$0
for 3 nights

Apartment in Sarasota, Florida

Pineapple Paradise - 2 Units - 13 min to Beach

2 bedrooms

2 beds

2 bathrooms

4 guests

New

1194.7929 sq. ft.

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

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

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!

Where you’ll sleep

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

4 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Oct 27, 2026$179Not Available
Oct 28, 2026$179Available
Oct 29, 2026$178Available
Oct 30, 2026$178Available
Oct 31, 2026$178Available
Nov 1, 2026$179Available
Nov 2, 2026$179Available
Nov 3, 2026$179Available
Nov 4, 2026$178Available
Nov 5, 2026$178Not Available
Nov 6, 2026$179Not Available
Nov 7, 2026$178Not Available
Nov 8, 2026$179Not Available
Nov 9, 2026$179Available
Nov 10, 2026$179Available
Nov 11, 2026$178Available
Nov 12, 2026$179Available
Nov 13, 2026$179Available
Nov 14, 2026$178Available
Nov 15, 2026$178Available
Nov 16, 2026$179Available
Nov 17, 2026$178Available
Nov 18, 2026$179Available
Nov 19, 2026$178Available
Nov 20, 2026$179Available
Nov 21, 2026$179Available
Nov 22, 2026$178Available
Nov 23, 2026$178Available
Nov 24, 2026$179Not Available
Nov 25, 2026$179Not Available
Nov 26, 2026$180Not Available
Nov 27, 2026$178Not Available
Nov 28, 2026$179Available
Nov 29, 2026$178Available
Nov 30, 2026$178Available
Dec 1, 2026$178Available
Dec 2, 2026$178Available
Dec 3, 2026$178Available
Dec 4, 2026$183Available
Dec 5, 2026$178Available
Dec 6, 2026$178Available
Dec 7, 2026$178Available
Dec 8, 2026$179Available
Dec 9, 2026$179Available
Dec 10, 2026$179Available
Dec 11, 2026$188Available
Dec 12, 2026$190Available
Dec 13, 2026$178Available
Dec 14, 2026$179Available
Dec 15, 2026$178Available
Dec 16, 2026$178Available
Dec 17, 2026$179Available
Dec 18, 2026$196Available
Dec 19, 2026$203Available
Dec 20, 2026$201Available
Dec 21, 2026$216Available
Dec 22, 2026$224Available
Dec 23, 2026$256Available
Dec 24, 2026$262Available
Dec 25, 2026$292Not Available
Dec 26, 2026$326Available
Dec 27, 2026$318Available
Dec 28, 2026$329Available
Dec 29, 2026$322Available
Dec 30, 2026$291Available
Dec 31, 2026$300Available
Jan 1, 2027$295Not Available
Jan 2, 2027$285Available
Jan 3, 2027$259Available
Jan 4, 2027$241Available
Jan 5, 2027$244Available
Jan 6, 2027$248Available
Jan 7, 2027$262Available
Jan 8, 2027$277Available
Jan 9, 2027$279Available
Jan 10, 2027$267Available
Jan 11, 2027$251Available
Jan 12, 2027$213Available
Jan 13, 2027$221Available
Jan 14, 2027$280Not Available
Jan 15, 2027$305Not Available
Jan 16, 2027$299Not Available
Jan 17, 2027$295Not Available
Jan 18, 2027$271Not Available
Jan 19, 2027$229Available
Jan 20, 2027$239Available
Jan 21, 2027$302Available
Jan 22, 2027$317Available
Jan 23, 2027$326Available
Jan 24, 2027$311Available
Jan 25, 2027$286Available