Vacation rentals with a kayak in Leeward

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Top-rated accommodations with a kayak in Leeward

Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

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Superhost

Villa in Providenciales and West Caicos

4.85 out of 5 average rating, 144 reviews

Secluded 3 BR Villa on Taylor Bay -Place De La Sol

The luxury of privacy is what this villa is all about. A few steps through a private tropical path takes you to the pristine waters and powder sand beach that is Taylor Bay. This Villa is split between the main villa which hosts 2 bedrooms, living room, bathroom and kitchen/dining. The Master Suite is located across the patio with it's private bathroom and outdoor/indoor shower. Sunsets are 2nd to none and should be done at least once beachside since the villa faces west. **12% TCI Tax Included

Top guest favourite

Apartment in Providenciales

4.93 out of 5 average rating, 102 reviews

Pelican View #3 unrivalled beach views

Pelican View apartments offers unrivalled beach access and a truly unique and tranquil way to experience Providenciales. Located in Blue Hills you’ll quickly be lulled into the local rhythm of island life as you sit on your 2nd floor terrace enjoying the spectacular views and listening to the waves crashing on shore. This 2-bed, 1-ba apartment is comfortably appointed with true up-cycled charm. Peppered throughout are some treasured vintage pieces to make it feel like your home away from home.

Top guest favourite

Villa in The Bight Settlement

4.98 out of 5 average rating, 137 reviews

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.

Guest favourite

Apartment in Venetian Road Settlement

4.94 out of 5 average rating, 115 reviews

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.

Superhost

Villa in Long Bay Hills

4.95 out of 5 average rating, 37 reviews

Oceanfront Turquoise Dream Villa

Escape to paradise in Long Bay, Turks and Caicos at our luxury villa offering an unparalled oceanfront experience! Picture perfect landscape of endless turquoise waters. Brand new gated two bedroom private villa with pool, patio, grill, indoor/outdoor speakers. Indulge in pure luxury! Villa with dock on the ocean with paddleboards provided. This retreat is perfect for watersports enthusiasts and is a kiteboarding heaven. Stargaze right from our backyard! Unforgettable stay in pure bliss.

Superhost

Villa in Long Bay

4.88 out of 5 average rating, 65 reviews

Hakuna Matata Villa + Golf Cart!

Hakuna Matata Villa is a three-bedroom, three-bath home located in Long Bay on the south side of Providenciales. Our stylish golf cart offers a quick and fun way to access Long Bay Beach, located just two minutes away from Hakuna Matata Villa. The giant swimming pool of the Caicos Bank features miles of shallow warm turquoise water. Hakuna Matata Villa offers fantastic value for your money with close proximity to the shops and amenities of Grace Bay and Blue Haven Marina where many boat

Top guest favourite

Villa in Providenciales

4.99 out of 5 average rating, 114 reviews

Villa DelEvan 4A / 1-bedrm Beach front 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.

Superhost

Villa in Providenciales

4.9 out of 5 average rating, 68 reviews

Vista Cove - Entire Property

Vista Cove is a beautifully appointed 2 bedroom detached Villa designed by a very reputable local architect. Nestled at the bottom of the hill in the quiet area of Chalk Sound, Vista Cove provides a feeling of privacy and tranquility that can match any super high end Villa property for a fraction of the cost. It is a few minutes walk away from one of the peaceful Taylor Bay beach and is filled with all the amenities one needs for a great vacation of relaxation and adventure.

Superhost

Condo in Wheeland Settlement

4.92 out of 5 average rating, 127 reviews

Couple’s Retreat - ocean view, pool and hot tub!

Free cancellation! Oceanside oasis with pool, ocean and garden views. Escape to the pristine blue waters at Northwest Point. Pool, ocean and hot tub within steps of condominium. Free access to kayaks and SUPs, snorkel gear, owners beach chairs, loungers and miles of secluded beach for walking, exploring or beachcombing. Airport is appoximately a 15 minute drive from Northwest Point Condominiums (formerly Northwest Point Resort).

Guest favourite

Apartment in Providenciales

4.96 out of 5 average rating, 243 reviews

The Old Beach House 2 bedroom

We have two Garden apartments downstairs that we renovated. One two bedroom two bathroom, and one 1 bed 1 bathroom. Just a 3 minute walk from a white sandy beach. You can walk to Da Conch shack restaurant along the beach in 5-10 minutes. Off the beaten trail. We live upstairs with our our potcake Boxer. We are so sad to say we just lost our legend Buster who you would have read about in all of our reviews.

Top guest favourite

Home in TC

4.98 out of 5 average rating, 185 reviews

“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!

Guest favourite

Villa in Caicos Islands

5 out of 5 average rating, 14 reviews

18 Kelly Isle

18 Kelly Isle is a modern 3-bed, bright two-story canal front home in the coveted Leeward neighborhood. The clever 3,000 square foot layout maximizes indoor / outdoor living within this beautiful vacation home. Enjoy wonderful views form the upper balcony and relax by the pool or the boat dock savoring the gentle warm breeze and ripple of the turquoise waters.