Holiday rentals with a pool in Wellington

Find and book unique homes with a pool on Airbnb

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

Guest house in West Palm Beach

4.87 out of 5 average rating, 220 reviews

My little Oasis 1 🌴

Quiet Neighborhood! Not party scene. Plz. No kids or Pets; allergy free. thank you. Private cottage located behind my home. The back of house is fenced and private. With Shared (There’s another Airbnb Unit in the property My little Oasis 2🌴🌴) Salt water swimming pool and Jacuzzi. (Jacuzzi turns on upon request only, shutdown @ midnight). I am 15 min to beach 🏖 and minutes away from PBIA ✈️ City Place 🍴and downtown 💃🕺🏻are also within 15 minutes away. Use self entry but am always available.

9–16 Oct

$185 SGD per night

Guest favourite

Guest house in West Palm Beach

4.99 out of 5 average rating, 154 reviews

Tropical Cabana with Pool in West Palm Beach

Location, amenities & layout are ideal for long term stays! The separate Cabana area is perfect for working on your laptop, fixing a bite to eat, reading a book or watching TV. The Cabana also opens onto a heated pool, half bath & private hot/cold outside rain shower under tropical plants and orchids. The guest bedroom has a California King bed, cable TV and opens onto the pool . The entire area is enclosed by tall ficus and tropical plants so you will feel totally secluded from the rest of th

10–17 Nov

$313 SGD per night

Guest favourite

Guest house in Boca Raton

4.99 out of 5 average rating, 214 reviews

"Stay Awhile in Boca Raton"

"Stay Awhile" offers travelers a boutique like experience. Our East Boca suite has a private entrance and is located a few minutes drive by car from epic beaches, restaurants and shopping. Our casual suite offers a comfy queen sized bed, a lounge area and a bistro style table for two, that doubles as a work desk. The roomy bathroom has double sinks and a very large shower that is epic. When booking, please be prepared to provide your first and last names of the guest/s and an address too.

26 Sep – 3 Oct

$160 SGD per night

Guest favourite

Home in Wellington

4.8 out of 5 average rating, 289 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.

9–16 Nov

$294 SGD per night

Guest favourite

Guest suite in West Palm Beach

4.84 out of 5 average rating, 659 reviews

Private apartment/2 rooms/2 beds/ kitchenette/pool

Our place is located in a lush green setting away from it all but the Village of Royal Palm Beach with stores, restaurants and amenities is only five minutes drive away. If you want to live it up head for downtown West Palm Beach and its endless beaches including famous Palm Beach Island or Wellington Polo Grounds all within easy reach. Situated in the heart of South Florida where the sun always shines and only a short trip away to Disney or The Keys Islands at the very southern tip of Florida.

21–28 Jul

$121 SGD per night

Guest favourite

Guest suite in West Palm Beach

4.99 out of 5 average rating, 113 reviews

Poolside private room, walk to Scuba diving.

Enjoy this tropical oasis with serene backyard near famous Blue Heron Scuba diving. Relax in cozy bedroom with workspace, private bathroom and private entrance. Saltwater pool shared w owner. Park with snorkeling trail and beach is nearby. Beautiful Singer Island beaches and restaurants is 1 mile away. Peanut Island and Cruise Port is 1.5 miles away. Near Publix supermarket. Free Netflix through Wi-Fi. 4.6 Cu ft fridge, microwave, coffeemaker, dishware and silverware. Check out by 11 am sharp.

8–15 Oct

$140 SGD per night

Guest favourite

Guest suite in Lake Worth Beach

4.97 out of 5 average rating, 275 reviews

Quiet Private Studio w/Pool for One Guest

My Quiet/Private & Beautiful Studio w/ pool is perfect for a single nonsmoking petless professional, golfer, nurse/med student on rotations in Palm Beach centrally located to all area hospitals, the county's many diverse golf courses & the Wellington equestrian community. Private Entrance w/ illuminated off street parking spot, large brand new stone embellished bathroom, granite countertop, mini Kitchen w/ fridge, microwave, and coffee are just a few upscale ammenities inherrent in my place.

20–27 Aug

$139 SGD per night

Guest favourite

Home in Wellington

4.99 out of 5 average rating, 107 reviews

*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!

10–17 Dec

$686 SGD per night

Guest favourite

Guest house in Wellington

4.98 out of 5 average rating, 163 reviews

Comfy Cottage -1 Bed 1 Bath-No cleaning fee

A delightful 800 sq ft. 1BR, 1BA standalone cottage (King size Sleep Number). Shared pool located in tropical setting on acre prop. 8 ft. sliders in bedroom and living room -look out over backyard/pool area from your own screened porch. High ceilings with skylights and large rooms provide airy comfort. 3 miles to Equestrian, 20 min. to beaches & PBIA. West of WPB but central to all of Palm Beach Co. Great shopping and dining very near. Perfect location. NO children under 13 - no exeptions

12–19 Jul

$195 SGD per night

Guest favourite

Guest house in West Palm Beach

4.97 out of 5 average rating, 326 reviews

Key West Style Suite with Pool/Spa

This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

19–26 Oct

$189 SGD per night

Guest favourite

Home in West Palm Beach

4.97 out of 5 average rating, 134 reviews

Heated pool home

Beautiful, clean, and super comfortable home with room to stretch out. In beautiful neighborhood in central West Palm Beach. The home was just remodeled with the best quality furniture, bedding, and linens. The home has all the essentials, and none of the clutter. The pool and patio is gorgeous, and Very private. You will spend most of your time in the backyard. Grilling, dining, swimming, and lounging. The house is perfect for entertaining and relaxing with the family. Enjoy!

9–16 Aug

$338 SGD per night

Guest favourite

Apartment in Palm Beach

4.93 out of 5 average rating, 254 reviews

🌞Palm Beach🌴view studio by the🏖 w/parking⚡wifi

🌴🏖Beautiful remodeled Palm beach island garden/pool view 275 sf. studio available in the historic Palm Beach Hotel 2.5 blocks to the Beach. Includes a parking pass for free parking nearby. Newly furnished with large comfortable King Simmons Beauty Rest Platinum bed kitchen and a great view of a garden and partial view of the pool! Dining, bars & beach within 2 blocks and a Publix across the street, beautiful pool on-site. Parking passes are included with your stay🏖🌴

19–26 Oct

$150 SGD per night