Sarasota, Florida
Pineapple Paradise - 13 min to Beach - Fire Pit
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)
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)
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)
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 28, 2026 | $201 | Available | 2 |
| Jul 29, 2026 | $201 | Available | 2 |
| Jul 30, 2026 | $200 | Available | 2 |
| Jul 31, 2026 | $200 | Available | 2 |
| Aug 1, 2026 | $200 | Available | 2 |
| Aug 2, 2026 | $201 | Available | 2 |
| Aug 3, 2026 | $200 | Available | 2 |
| Aug 4, 2026 | $200 | Available | 2 |
| Aug 5, 2026 | $200 | Available | 2 |
| Aug 6, 2026 | $201 | Available | 2 |
| Aug 7, 2026 | $201 | Available | 2 |
| Aug 8, 2026 | $200 | Available | 2 |
| Aug 9, 2026 | $201 | Available | 2 |
| Aug 10, 2026 | $201 | Available | 2 |
| Aug 11, 2026 | $201 | Available | 2 |
| Aug 12, 2026 | $200 | Available | 2 |
| Aug 13, 2026 | $200 | Available | 2 |
| Aug 14, 2026 | $201 | Available | 2 |
| Aug 15, 2026 | $200 | Available | 2 |
| Aug 16, 2026 | $201 | Available | 2 |
| Aug 17, 2026 | $201 | Available | 2 |
| Aug 18, 2026 | $201 | Available | 2 |
| Aug 19, 2026 | $200 | Available | 2 |
| Aug 20, 2026 | $200 | Available | 2 |
| Aug 21, 2026 | $201 | Available | 2 |
| Aug 22, 2026 | $201 | Available | 2 |
| Aug 23, 2026 | $200 | Available | 2 |
| Aug 24, 2026 | $201 | Available | 2 |
| Aug 25, 2026 | $200 | Available | 2 |
| Aug 26, 2026 | $201 | Available | 2 |
| Aug 27, 2026 | $200 | Available | 2 |
| Aug 28, 2026 | $201 | Available | 2 |
| Aug 29, 2026 | $200 | Available | 2 |
| Aug 30, 2026 | $200 | Available | 2 |
| Aug 31, 2026 | $201 | Available | 2 |
| Sep 1, 2026 | $200 | Available | 2 |
| Sep 2, 2026 | $200 | Available | 2 |
| Sep 3, 2026 | $201 | Available | 3 |
| Sep 4, 2026 | $201 | Available | 3 |
| Sep 5, 2026 | $200 | Available | 3 |
| Sep 6, 2026 | $200 | Available | 3 |
| Sep 7, 2026 | $201 | Available | 3 |
| Sep 8, 2026 | $201 | Available | 2 |
| Sep 9, 2026 | $201 | Available | 2 |
| Sep 10, 2026 | $201 | Available | 3 |
| Sep 11, 2026 | $201 | Available | 3 |
| Sep 12, 2026 | $200 | Available | 3 |
| Sep 13, 2026 | $200 | Available | 2 |
| Sep 14, 2026 | $201 | Available | 2 |
| Sep 15, 2026 | $200 | Available | 2 |
| Sep 16, 2026 | $200 | Available | 2 |
| Sep 17, 2026 | $200 | Available | 3 |
| Sep 18, 2026 | $200 | Available | 3 |
| Sep 19, 2026 | $201 | Available | 3 |
| Sep 20, 2026 | $200 | Available | 2 |
| Sep 21, 2026 | $201 | Available | 2 |
| Sep 22, 2026 | $200 | Available | 2 |
| Sep 23, 2026 | $201 | Available | 2 |
| Sep 24, 2026 | $200 | Available | 3 |
| Sep 25, 2026 | $201 | Available | 3 |
| Sep 26, 2026 | $201 | Available | 3 |
| Sep 27, 2026 | $200 | Available | 2 |
| Sep 28, 2026 | $200 | Available | 2 |
| Sep 29, 2026 | $200 | Available | 2 |
| Sep 30, 2026 | $201 | Available | 2 |
| Oct 1, 2026 | $201 | Available | 3 |
| Oct 2, 2026 | $200 | Available | 3 |
| Oct 3, 2026 | $201 | Available | 3 |
| Oct 4, 2026 | $201 | Available | 2 |
| Oct 5, 2026 | $201 | Available | 2 |
| Oct 6, 2026 | $201 | Available | 2 |
| Oct 7, 2026 | $200 | Available | 2 |
| Oct 8, 2026 | $200 | Available | 3 |
| Oct 9, 2026 | $200 | Available | 3 |
| Oct 10, 2026 | $200 | Available | 3 |
| Oct 11, 2026 | $201 | Available | 3 |
| Oct 12, 2026 | $201 | Available | 3 |
| Oct 13, 2026 | $200 | Available | 2 |
| Oct 14, 2026 | $200 | Available | 2 |
| Oct 15, 2026 | $200 | Available | 3 |
| Oct 16, 2026 | $200 | Available | 3 |
| Oct 17, 2026 | $201 | Available | 3 |
| Oct 18, 2026 | $200 | Available | 2 |
| Oct 19, 2026 | $201 | Available | 2 |
| Oct 20, 2026 | $201 | Available | 2 |
| Oct 21, 2026 | $201 | Available | 2 |
| Oct 22, 2026 | $200 | Available | 3 |
| Oct 23, 2026 | $201 | Available | 3 |
| Oct 24, 2026 | $200 | Available | 3 |
| Oct 25, 2026 | $201 | Available | 3 |
| Oct 26, 2026 | $200 | Available | 3 |
Amenities
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Where you'll be
Sarasota, Florida, 34236, US
Immerse yourself in the sophisticated coastal charm of Sarasota, where cultural treasures and seaside adventures seamlessly align. Stroll the breathtaking waterfront paths at Marie Selby Botanical Gardens Downtown Sarasota or wander nearby Marina Jack to watch the yachts glide along the sparkling bay. A short drive brings you to the upscale boutiques of St. Armands Circle and family-friendly wildlife encounters at Sarasota Jungle Gardens, while premium
Immerse yourself in the sophisticated coastal charm of Sarasota, where cultural treasures and seaside adventures seamlessly align. Stroll the breathtaking waterfront paths at Marie Selby Botanical Gardens Downtown Sarasota or wander nearby Marina Jack to watch the yachts glide along the sparkling bay. A short drive brings you to the upscale boutiques of St. Armands Circle and family-friendly wildlife encounters at Sarasota Jungle Gardens, while premium
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.
Things to know
Cancellation policy
Contact us for cancellation policy details prior to booking.
Payment processing fee and a 3% booking fee are non refundable upon cancellation.