestrian centers. There is a screened in pool area allowing you to enjoy the pool without needing to worry about any Florida bugs. The spa is perfect for relaxing. All the bedrooms are comfy, and the master provides comfort and plenty of space for quiet time if needed. There are also two living room areas, and plenty of seating set up so memories and family time will be easy to have

Family · Indoor spaces · Beach

Royal Getaway

Royal Palm Getaway Escape to this spacious and private single-story home in the heart of Royal Palm Beach. Enjoy a relaxing getaway. Located near Commons Park, equestrian activities, golf courses, shopping, restaurants, Wellington Mall, downtown, and Palm Beach beaches. Commons Park is 5 minutes away, and Palm Beach International Airport is 20 minutes away. ~4 Bedrooms ~2 Bathrooms | ~Private Pool | Screened Patio | BBQ Grill ~Quiet Neighborhood Please note: The pool is not heated.

Kitchen · Family · Pool

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.

Family · Kitchen · Hot tub

1 Paradize for equestrian lovers Sugar Pond Manor

This is a warm and guest friendly house . We did our best for you to feel at home and enjoy your stay.In sunshine state of Florida you can enjoy our private pool and BBQ. Is great location for friends or families. In only 10-15 min you can visit zoo,water parks, great restaurants, shopping malls,golf clubs,opera or drama theatre. This is could be a romantic get a way or family trip there a lot of fun activities for any purpose. We love staying in our house and we hope you will too.

Indoor spaces · Family · Check-in

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!

Family · Kitchen · Amenities

Modern 3BR/2BA Villa + Pool near WEF and POLO

Welcome to your beautifully remodeled 3-bedroom villa — a bright, airy retreat with vaulted ceilings and plenty of space to relax. Everything inside is brand new, including the furniture, linens, and fully equipped kitchen. Step outside to enjoy the screened-in patio and the newly resurfaced private pool. Perfectly located just minutes from top shopping, great restaurants, and all major equestrian venues, this villa offers a stylish home-away-from-home. Owner/Agent – Licensed Realtor

Family · Sleep quality · Amenities

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.

Family · Indoor spaces · Cleanliness

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

Family · Kitchen · TV