Leeward Settlement vacation rentals
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Top-rated vacation rentals in Leeward Settlement
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Villa in Long Bay Hills
4.97 out of 5 average rating, 79 reviewsVILLA 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 dip pool that can create amazing instagramable moments . Located in long bay , 5 minute walk to long bay beach . 5 minute drive to IGA gourmet and 6 minute drive to grace bay beach KING SIZE BED QUEEN SIZE SOFA BED Famous Tiki bar pick up 2min away
Jan 23 – 30
Guesthouse in Long bay
4.96 out of 5 average rating, 68 reviewsVilla Kendara~BK 6/22 & On~Gated~SeaFront GH~View
Private~Gated~Seafront~Unique Loc~Beautiful by Nature~Panoramic Water & Bay Views~A+ Sunrises/Sunsets~5 min to Grace Bay, Stores, Restaurants, Marina~Exclusive ”Johnson Guide to Provo & Car Travel Guide~LOFT FOR KIDS~Fully Equipped~Loaded with Supplies~Pool, CoralStone Deck, Pergola for Shade, BBQ, AC, Fans, TV, DVD, Phone, Wi-Fi, Snorkel Gear, Portable Beach Chairs & Umbrella~Island Partner Discounts for Car Rental, Water Sports/Eco-Tours, Cruise, Massages~Swim, Snorkel, KiteBoard, PaddleBoard
Oct 19 – 26
Villa in Providenciales
4.9 out of 5 average rating, 110 reviewsGardenia Villa
Gardenia Villa. This contemporary Oasis is perfect for a small family or couples, located steps away from the world’s #1 Grace Bay Beach. The villa entrance opens to a bright entryway leading to the living room area with a spectacular view through a wall of sliding doors to the covered deck and pool. The open plan is perfect for entertaining with the dining and kitchen area all part of the living space. The upstairs consist a master King and second queen sized bedrooms both ensuite baths.
Sep 27 – Oct 4
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Leeward Settlement vacation rentals
Other great vacation rentals in Leeward Settlement
Home in Leeward Settlement
4.95 out of 5 average rating, 59 reviewsPERIWINKLE | Charming Island Home|Near to Beach
Dec 3 – 10
Home in Leeward Settlement
5.0 out of 5 average rating, 24 reviewsPiccolo Ponte -Waterfront 3BR Caribbean Villa-Pool
Feb 22 – Mar 1
Home in Leeward Settlement
5.0 out of 5 average rating, 13 reviewsOcean Pearl - 2bed home @leeward/sunset beach
Sep 29 – Oct 6
Villa in Leeward Settlement
5.0 out of 5 average rating, 29 reviewsPerroquet | Family Villa near Leeward Beach
Oct 23 – 30
Villa in Caicos Islands
5.0 out of 5 average rating, 44 reviewsNEW Luxe Private Pool Villa, Golf Course View, BBQ
Mar 16 – 23
Home in Leeward Settlement
5.0 out of 5 average rating, 48 reviewsCocodemer, a short walk to secluded Pelican Beach.
Aug 16 – 23
Condo in Leeward Settlement
5.0 out of 5 average rating, 17 reviewsGrace’s Condo In Leeward Settlement
Jul 12 – 19
Cottage in Leeward Settlement
4.96 out of 5 average rating, 68 reviewsSandpiper Cottage, minutes from the beach
Jan 12 – 19
Villa in Providenciales
5.0 out of 5 average rating, 14 reviewsSalt Life Villa
Aug 9 – 16
Guest suite in Leeward Settlement
4.96 out of 5 average rating, 68 reviewsErisa Studio near Grace Bay Beach
Sep 11 – 18
Home in Providenciales
4.96 out of 5 average rating, 79 reviewsSunny Paradise Long Bay
Nov 14 – 21
Villa in Leeward Settlement
5.0 out of 5 average rating, 22 reviewsCaribbean Luxury Waterfront Villa w Housekeeping
Aug 18 – 25
Other great vacation rentals in Leeward Settlement
Home in Grace Bay
4.91 out of 5 average rating, 11 reviewsWelcome to Hope's Cottage!
Aug 30 – Sep 6
Condo in Grace Bay
5.0 out of 5 average rating, 14 reviewsLuxury Grace Bay Beachfront - Perfection!
Mar 4 – 11
Guest suite in Long Bay Hills
4.93 out of 5 average rating, 58 reviewsSea La Vie - Beachside 1 bedroom Unit #7
Nov 1 – 8
Condo in The Bight Settlement
4.97 out of 5 average rating, 74 reviewsCoral Condo on Grace Bay Beach
Mar 25 – Apr 1
Villa in Providenciales
4.87 out of 5 average rating, 39 reviewsCanal Front Luxury Villa!
Jun 18 – 25
Condo in Grace Bay
4.93 out of 5 average rating, 40 reviewsBEACH FRONT on Grace Bay Gorgeous 1 bedroom 2 bath
Jan 19 – 26
Condo in Caicos Islands
5.0 out of 5 average rating, 16 reviewsLil Chill -A cozy 1-Bedroom Unit near the beach
Sep 20 – 27
Apartment in Caicos Islands
4.88 out of 5 average rating, 16 reviewsSpectacular view 2 bedroom condo Grandview 205
May 9 – 16
Home in Leeward Settlement
4.96 out of 5 average rating, 24 reviewsPelican Paradise Villa - Leeward Beach
May 21 – 28
Vacation home in Providenciales
4.88 out of 5 average rating, 8 reviewsSun Villa @ The Sun and Sea Villas
Nov 26 – Dec 3
Villa in Leeward Settlement
4.88 out of 5 average rating, 32 reviewsSea Sun Relax - villa 5 min walk to Grace Bay
Sep 14 – 21
Cottage in Providenciales, Turks and Caicos Islands
4.86 out of 5 average rating, 88 reviewsWelcome to Artemis Retreat!
Jul 10 – 17
Quick stats about vacation rentals in Leeward Settlement
Total rentals | 310 properties |
---|---|
Rentals with a pool | 260 properties have a pool |
Pet-friendly rentals | 10 properties allow pets |
Family-friendly rentals | 240 properties are a good fit for families |
Total number of reviews | 4.8K reviews |
Nightly prices starting at | ﺩ.ﺇ73 before taxes and fees |
Frequently Asked Questions
Are there Leeward Settlement house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 70 house rentals with pools in Leeward Settlement, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in apartment rentals in Leeward Settlement?
Experience the best of Leeward Settlement with our apartment rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Leeward Settlement?
Yes! Work meets play with ease at over 40 house rentals in Leeward Settlement featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Leeward Settlement have a bbq area?
Absolutely! We offer over 120 house rentals with a bbq area in Leeward Settlement. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly villa rentals in Leeward Settlement?
Leeward Settlement has more than 130 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Leeward Settlement have wifi?
Absolutely! We offer over 30 apartment rentals with wifi in Leeward Settlement. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Leeward Settlement have a gym?
Absolutely! We offer over 30 villa rentals with a gym in Leeward Settlement. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Leeward Settlement have air conditioning?
Absolutely! We offer over 30 apartment rentals with air conditioning in Leeward Settlement. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Leeward Settlement?
Four-legged friends are welcome in Leeward Settlement. Choose from more than 10 vacation rentals for guests traveling with pets.
What are the most popular amenities for Villa Rentals in Leeward Settlement?
Enhance your stay in our Villa Rentals with the most popular amenities: over 70 homes with a bbq area, over 140 homes with wifi, over 30 homes with a gym, over 140 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
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