
Vacation rentals with a pool in Wellington
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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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Popular amenities for Wellington rentals with a pool
House rentals with a pool

Beautiful 3-bedroom, 2-bathrooms house with pool
If you're looking for a house like yours to spend quality time with your family, you've found the right place. I spent a spectacular few days, and thanks to its owner, the whole family was impressed by this beautiful place, as I was able to propose 💍 to my future wife. I always recommend this house.

4 BR Equestrian Pool Home, Volleyball on 2 Acres
We were very happy with Mark's place and enjoyed our stay. The home was clean, comfortable, and worked perfectly for our family's needs. The hosts were extremely responsive and very clear about instructions for the home. Check-in and home access were a breeze. The property was private and quiet. We loved hanging out in the pool, and the kids especially loved seeing the neighboring horses and donkeys in the morning time. We would definitely stay here again if we are ever back in the area!

Cozy home w/ private screened pool & fenced yard.
Diana was an excellent host — kind, respectful, and always made sure I had everything I needed. Her home is beautiful, just like in the photos. I truly appreciated the care and attention she provided throughout my stay.

Sunny POOL Home/ Equestrian Center in Wellington
I would say with no doubt one of the best properties we ve ever stayed! To start with, Vero, our host was extremely kind and attentive, to the point that on we would be really happy to visit her villa in our next vacation. The house was impecable, spacious and offering everything you may need to feel like at home. In addition to that, we loved the neighborhood, quiet and close to lots of shops and restaurants. The pool by the canal was something that we really enjoyed. We couldn’t have booked a better place for our family stay.

Quaint & beautiful PGA National Club Cottage
Justin‘s place was fantastic. It is in a beautiful, quiet, peaceful, yet easily accessible neighborhood. Just a few minutes off of main roads, with easy access to many shops, stores, and restaurants, etc. Yet, the neighborhood is extremely serene. The cottage was immaculately clean. The kitchen was well appointed with everything one might need. Check in and check out were simple and easy. Before I checked in, I had a couple of questions for Justin. He was immediately responsive and extremely helpful and communicative. The bedding and furniture were very comfortable. The unit was beautifully decorated. I strongly recommend this place, and I would not hesitate to stay there again when I’m in the area.

*5 STAR* Family Friendly 3 Bed Home w. Heated Pool
We had an unexpected family emergency and they were understanding and accommodated us when we had to modify our trip. The house is perfect for families with young children, there are tons of games and toys for them to play with, but the best part is the pool with the safety fence. If your kids arent the best swimmers there's plenty of life vests and floats. We look forward to staying there again.

Modern 5BR Home w/Heated Pool
This is a great house! Great location! Plenty of room for three families!! This was our second stay at this house and we will definitely be back!!

Heated Pool House n Spa and Putting Green WEF POLO
Our family had a a great time staying in Tommy’s house. It’s located in a very nice neighborhood with a park right next door for the kids to play. We enjoyed most of our time out back in the pool and hot tub. There are many restaurants and shopping options located close by. Tommy is a great host and always responsive with any requests you may have. Highly recommend if you are looking for a relaxing place to stay!
Condo rentals with a pool

Beautiful 1 BR Condo Pool/Beach. Perfect Location!
We had an incredible stay at Jennifer’s place! The location was perfect - easy to walk to the beach, food, shops. The condo was clean and had everything we needed. Jennifer was very responsive, friendly, and gave great recommendations. I would definitely recommend and hope to come back again!

White Orchid - 1 Bedroom Apartment
My husband and I very much enjoyed our stay to celebrate my birthday and our anniversary! The condo was bright, modern, and clean, the bed very comfortable, and the location was great. It was so convenient to have a Publix right across the street and the beach a very short walk away. We also appreciated the provided beach gear - we used a couple chairs and the beach umbrella and set up shop for several hours at the Root Trail public access. The parking placard also came in handy - while we opted not to use the Valet (my husband is picky about other people driving our car), there was always ample parking available right down the road from the condo, so we never struggled to park. It was a great stay, would definitely recommend!

Tropical Coastal Resort in Boynton Beach
Anca was very quick to respond to all my messages. We ended up extending our stay twice because our home renovations took longer than anticipated. Beach chairs and an umbrella were provided for a beach day and noodles to float around in the pool. The rooftop pools were wonderful. The mattress in the bedroom was very comfortable. Overall, the condo was comfortable and clean for extended stay.

Mermaid King bed Suite- heart of PB + Free Parking
Marianna is the best kind of host - super responsive, gracious and kind. She went above and beyond to work with me on this reservation and ensure my satisfaction. Plus, this place is absolutely adorable! So many cute little added touches. Highly recommend!

Ritz-Carlton Beach Penthouse by Guaranteed Rental
The sunsets here were breathtaking! Beautiful beach and condo!

Clean quiet updated 2 bdrm golf villa PGA National
I stayed at Elizabeth’s condo for a week while in town for work, and it was perfect. Quiet, beautifully updated, and spotless—ideal for both remote work (great WiFi!) and relaxing. The patio view was serene, especially with a glass of wine in the infinity chair. The PGA neighborhood felt very safe, which I appreciated as a solo traveler. Thoughtful touches like coffee, snacks, and excellent communication made it a standout stay. Highly recommend!

Luxury, Lake & Sunset Views, Pool, 1/2mi to beach!
Great condo. very clean, comfortable with beautiful furniture. Ameed was very responsive to all my needs. Everything was well marked out with tvs in all rooms , cable, netflix wifi. highly recommend Ameed's listing

Marriott Ocean Pointe Guest Room/Studio
Robert was very responsive throughout booking and checkout. The resort room and the resort as a whole was as described. The resort is beautiful, the staff was friendly, there were lots of activities at the resort. The beach is right there and is beautiful as well. I will definitely stay there again and book through Robert!
Home rentals with a private pool

Elegant Getaway Near the Ocean in West Palm Beach
The house is very nice and nicely decorated. The Jardin and Piscina are very functional. We had a great night there. Communication with Swan and Adriana was very good. We had an inconvenience with the barbecue and they fixed it. The kitchen is very well equipped. Very sweetware .

Soak up the Beachy Vibe at a Vibrant Poolside Paradise
I really enjoyed my stay at Amy’s place—she was an incredible host! The house was spotless, just like the photos, and located in a quiet, charming neighborhood. It was also super convenient to have a Publix within walking distance for any last-minute needs. It was the perfect spot for our girls' trip and I’d definitely stay here again!

Gorgeous Lake Worth Beach House
The Villa is absolutely beautiful, looks even better in real life than it does in the pictures. The moment you step in you already feel like you are in vacation. The kitchen is beautiful and very well equipped, you have absolutely everything you would need in it. The swimming pool is very large and suitable both for children and adults. It is also a short driving distance to the beach, restaurants, stores and everything you need. We loved our stay here!

West Palm Beauty with Private Pool
Quick stats about vacation rentals with a pool in Wellington
Total rentals
200 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
4.1K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with dedicated workspaces
110 properties have a dedicated workspace
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- Fort Lauderdale Beach
- Stuart Beach
- Hard Rock Stadium
- Port Everglades
- Rapids Water Park
- Lion Country Safari
- Dania Beach
- Rosemary Square
- Jonathan Dickinson State Park
- Bathtub Beach
- Boca Dunes Golf & Country Club
- Palm Aire Country Club
- Gulfstream Park Racing and Casino
- Trump National Golf Club Jupiter
- The Bear’s Club
- West Palm Beach Golf Course
- Anne Kolb Nature Center
- Golf Club of Jupiter
- John D. MacArthur Beach State Park
- Bear Lakes Country Club
- Jonathan's Landing Golf Club
- Broward Center for the Performing Arts
- The Wharf Fort Lauderdale
- Norton Museum of Art