Top Guest houses in Windward Islands

Find the Top Guest houses in Windward Islands – 20+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 25 guest houses
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8.6
Great112 reviews
From   US$ 308 /nightSelect
  • Traditional bungalows with ocean views
  • Private beach for exclusive relaxation
  • Complimentary fruit platter for honeymooners
Guest house
8.0
Great115 reviews
From   US$ 364 /nightSelect
  • Outdoor swimming pool and jacuzzi
  • Family-friendly with children's playground
  • On-site restaurant and coffee shop
8.2
Great196 reviews
  • Tropical Garden
  • Shared Lounge
  • Airport Shuttle
From   US$ 100 /nightSelect
  • Free airport shuttle service available
  • Relax in lush tropical garden setting
  • Shared lounge and terrace for relaxation
Guest house
8.2
Great58 reviews
  • Private Beach
  • Outdoor Pool
  • Family Restaurant
From   US$ 180 /nightSelect
  • Private beach access and sun loungers
  • Year-round outdoor swimming pool
  • On-site family-friendly restaurant
Guest house
8.2
Great92 reviews
  • Private Beach
  • Family Restaurant
  • Fitness Classes
From   US$ 143 /nightSelect
  • Private beach area for guests
  • Family-friendly restaurant with French cuisine
  • On-site fitness and yoga classes
Guest house
8.4
Great61 reviews
  • Saltwater pool
  • Canoeing
  • Children's playground
From   US$ 146 /nightSelect
  • Beachfront property with outdoor dining
  • Saltwater pool with stunning views
  • Activities like canoeing available
  • Shared kitchen
  • Picnic area
  • Table tennis
From   US$ 27 /nightSelect
  • Family-friendly restaurant serving Chinese cuisine
  • Shared kitchen for guest convenience
  • Picnic area with barbecue facilities
Guest house
8.2
Great132 reviews
  • Coffee Shop
  • Family Rooms
  • BBQ Facilities
From   US$ 145 /nightSelect
  • Balconies with beautiful views
  • Variety of outdoor activities available
  • On-site coffee shop and snack bar
Guest house
7.8
Very good35 reviews
  • Beach access
  • Outdoor pools
  • Children's playground
From   US$ 78 /nightSelect
  • Private beach access for exclusive relaxation
  • Two outdoor swimming pools for leisure
  • Kids' pool and playground for families
Guest house
7.8
Very good25 reviews
  • Private Beach
  • Spa Services
  • Outdoor Pool
From   US$ 231 /nightSelect
  • Private beach access with sea views
  • On-site yoga and fitness classes available
  • Traditional restaurant featuring local cuisine
Guest house
8.2
Great57 reviews
  • Private Beach
  • Golf Course
  • Free Shuttle
From   US$ 196 /nightSelect
  • Private beach access with sun loungers
  • On-site family-friendly restaurant
  • Diverse activities like canoeing and fishing
  • Beach access
  • Garden views
  • Snorkeling gear
From   US$ 116 /nightSelect
  • Beachfront property with garden views
  • Fully equipped kitchen with essentials
  • Access to snorkeling activities
7.8
Very good16 reviews
  • Outdoor pool
  • Beach access
  • Canoeing
From   US$ 116 /nightSelect
  • Beachfront access with sea views
  • Outdoor swimming pool with view
  • Family-friendly rooms available
Guest house
8.4
Great29 reviews
  • On-site Spa
  • Outdoor Dining
  • Pet-Friendly
From   US$ 98 /nightSelect
  • Outdoor dining area with lush views
  • On-site spa for relaxation
  • Pet-friendly accommodations available
  • Ocean views
  • Car rental
  • Private bathroom
From   US$ 139 /nightSelect
  • Stunning ocean-view balcony rooms
  • On-site car rental services available
  • Private entrance with soundproofing
Guest house
8.2
Great57 reviews
  • Shared Kitchen
  • Sun Terrace
  • Paid Shuttle
From   US$ 122 /nightSelect
  • Fully equipped shared kitchen available
  • Sun terrace for outdoor relaxation
  • Paid airport shuttle service offered
8.4
Great67 reviews
  • Infinity Pool
  • BBQ Facilities
  • Bicycle Rental
From   US$ 123 /nightSelect
  • Mountain view terrace in every unit
  • Infinity pool with stunning views
  • Outdoor play area for children
Guest house
  • Outdoor pool
  • Private bathroom
  • Hot tub
From   US$ 378 /nightSelect
  • Year-round outdoor swimming pool
  • All rooms feature private bathrooms
  • On-site hot tub and spa lounge
Guest house
8.4
Great125 reviews
  • Family rooms
  • Shared kitchen
  • Sun terrace
From   US$ 85 /nightSelect
  • Lovely garden access and sun terrace
  • Local breakfast options with fresh fruits
  • Shared kitchen for guest convenience
Guest house
8.0
Great7 reviews
  • On-site Spa
  • Swimming Pool
  • Restaurant
From   US$ 105 /nightSelect
  • Relaxing on-site spa services
  • Inviting swimming pool for guests
  • On-site restaurant with dining options
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