
Holiday rentals with a kayak in Leeward
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Leeward
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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.

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

Pelican View #4 amazing beach views
Pelican View apartments offers unrivalled beach access and a truly unique and tranquil way to experience Providenciales. Located in the neighbourhood of Blue Hills you’ll quickly be lulled into the local rhythm of island life. From Blue Hills it’s an easy 15 minute drive east to the heart of the tourist mecca of Grace Bay; if you travel west you’ll find the best national parks and nature reserves that Turks & Caicos has to offer, often overlooked gems in this island paradise.

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.

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.

NEW Water Access! Luxe Villa, Infinity Pool& Views
Welcome to Maresia Villa — a luxury waterfront retreat in Turks & Caicos. ** NEW: direct water access with a kayak for guests use** Enjoy an infinity pool, rooftop terrace for stargazing, and breathtaking sunset views and Chalk Sound’s turquoise lagoon from every room. Just 1 minute drive from Sapodilla Bay beach, this villa is ideal for couples, families, or group of friends. SPECIAL OFFER: Stay 7+ nights and enjoy 10% off your booking!

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.

Villa Jayla
Villa Jayla is located on the south side of Providenciales approximately 1 mile from the famous sapadilla and Taylor bay beaches. the Beautiful Villa sits on the south side of the Island over looking the sound where you can go kayaking or chill and look at the beautiful sunset. We now have a paddle board!

2 bedroom Villa - Private Beach & Pool
This stunning Villa located in Silly Creek, an exclusive residential neighborhood on Providenciales. Located approximately 7 mile from the airport. This two-bedroom villa has its own private beach, pool and boat dock.

Guest House 2B&2B near Grace Bay Beach & Long Bay
Located in Leeward Palms. Air conditioned, private and secure 2-bedroom 2-bathroom guest house near Grace Bay, Long Bay, Provo Golf Club, water sports, Duty Free Shopping, dining, horseback riding and much more.

Waterfront Villa, Pool & Canal
This 2 bedroom villa styled vacation home overlooks the charming canals of Providenciales in the lovely Cooper Jack Bay. Two (2) free Kayaks and Two (2) free Paddle Boards are included for use on your stay!
Popular amenities for kayak rentals in Leeward
House rentals with a kayak

Brighter Days Villa

Casa de Isle, Taylor Bay, Chalk Sound area

Tropical Villa Paradise: Pool, Beach & 360° Views

Coastal Vibes Villa Near Sapodilla Beach

Peaceful 1BR Private Cottage w/ HotTub Beach Front

Harbour House - 2 Bed Waterfront; 7 Min to Beach

Sweet Escape Villa Waterfront Kayak + SUV BOAT Opt

Waterfront Villa | Private Beach Cove & Pool
Other holiday rentals with a kayak

Villa Serenity - (3-Bed Waterfront Villa)

Summer openings! Ocean view, pool and hot tub!

Serene Studio w/ Beautiful Garden Views

Oceanfront Penthouse Escape • Steps to Beach, Pool

Tropical Chalk Sound Cottage with Pool and Kayak!

Northwest Paradise - Gorgeous, Modern & Peaceful

Flamingo Lake Villa

Sunset View Villa
Quick stats about holiday rentals with a kayak in Leeward

Total holiday rentals
Explore 60 holiday rentals in Leeward

Nightly prices starting at
Leeward holiday rentals start at $383 SGD per night before taxes and fees

Verified guest reviews
Over 650 verified reviews to help you choose

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

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Leeward holiday rentals include wifi access

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

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