
Holiday 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.

Ideal Honeymoon Villa
Luxurious Gated Villa near Grace Bay Beach– Private Pool & Jacuzzi♨️ Escape to this luxury villa, just 2 minutes by car or a 10-min walk from Grace Bay Beach. Relax in your private infinity pool or rooftop jacuzzi with ocean view. The villa features 2 outdoor balconies, a modern kitchen with new appliances, and fast fiber internet. Perfect for 2 guests, this private retreat offers comfort, style, and Super host service. Close to dining, shopping, and activities. Book your dream vacation today🌴

The Hideaway / Modern Zen Studio with Private Pool
A Modern & Stylish Zen Studio with private Pool in the gated, secure and idyllic neighbourhood of Harbour Gates, Sapodilla Bay. Elevated with partial views of the brilliant turquoise waters of Chalk Sound and beyond. Secluded amongst the tropical flora is the pathway that leads to Direct Beach Access on the beautiful and sheltered Sapodilla Bay Beach (300m). High end finishes and beach charm abound in this spacious & well equipped studio. Welcome to the Hideaway. You have found your Vacation☀️

Grace Bay villa | Pool | 3min walk to Beach & Reef
A modern beach villa with its own private pool. Sleeps up to 4 adults in separate rooms. Just 250 steps from the azure blue waters and soft white corals sands of Grace Bay beach. In a quiet off-street location. Perfect for a romantic getaway. With its quiet secluded garden and pool area, many of our guests come to celebrate birthdays, anniversaries, and honeymoons in full privacy. Walk to coral reef snorkeling in 3 mins plus several restaurants. Large grocery supermarket & shops are nearby.

OCEAN ORCHID
This fabulous penthouse apartment is located within the exclusive Turtle Tail Marina and next to the late singer Prince's house. This newly built 3 large en suite bedroom apartment offers beautiful ocean and marina views from every room and balconies. The outdoor BBQ area has views of the ocean and Flamingo Lake where you can socialize, chill and spot the odd pink flamingo. There is a large pool with loungers and a hammock for relaxing, kayaks are available to explore the small cays and beach.

Seasage Cottage, 2bed 2bath, private pool & gazebo
Built in 2015 Seasage Cottage is a breezy 2 bedroom 2 bath home with a modest ocean view. Sleeps four adults comfortably but can accommodate up to six upon request. A quaint, quiet, clean and clutter free cottage with AC, private pool, BBQ and poolside gazebo. This 1200 square foot home is located in a friendly residential area, with neighbours nearby, but not right next door. The cottage is a 7 minute drive to Grace Bay Beach, 5 minutes to Long Bay beach, and 15 minutes from PLS airport.

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

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.

Villa DelEvan 4B / 1-bedroom 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 dist. from 4 restaurants - Mango Reef, Shark Bite, Baci & Simone’s. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated property, private parking, 24hr security. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.

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.

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

★★★★★ Modern Condo | Amazing Pool | On Site Spa
• Located in the exclusive Northern section of Grace Bay • Ground level with direct pool access • Hot tub • Highest Rated Spa on Island onsite • Fully equipped kitchen • Private front patio • Garage parking for 1 car • Onsite washer + dryer • Fitness center access • Queen sofa bed with extra linens in living room • Porta-Crib • WiFi • Beach toys, coolers, DVD collection, & games • Take-one/leave-one liquor cabinet • Buy Travel Insurance

“The Lighthouse”, Private Pool, Ocean Views, Beach
The Lighthouse private cottage features a tower fashioned after a lighthouse affording stellar ocean views Private pool just outside living room doors! Deck & patio lounge w/ BBQ for fun & sun Nestled in the Thompson Cove Canal area and just a 3-minute walk to the beach WiFi, Smart TV with Netflix. Book now for a relaxing yet adventurous getaway! Kayaks, SUPs & snorkel gear included!
Popular amenities for Wheeland rentals with a pool
House rentals with a pool

Tropical Carabas Villa!

Stunning 2BR Villa with Pool & 4 min to the beach

The Sapphire Villa. Tropical Oasis. Make memories

Sea La Vie - Beachside 2 bdr Unit #4, Ocean views

Sea More Getaway

Charming Gecko House with porch & pool - Grace Bay

Waterfront Villa | Private Beach Cove & Pool

Valhead Villa
Apartment rentals with a pool

1 BD, 1.5 Bathrooms, RENTAL CAR INCLUDED

🏖🏝Modern Luxury Ocean View One Bedroom Condo🏖🏝

Amazing Ocean views -Modern Condo -Balcony - Pool

*Balcony View* Modern Studio C202

Grace Bay Luxury Gated 1400 sq ft 2 Bedroom Condo

🌴 YOUR FABULOUS APARTMENT IN PARADISE 🌞

1 Bedroom Luxury Grace Bay Condo in Best Location

Sea Dreams - Jr 1 bdrm with Panoramic Ocean views!
Other holiday rentals with a pool

Private Pool Villa w/ Firepit & Outdoor Dining

Waterfront Turtle Tail Villa | Pool & Kayaks

The Caicos House -5 mins to the Beach & Dining!

Ocean Seacret, Pool Gated Clean Ocean & Canal view

NEW *2 BR Villa Kiwi- BBQ- Pool in Grace Bay Beach

T'PII Villa: Brand New Villa in Turtle Creek

Discounted Rates Luxury Private Full 1BR Suite 2

OceanView Suite AqualaraVilla w/ Lounge Pool
Quick stats about holiday rentals with a pool in Wheeland

Total holiday rentals
Explore 40 holiday rentals in Wheeland

Nightly prices starting at
Wheeland holiday rentals start at $127 SGD per night before taxes and fees

Verified guest reviews
Over 1,170 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Wheeland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wheeland rentals

4.8 Average rating
Wheeland stays are highly rated by guests – averaging 4.8 out of 5!
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