Escape to sunny Sarasota with this one-of-a-kind 2-unit retreat, perfect for families, friends, or multi-generational travelers! Rent both 2-bedroom units for extra space, enjoy flexible accommodations, and experience the ultimate vacation filled with relaxation, fun, and memorable moments together.

• Shared Outdoor Patio
• Fire Pit
• Hammock
• Dedicated Workspace
• Fully Stocked Kitchen
• Drip & Keurig Coffee Maker
• Plush Beds
• High Speed WIFI
• Family Friendly - High Chair & Pack ’n Play
• Dog Friendly
• Street Parking - 2 cars

Welcome to Pineapple 1 & 2, a charming combo listing in the heart of Sarasota—ideal for couples, friends, or a small family traveling together while still enjoying a bit of privacy. This thoughtfully designed retreat offers 2 bedrooms and 2 full bathrooms, comfortably accommodating up to 4 guests. Each unit features a cozy coastal vibe and all the essentials for a relaxing, effortless stay.

Located just minutes from downtown Sarasota, you’ll be close to beautiful Gulf beaches, top dining spots, shopping, and the area’s vibrant arts and culture scene. Whether you’re soaking up the sun, exploring the city, or unwinding after a beach day, Pineapple 1 & 2 is the perfect home base. Experience the best of Sarasota—comfort, convenience, and coastal charm all in one place!

MAIN SPACES OF THE HOME:

– 2 BEDROOMS & 2 BATHROOMS –

BEDROOM 1 (Pineapple 1):
* Full-sized Bed
* Nightstand and Lamps
* Mirror

BEDROOM 2 (Pineapple 2):
* Full-sized Bed
* Nightstand and Lamps
* Mirror
* Ensuite Bathroom

– 2 BATHROOMS –
* Full Bathroom with Walk-in Shower (Pineapple 1)
* Ensuite Bathroom with Walk-in Shower (Pineapple 2)

– CHEF’S KITCHEN –
* Fully Stocked
* High-end Appliances
* Large Refrigerator
* Ample Cabinetry
* Coffee Maker: Drip & Keurig

– LIVING ROOM –
* Smart TV
* Plush Sofa + Seating
* Dedicated Workspace
* Open Floor Plan

Nearby Attractions:
• Marie Selby Botanical Gardens – A lush 15-acre riverside oasis of orchids, bromeliads, koi ponds, and butterfly gardens.
• John and Mable Ringling Museum of Art – ~1.5 miles. Florida’s official state art museum, offering European, American, and Asian artworks, the Circus Museum, and the Ca’ d’Zan Mansion.
• Bayfront Park / Downtown Sarasota – Perfect for strolls, kayaking, or grabbing coffee in the heart of the city.
• St. Armands Circle – A vibrant shopping and dining district full of boutiques, galleries, and eateries.
• Siesta Key Beach – Famous for its powdery white quartz sand that stays cool underfoot—perfect for beach lounging.

Restaurants:
• Dry Dock Waterfront Grill – A casual spot offering seafood with a waterfront view—ideal for sunset dinners.
• Fork & Hen – Cozy, casual comfort food just around the corner—great for relaxed breakfasts or lunches.
• Owens Fish Camp – A beloved local seafood grill with Floridian flair—“grilling fresh every day.”
• Drift Kitchen & Bar – Contemporary coastal cuisine in a chic setting—perfect for intimate evenings.
• Café on St. Armands – A convenient café for breakfast or lunch while exploring boutiques at St. Armands Circle.

By Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area.
Rideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you'll be on your way to your destination in no time.

Check-in is at 4pm
Check-out is at 10am

- 1 dog is allowed for $125 per stay, no cats please. We kindly ask that your dog be trained and that you pick up after your dog.
- No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors.
- Parking is available for 2 vehicles in the street.
- If you're interested in a long-term stay, please reach out to inquire about availability.
- Guests must be 25 years or older to book this property.
- Please note that the backyard is a shared space, so other guests may also be enjoying the area during your stay.

GUEST VERIFICATION:
To ensure a smooth and secure stay, we require the primary guest listed on the reservation to complete a simple screening process within 48 hours of booking confirmation. Please note that your reservation is not confirmed until these steps are completed.

Once verified, and prior to check-in, guests will be asked to sign a Rental Agreement that includes:
- Agreeing to our rental terms and conditions.
- Providing a valid government-issued ID and a matching credit card before check-in.
- Paying a non-refundable $60 damage waiver. The damage waiver provides coverage for accidental damage during your stay, as long as it is reported prior to your check-out. This is collected either at the time of payment through the booking platform or afterward, depending on which platform you use to book.

The damage waiver covers accidental damage that may occur during your stay. To ensure coverage, all damage must be reported promptly while you’re still at the property. We understand there is normal wear and tear at houses but should anything accidentally break or get stained during your stay please just let us know. Thank you!