Holiday rentals with a pool in The Acreage

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. 🌴🏊‍♂️✨

Location · Family · Checkout

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.

Family · Location · Beach

Tranquil Vibes ~ Pet Friendly Private Pool Home

Welcome to our cozy pool home with screened porch, deck w/ remote control lighting of cabana for evenings. Grill, tropical fruit trees, plants & private fenced yard. Coastal cottage decor mixing vintage finds in newly remodeled space. Neighborhood is peaceful w/ close drive to beaches, restaurants, golfing, parks & shopping. Each bedroom has cooling mattress pads & ceiling fans. Pets welcome! Beach chairs, cooler, bikes, beach umbrella, pool floats, yoga mat, games/books-.Long stays welcome

Value · Family · Nearby

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

Value · Location · TV

Charming Rustic Log Cabin with Pool & Farm Animals

Fazendinha Little Farm is a refined unique countryside retreat created by a Brazilian family passionate about hospitality and meaningful experiences. Surrounded by nature and charming animals, it invites you to unwind and reconnect in style. Enjoy serene pool days, ,cozy brick fireplace , peaceful under the stars by the outdoor fire pit and unique farm moments. The cabin hosts up to 6 guests with 2 queen beds and an air mattress, offering comfort, privacy, and elevated rustic charm.

Family · Location · Sleep quality

Apartment with pool in Jupiter

About space One bedroom apartment with a king-size double bed, large private bathroom, shower, closet for clothes and kitchen, space heater, the laundry is outside and is shared, This one-room space is part of our country house, but it is totally independent, it even has its own entrance. You can bring and park your boat, we share our outdoor area like the pool, lake, campfire, Leaving the house you will find beautiful country estates, where you can enjoy a walk in the open air.

Location · Family · Pool

Serenity Pines | 10 PPL | Pool | Mini Golf | Games

Welcome to Serenity Pines, a luxury home in The Acreage, West Palm Beach! - Pool - 25 mins to Lion Country Safari - 25 mins to Rapids Water Park - 20 mins to West Palm Beach Airport - 30 mins to Wellington Equestrian Centre - Playground & Mini Golf - BBQ & Fire Pit - Game Room - 10 PPL (1 KING, 1 QUEEN, 1 Bunk Bed & 1 Sofa Bed) - Washer & Dryer - Kids friendly & Travel Crib - Private Patio & Terrace - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in

Family · Location · Cleanliness

Private Tropical Retreat with Pool & Hot Tub

Private 1.4-acre tropical retreat with pool, hot tub, gym and bright indoor-outdoor living in West Palm Beach. Perfect for couples, families and friends seeking total privacy. Enjoy the Florida room with grill kitchen, fire pit and multiple lounge areas, plus a large fenced yard ideal for pets and outdoor fun. Conveniently located with easy drives to PGA National, Wellington equestrian venues, beaches, dining and shopping. Perfect for relaxing getaways and golf weekends.

Value · Family · Comfort

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 · Value · Pool

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.

Value · Location · Bathroom

Grand Hacienda Estate Sleeps 32

Private gated 4-acre Grand Hacienda estate. Sleeps 32 across 6 bedrooms and offers rare space and privacy for large group stays and celebrations. Enjoy a heated screened pool and patio with BBQ grill, lighted tennis, pickleball and basketball courts, soccer and volleyball field, golf and batting cage, ninja gym, and ping pong. Just 15 minutes to Palm Beach Airport, beaches, Wellington, downtown West Palm Beach, Kravis Center, fairgrounds, and major highways.

Family · Value · Comfort

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

Location · Value · Parking