Family-friendly vacation rentals in Leeward Settlement
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Leeward Settlement
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Leeward Settlement family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in Leeward Settlement
4.55 out of 5 average rating, 22 reviewsCharming Studio at Gated Resort Amazing Rates!
Condo in Grace Bay
4.84 out of 5 average rating, 99 reviewsBeachfront 1BR Walkout Royal West Indies Resort
Apartment in Providenciales
4.94 out of 5 average rating, 31 reviewsRelaxing Modern 1BR Garden Villa BeachFront + Pool
Condo in Wheeland Settlement
4.93 out of 5 average rating, 71 reviewsPalmas Del Mar Oceanview and Northwest Point Resort
Condo in Providenciales
4.75 out of 5 average rating, 84 reviewsContemporary 1400 SqF Green Corner Suite🌿🌴🌊
Condo in Turtle Cove
5.0 out of 5 average rating, 20 reviewsDragonfly Vista condominium (condo) in Turtle Cove
Condo in Wheeland Settlement
4.64 out of 5 average rating, 25 reviews3 bdrm pool view newly renovated hot tub beach
Condo in The Bight Settlement
4.85 out of 5 average rating, 121 reviewsModern Boutique Style Condo and La Vista Azul
Family- and pet-friendly home rentals
Villa in Caicos Islands
4.63 out of 5 average rating, 8 reviewsSweet Escape Villa Waterfront Kayaks Boat SUV Opt
Cottage in Venetian Road Settlement
4.89 out of 5 average rating, 9 reviewsSecluded Privacy on Sunrise Ridge
Home in Blue Hills, Providenciales
4.64 out of 5 average rating, 58 reviewsEnjoy a peaceful and affordable stay in Paradise ☺
Condo in Grace Bay
4.84 out of 5 average rating, 56 reviewsPrincess Villas Grace Bay
Home in Long Bay Hills
4.53 out of 5 average rating, 143 reviewsLong Bay Oasis -Car Included
Apartment in Long Bay Hills
4.78 out of 5 average rating, 81 reviewsCasa Verde: Affordable, on the water, with pool!
Guesthouse in Venetian Road Settlement
4.85 out of 5 average rating, 99 reviewsRomantic Studio with Stunning Views
Cottage in Venetian Road Settlement
4.84 out of 5 average rating, 81 reviewsSunrise Ridge Amazing 2 Bed Home
Family-friendly home rentals with a pool
Cottage in Cooper Jack Bay Settlement
4.86 out of 5 average rating, 138 reviewsCanal front 3 bedroom villa with private pool
Cottage in Leeward Settlement
4.78 out of 5 average rating, 64 reviewsSilver Palms Cottage
Home in Providenciales
5.0 out of 5 average rating, 22 reviewsSea Villa @ The Sun and Sea Villas
Cottage in Long Bay Hills
4.95 out of 5 average rating, 92 reviewsFlame Tree Cottage|Ocean view&pool.Walk to beach
Apartment in Grace Bay
5.0 out of 5 average rating, 17 reviewsInn at Grace Bay
Villa in Providenciales, Long Bay Beach
4.95 out of 5 average rating, 22 reviewsFamily Beachside Vacation Villa,ResortAmenities v8
Villa in Providenciales
4.97 out of 5 average rating, 79 reviewsVilla Jayla
Guesthouse in Long Bay Hills
4.88 out of 5 average rating, 95 reviewsWindward Lodge - Hawksbill guest house
Quick stats about vacation rentals that are family-friendly in Leeward Settlement
Total rentals
220 properties
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Rentals with a pool
200 properties have a pool
Pet-friendly rentals
10 properties allow pets
Total number of reviews
2.9K reviews
Nightly prices starting at
$245 CAD before taxes and fees
Destinations to explore
- Grace Bay Vacation rentals
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