Comfortable vacation home rentals for your retreat
Discover thoughtfully selected vacation home rentals, featuring spa amenities and versatile event spaces, perfect for families, digital nomads, and large groups seeking memorable experiences.
Cozy Retreats Tailored for Every Traveler
The Sleepy Pineapple is dedicated to providing exceptional vacation experiences through thoughtfully selected rentals with spa amenities and event spaces, ensuring comfort and memorable moments for digital nomads, families, and groups alike.
Elegant Venues for Unforgettable Celebrations
Discover our curated vacation rentals, featuring spa amenities and versatile event spaces for all your needs.
Cozy Family Retreats
Enjoy comfortable, family-friendly vacation home rentals, perfect for memorable getaways.
Digital Nomad Havens
Work remotely in style with high-speed internet and serene environments designed for productivity.
Group Gathering Rentals
Spacious homes and event areas ideal for large groups celebrating special moments.
Reach out effortlessly with our family-run vacation rentals offering warm, attentive service.
US +1 (617) 276-4515
EU +49 (160) 352-1187
stay@sleepypineapple.com
Welcome to The Sleepy Pineapple
Discover our collection of premium vacation rentals designed for comfort and relaxation, perfect for families, digital nomads, and special gatherings.
