Vacation 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 favorite

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

Jan 12 – 19

€ 237 per night

Guest favorite

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.

Nov 9 – 16

€ 245 per night

Guest favorite

Guest suite in West Palm Beach

4.84 out of 5 average rating, 658 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.

Jul 20 – 25

€ 93 per night

Guest favorite

Cottage in West Palm Beach

4.94 out of 5 average rating, 206 reviews

Lemon Lounge at The Citrus Cottage, close to beach

'Squeeze the day' at the Lemon Lounge, located 2 blks from the intracoastal + 5 min. from beach access on Palm Beach! Our little 'slice of paradise' is located in the Old Northwood Historic District, 6 min. from Downtown. Relax in the hammock on your private, screened-in porch, lounge by the large, saltwater *HEATED* pool, or cozy up by the outdoor fire pit. Beach chairs + bike rentals are also available! The cottage has 1 King, 1 bath, and 1 Queen sleeper sofa. Pets welcome for additional fee!

Aug 17 – 24

€ 175 per night

Guest favorite

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.

Jul 7 – 14

€ 113 per night

Guest favorite

Home in Wellington

4.99 out of 5 average rating, 106 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!

Jul 16 – 23

€ 364 per night

Guest favorite

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.

Aug 20 – 27

€ 105 per night

Guest favorite

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

Jul 7 – 14

€ 143 per night

Guest favorite

Guesthouse in West Palm Beach

4.97 out of 5 average rating, 325 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.

Jun 23 – 30

€ 147 per night

Guest favorite

Guesthouse in Palm Beach Gardens

4.99 out of 5 average rating, 201 reviews

WHISPERING PALMS

Located in our highly secure gated community, this artfully furnished 3 room Villa has a true Florida vibe. Only a quarter mile from PGA Golf Club; minutes from the beach; tropical gardens, and a large swimming pool make this property truly unique. This is an AWARD WINNING GUEST HOME!! LARGE PRIVATE POOL. NEVER SHARED! FOR GUESTS ONLY! Screened in wooden deck is a perfect place to relax and enjoy your morning coffee or a glass of wine in the evening.

May 15 – 22

€ 209 per night

Guest favorite

Condo in Palm Beach

4.78 out of 5 average rating, 381 reviews

Palm Beach Island Pool Studio 3 Blocks to Beach!

Welcome to Palm Beach Island! Check into this gorgeous remodeled condo efficiency 2 blocks from the beach! Gorgeous pool, restaurants, cafes, shopping and parks! Enjoy Palm Beach Island as you are within walking distance to everything, or rent a bike and hop on for a ride! Located in the Historic Palm Beach Hotel, you are half a mile from downtown West Palm Beach. FREE VALET PARKING

Apr 1 – 8

€ 175 per night

Guest favorite

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.

Sep 12 – 19

€ 173 per night