Leeward Settlement Rentals By Owner

There are a lot of options in Leeward Settlement. If you plan on staying in the Leeward Settlement area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Leeward Settlement:

• SunsetOne Beach Villa - Golf Cart 6 seats, Kayaks, SUPs; Free Beach Set Up
• Your Own Tiki Bar + Private Pool/3BR Island Villa/3-4 min Walk to Grace Bay
• Private Resort Style Villa and Pool close to beaches
• Barefoot Bliss - Leeward villa with private pool & short walk to the beach
• WATERFRONT& Private POOL @Hawksbill House in safe, prestigious area
• Romantic Getaway, LOWEST DENSITY on the Island, STAND ALONE BUNGALOWS!
• Romantic Getaway, LOWEST DENSITY on the Island, STAND ALONE BUNGALOWS!
• Luxury Villa - 4 Bedroom Waterfront Property
• Modern 4BR oasis on 1 acre, 1 min from stunning Leeward Beach
• No Snow Here: Villa w/Pool & Golf Cart Near Beach

There are many large, family-friendly vacation homes available in Leeward Settlement; however, here are the most popular family rentals listed on our site:

• Villa Seabatical
• Villa Tropica - Near Grace Bay Beach - Newly Remodelled
• Blue Haven Resort - All-Inclusive
• Ocean Dream 5 BR Villa Azur

Yes, there are 372 self-catering vacation homes in Leeward Settlement that have hot tubs, swimming pools, & other amenities.

There are more than 372 luxury villas and vacation homes in or near Leeward Settlement. Filter by price to compare find the most expensive places to stay on Caribbeandaily.

Yes, there are 372 pet friendly vacation homes and places to stays that are available in or near Leeward Settlement that you may consider.