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Vacation rentals with outdoor seating in Leeward Settlement

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Leeward Settlement

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Guest favorite
Condo in Providenciales
★★★★★ Modern Condo | Amazing Pool | On Site Spa
• Located in the exclusive Northern section of Grace Bay • Ground level with direct pool access • Hot tub • Highest Rated Spa on Island • Fully equipped kitchen • Private front patio + grill • Garage parking for 1 car • Onsite washer + dryer • Fitness center access • Queen sofa bed with extra linens in living room • Onsite full service spa • Porta-Crib • WiFi • Beach toys, coolers, DVD collection, & games • Take-one/leave-one liquor cabinet • Buy Travel Insurance
Jan 11 – 18
$564 per night
4.9 out of 5 average rating, 189 reviews
Guest favorite
Condo in Grace Bay
Luxury 1 Bedroom - Central Grace Bay
The perfect location, and only a 5-7 minute walk to world famous Grace Bay Beach! Located in the heart of Grace Bay near Seven Stars Resort and the Ritz Carlton Resort. 5-7 minute walk to the beach. 4 minute walk to the grocery store, and 10 minute walk to the best restaurants and shopping on the island. No rental car is needed. This 790 sq. ft. luxury one bedroom, newly built condo (Nov 2020), provides all necessary amenities for your home away from home.
Sep 16 – 23
$325 per night
5.0 out of 5 average rating, 138 reviews
Guest favorite
Home in Grace Bay
Follow Your Dreams Villa!
This a New Super Cool Upper Floor Loft Bedroom for one couple. Private Pool! Downstairs full Kitchen and 65" Giant TV entertainment area! Full Kitchen, Dishwasher, Laundry, all you need & more. Just behind Coco Bistro/Coco Van and 2 minutes by car to Beach! Grace Bay Beach that is! This is a Totally Private Villa for 2 Guests Only! Just landscaped with Palms around the Private pool! Great Location & New! Thanks for checking out "Follow Your Dreams!
Dec 4 – 11
$399 per night
4.98 out of 5 average rating, 103 reviews

Popular amenities for Leeward Settlement outdoor seating rentals

House rentals with outdoor seating

Guest favorite
Home in Providenciales
Villa Cocuyo Micro Villa with pool
Feb 8 – 15
$375 per night
4.96 out of 5 average rating, 283 reviews
Guest favorite
Home in TC
The LightHouse Cottage- 2 bed private villa *pool*
Jul 31 – Aug 7
$512 per night
4.97 out of 5 average rating, 152 reviews
Guest favorite
Home in Providenciales
Modern Caribbean 1 - Breathtaking Views & Pool
Oct 31 – Nov 7
$573 per night
4.96 out of 5 average rating, 140 reviews
Guest favorite
Home in Leeward Settlement
Cocodemer, a short walk to secluded Pelican Beach.
Oct 1 – 8
$330 per night
5.0 out of 5 average rating, 46 reviews
Guest favorite
Home in Leeward Settlement
Piccolo Ponte -Waterfront 3BR Caribbean Villa-Pool
May 15 – 22
$736 per night
5.0 out of 5 average rating, 21 reviews
Guest favorite
Home in Leeward Settlement
Guest House 2B&2B near Grace Bay Beach & Long Bay
Aug 9 – 16
$211 per night
4.93 out of 5 average rating, 45 reviews
Superhost
Home in Leeward Settlement
Charming Cottage
May 12 – 19
$165 per night
4.82 out of 5 average rating, 92 reviews
Guest favorite
Home in Providenciales
Sunny Paradise Long Bay
Feb 3 – 10
$428 per night
4.97 out of 5 average rating, 78 reviews
Guest favorite
Home in Long Bay Hills
Vision Kite- Longbay beach house
Mar 30 – Apr 6
$765 per night
4.82 out of 5 average rating, 17 reviews
Guest favorite
Home in Leeward Settlement
Pelican Paradise Villa - Leeward Beach
May 25 – Jun 1
$893 per night
4.95 out of 5 average rating, 21 reviews
Guest favorite
Home in Grace Bay
Welcome to Hope's Cottage!
May 6 – 13
$360 per night
4.91 out of 5 average rating, 11 reviews
Guest favorite
Home in Grace Bay
Private Family Villa in Grace Bay w/pool + yard
Feb 16 – 23
$854 per night
4.95 out of 5 average rating, 84 reviews

Apartment rentals with outdoor seating

Guest favorite
Apartment in Providenciales
The Old Beach House 2 bedroom
Feb 22 – Mar 1
$389 per night
4.97 out of 5 average rating, 214 reviews
Guest favorite
Apartment in Turtle Cove
*Island Garden* Super Studio Pool Walk Out
Oct 26 – Nov 2
$193 per night
4.97 out of 5 average rating, 107 reviews
Superhost
Apartment in Providenciales
Beautiful Sunset Villa with Infiniti Pool
Oct 20 – 27
$226 per night
4.92 out of 5 average rating, 146 reviews
Superhost
Apartment in Caicos Islands
Palm Point Loft - Waterfront Canal
Nov 26 – Dec 3
$273 per night
4.85 out of 5 average rating, 125 reviews
Guest favorite
Apartment in Leeward Settlement
Beautiful Loft newly renovated
Jul 30 – Aug 6
$195 per night
5.0 out of 5 average rating, 6 reviews
Superhost
Apartment in Leeward Settlement
The SandDollar
Jul 10 – 17
$213 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Apartment in Leeward Settlement
NEW! Luxury Modern 1Bd Condo
Nov 8 – 15
$350 per night
4.97 out of 5 average rating, 36 reviews
Guest favorite
Apartment in Grace Bay
Island Vibes Condo at The Plaza
Sep 18 – 25
$436 per night
4.95 out of 5 average rating, 75 reviews
Guest favorite
Apartment in Grace Bay
Gracebay, Heated Pool, Gated.
Nov 3 – 10
$323 per night
4.96 out of 5 average rating, 28 reviews
Guest favorite
Apartment in Providenciales
Serene Caribbean Deluxe Beach Front Studio Pool K2
Oct 3 – 10
$236 per night
4.87 out of 5 average rating, 60 reviews
Guest favorite
Apartment in The Bight Settlement
BEACH Studio at GRACE BAY! - for 1, AC, WiFi, Pool
Sep 17 – 24
$159 per night
4.94 out of 5 average rating, 35 reviews
Guest favorite
Apartment in Grace Bay
Grace Bay Luxury Condo with complimentary RR SUV!
Jun 22 – 29
$500 per night
5.0 out of 5 average rating, 8 reviews

Condo rentals with outdoor seating

Superhost
Condo in Providenciales and West Caicos
🌴 YOUR FABULOUS APARTMENT IN PARADISE 🌞
Sep 13 – 20
$225 per night
4.85 out of 5 average rating, 379 reviews
Guest favorite
Condo in Providenciales
Paradise Nest Penthouse-Million Dollar Ocean Views
Dec 4 – 11
$640 per night
4.93 out of 5 average rating, 113 reviews
Superhost
Condo in The Bight Settlement
Modern Boutique Style Condo and La Vista Azul
Sep 24 – Oct 1
$257 per night
4.86 out of 5 average rating, 116 reviews
Guest favorite
Condo in Wheeland Settlement
Couple’s Retreat! Ocean, garden & pool views!
Jul 19 – 26
$243 per night
4.95 out of 5 average rating, 104 reviews
Guest favorite
Condo in Providenciales and West Caicos
Providenciales Artist’s Studio. Grace Bay view
Nov 26 – Dec 3
$341 per night
4.84 out of 5 average rating, 140 reviews
Guest favorite
Condo in Leeward Settlement
Grace’s Condo In Leeward Settlement
Aug 26 – Sep 2
$227 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Condo in Caicos Islands
Lil Chill -A cozy 1-Bedroom Unit near the beach
Aug 18 – 25
$195 per night
5.0 out of 5 average rating, 13 reviews
Guest favorite
Condo in The Bight Settlement
Coral Condo on Grace Bay Beach
Dec 9 – 16
$499 per night
4.97 out of 5 average rating, 71 reviews
Guest favorite
Condo in Grace Bay
Granvia Highline Condo | Walk to Grace Bay shops
Jan 15 – 22
$340 per night
4.83 out of 5 average rating, 12 reviews
Superhost
Condo in Grace Bay
Affordable Grace Bay condo near the beach
Oct 20 – 27
$255 per night
4.82 out of 5 average rating, 92 reviews
Guest favorite
Condo in Providenciales
NEW! Romantic Getaway, 3 Mins to the Beach !
Apr 13 – 20
$399 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Condo in Grace Bay Providenciales
1 Bedroom in the Heart of Grace Bay at Carpe Diem!
Nov 4 – 11
$296 per night
4.95 out of 5 average rating, 37 reviews

Quick stats about vacation rentals with outdoor seating in Leeward Settlement

Total rentals

160 properties

Rentals with a pool

140 properties have a pool

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

110 properties are a good fit for families

Total number of reviews

3.2K reviews

Nightly prices starting at

$140 before taxes and fees

Destinations to explore