Family-friendly vacation rentals in Wellington

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

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. 🌴🏊‍♂️✨

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!

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.

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!

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.

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.

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!

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.

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.