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.

0 of 0 items showing

1 of 3 pages

Guest favourite

Guesthouse 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

29 May – 5 Jun

$422 NZD per night

Guest favourite

Guesthouse in Boca Raton

4.99 out of 5 average rating, 216 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.

8–15 Aug

$199 NZD 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

$436 NZD per night

Guest favourite

Guest suite in West Palm Beach

4.84 out of 5 average rating, 660 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.

23–30 Jul

$173 NZD 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

$187 NZD 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!

20–27 Dec

$996 NZD per night

Guest favourite

Guesthouse 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

11–18 Jul

$254 NZD per night

Guest favourite

Guesthouse in West Palm Beach

4.97 out of 5 average rating, 327 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.

20–27 Sep

$274 NZD per night

Guest favourite

Home in Wellington

5.0 out of 5 average rating, 7 reviews

Charming 3-bedroom home with the pool and patio

Relax with the whole family at this peaceful place to stay. 1-story 3 bedrooms, 2 full baths plus cabana bath, 2 car garage pool home is perfect for your short or long stay. Interior laundry, walk in closet, beds (3 queen) to suit your needs! W/D inside. Centrally located in Wellington, walking distance to shopping, restaurants, movie theater. Screened pool and patio. Pets are welcomed. Totally remodeled with wood-looking tile, open kitchen with white cabinets, granite, and Keurig coffee.

20–27 Apr

$308 NZD per night

Guest favourite

Home in Wellington

5.0 out of 5 average rating, 19 reviews

Sunny De-Lite / Equestrian Center / Wellington

Welcome to your winter retreat. 1 week or 6 months in this relaxing, open, pool home. Spend your days at the Winter Equestrian Festival (WEF), which is only a short 3 mile drive away. Relax away your evenings in the screened-in lanai or outside by the pool. The 3 bedrooms are cozy with space for all your travel necessities. The combo TV room/4th bedroom gives you all the space needed to spread out and be comfortable. Get ready to enjoy this recently updated, 100% refurnished home.

16–23 Jan

$652 NZD per night

Guest favourite

Condo in Boynton Beach

4.91 out of 5 average rating, 117 reviews

Tropical Coastal Resort in Boynton Beach

Luxury upscale 1 bedroom condo located at Casa Costa intercoastal in Boynton Beach, FL invites you to explore the intercoastal waterways, beautiful walking and biking trails in the Mangrove Park and Ocean Ridge Park. The condo offers a queen size bed, a well equipped Kitchen, Smart TV, free Wi-fi, and stackable washer and dryer. The resort offers two beautiful pools, Sauna, Steam room, Fitness Center, Business Center and one FREE designated parking spots.

4–11 Aug

$220 NZD per night

Guest favourite

Apartment in Boynton Beach

4.92 out of 5 average rating, 133 reviews

Resort style 1BR/1BA condo

Resort style 1BR/1BA condo located in the luxurious and secure Casa Costa building on the Intracoastal waterway. The amenities of the building are incredible: 24 hours concierge, security, valet parking, pool area at the 5th floor (2 pools), Jacuzzi, gym, sauna, steam room, massage, billiards, business center, conference room.

21–28 Jul

$274 NZD per night