Holiday 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

Lux Equestrian Studio

Escape to comfort in this newly renovated, Insta-worthy studio, nestled on a picturesque horse farm in the heart of Wellington— minutes from WEF. Perfect for equestrians, business travelers, or weekend getaways, this stylish space features luxury finishes, Wi-Fi, & pool access. Wake up to serene farm views, capture stunning photos, and enjoy a cup of coffee on the private patio. With top dining, shopping, and equestrian events just moments away, this is the perfect place to relax and recharge.

Amazing One Bedroom Studio 2.5 miles from WEF

Furnished large room with a completely private entrance and it's own designated parking on the driveway. The Studio is very close to WEF and The Polo Club in the heart of Wellington... LOCATION, LOCATION, LOCATION, it is within a Great neighborhood, quiet, clean and safe. This is the perfect place to stay while enjoying the beautiful equestrian season in Wellington or for a business person/couple that works remotely, the internet is fast and the studio has a comfortable work desk and chair.

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.

Sunny POOL Home/ Equestrian Center in Wellington

If you are looking for a vacation that combines relaxation, fishing, fun, beach time look no further. This is a dreamy getaway that ensures sun-soaked days and unforgettable memories by the pool & canal.Quiet & safe neighborhood.WEF(3.9mi) Spacious 4 bedroom, 2 Bath home. Fully furnished, turnkey with all the kitchenware & cookware provided. Fully screened patio and enclosed pool for child safety. 4 parking spaces on the driveway. Guest access - keyless lock and security cameras.

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.

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!

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.

BoxHaus Modern tiny home in the heart of WPB

Welcome to Your Modern Tiny Oasis in West Palm Beach! Experience style, comfort, and convenience in this designer container guest house—your cozy retreat just minutes from beaches, dining, nightlife, and culture. Located behind the main home, this private space is only 7 minutes from the airport and 6 miles from Downtown. Enjoy a peaceful stay in a quiet neighborhood, with optional boat charters available for a true South Florida experience

The Crooked Nook–Nature Getaway Near Wellington

This private suite includes two rooms—a cozy bedroom and a living room with a kitchenette, dinette, and sleeper sofa—plus a private bathroom. Though adjacent to the owner’s living quarters, it’s a fully private, non-shared space. Surrounded by nature, our Airbnb offers a peaceful retreat—just 18 minutes to the Winter Equestrian Festival, 30 to the beach/inlet, and minutes from Palm Beach County’s 31,000 acres of natural areas.

Cheerful 3 Bedroom Home less than a mile to WEF

Discover your cheerful 3-bedroom Wellington home, perfect for families! Comfortably sleeps 6. Located less than a mile from the Winter Equestrian Festival (WEF), this cozy house features a fully equipped kitchen, a private fenced backyard, and a separate den for relaxation. Enjoy the convenience of being in the heart of the action while having a peaceful retreat to call your own. Free garage parking included.

Heart of Wellington Wellington Sunset Properties

The studio is attached to the house but completely private and it has a private entrance. The Studio is close to WEF and Polo international Club in the heart of Wellington... One thing is very important, Location. The Studio is located within a great neighborhood, quiet, clean, and safe. The Studio is 6 minuets away from Palm West Hospital, 7 minuets away from Wellington Regional Medical Center.