Pet-friendly vacation rentals in Leeward Settlement

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Top-rated pet-friendly home rentals in Leeward Settlement

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

An outdoor screened-in patio is shown, featuring a colorful striped rug beneath a small table and two comfortable chairs. A hammock is draped nearby, creating a relaxing space surrounded by greenery that enhances the ambiance.

Villa in Long Bay Hills

4.92 out of 5 average rating, 12 reviews

Steady Winds Hideaway - Turtle Villa 1 King Bed

Discover your private oasis in our delightful 1-bedroom villa nestled amidst lush greenery. This is a very safe and high end residential neighborhood with patrol cars nearby. Conveniently located just a short stroll away from Long Bay beach, where breathtaking sunrises and unforgettable beach memories await. Our welcome packet is available after booking. It's great for first time visitors to the island! Need more room? Adjacent villas are available to accommodate your larger groups as well.

Guest favorite

A spacious deck overlooks serene views of the water, framed by lush greenery. Light reflects off the water, creating a tranquil atmosphere. The area features outdoor seating and a pathway leading to the natural surroundings.

Villa in Cooper Jack Bay Settlement

4.98 out of 5 average rating, 60 reviews

Ocean Seacret, Pool Gated Clean Ocean & Canal view

This 3-bedroom 2-bath stunning villa is situated in a secluded neighborhood, has panoramic views of the ocean, lake, & canal; enjoy the essence of island life. It's a 7 minutes drive to GraceBay Beach or enjoy a swim in the pool. The villa features AC units,a washer/dryer A concierge to assist with groceries, tours etc Car rental options are provided, along with the services of an award-winning celebrity private chef, who can prepare pre arrival meal & a floating breakfast/ brunch in your pool.

Top guest favorite

A modern building stands beside a pristine swimming pool surrounded by palm trees. The pool area features multiple lounge chairs arranged around the clear blue water, reflecting the bright blue sky. The clean lines and light color palette of the architecture enhance the serene environment.

Condo in Grace Bay

4.98 out of 5 average rating, 46 reviews

The ONE at Grace Bay

Discover paradise in our 2-bed, 2-bath condo nestled in the heart of Grace Bay! With its prime location, you'll be just steps away from the world-renowned, stunning turquoise waters and white sand beaches. Our condo offers a fully equipped kitchen, private patio, shared pool, BBQ area, and gym. Ideal for relaxation and exploration, immerse yourself in island life, local shops, and dining. Your perfect getaway begins here. Book now for an unforgettable experience. Follow @theoneatgracebay!

Top guest favorite

A spacious outdoor area features a private in-ground pool surrounded by a wooden deck. Comfortable lounge chairs are positioned along the deck, offering a view of the villa's charming exterior, accented by a red-tiled roof and lush tropical landscaping.

Villa in Turtle Cove

4.98 out of 5 average rating, 50 reviews

Villa Bianca -2 BR w/pool, 5 min walk to Grace Bay

Immerse yourself in the idyllic charm of Turks & Caicos at Villa Bianca, an ocean view haven just a short stroll from the world-renowned Grace Bay Beach. This spacious and stylish villa caters to couples, families, and remote workers seeking a tranquil retreat amidst paradise. Unwind by the pool, bask in the tropical sun, or enjoy the outdoor lanai after a day of exploring the island's captivating beauty. Villa Bianca offers an unforgettable escape, where relaxation and adventure intertwine.

Guest favorite

A well-maintained outdoor area features a swimming pool surrounded by a spacious deck. Six loungers are positioned nearby, offering a place to relax. A covered seating area is visible in the background, complemented by tropical landscaping, enhancing the serene ambiance.

Home in Grace Bay

4.96 out of 5 average rating, 52 reviews

Hopewell Villa East/Pool & walk to Gracebay Beach

Located 5 minutes from GraceBay Beach, is Hopewell Villa East. This spacious 2 bedrooms 2 bath house is located just 2 streets from Grace Bay Beach and Coco Bistro Restaurant in a quiet, peaceful and safe residential neighborhood. If you are looking for a new, modern, clean, affordable, kids and family-friendly rental and minutes away from some of the most beautiful beaches in the world, look no further! **We have rental cars,suv and van available. Please let me know of your interested.**

Superhost

A sunlit pool area features a rectangular pool surrounded by lounge chairs. The area is shaded by a large canopy, and tropical plants are visible in the background. The sky displays scattered clouds, creating a bright and open atmosphere.

Condo in Grace Bay

4.89 out of 5 average rating, 71 reviews

2 Bdrm Condo Grace Bay a quick walk too the Beach

Enjoy your vacation in our spacious newly renovated modern 2 bedroom condo nestled in the heart of Grace Bay. Just a few minutes stroll to Grace bay Beach were sun bathing, swimming and snorkelling awaits you. In the pristine waters of the No. 1 Best Beach in the Caribbean and No. 2 Best Beach in the World in 2020 according to Trip advisor 2020 Travellers’ Choice® Awards. Or take a 5 minute walk and enjoy some retail therapy on Grace Bay strip with our world class cuisine and shopping .

Superhost

A modern villa is showcased, with its sleek design complemented by lush tropical landscaping. A private plunge pool is visible, surrounded by wooden decking and lounge chairs. A small outdoor dining area and a barbecue grill are also present, creating a relaxing outdoor living space.

Villa in Long Bay Hills

4.92 out of 5 average rating, 117 reviews

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY

Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

Guest favorite

A freshwater pool is set within a sunlit area, bordered by vibrant bougainvillea flowers. A shaded gazebo is visible in the background, furnished for relaxation. The surrounding landscape features greenery, enhancing the tranquil environment near the water.

Apartment in Cooper Jack Bay Settlement

4.93 out of 5 average rating, 138 reviews

Poco Villa

Situated in the Discovery Bay Canal "Poco Villa" is a separated complete studio with a view of the canal and access to a freshwater pool and sun decK with bar and barbeque. The accommodation is a one a/c unit with a full kitchen living room and tv. Its a peacefull place surrounded by water. There are two units for rent on this property the other "Coco Villa" both being double occupancy. We do suggest our guests have a vehicle rental to explore the island.

Guest favorite

A modern villa features multiple levels of large glass doors, allowing natural light to illuminate the spacious interior. An inviting private pool is complemented by a new water slide, enhancing the outdoor recreation area. The serene beachfront view showcases soft sand and clear, turquoise waters.

Home in Sapodilla Bay Beach

4.97 out of 5 average rating, 32 reviews

Beach-side oasis- heated POOL w/ SLIDE - KING BEDS

It’s like having your own personal resort! Beds as follows- 3 KING, 1QUEEN, 1 FULL & 3 TWINS with expansive indoor/ outdoor living. Unwind in the Hammock or enjoy a fire. We provide everything you need for a great beach day and INCLUDE PADDLE BOARDS 🏄, a floating water island, snorkeling 🤿 masks, sand toys 🛕, beach chairs & umbrella 🏖️, and wagon. *NEW POOL SLIDE🛝 *. Save 10% when booking 2 week stay or direct FB - Turks and Caicos Dream Villas -

Top guest favorite

A spacious outdoor terrace is featured, furnished with comfortable seating and lounge chairs. The area is surrounded by swaying palm trees and offers views of the landscape. Sunlight casts gentle shadows across the stone floor, creating a relaxing environment.

Guesthouse in Leeward Settlement

4.97 out of 5 average rating, 114 reviews

"The Nest Cozy Cottage"

“The Nest” Spacious and modern 1 bedroom cottage sits amongst a well-manicured garden with majestic swaying palms. Less than 150 steps away from the famous Grace Bay Beach. This cozy sanctuary is quiet and bears the true beauty of itself, it’s perfect for honeymooners or if you’re just seeking for some quiet and down time. Complete with high-speed internet, cable TV and all amenities one need for the perfect vacation, The Nest is where you want to be.

Guest favorite

A thatched-roof gazebo is positioned near the water, surrounded by sandy ground and lush vegetation. Palm trees sway gently, and a calm body of water is visible in the background, reflecting the bright blue sky with fluffy clouds.

Loft in Long Bay Hills

4.88 out of 5 average rating, 172 reviews

Best deal on island! On the water w/pool!

♥♥ The studio is a secluded get-away place apart from the tourist areas. It overlooks the lake of Juba Sound National Park. The studio is only a 10-minute drive to the world-famous Grace Bay Beach and Longbay Beach (kiteboarding beach)! Restaurants and nightlife are also close by. The studio is in a secure, quiet location where you can relax and enjoy your vacation. This studio is ideal for singles, couples, and kiteboarders.

Superhost

A modern studio apartment is showcased with a spacious kitchen island featuring four high-backed chairs. The comfortable king-size bed is set against a sleek black headboard, with a large glass door that opens to a private balcony, allowing natural light to fill the room.

Condo in Grace Bay

4.91 out of 5 average rating, 190 reviews

22 Middle of Gracebay, Heated Pool, Gated Condo.

Granvia is center of Gracebay, very close to Gracebay Gourmet, restaurant, there is beach access close by, 6min walking to World no.1 Gracebay Beach. Security gate, privacy, Full Kitchen with Air flyer, Washer and Dryer Wi-Fi (fastest speed on island 50MBPS) 70" Samsung 4K TV with Samsung sound bar, Live TV, Movie, TV show