
Vacation rentals with a pool in Wheeland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Wheeland
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Villa DelEvan 4D / 1-bedrm villa
Centrally located on the Grace Bay Beach, a perfect place for luxury, rest & tasting the best island cuisine. Close to everything you need for a great vacation: Walking distance to 4 restaurants. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated beachfront property, with a garden view, private parking, 24hr security. Beach is less than a 60sec walk. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.
4.96 out of 5 average rating, 155 reviews
Gated Villa + Private Pool• Walk to GraceBay Beach
Popular for Families, Couples & Group Vacations! PRIVATE Sun Drenched Pool. Walk to Famous GraceBay Beach + shopping, dining, night-life, “Incredible space! Loved the outdoor/indoor living combo and comfy veranda.” Sarah Burton, OH, USA The villa is tucked away in a peaceful setting on a private gated street with only 4 villas! Features a PRIVATE pool perfect for relaxation, sunbathing, enjoying some cocktails & your favorite music. The Ultimate Escape. Unpack, Relax, Enjoy... Reserve Now!
4.89 out of 5 average rating, 133 reviews
2 Bedroom Spectacular Views
Kick back and relax in this calm, stylish space. This modern 2-bedroom, 2-bathroom home is nestled along the serene Chalk Sound, offering peaceful seclusion with breathtaking views. FAR from the hustle and bustle of Grace Bay, it caters to guests looking to relax and reset. Enjoy spacious living, stylish finishes, and stunning water views from almost every room—perfect for those seeking comfort and tranquility. 15 mins to airport 20 mins to Grace Bay 5 mins to Taylor Bay & Sapoddila Bay Beach
5.0 out of 5 average rating, 48 reviews
3BR, 3Bath | Ocean/Pool View, Turks & Caicos
Spacious three-bedroom ground-floor condo at Northwest Point in Providenciales, set directly in front of the pool with ocean views from the master bedroom and private patios. The condo features three bedrooms and three full bathrooms, including two bedrooms with en-suite bathrooms and a third bedroom with twin beds that convert to a king. A full kitchen and a quiet location, just 2 minutes from the beach, make for a comfortable, relaxing stay. The pool and hot tub have been recently renovated.
5.0 out of 5 average rating, 10 reviews
“Sail Loft Port”, Duplex with a Pool, Beach Access
Sail Loft Port is the left side of our purpose-built guest duplex. Our Sail Loft duplex features two separate but identical efficiency suites, each one equipped with a King Sized bed, bath and kitchenette. The pool is shared with guests who may be staying in the other side. Wander down to the dock and use our SUPs and kayaks in the canal where you are guaranteed to see turtles. Fast WiFi lets you work from home if you must. Smart TVs with Netflix help you wind down after a day of fun.
5.0 out of 5 average rating, 121 reviews
Fall Asleep to Ocean Waves /Beachfront Escape
Welcome to your home away from home at 20 Knots, located at NorthWest Point Resort! This spacious, sun-filled 1,100 sq. ft. 2-bedroom, 2-bathroom condo offers breathtaking direct ocean views and all the modern comforts to make your island getaway unforgettable.<br><br>Designed with both relaxation and convenience in mind, the condo is kid-friendly, fully equipped, and ideal for couples, families, or small groups.<br><br>Tranquil Oceanfront Escape | Tropical Views + Resort Amenities<br><br>
4.67 out of 5 average rating, 12 reviews
🏖🏝Modern Luxury Ocean View One Bedroom Condo🏖🏝
🏖 NEWLY RENOVATED, SPACIOUS one bedroom condo with an ocean view at La Vista Azul Condo Resort. Located hillside in the exciting area of Turtle Cove, Providenciales, the unit is close to several excellent restaurants, cafes, bars, a casino, and a marina. Most notably, the studio is a 10 minute walks to Smith's Reef in the Princess Alexandra Park National beach. Smith’s Reef is located near Turtle Cove on the north coast of Providenciales, and about 3.5 miles (5.6 km) from Grace Bay 🏝
4.95 out of 5 average rating, 221 reviews
Beautiful Sunset Villa with Infiniti Pool
Beautiful Sunset Villa is nestled in the heart of Chalk Sound, Providenciales where guests are guaranteed a home away from home experience. It enjoys unique trade winds in a private and safe community close to restaurants and the beach. Beautiful Sunset Villa provides views of the famous Chalk Sound turquoise waters, featuring a private Infiniti pool, extensive pool deck, a dedicate kitchen and dining area with full air conditioning. View the video below! https://youtu.be/13YyhYECZQA
4.89 out of 5 average rating, 215 reviews
Gated Condo in Grace Bay/ Short Walk to Everything
This studio in Grace Bay offers comfort and convenience. It's a few minutes walk to the beach, grocery stores, restaurants, activities, and a medical center. The Caicos Key condo is new and includes a 55-inch smart TV with Fire Stick, fast Wi-Fi, a dishwasher, and a washer/dryer combo. For your security, the property has a smart lock and is gated. Guests can also use the swimming pool and BBQ area. We aim to make your stay comfortable and can provide anything you need on demand.
4.82 out of 5 average rating, 152 reviews
Blanca: Taylor Bay Beach-Ocean View
Get away from it all on a beautiful white powdery half-moon shaped beach! The villa offers spectacular turquoise ocean views and dreamy sunsets from the terrace & pool. A private/gated path brings you to the beach in 30 steps where your loungers await you. Located in the prestigious Sunset Bay Community, offering nightly private security patrol & guards. The Island Escapes Villa Managers will meet & greet you and offer an unparalleled level of service during your stay.
4.92 out of 5 average rating, 122 reviews
Private Luxury Villa with Pool 5 Min to GB Beach
Villa Cocuyo offers complete privacy, comfort, and consistent 5⭐️ hospitality. Couples love the safe and secure , peaceful setting, private solar heated pool, modern interior, and garden oasis. Enjoy fast WIFI, premium amenities, and a spotless space designed for true relaxation. Our 5-star reviews reflect our dedication to exceptional hosting, attention to detail, and a worry-free, private island getaway close to everything including beach
4.96 out of 5 average rating, 384 reviews
Beautiful 3 Bed/2 Bath Oceanview Beachfront Resort
Forget your worries in this spacious and serene space at Northwest Point Resort. This condo boasts 1572 square feet of space. Enjoy the spectacular views of the entire resort and ocean views from the entire unit. The resort is located on a private beach in Wheeland Settlement. If you want an amazing relaxing time away from the hassle and bustle and away from the busy part of the island this is the place for you.
5.0 out of 5 average rating, 11 reviewsPopular amenities for Wheeland rentals with a pool
House rentals with a pool

Tropical Carabas Villa
4.91 out of 5 average rating, 124 reviews
NEW Water Access! Luxe Villa, Infinity Pool& Views
4.91 out of 5 average rating, 54 reviews
Follow Your Dreams Villa!
5.0 out of 5 average rating, 19 reviews
Charming villa with ocean views
5.0 out of 5 average rating, 35 reviews
Leeward Landing Villa
4.97 out of 5 average rating, 35 reviews
New Guest House with Pool minutes from the beach
5.0 out of 5 average rating, 16 reviews
Live Villa - 2 BDR in Grace Bay
5.0 out of 5 average rating, 4 reviews
Casa de Isle, Taylor Bay, Chalk Sound area
5.0 out of 5 average rating, 77 reviewsCondo rentals with a pool

The Yacht Club-Relaxed Vibe-1 BR-Pool-Beach
4.96 out of 5 average rating, 118 reviews
Modern Condo | Amazing Pool | On Site Spa
4.92 out of 5 average rating, 275 reviews
Inn by the Beach, Grace Bay
4.94 out of 5 average rating, 259 reviews
*Pool Side* Modern Studio C102
4.86 out of 5 average rating, 176 reviews
Luxe Home / 2 bedroom (5 - 7 min walk to beach)
4.97 out of 5 average rating, 107 reviews
1 Bedroom Luxury Grace Bay Condo in Best Location
4.98 out of 5 average rating, 196 reviews
Island Club Supreme 2 bedroom
4.83 out of 5 average rating, 113 reviews
La Vista Azul Condo steps from Grace Bay Beach
4.87 out of 5 average rating, 105 reviewsOther vacation rentals with a pool

‘My Little Hideaway’ at Lucayan Cays
4.93 out of 5 average rating, 74 reviews
Barefoot Luxury/Beachfront Condo
5.0 out of 5 average rating, 6 reviews
Ocean and Pool Front 2 king beds 2 Bath Condo
4.94 out of 5 average rating, 35 reviews
Ideal Honeymoon Villa
4.96 out of 5 average rating, 84 reviews
Vista Cove 1 Bedroom Villa
4.81 out of 5 average rating, 27 reviews
Mistral * Exquisite ocean view NEW 3BR Villa
4.93 out of 5 average rating, 55 reviews
Your Quiet Beach Escape
4.75 out of 5 average rating, 8 reviews
NEW Luxury Grace Bay villa|Pool | 2 min>Beach|Reef
5.0 out of 5 average rating, 8 reviewsDestinations to explore
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