Family-friendly holiday rentals in Wellington

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.

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.

*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!

Azure

Welcome to Azure water front retreat. This stunning waterfront oasis blends modern luxury with tropical serenity. ( NO PARTIES ) This home is close to Polo Ground, beaches, dining and entertainment. It is minutes to famous Palm Beach, with its amazing dining and world class shopping as well as West Palm Beach with its many dining, and shopping venues! close to Palm Beach, It is a spacious house 2400 sf .Open space with pool a social area including barbecue Neighborhood is very safe

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.

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.

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.

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

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

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!

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!

Spacious Convenient 2/2, Perfect for Groups in WPB

Welcome to our spacious and stylish home. Ideal for families or groups, it offers a brand-new, comfortable space with all essentials. Enjoy quality beds, TVs in every room, cooking essentials, and a dedicated workspace for a relaxing stay. You also have a very large private patio space that you can use as well. The house is conveniently close to the highway, 15 mins to the beach and downtown West Palm Beach.