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Home in Sarasota, Florida

Pineapple Paradise - 13 min to Beach - Fire Pit

3 bedrooms

3 beds

3 bathrooms

8 guests

New

462.8477 sq. ft.

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

This unique combination of three homes offers a total of 3 bedrooms, is in a prime location, and has EVERYTHING you need for an amazing vacation in Sarasota, FL!

• 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

Welcome to Pineapple Paradise #1–3, a unique Sarasota retreat comprising three private homes combined into one stay, perfectly designed for groups seeking space, privacy, and a prime location.

This thoughtfully arranged getaway offers a total of 3 bedrooms and 3 bathrooms, comfortably accommodating up to 8 guests—ideal for families, friends, or couples traveling together who appreciate having separate spaces under one booking.

Located in the heart of downtown Sarasota, you’re just minutes from world-class beaches, vibrant dining, shopping, arts, and nightlife. Whether you’re heading to Lido Beach, exploring St. Armands Circle, or enjoying Sarasota’s cultural scene, Pineapple Paradise places you close to it all while providing a relaxed home base to unwind.

Enjoy the flexibility of multiple living spaces, the convenience of a central location, and the charm of a one-of-a-kind setup. This is your perfect Florida escape!

MAIN SPACES OF THE HOME:

– 3 BEDROOMS & 3 BATHROOMS –

Pineapple Paradise #1
BEDROOM 1:

  • Full-sized Bed
  • Nightstand and Lamps
  • Mirror

Pineapple Paradise #2
BEDROOM 2:

  • Full-sized Bed
  • Nightstand and Lamps
  • Mirror
  • Ensuite Bathroom

Pineapple Paradise #3
BEDROOM 3:

  • Full-sized Bed
  • Nightstand and Lamps
  • Mirror
  • Ensuite Bathroom

– 3 BATHROOMS –

  • Full Bathroom with Walk-in Shower
  • Ensuite Bathroom with Walk-in Shower
  • Ensuite Bathroom with Walk-in Shower

– 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
  • Queen Size Sleeper Sofa (Pineapple Paradise #3)

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 in the street for 3 cars. Street parking allowed: yes
  • 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!

Where you’ll sleep

Bedroom

1 full bed

Bedroom

1 full bed

Bedroom

1 full bed

Bedroom

1 full bed

Bedroom

1 full bed

Bedroom

1 full bed

Amenities

Common Amenities

  • BBQ Area
  • Air conditioning
  • Bed linens
  • Coffee maker
  • Cooking basics
  • Dishes
  • Dishwasher
  • Cleaning supplies
  • Toys
  • Street parking
  • Garden
  • Hair dryer
  • Heating
  • Wifi
  • Iron
  • Kitchen
  • Dedicated workspace
  • Microwave
  • Oven
  • Fridge
  • Smoke detector
  • Stove
  • TV

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Where you’ll be

Sarasota, Florida 34236, United States

Sarasota, Florida, United States
27.3409988-82.53312849999999
Timezone: America/New_York

Things to know

Cancellation policy

Free cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.

Property rules

Pets not allowed

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

8 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Oct 23, 2026$222Not Available
Oct 24, 2026$222Available
Oct 25, 2026$224Available
Oct 26, 2026$222Available
Oct 27, 2026$222Available
Oct 28, 2026$224Available
Oct 29, 2026$222Available
Oct 30, 2026$224Available
Oct 31, 2026$224Available
Nov 1, 2026$222Available
Nov 2, 2026$222Available
Nov 3, 2026$224Available
Nov 4, 2026$224Available
Nov 5, 2026$222Not Available
Nov 6, 2026$222Not Available
Nov 7, 2026$224Not Available
Nov 8, 2026$222Not Available
Nov 9, 2026$224Available
Nov 10, 2026$222Available
Nov 11, 2026$224Available
Nov 12, 2026$224Available
Nov 13, 2026$222Available
Nov 14, 2026$222Available
Nov 15, 2026$224Available
Nov 16, 2026$224Available
Nov 17, 2026$222Available
Nov 18, 2026$224Available
Nov 19, 2026$224Available
Nov 20, 2026$222Available
Nov 21, 2026$224Available
Nov 22, 2026$224Available
Nov 23, 2026$222Available
Nov 24, 2026$222Not Available
Nov 25, 2026$224Not Available
Nov 26, 2026$222Not Available
Nov 27, 2026$224Not Available
Nov 28, 2026$224Available
Nov 29, 2026$224Available
Nov 30, 2026$222Available
Dec 1, 2026$222Available
Dec 2, 2026$224Available
Dec 3, 2026$224Available
Dec 4, 2026$222Available
Dec 5, 2026$222Available
Dec 6, 2026$222Available
Dec 7, 2026$222Available
Dec 8, 2026$224Available
Dec 9, 2026$224Available
Dec 10, 2026$224Available
Dec 11, 2026$222Available
Dec 12, 2026$224Available
Dec 13, 2026$222Available
Dec 14, 2026$222Available
Dec 15, 2026$222Available
Dec 16, 2026$222Available
Dec 17, 2026$222Available
Dec 18, 2026$224Available
Dec 19, 2026$228Available
Dec 20, 2026$231Available
Dec 21, 2026$255Available
Dec 22, 2026$294Available
Dec 23, 2026$340Available
Dec 24, 2026$358Available
Dec 25, 2026$376Not Available
Dec 26, 2026$383Available
Dec 27, 2026$391Available
Dec 28, 2026$397Available
Dec 29, 2026$399Available
Dec 30, 2026$369Available
Dec 31, 2026$370Available
Jan 1, 2027$366Not Available
Jan 2, 2027$352Available
Jan 3, 2027$298Available
Jan 4, 2027$269Available
Jan 5, 2027$268Available
Jan 6, 2027$271Available
Jan 7, 2027$291Available
Jan 8, 2027$311Available
Jan 9, 2027$314Available
Jan 10, 2027$296Available
Jan 11, 2027$268Available
Jan 12, 2027$228Available
Jan 13, 2027$235Available
Jan 14, 2027$309Not Available
Jan 15, 2027$339Not Available
Jan 16, 2027$331Not Available
Jan 17, 2027$327Not Available
Jan 18, 2027$282Not Available
Jan 19, 2027$245Available
Jan 20, 2027$254Available
Jan 21, 2027$337Available