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
4.6 out of 5 average rating, 25 reviewsCharming Studio at Gated Resort Amazing Rates!
Condo in Caicos Islands
4.61 out of 5 average rating, 46 reviews*OCEAN VIEW* *FULL KITCHEN* 1 BDRM
Villa in Grace Bay
4.97 out of 5 average rating, 30 reviewsCoCo Gardens - Beautiful 3 Bedroom Island Hideaway
Rental unit in Providenciales
4.88 out of 5 average rating, 72 reviewsSerene Caribbean Deluxe Beach Front Studio Pool K2
Condo in The Bight Settlement
4.82 out of 5 average rating, 124 reviewsModern Boutique Style Condo and La Vista Azul
Condo in Turtle Cove, Providenciales
4.73 out of 5 average rating, 15 reviewsPeaceful Paradise
Condo in Wheeland Settlement
4.93 out of 5 average rating, 76 reviewsPalmas Del Mar Oceanview at Northwest Point Resort
Condo in Providenciales
4.75 out of 5 average rating, 85 reviewsContemporary 1400 SqF Green Corner Suite🌿🌴🌊
Family- and pet-friendly home rentals
Guesthouse in Venetian Road Settlement
4.85 out of 5 average rating, 100 reviewsRomantic Studio with Stunning Views
Cottage in Venetian Road Settlement
4.84 out of 5 average rating, 83 reviewsSunrise Ridge Amazing 2 Bed Home
Home in Blue Hills, Providenciales
4.63 out of 5 average rating, 59 reviewsEnjoy a peaceful and affordable stay in Paradise ☺
Villa in Caicos Islands
4.63 out of 5 average rating, 8 reviewsSweet Escape Villa Waterfront Kayak + SUV BOAT Opt
Cottage in Venetian Road Settlement
4.89 out of 5 average rating, 9 reviewsSecluded Privacy on Sunrise Ridge
Rental unit in Long Bay Hills
4.76 out of 5 average rating, 84 reviewsCasa Verde: Affordable, on the water, with pool!
Rental unit in Caicos Islands
4.61 out of 5 average rating, 70 reviewsLuko Kayo Lodge-Eclectic 2 BRM + Pool+tennis court
Family-friendly home rentals with a pool
Villa in Providenciales, Long Bay Beach
5 out of 5 average rating, 23 reviewsPrivate Villa w chef, gym, pickleball, bocci & mor
Cottage in Cooper Jack Bay Settlement
4.86 out of 5 average rating, 139 reviewsThe Breeze House , canal front and private pool
Home in Grace Bay
4.86 out of 5 average rating, 91 reviewsPopular GraceBay Villa for Family, Couples, Groups
Condo in Grace Bay
4.97 out of 5 average rating, 35 reviewsProvo Villa 2-minute walk to Grace Bay Beach
Home in Providenciales
5 out of 5 average rating, 29 reviewsSea Villa @ The Sun and Sea Villas
Villa in Providenciales
4.95 out of 5 average rating, 76 reviewsBlanca: Taylor Bay Beach-Ocean View
Villa in Providenciales
4.98 out of 5 average rating, 85 reviewsVilla Jayla
Rental unit in Grace Bay
4.97 out of 5 average rating, 29 reviewsInn at Grace Bay
Quick stats about vacation rentals that are family-friendly in Leeward Settlement
Total rentals
250 properties
Nightly prices starting at
$160 before taxes and fees
Total number of reviews
3.5K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
220 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Destinations to explore
- Grace Bay Vacation rentals
- Grand Turk Vacation rentals
- Taylor Bay Vacation rentals
- North Caicos Vacation rentals
- Long Bay Beach Vacation rentals
- Sapodilla Bay Vacation rentals
- Chalk Sound Vacation rentals
- Turtle Cove Vacation rentals
- Salt Cay Vacation rentals
- Santo Domingo Vacation rentals
- Santiago de los Caballeros Vacation rentals
- Las Terrenas Vacation rentals
- Family-friendly rentals Turks and Caicos Islands
- Family-friendly rentals Turks and Caicos Islands
- Family-friendly rentals Providenciales
- Family-friendly rentals Providenciales
- Family-friendly rentals Grace Bay
- Rentals with a hot tub Leeward Settlement
- House rentals Leeward Settlement
- Waterfront rentals Leeward Settlement
- Rentals with a fireplace Leeward Settlement
- Rentals with a kayak Leeward Settlement
- Beachfront rentals Leeward Settlement
- Rentals with a fire pit Leeward Settlement
- Rentals with outdoor seating Leeward Settlement
- Rentals with pools Leeward Settlement
- Rentals with a patio Leeward Settlement
- Kid-friendly rentals Leeward Settlement
- Rentals with a washer and dryer Leeward Settlement
- Monthly Rentals Leeward Settlement
- Luxury rentals Leeward Settlement
- Pet-friendly rentals Leeward Settlement
- Rentals with beach access Leeward Settlement
- Villa rentals Leeward Settlement
- Fitness-friendly rentals Leeward Settlement
- Apartment rentals Leeward Settlement
- Family-friendly rentals Caicos Islands
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