Hisandhersvacations - Vacation Rentals in Leeward Islands

Property Image From US $110
         

10.0 (5 Reviews)
House
  • Parking
  • TV
  • View
Property Image From US $149
         

9.6 (14 Reviews)
House
  • Parking
  • Balcony/Terrace
  • Child Friendly
Property Image From US $294
         

10.0 (1 Review)
Resort
  • Air Conditioner
  • Parking
  • View
Property Image From US $310
         

10.0 (4 Reviews)
Ski Chalet
  • Air Conditioner
  • TV
  • Balcony/Terrace
Property Image From US $126
         

Luxury Places to Stay in Leeward Islands

Over 257+ Luxury Places to Stay in or Near Leeward Islands
Property Image From US $7,110
         

Property Image From US $1,415
         

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9.6 (385 Reviews)
Resort
  • Air Conditioner
  • Pool
  • TV
Property Image From US $1,145
         

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9.5 (198 Reviews)
Resort
  • Air Conditioner
  • Pool
  • View
Property Image From US $728
         

New
Villa
  • Air Conditioner
  • Parking
  • TV
Property Image From US $706
         

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9.0 (6 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $701
         

7.4 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • View
Property Image From US $682
         

New
House
  • Parking
  • Balcony/Terrace
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Leeward Islands

Over 58+ Top-Rated Vacation Rentals with a Pool in or Near Leeward Islands
Property Image From US $472
         

10.0 (4 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $405
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • TV
Property Image From US $114
         

10.0 (2 Reviews)
Apartment
  • Parking
  • Pool
  • View
Property Image From US $621
         

10.0 (1 Review)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $485
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $160
         

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9.9 (69 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $286
         

Property Image From US $145
         

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9.9 (32 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Leeward Islands

Over 14+ Pet-Friendly Vacation Rentals in or Near Leeward Islands
Property Image From US $337
         

9.2 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $74
         

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9.1 (76 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • View
Property Image From US $193
         

4.0 (1 Review)
House
  • Pet Friendly
  • TV
  • Balcony/Terrace
Property Image From US $96
         

9.1 (26 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
Property Image From US $152
         

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9.1 (24 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Property Image From US $108
         

9.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $131
         

9.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • View
Property Image From US $176
         

8.3 (378 Reviews)
House
  • Parking
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Leeward Islands

Over 30+ Large Vacation Homes & Villas in or Near Leeward Islands
Property Image From US $658
         

New
Villa
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Property Image From US $221
         

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9.7 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Property Image From US $483
         

Property Image From US $452
         

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9.7 (10 Reviews)
Villa
  • Air Conditioner
  • Parking
  • View
Property Image From US $438
         

Property Image From US $234
         

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9.6 (75 Reviews)
Villa
  • Air Conditioner
  • Parking
  • View
Property Image
New
From US $428
         

8.0 (1 Review)
Ski Chalet
  • Air Conditioner
  • TV
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Leeward Islands

Over 3+ Wheelchair Accessible Vacation Homes in or Near Leeward Islands
Property Image From US $303
         

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9.0 (170 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From US $213
         

5.5 (2 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $503
         

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9.3 (3 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Leeward Islands Varoom and Airbnb Places to Stay Under $200

Over 136+ Leeward Islands Varoom and Airbnb Places to Stay Under $200
Property Image From US $145
         

10.0 (1 Review)
House
  • Parking
  • TV
  • Balcony/Terrace
Property Image From US $146
         

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10.0 (36 Reviews)
Bed & Breakfast
  • Parking
  • Balcony/Terrace
  • Child Friendly
Property Image From US $174
         

9.4 (33 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image From US $178
         

8.0 (2 Reviews)
Apartment
  • Security/Safety
  • Bedding/Linens
  • Child Friendly
Property Image From US $167
         

8.0 (1 Review)
House
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
Property Image From US $109
         

8.0 (1 Review)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Property Image From US $195
         

New
House
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly

Instantly Bookable Vacation Homes in Leeward Islands

Over 32+ Instantly Bookable Vacation Homes in or Near Leeward Islands
Property Image From US $256
         

10.0 (1 Review)
Apartment
  • Bedding/Linens
  • Child Friendly
  • Internet
Property Image From US $224
         

10.0 (1 Review)
House
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
Property Image From US $290
         

8.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Property Image From US $227
         

6.0 (1 Review)
House
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
Property Image From US $215
         

2.0 (1 Review)
Ski Chalet
  • TV
  • Balcony/Terrace
  • Sports/Activities
Property Image From US $383
         

New
House
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
Property Image
New
From US $221
         

New
Ski Chalet
  • Air Conditioner
  • TV
  • Balcony/Terrace
Property Image
New
From US $219
         

New
Ski Chalet
  • Air Conditioner
  • TV
  • View

About Leeward Islands Vacation Rentals

With more than 266 Leeward Islands vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hisandhersvacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Leeward Islands.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hisandhersvacations Leeward Islands, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Leeward Islands. Places to stay near Leeward Islands are 549.7 ft² on average, with prices averaging $308 a night.

Hisandhersvacations makes it easy and safe to find and compare vacation rentals in Leeward Islands with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Leeward Islands

Type Count
Vacation Homes 112
Holiday Apartments 47
Ski Chalet Rentals 40
Villas 23
Hotels with Suites 13
B&B 8
Cabin Rentals 8
Resorts 8
Others 5
Hostels 1

Use these Quick Filters to Find a Vacation Rental in Leeward Islands

Pro Tip: Hisandhersvacations makes it easy to compare the best listings on Hisandhersvacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hisandhersvacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Leeward Islands.

Weather in Leeward Islands

View the weather forecast for Leeward Islands before booking your Leeward Islands Vacation Rentals to confirm your best time to go.

December - February
High       Low
March - May
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June - August
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September - November
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