Family-friendly holiday rentals in Wellington

Guest suite in West Palm Beach

A spacious bedroom features a queen-size bed dressed in white linens with gray accents. A large dresser and nightstands flank the bed, complemented by lamps on each side. Natural light enters through sheer curtains, and decorative wall art adds a subtle touch.

4.96 out of 5 average rating, 152 reviews

Private, spacious and cozy guest suite

Beautiful, peaceful, and totally private guest suite in a single-family home located in the heart of the equestrian countryside of West Palm Beach. It's close to Royal Palm Beach, Wellington, Palm Beach Gardens, Loxahatchee, Palm Beach International Equestrian Center, downtown, malls, restaurants, and just 15 miles from the beach. Perfect for a solo traveler, a couple, friends or family. Pets are welcome! ($100/stay per each pet-3 max). Enjoy a safe, cozy space ideal for your getaway!

A spacious pool area features a heated saltwater pool surrounded by tropical foliage and sun loungers. An outdoor dining area with a table and chairs invites relaxation, while the open concept living area showcases bright decor and ample natural light from large windows.

4.79 out of 5 average rating, 312 reviews

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.

A bright, open kitchen features modern appliances and a central island with bar seats. The dining area includes a table with chairs, positioned adjacent to a large sliding glass door that offers views of the outdoor space and allows natural light to flood the room.

4.97 out of 5 average rating, 189 reviews

Priviliged Location/ Direct access to Nature Park

MODERN 3BEDS/2 BATHS **PRIVILIGED LOCATION WITH DIRECT ACCESS TO "COMMONS PARK" 19 ACRESS PARK, LAKE, KAYAKING & FISHING RIGHT IN OUR BACKYARD** Near Equestrian Wellington. Easily accommodates up to 8 guests. Pet friendly (max 2 pets) Spacious house display. 20-30 minutes from the beach. 5 -10 minutes from shopping centers, restaurants, gas station, supermarkets. 20 mins from Palm Beach Intl Airport Super quiet and safe neighborhood. COME ENJOY!! *** NO PARTIES ALLOWED AT THIS PROPERTY

4.85 out of 5 average rating, 117 reviews

An unheated swimming pool with clear blue water is surrounded by a fenced patio. Lush palm trees frame the area, providing a tropical feel. The sunny sky enhances the serene atmosphere of the backyard space, with green grass visible in the background.

Bungalow in Wellington

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.

Guest suite in West Palm Beach

A well-lit bedroom features a queen-size bed with white linens and a decorative throw. A mirrored closet and a modern desk with a chair are visible. Soft curtains frame a window, contributing to the room's bright and airy ambiance.

4.97 out of 5 average rating, 227 reviews

Private Equestrian Retreat Suite

Cute and completely private guest suite in a home located in the heart of the equestrian countryside of West Palm Beach. It's close to Royal Palm Beach, Wellington, Palm Beach Gardens, Loxahatchee, Palm Beach International Equestrian Center, downtown, malls, restaurants, and just 15 miles from the beach. Perfect for a solo traveler, a couple, friends or a small family. Pets are welcome! ($100/stay per each pet-3 max). Enjoy a cozy space indoors and serene, natural outdoors!

Holiday home in West Palm Beach

4.88 out of 5 average rating, 112 reviews

Movie Lover's Vacation Stay

This unique place has a style all its own. Modern living area. Cozy Loft with comfortable bedding. Dining table for 6. Bedroom has queen size bed. Kitchen is fully furnished and offers coffee supplies, hot plate for cooking, popcorn maker, multi purpose toaster oven, and full size fridge. Theater room has 4 leather reclining seats and a sleeper sofa. Gigantic screen and projector with surround sound. Starlit ceiling while watching your favorite streaming movie. 12 miles from ocean.

A spacious living room features a large sectional couch adorned with yellow and white accent pillows. A round mirror and decorative shelves with plants are mounted on the wall. A glass sliding door opens to a patio area, allowing natural light to fill the room.

4.93 out of 5 average rating, 130 reviews

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!

Cottage in Grandview Heights

A vibrant corridor features walls in bright colors of red and blue, leading to a cozy living area. Natural light flows through multiple windows, illuminating the space. A comfortable seating arrangement is positioned around a dark coffee table, complemented by decorative area rugs.

4.98 out of 5 average rating, 173 reviews

Plant Lovers Paradise on Georgia

Cozy & colorful plant lovers paradise occupies the top floor of a private backyard cottage in historic Grandview Heights. Brand new Smeg appliances and thoughtful amenities keep the vacation vibes high while honoring the historic and artistic essence that is so unique to the area. Whether you’re walking to the convention center or taking the free shuttle to the beach, your quiet oasis awaits just blocks from a brewery, cafe and Howard Park. Great for singles or small families! .

Guest suite in Royal Palm Beach

A charming outdoor area surrounded by lush greenery features a cozy seating arrangement under a wooden pergola. Potted plants add a touch of nature, and a private entrance is indicated by a glass door, inviting light into the vibrant villa suite.

4.87 out of 5 average rating, 221 reviews

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!

4.99 out of 5 average rating, 204 reviews

An open studio layout showcases a comfortable sleeping area with a plush queen-size bed. A fully equipped kitchen featuring stainless steel appliances is visible, alongside a dining table and chairs. A cozy seating area includes a stylish chair, while natural light brightens the space.

Guesthouse in Lake Worth

Saddle up: Modern Studio near Beach & Equestrian

Escape to luxury in this private, fully equipped studio guest house in Wellington, FL. Recently updated—featuring a fully renovated bathroom—it offers a peaceful retreat in a quiet, upscale neighborhood. Enjoy exclusive access to the guest house with a full kitchen, patio, and in-unit laundry. Close to beaches, shopping, dining, equestrian and rowing centers. We prioritize 5-star guests with excellent reviews. Book now for a relaxing Florida escape!

4.75 out of 5 average rating, 123 reviews

A light and airy bedroom features a spacious bed with white bedding and red accent pillows. Nightstands with blue lamps flank each side of the bed. A floral art piece hangs on the wall, adding a touch of color to the room.

Apartment in Wellington

Beautiful Paradise in Wellington

This little paradise is only 3.8 miles from Palm Beach International Equestrian Center - WEF and close to Polo Club and within walking distance to Wellington town center where you can enjoy free concerts at the amphitheater, it is close to shops, restaurants and just a couple miles from Wellington Green Mall. The place is also good for business and if you have a 4 leg best friend, this is the place to be.. Huge backyard!!

Home in Loxahatchee Groves

The exterior of a single-story home is presented, featuring a landscaped front yard with neatly trimmed grass and palm trees. A long driveway leads to a two-car garage. The entrance is centrally located, framed by lush greenery.

4.9 out of 5 average rating, 261 reviews

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.

Popular amenities for Wellington family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 120 reviews

A private backyard features a heated pool surrounded by sun loungers and a thatched tiki hut. Soft lighting enhances the serene atmosphere, while palm trees and a grassy area create a tranquil oasis. A stunning sunset sky adds color to the scene.

Home in Delray Beach

Delray Bali House ~ Heated Pool ~ Sauna ~ Hot Tub

Cottage in West Palm Beach

A state-of-the-art hot tub is set against a backdrop of lush tropical plants and wooden fencing, providing a private oasis. Bright sunlight filters through the leaves, highlighting the inviting water and surrounding outdoor area designed for relaxation.

4.9 out of 5 average rating, 136 reviews

Palm Luxe Cottage • Hot Tub Hideaway • Bikes

4.82 out of 5 average rating, 229 reviews

A hot tub is positioned alongside a tranquil body of water, with clear blue water bubbling within. Two glasses are set beside a bottle of wine on the edge. Lush greenery and a fence frame the background, contributing to a serene outdoor environment.

Home in Boynton Beach

Beautiful house with jacuzzi and pool table!

Guesthouse in Flamingo Park

A bright bedroom features a spacious bed with a textured white cover. Soft blue pillows are arranged neatly, and a cozy chair is placed beside a vintage-style trunk. Natural light enters through two large windows, complemented by light green blinds, creating an inviting atmosphere.

4.98 out of 5 average rating, 497 reviews

Key West Style Suite with Pool/Spa

4.89 out of 5 average rating, 132 reviews

The outdoor space features a well-manicured lawn with a putting green, framed by lush greenery and palm trees. Soft lighting enhances the atmosphere as the sunset casts a warm glow over the two-story home, creating a welcoming environment for outdoor activities.

Home in Lake Worth

Drift Inn- Lakefront! Outdoor Bar, Golf, sleeps 14

Home in Palm Springs Village

A wooden hot tub is surrounded by a multi-tiered deck on lush green grass, set against a vibrant sunset sky. A barrel sauna is visible nearby, with soft lighting creating a cozy ambiance, while tropical plants add touch of nature to the serene outdoor space.

4.93 out of 5 average rating, 191 reviews

FIFA! Bio-Hackers! Pool, Sauna, Cold Plunge, Hot Tub

4.97 out of 5 average rating, 104 reviews

A spacious saltwater pool is framed by a screened enclosure, featuring a jacuzzi at one end. Two lounge chairs are positioned beside the pool, complemented by tropical greenery visible in the background. Bright sunlight reflects off the water, creating a serene atmosphere.

Home in West Palm Beach

Charming private 3br/ 2 bath saltwater pool house

Guesthouse in West Palm Beach

A comfortable living area is presented with a spacious sectional sofa and a stylish ottoman. A flat-screen television is mounted on the wall, and natural light enters through large, sheer curtains. A decorative plant is placed on a small side table, enhancing the room's aesthetics.

4.92 out of 5 average rating, 115 reviews

Modern & Cozy house 2/2 with hot tub

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 116 reviews

Home in Lake Worth

Pool Home in Lake Worth 3 miles to beach

A screened-in pool area features a spacious blue pool with a built-in spa, surrounded by a large patio. Comfortable lounge chairs are positioned for relaxation. Sunlight streams through the mesh enclosure, creating an inviting atmosphere for swimming and enjoying the outdoors.

4.74 out of 5 average rating, 94 reviews

Cozy Home with Pool & Spa (Heated) in Wellington

A spacious outdoor patio features a shimmering pool surrounded by lounge chairs and a relaxing hot tub. Colorful pool floats are positioned in the water, while a shaded seating area offers comfortable furnishings. Lush greenery and a clear sky enhance the serene atmosphere.

4.97 out of 5 average rating, 35 reviews

Saddle Up in Style

The cozy bedroom features a spacious bed adorned with a warm yellow throw blanket and decorative pillows. A flat-screen television is mounted on the wall, while soft lighting is provided by bedside lamps. A full-length mirror and a ceiling fan complete the inviting atmosphere.

4.97 out of 5 average rating, 89 reviews

Amazing Place/6 min iTHINK Amphitheater/private/

4.83 out of 5 average rating, 70 reviews

A spacious sleeping area features a platform bed with a light-colored quilted coverlet and contrasting patterned pillows. Soft overhead lighting is provided by a modern chandelier. A refrigerator is visible in the background, and natural light enters from a nearby window.

Farm stay in Wellington

Lux Equestrian Studio

Guest suite in Wellington

A spacious living area showcases a comfortable brown sofa facing a wall-mounted TV. A light-colored coffee table is placed on a patterned rug. Kitchen amenities, including a large refrigerator and microwave, are visible along one wall under bright, natural light from two windows.

5 out of 5 average rating, 109 reviews

Wellington Guest Suite

4.95 out of 5 average rating, 56 reviews

A contemporary living area features a spacious white sectional sofa adorned with colorful accent pillows. A sleek coffee table sits nearby, showcasing a decorative plant. A modern kitchen with white cabinetry and barstools is visible, complemented by warm lighting from pendant fixtures.

Villa in Wellington

Alluring Luxury Oasis: Modern Comfort & Relaxation

Guesthouse in Dreher Park

A pathway of stepping stones leads through a neatly manicured lawn, bordered by vibrant pink flowers. Fencing frames the entrance, guiding toward a charming cottage in the background, surrounded by palm trees and a green canopy overhead.

4.96 out of 5 average rating, 311 reviews

*KING BED* Private Cottage in the heart of WPB

Family-friendly home rentals with a pool

A screened-in patio overlooks a private, family-sized pool with lounge chairs arranged nearby. The house features wide glass doors leading to open living spaces, with lush greenery surrounding the pool area and a clear blue sky in the background.

5 out of 5 average rating, 19 reviews

Wellington Retreat with Private Pool and workspace

4.94 out of 5 average rating, 63 reviews

The outdoor space features a heated saltwater pool and spa, surrounded by tropical palm trees. A Tiki Hut provides shade beside the pool, and lounge chairs are positioned along the water's edge, creating a serene atmosphere for relaxation.

Home in West Palm Beach

Serenity Oasis • Near Wellington & West Palm Beach

4.82 out of 5 average rating, 321 reviews

A large, heated pool is surrounded by a neat deck area, featuring lounge chairs for relaxation. Lush greenery borders the pool, creating a private and serene atmosphere. The clear blue water invites enjoyment on warm days.

Home in Lake Worth

#2 Lake Osborne Tropical Pool Oasis HEATED POOL

A bright living area is fitted with modern furniture, including two black chairs and a dark sofa adorned with decorative pillows. A ceiling fan spins overhead, while large glass doors provide natural light and a view of the pool and outdoor space.

4.77 out of 5 average rating, 56 reviews

Spacious Wellington Villa with heated pool

An aerial view captures a quiet suburban neighborhood with neatly arranged homes. A canal runs parallel to the houses, bordered by trees. The sky is bright with scattered clouds, enhancing the sunny atmosphere of the community.

5 out of 5 average rating, 54 reviews

Sunny POOL Home/ Equestrian Center in Wellington

A spacious bedroom features a large bed with a textured white comforter. A floor lamp and a wooden nightstand are positioned beside the bed. Natural light filters through a covered window, while a decorative plant adds a touch of greenery to the corner.

4.88 out of 5 average rating, 109 reviews

Royal Palm Oasis

A private outdoor space features a heated pool surrounded by a spacious patio. Two blue umbrellas provide shade over seating areas, while tropical vegetation borders the area. The pool's clear water reflects the blue sky, creating a relaxing atmosphere for guests.

4.76 out of 5 average rating, 17 reviews

Heated pool, pool table, heart of Wellington!