Entire home
Private Oasis at The Wildflower Pineapple: A Resort-Style Retreat Just Moments from Siesta Key Beach
Photo gallery for Private Oasis at The Wildflower Pineapple: A Resort-Style Retreat Just Moments from Siesta Key Beach





1 bedroom 1 bathroom Sleeps 4 600 sq ft
Popular amenities
Explore the area

Sarasota, FL
- Siesta Key Beach3 min walk
- Crescent Beach12 min drive
- Lido Beach41 min drive
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)39 min drive
Rooms & beds
1 bedroom (sleeps 4)
Bedroom 1
1 Queen Bed
Living room 1
1 Double Sofa Bed
1 bathroom
Bathroom 1
Spaces
Kitchen
Office
Outdoor play area
Garden
Dining area
About this property
Private Oasis at The Wildflower Pineapple: A Resort-Style Retreat Just Moments from Siesta Key Beach
Property Highlights
• 5 Minute Walk to Beach (800ft) 5-10 Minutes to Village
• Shared Heated Resort style Pool, Water Feature & Garden
• 1 Bedroom, Bathroom, Living Room & Full Kitchen
• 1 Queen Bed & Queen Sleeper Sofa (sleeps 4)
• Outdoor Lounge Dinning Table for 8, Fire Table, Ice Maker, 2 Kayaks
• Clubhouse 1 w Ping Pong, Pool, Foosball, Pac-Man, Games
• Starter Kit of Toiletry & Home Essentials
• Free Private Parking, Laundry & Beach Essentials (Towels, Chairs, Cart, Umbrella)
Nestled in the heart of Siesta Key, Wildflower offers unparalleled access to the area’s most sought-after attractions and activities. Explore the pristine shores of Siesta Key Beach, just a short stroll away, or venture into Siesta Key Village to discover charming boutiques, eclectic dining options, and vibrant nightlife venues.
Whether you’re seeking relaxation or adventure, Wildflower puts you at the center of it all. Getting Around: With its convenient location near Siesta Key Beach and Siesta Key Village, Wildflower provides easy access to a variety of transportation options. Whether you prefer to explore the island by kayak along the scenic waterways or simply take a leisurely stroll through the neighborhood, the possibilities are endless. Plus, with ample parking available onsite, you can easily venture further afield to discover all that the surrounding area has to offer.
As a guest, you’ll enjoy exclusive access to a wealth of resort-style amenities. Take a refreshing dip in the sparkling pool, unwind in the serene courtyard, or gather with friends and family around the outdoor dining room while the sunsets. Enjoy the convenience of access to our shared laundry facilities on site, as well as complimentary Wi-Fi throughout the units.
Welcome to the Wildflower Inn!
Experience the charm and comfort of Wildflower Inn, a completely transformed vacation property just 800 feet from the world-famous Siesta Key Beach. After the challenges posed by Hurricane Helene and Milton, we didn’t just rebuild—we reimagined. We’re excited to reopen our doors and welcome you back to an even more extraordinary Wildflower experience. Our cherished Siesta Key family retreat has undergone a complete transformation. With our return to family management, we are reinstating personalized attention to every aspect of the guest experience, ensuring that our service exceeds your expectations—it's our family promise to you.
LUXURY RESORT-STYLE AMENITIES
Newly reimagined spaces with bright, modern furnishings, fully eq-uipped kitchens, premium linens, and free WiFi. Our family management ensures personalized service with 24/7 guest assistance available. Relax in our shared heated pool after beach days. Enjoy our serene courtyard, comfortable lounging areas, and clubhouse with game room for entertainment.
FULL KITCHENS, OPEN LIVING ROOM & DINING SPACE
Enjoy a relaxing retreat with a full kitchen, perfect for family meals and gatherings. Each fully equipped kitchen features modern appliances, making it easy to create anything from hearty breakfasts to gourmet dinner.
• Refrigerator / Freezer
• Range Cooktop
• Microwave
• Blender
• Sink Ho t& Cold Water
• Regular & Keurig Coffee Maker
• Plates, Glasses, Silverware, Pots & Pans, Wine Glasses
• Dining Table with Seating for 3
BEDROOM SUITE 1 (SLEEPS 4 PEOPLE)
• 1 Queen-Size Bed ( 1 Queen Bed), & 1 Living Room Queen Sleeper Sofa
• Premium Memory-Foam Mattresses, Sheets, and Pillows
• Smart TV
• Closets with Hangers and Shelves
• Dressers with Spacious Drawers
• Night Stands with Reading Lamps
BATHROOM:
• Shower
• Vanity & Mirror
• Toilet
• Towels & Hair Dryer
• Essential Toiletries
OUTDOOR SPACE & ADDITIONAL AMENITIES INCLUDE
Enjoy stunning sunsets in the spacious backyard courtyard garden and pool area,, ideal for family gatherings and outdoor fun. Unwind in our beachside boutique resort outdoor living area at our 8 seat outdoor dining table. Or lounge on our sectional sofa while sunsets become unforgettable memories. Relax in our luxury hot tub with a view of our amazing pool and outdoor lighting.
• Free Parking & less than a ten minute walk to downtown Siesta Key Village Shopping, Live Music, Dining & More
• Child-Friendly Amenities Life Size Games (Travel Crib)
• Just a Short Walk of 800ft to Siesta Key Beach
• Shared Pool (Private Pool & Hot Tub when entire property is rented for large groups and families)
• Event Friendly & Family Friend
• Pet Friendly (2 dogs up to 25lbs with fee)
• Free Private Parking
• Free Complimentary LaundryOnsite Washer/Dryer
• High-Speed Wi-Fi
• Free WiFi & HDTVs
• Self Check-In (Keypad Access)
• Air Conditioning & Heating
• Ceiling Fans
• Iron & Ironing Board
• 2 Kayaks
• Bikes
• Beach Towels, Chairs, Cooler, & Caddy Provided
• Outdoor Dining Space with 8 Seat Table
• Starter Kit of Toiletry Essentials
• Starter Pack of Home Essentials Included - Dish Soap & Sponge
•Laundry Tablets, & Cleaning Wipes
Getting around the island has never been easier! : With its convenient location near Siesta Key Beach and Siesta Key Village, this property provides easy access to a variety of transportation options. Whether you prefer to explore the island by kayak along the scenic waterways or simply take a leisurely stroll through the neighborhood, the possibilities are endless. Plus, with free parking available onsite, you can easily venture further afield to discover all that the surrounding area has to offer.
Take advantage of our partnered exclusive upgrade: discounted pre-booked golf cart rentals that will be ready upon your arrival, making it easy to explore the surrounding area in style. For longer trips, our airport transportation services can assist you in reaching the property hassle-free, ensuring a smooth arrival and departure.
For those seeking a more relaxed transit option, the free Siesta Key Breeze Trolley operates daily from 8 AM to 10 PM, running along the main roads outside your rental. This trolley makes it incredibly easy to reach the beach, Village, and other must-visit attractions.
Additionally, this rental is centrally located to ensure that you’re always within walking distance to the best of Siesta Key while providing seamless access to beach essentials and the tranquil beauty of the Gulf shores. Kids and families will love the short walk to the downtown village and beach.
PET-FRIENDLY HOME
Bring your furry friends along for a fun vacation! They'll love the spacious backyard while you relax by the luxurious pool. Please note there is a fee for extra cleaning needed for noticeable pet stains or odors.
CLEANING & SANITIZATION
The health and safety of our guests is our top priority. We implement a comprehensive cleaning process after each check-out.
NO SMOKING INSIDE
We kindly request no smoking indoors. Any evidence of smoking will incur a fee for odor removal and furniture cleaning.
PARTIES & EVENTS
•Allowed with prior approval
ADDITIONAL ACCOMMODATION & BOOKING OPTIONS
Traveling with a larger party or need different dates? We offer additional suites within in our fourplex. Explore our host profile for a complete list of magnificent accommodations.
This small resort is a combination of 8 Suites
• 2 Bedroom Options: Bromiscus | Frangi Orchid | Pineapple Paradise | Split Coconut
• 1 Bedroom Options: Bird of Paradise | Bromeliad | Coconut | Frangipani | Hibiscus | Orchid | Split Leaf
ENTIRE PROPERTY RENTAL FOR LARGE GROUPS, FAMILIES & EVENTS
• Options to rent the entire resort
• Private Pool, Hot Tub
• Versatile spaces for larger gatherings, private events, retreats & corporate functions
• Perfect balance of privacy and togetherness
The Wildflower can accommodate up to 32 guests with a bedding configuration as follows:
• Bedroom & Unit # 1: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 2: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 3: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 4: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 5: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 6: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 7: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 8: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
OTHER DETAILS TO NOTE
New Photos Coming Soon! This home is a part of a small resort, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with other units. This unit is on the 2nd floor. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation property.
This home is a part of a small resort, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with other units. This unit is on the 2nd floor. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation property.
Our Transformation
After the challenges posed by Hurricane Helene and Milton, we didn't just rebuild—we reimagined. We're excited to reopen our doors and welcome you back to an even more extraordinary Wildflower experience. Our cherished Siesta Key family retreat has undergone a complete transformation. With our return to family management, we are reinstating personalized attention to every aspect of the guest experience, ensuring that our service exceeds your expectations—it's our family promise to you. We will be updating photos soon
• 5 Minute Walk to Beach (800ft) 5-10 Minutes to Village
• Shared Heated Resort style Pool, Water Feature & Garden
• 1 Bedroom, Bathroom, Living Room & Full Kitchen
• 1 Queen Bed & Queen Sleeper Sofa (sleeps 4)
• Outdoor Lounge Dinning Table for 8, Fire Table, Ice Maker, 2 Kayaks
• Clubhouse 1 w Ping Pong, Pool, Foosball, Pac-Man, Games
• Starter Kit of Toiletry & Home Essentials
• Free Private Parking, Laundry & Beach Essentials (Towels, Chairs, Cart, Umbrella)
Nestled in the heart of Siesta Key, Wildflower offers unparalleled access to the area’s most sought-after attractions and activities. Explore the pristine shores of Siesta Key Beach, just a short stroll away, or venture into Siesta Key Village to discover charming boutiques, eclectic dining options, and vibrant nightlife venues.
Whether you’re seeking relaxation or adventure, Wildflower puts you at the center of it all. Getting Around: With its convenient location near Siesta Key Beach and Siesta Key Village, Wildflower provides easy access to a variety of transportation options. Whether you prefer to explore the island by kayak along the scenic waterways or simply take a leisurely stroll through the neighborhood, the possibilities are endless. Plus, with ample parking available onsite, you can easily venture further afield to discover all that the surrounding area has to offer.
As a guest, you’ll enjoy exclusive access to a wealth of resort-style amenities. Take a refreshing dip in the sparkling pool, unwind in the serene courtyard, or gather with friends and family around the outdoor dining room while the sunsets. Enjoy the convenience of access to our shared laundry facilities on site, as well as complimentary Wi-Fi throughout the units.
Welcome to the Wildflower Inn!
Experience the charm and comfort of Wildflower Inn, a completely transformed vacation property just 800 feet from the world-famous Siesta Key Beach. After the challenges posed by Hurricane Helene and Milton, we didn’t just rebuild—we reimagined. We’re excited to reopen our doors and welcome you back to an even more extraordinary Wildflower experience. Our cherished Siesta Key family retreat has undergone a complete transformation. With our return to family management, we are reinstating personalized attention to every aspect of the guest experience, ensuring that our service exceeds your expectations—it's our family promise to you.
LUXURY RESORT-STYLE AMENITIES
Newly reimagined spaces with bright, modern furnishings, fully eq-uipped kitchens, premium linens, and free WiFi. Our family management ensures personalized service with 24/7 guest assistance available. Relax in our shared heated pool after beach days. Enjoy our serene courtyard, comfortable lounging areas, and clubhouse with game room for entertainment.
FULL KITCHENS, OPEN LIVING ROOM & DINING SPACE
Enjoy a relaxing retreat with a full kitchen, perfect for family meals and gatherings. Each fully equipped kitchen features modern appliances, making it easy to create anything from hearty breakfasts to gourmet dinner.
• Refrigerator / Freezer
• Range Cooktop
• Microwave
• Blender
• Sink Ho t& Cold Water
• Regular & Keurig Coffee Maker
• Plates, Glasses, Silverware, Pots & Pans, Wine Glasses
• Dining Table with Seating for 3
BEDROOM SUITE 1 (SLEEPS 4 PEOPLE)
• 1 Queen-Size Bed ( 1 Queen Bed), & 1 Living Room Queen Sleeper Sofa
• Premium Memory-Foam Mattresses, Sheets, and Pillows
• Smart TV
• Closets with Hangers and Shelves
• Dressers with Spacious Drawers
• Night Stands with Reading Lamps
BATHROOM:
• Shower
• Vanity & Mirror
• Toilet
• Towels & Hair Dryer
• Essential Toiletries
OUTDOOR SPACE & ADDITIONAL AMENITIES INCLUDE
Enjoy stunning sunsets in the spacious backyard courtyard garden and pool area,, ideal for family gatherings and outdoor fun. Unwind in our beachside boutique resort outdoor living area at our 8 seat outdoor dining table. Or lounge on our sectional sofa while sunsets become unforgettable memories. Relax in our luxury hot tub with a view of our amazing pool and outdoor lighting.
• Free Parking & less than a ten minute walk to downtown Siesta Key Village Shopping, Live Music, Dining & More
• Child-Friendly Amenities Life Size Games (Travel Crib)
• Just a Short Walk of 800ft to Siesta Key Beach
• Shared Pool (Private Pool & Hot Tub when entire property is rented for large groups and families)
• Event Friendly & Family Friend
• Pet Friendly (2 dogs up to 25lbs with fee)
• Free Private Parking
• Free Complimentary LaundryOnsite Washer/Dryer
• High-Speed Wi-Fi
• Free WiFi & HDTVs
• Self Check-In (Keypad Access)
• Air Conditioning & Heating
• Ceiling Fans
• Iron & Ironing Board
• 2 Kayaks
• Bikes
• Beach Towels, Chairs, Cooler, & Caddy Provided
• Outdoor Dining Space with 8 Seat Table
• Starter Kit of Toiletry Essentials
• Starter Pack of Home Essentials Included - Dish Soap & Sponge
•Laundry Tablets, & Cleaning Wipes
Getting around the island has never been easier! : With its convenient location near Siesta Key Beach and Siesta Key Village, this property provides easy access to a variety of transportation options. Whether you prefer to explore the island by kayak along the scenic waterways or simply take a leisurely stroll through the neighborhood, the possibilities are endless. Plus, with free parking available onsite, you can easily venture further afield to discover all that the surrounding area has to offer.
Take advantage of our partnered exclusive upgrade: discounted pre-booked golf cart rentals that will be ready upon your arrival, making it easy to explore the surrounding area in style. For longer trips, our airport transportation services can assist you in reaching the property hassle-free, ensuring a smooth arrival and departure.
For those seeking a more relaxed transit option, the free Siesta Key Breeze Trolley operates daily from 8 AM to 10 PM, running along the main roads outside your rental. This trolley makes it incredibly easy to reach the beach, Village, and other must-visit attractions.
Additionally, this rental is centrally located to ensure that you’re always within walking distance to the best of Siesta Key while providing seamless access to beach essentials and the tranquil beauty of the Gulf shores. Kids and families will love the short walk to the downtown village and beach.
PET-FRIENDLY HOME
Bring your furry friends along for a fun vacation! They'll love the spacious backyard while you relax by the luxurious pool. Please note there is a fee for extra cleaning needed for noticeable pet stains or odors.
CLEANING & SANITIZATION
The health and safety of our guests is our top priority. We implement a comprehensive cleaning process after each check-out.
NO SMOKING INSIDE
We kindly request no smoking indoors. Any evidence of smoking will incur a fee for odor removal and furniture cleaning.
PARTIES & EVENTS
•Allowed with prior approval
ADDITIONAL ACCOMMODATION & BOOKING OPTIONS
Traveling with a larger party or need different dates? We offer additional suites within in our fourplex. Explore our host profile for a complete list of magnificent accommodations.
This small resort is a combination of 8 Suites
• 2 Bedroom Options: Bromiscus | Frangi Orchid | Pineapple Paradise | Split Coconut
• 1 Bedroom Options: Bird of Paradise | Bromeliad | Coconut | Frangipani | Hibiscus | Orchid | Split Leaf
ENTIRE PROPERTY RENTAL FOR LARGE GROUPS, FAMILIES & EVENTS
• Options to rent the entire resort
• Private Pool, Hot Tub
• Versatile spaces for larger gatherings, private events, retreats & corporate functions
• Perfect balance of privacy and togetherness
The Wildflower can accommodate up to 32 guests with a bedding configuration as follows:
• Bedroom & Unit # 1: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 2: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 3: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 4: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 5: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 6: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 7: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
• Bedroom & Unit # 8: Queen Bed (1) & Full Sofa Bed (1) - Sleeps 4
OTHER DETAILS TO NOTE
New Photos Coming Soon! This home is a part of a small resort, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with other units. This unit is on the 2nd floor. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation property.
This home is a part of a small resort, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with other units. This unit is on the 2nd floor. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation property.
Our Transformation
After the challenges posed by Hurricane Helene and Milton, we didn't just rebuild—we reimagined. We're excited to reopen our doors and welcome you back to an even more extraordinary Wildflower experience. Our cherished Siesta Key family retreat has undergone a complete transformation. With our return to family management, we are reinstating personalized attention to every aspect of the guest experience, ensuring that our service exceeds your expectations—it's our family promise to you. We will be updating photos soon
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washer
Dryer
Pet-friendly
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Siesta Key Island Rentals
Siesta Key Island Rentals
- Washer
- Dryer
- Parking included
- Free WiFi
9.8 out of 10, (31 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed
Pets
Pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events are allowed on site
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Siesta Key
Located in Siesta Key, this holiday home is in the city centre and by the sea. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Looking to enjoy an event or a game while in town? See what's happening at Stardust Event Center or Ed Smith Stadium.

Sarasota, FL
What's nearby
- Siesta Key Beach - 3 min walk - 0.3 km
- Crescent Beach - 12 min drive - 3.8 km
- Turtle Beach - 15 min drive - 7.2 km
- St. Armands Circle - 17 min drive - 14.8 km
- Lido Beach - 41 min drive - 17.4 km
Getting around
Restaurants
- Gilligan's Island Bar & Grill - 9 min walk
- Siesta Key Oyster Bar - 10 min walk
- Siesta Key Beach Pavilion - 11 min walk
- Phillippi Creek Village Restaurant & Oyster Bar - 8 min drive
- Starbucks - 9 min drive
Frequently asked questions
Reviews
Reviews
No reviews yet
Be the first to leave a review for this property after your stay.
About the host
Your host

Tell us how we can improve our siteShare feedback