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Holiday rentals with a pool in Wellington

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Quick stats about holiday rentals with a pool in Wellington

  • Total holiday rentals

    Explore 180 holiday rentals in Wellington

  • Nightly prices starting at

    Wellington holiday rentals start at $43 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,750 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Wellington holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Wellington rentals

  • 4.8 Average rating

    Wellington stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Wellington

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
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.
Home 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.

FamilyLocationBeach

4.8 out of 5 average rating, 324 reviews
Top Guest favourite
An open-concept living space features a comfortable seating area with dark sofas and decorative pillows. A wooden dining table is set for several guests. Ceiling fans provide airflow, while large windows allow natural light to brighten the room. A modern kitchen is visible in the background.
Home in West Palm Beach

Beautiful 3-bedroom, 2-bathrooms house with pool

Welcome to La Casa De Las Dos Palmas, located in a friendly West Palm Beach neighborhood. PBI Airport 5 min away, beaches and downtown 10 min, Supermarkets 4 min. Each room comes with Roku TV. Fully furnished, including washer and dryer, gas grill, coffee maker, dishwasher, toaster, stove with air fryer, WiFi, dimmable lights, and more. The property has an independent apartment with it’s own entrance for two people maximum. It’s completely separate from the house. Backyard and pool are shared.

ValueFamilyCheckout

4.96 out of 5 average rating, 166 reviews
Top Guest favourite
A screened-in patio highlights a clear blue pool surrounded by tropical landscaping. Lounge chairs are positioned nearby, and a child safety fence secures the area. The structure provides an inviting environment for relaxation with abundant natural light filtering through the screens.
Home in Wellington

*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!

LocationFamilyGetting around

4.99 out of 5 average rating, 133 reviews
Top Guest favourite
A vibrant pink pool float with the text 'OUT OF OFFICE' is placed in the clear blue water of a private swimming pool. Additional pool floats in various colors are visible, creating a playful atmosphere. Lush greenery surrounds the pool area.
Home in Lake Worth

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

ValueLocationQuiet

4.99 out of 5 average rating, 157 reviews
Guest favourite
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.
Home in Wellington

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

LocationValueIndoor spaces

4.78 out of 5 average rating, 108 reviews
Top Guest favourite
An outdoor pool area is enclosed with a black fence, featuring a spacious swimming pool with clear blue water. A patio is visible alongside the pool, bordered by well-maintained grass and trees in the background, inviting relaxation and leisure.
Home in Boynton Beach

4/3.5 SF with Pool, Near Delray, Boca & Wellington

Single family home 4/3.5, with pool, located on 2+ acres quiet suburban neighborhood, driveway parking, at least 6 cars. Additional backyard parking for commercial vehicle - Melrose Park, Boynton Beach, Florida. 10 Minutes from Wellington, home to Winter Equestrian Festival and host of the International Horse Show. Minutes from an assortment of restaurants, Wellington Mall and outlying shops. Minutes to the south, Delray Beach and Boca Raton. Security cameras outside, except for pool area.

FamilyLocationCheck-in

4.95 out of 5 average rating, 103 reviews
Top Guest favourite
Home in Loxahatchee Groves

Royal Getaway

Royal Palm Getaway Escape to this spacious and private single-story home in the heart of Royal Palm Beach. Enjoy a relaxing getaway. Located near Commons Park, equestrian activities, golf courses, shopping, restaurants, Wellington Mall, downtown, and Palm Beach beaches. Commons Park is 5 minutes away, and Palm Beach International Airport is 20 minutes away. ~4 Bedrooms ~2 Bathrooms | ~Private Pool | Screened Patio | BBQ Grill ~Quiet Neighborhood Please note: The pool is not heated.

ValueFamilyWi-Fi

4.91 out of 5 average rating, 290 reviews
Guest favourite
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.

ValueFamilyQuiet

4.86 out of 5 average rating, 125 reviews
Guest favourite
A wooden deck is surrounded by lush greenery, with two lounge chairs positioned for relaxation. A hammock is visible nearby, offering a cozy spot for lounging. A shaded area is provided by a cloth canopy, enhancing the outdoor space's comfort.
Home in Wellington

1 Paradize for equestrian lovers Sugar Pond Manor

This is a warm and guest friendly house . We did our best for you to feel at home and enjoy your stay.In sunshine state of Florida you can enjoy our private pool and BBQ. Is great location for friends or families. In only 10-15 min you can visit zoo,water parks, great restaurants, shopping malls,golf clubs,opera or drama theatre. This is could be a romantic get a way or family trip there a lot of fun activities for any purpose. We love staying in our house and we hope you will too.

LocationValueBeach

4.83 out of 5 average rating, 165 reviews
Guest favourite
Home in Royal Palm Beach

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

LocationFamilyQuiet

4.86 out of 5 average rating, 191 reviews
Top Guest favourite
The exterior of the home is viewed from a distance, showcasing a spacious driveway leading to a two-car garage. Lush greenery surrounds the property, with palm trees and landscaped gardens enhancing the tranquil environment.
Home in Wellington

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.

LocationFamilyPool

4.94 out of 5 average rating, 111 reviews
Guest favourite
A modern container home is highlighted, featuring a sleek wooden facade and large glass doors. A stone pathway leads to the entrance, surrounded by lush green grass. The outdoor area includes a small deck nearby, offering additional space for relaxation.
Tiny home in West Palm Beach

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

LocationValueNearby

4.92 out of 5 average rating, 117 reviews

Popular amenities for Wellington rentals with a pool

KitchenWi-FiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top Guest favourite
The Royal Gourmet charcoal grill is positioned near the sparkling pool, with the sturdy grill surface facing the viewer. A blue soccer goal stands in the background, framed by lush green foliage, providing a vibrant outdoor setting.
Home in Palm Springs Village

4BR Oasis w/Heated Pool, Near I-95 + Free Coffee!

FamilyValueBeach

4.89 out of 5 average rating, 181 reviews
Top Guest favourite
An open concept living area features a spacious white sectional sofa positioned around a light-colored coffee table. Large glass doors provide views of the backyard and pool, while neutral walls and polished floors contribute to a bright and airy ambiance.
Home in West Palm Beach

New Lux 4/3 Entire House | Heated Pool | Lg Yard

FamilyValueBeach

4.98 out of 5 average rating, 108 reviews
Guest favourite
A two-story retreat is shown from the front, featuring a clay tile roof and gentle landscaping. Tropical plants and palm trees frame the entrance, while a spacious driveway leads to a double garage. A welcoming atmosphere is created by large windows allowing natural light.
Home in Wellington

Sunny Oasis| Pool| Top Location |Big Patio| 4 BR

LocationFamilySleep quality

5.0 out of 5 average rating, 29 reviews
Top Guest favourite
Home in Wellington

Paradise in Equestrian Walk

LocationFamilyComfort

5.0 out of 5 average rating, 21 reviews
Top Guest favourite
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.
Home in Wellington

Saddle Up in Style

ValueFamilyTV

4.95 out of 5 average rating, 64 reviews
Top Guest favourite
A single-story home is displayed with a large, shaded front yard, featuring a prominent tree. The roof is finished in neutral tones, complemented by a spacious driveway leading to a two-car garage. Surrounding greenery adds to the tranquil setting.
Home in Wellington

Comfy House in Nice Neighborhood

FamilyLocationNearby

4.97 out of 5 average rating, 63 reviews
Top Guest favourite
A screened outdoor area showcases a sparkling swimming pool with a gentle curve, surrounded by a spacious deck. Lounge chairs are positioned nearby, and a shaded seating area is visible within the enclosure, inviting relaxation on sunny days.
Home in Wellington

Beautiful 4bed/4bath Home in Wellington

LocationFamilySleep quality

5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Wellington

Newly Renovated House with Luxury Pool

LocationFamilyDecor

4.96 out of 5 average rating, 24 reviews

Condo rentals with a pool

Superhost
A contemporary living area features a sectional sofa with accent pillows, a light wood coffee table, and a comfortable chair. Large windows with plantation shutters provide views of the serene water outside. A flat-screen TV is mounted on the wall, contributing to the space's modern design.
Condo in Palm Beach Gardens

PGA Residence on Golf Course by Guaranteed Rental

LocationValueSleep quality

4.81 out of 5 average rating, 116 reviews
Guest favourite
A comfortable living area is featured, with a light-colored sofa adorned with decorative pillows and beach-themed artwork on the walls. A wooden coffee table with a coastal design sits in front, complemented by a patterned area rug, creating a relaxed atmosphere.
Condo in Boynton Beach

Tropical Coastal Resort in Boynton Beach

LocationValueComfort

4.93 out of 5 average rating, 190 reviews
Guest favourite
The exterior of a vibrant blue condo is displayed at dusk, featuring a heated pool and a spa illuminated in soft hues. Comfortable seating areas and lush landscaping enhance the relaxing outdoor space. Balconies above provide additional seating options with a tropical ambiance.
Condo in Palm Beach Shores

Tropical Tranquility! Boutique Resort

ValueLocationKitchen

4.93 out of 5 average rating, 103 reviews
Guest favourite
Condo in Palm Beach

🌞🌴🏖 Pool View Palm Beach Studio w/Parking⚡wifi

ValueLocationGetting around

4.88 out of 5 average rating, 323 reviews
Top Guest favourite
A serene bedroom is adorned with designer mural wallpaper featuring soft blue and white hues. A spacious bed is complemented by a cream-colored couch with decorative pillows. Ample natural light flows through two large windows, creating a calm atmosphere.
Condo in Palm Beach

Luxe King Suite - near beach

ValueFamilyAir conditioning

4.97 out of 5 average rating, 149 reviews
Guest favourite
A vibrant studio features colorful floral wallpaper and a spacious bed with light bedding. A cozy seating area is adorned with a decorative throw. Natural light enters through three windows, and a large flat-screen TV sits on a wooden console, adding to the lively ambiance.
Condo in Palm Beach

Mermaid King bed Suite- heart of PB + Free Parking

FamilyLocationDecor

4.92 out of 5 average rating, 145 reviews
Guest favourite
Condo in Palm Beach

Palm Beach Hotel Condominium

FamilyLocationOutdoor spaces

4.94 out of 5 average rating, 136 reviews
Top Guest favourite
The entryway leads into a bright, open space with warm wood tile flooring. A modern kitchen bar with two white stools is visible, along with dark cabinetry and stainless steel appliances. Natural light enters through nearby windows, enhancing the inviting atmosphere.
Condo in Palm Beach Gardens

2 bdrm Golf Villa | King Bed | PGA National | Pool

FamilyValueAccuracy

4.97 out of 5 average rating, 192 reviews

Other holiday rentals with a pool

Superhost
Villa in Wellington

Modern 3BR/2BA Villa + Pool near WEF and POLO

LocationFamilyComfort

4.83 out of 5 average rating, 12 reviews
Guest favourite
A single-story residential home is depicted with a light exterior and a large front yard. A driveway leads to a two-car garage, and a wooden mailbox in the shape of a bear stands alongside well-maintained green grass. Palm trees and shrubbery provide a natural border.
Home in Wellington

Wellington's Blue Horse

ValueLocationHospitality

4.87 out of 5 average rating, 54 reviews
Top Guest favourite
Guest suite in Wellington

Guest Suite Pool view

ValueFamilyKitchen

5.0 out of 5 average rating, 62 reviews
Top Guest favourite
Home in Royal Palm Beach

West Palm Beach Heated-Pool House

FamilyValueIndoor spaces

5.0 out of 5 average rating, 52 reviews
Top Guest favourite
Home in Wellington

Cozy Summerhouse with Pool 3br

FamilyLocationKitchen

4.96 out of 5 average rating, 23 reviews
Top Guest favourite
Guesthouse in Wellington

Florida-Themed Private Apartment near WEF

FamilyLocationParks

4.98 out of 5 average rating, 51 reviews
Superhost
An aerial view showcases the home's layout, featuring a spacious backyard with a private pool surrounded by patio space. Lush green grass and palm trees frame the outdoor area, providing a relaxed environment. The house features a modern roof and is situated in a tranquil neighborhood.
Home in Wellington

5BR Wellington Equestrian Retreat, Pool & Games

ValueLocationParks

4.96 out of 5 average rating, 78 reviews
Guest favourite
Home in Wellington

Wellington Pool Retreat Near Polo & Beaches

FamilyLocationAccuracy

5.0 out of 5 average rating, 8 reviews

When is the best time to visit Wellington?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$428 AUD$464 AUD$450 AUD$373 AUD$337 AUD$335 AUD$290 AUD$286 AUD$276 AUD$286 AUD$333 AUD$414 AUD
Avg. temp19°C20°C22°C24°C26°C28°C28°C28°C28°C26°C23°C21°C

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