Hisandhersvacations - Vacation Rentals in Leeward Islands

Property Image From $110
         

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

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

10.0 (1 Review)
Resort
  • Air Conditioner
  • Parking
  • View
Property Image From $311
         

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

Property Image From $443
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Luxury Places to Stay in Leeward Islands

Over 235+ Luxury Places to Stay in or Near Leeward Islands
Property Image From $7,110
         

Property Image From $1,725
         

|
9.6 (381 Reviews)
Resort
  • Air Conditioner
  • Pool
  • TV
Property Image From $1,145
         

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

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

|
9.2 (5 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $701
         

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

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

Top-Rated Vacation Rentals with a Pool in Leeward Islands

Over 57+ Top-Rated Vacation Rentals with a Pool in or Near Leeward Islands
Property Image From $472
         

10.0 (4 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $412
         

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

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

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

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

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

Property Image From $145
         

|
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 $337
         

9.2 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $108
         

9.2 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $193
         

4.0 (1 Review)
House
  • Pet Friendly
  • TV
  • Balcony/Terrace
Property Image From $74
         

|
9.1 (76 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • View
Property Image From $96
         

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

|
9.1 (24 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Property Image From $131
         

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

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

Large Vacation Homes & Villas in Leeward Islands

Over 31+ Large Vacation Homes & Villas in or Near Leeward Islands
Property Image From $658
         

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

|
9.7 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Property Image From $489
         

Property Image From $452
         

|
9.7 (10 Reviews)
Villa
  • Air Conditioner
  • Parking
  • View
Property Image From $439
         

Property Image From $234
         

|
9.6 (89 Reviews)
Villa
  • Air Conditioner
  • Parking
  • View
Property Image From $650
         

|
9.6 (19 Reviews)
Villa
  • Air Conditioner
  • Parking
  • View

Wheelchair Accessible Vacation Homes in Leeward Islands

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

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

1.0 (1 Review)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Property Image From $503
         

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

Leeward Islands Varoom and Airbnb Places to Stay Under $200

Over 132+ Leeward Islands Varoom and Airbnb Places to Stay Under $200
Property Image From $195
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Bedding/Linens
Property Image From $39
         

Property Image From $195
         

9.6 (30 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image From $146
         

10.0 (1 Review)
House
  • Parking
  • TV
  • Balcony/Terrace
Property Image From $141
         

Property Image From $178
         

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

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

8.0 (1 Review)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Leeward Islands

Over 27+ Instantly Bookable Vacation Homes in or Near Leeward Islands
Property Image From $209
         

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

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

6.0 (1 Review)
House
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
Property Image From $383
         

New
House
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
Property Image From $194
         

New
House
  • Bedding/Linens
  • Child Friendly
  • Internet
Property Image From $177
         

New
House
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
Property Image From $168
         

About Leeward Islands Vacation Rentals

With more than 244 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 555.2 ft² on average, with prices averaging $317 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 45
Villas 24
Ski Chalet Rentals 18
Hotels with Suites 14
B&B 9
Cabin Rentals 8
Resorts 8
Others 4
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
High       Low
June - August
High       Low
September - November
High       Low