FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay
Entire bungalow in Sarasota, Florida
- 6 guests
- 2 bedrooms
- 4 beds
- 1 bath
Hosted by Mark And Pam
- Superhost
- 8 years hosting
Listing highlights
Top 5% of homes
This home is highly ranked based on ratings, reviews, and reliability.
In Sarasota's West of Trail neighborhood
About a 5-min walk to Red Rock Park, with cafés and a French pastry shop just a block away
Marble chef's kitchen
A marble kitchen with a 4-burner stove, oven, and multiple coffee options including pour-over and French press
Mark and Pam go above and beyond
Guests describe this as a five-star experience, praising the thoughtful details and Mark and Pam's attentive hosting
Experience life 4 blocks from the Gulf, ½ mile to Siesta Key — America’s #1 Beach.
Effortless access to Siesta’s white sand beaches, Sarasota’s dining/arts scene, St. Armand’s & Gulf Coast adventure!
2BR boutique bungalow • Sleeps 6 • 4 beds
In Sarasota’s coveted ‘West of Trail’ Coastal District — marble chef kitchen, beach gear, Smart TVs, spa bath, laundry, fast Wi-Fi.
Grill lobster under stars, unwind in your tropical garden & walk palm-lined lanes to cafés & glorious waterfront sunsets.
The space
———
🔹 Your Coastal Sanctuary
A serene indoor–outdoor retreat blending sun-washed interiors, resort hospitality and a lush garden — made for slow mornings, beach-filled days, and evenings under the stars.
◽️ Tropical garden with dining, grill + sun loungers
◽️ Beach-hop 15+ beaches & coastal hideaways
◽️ Beach gear + curated beach reads
◽️ Walk historic lanes beneath 300-yr-old banyans
◽️ Stroll to local cafés + Michelin-recognized dining
◽️ Kayak & fish Sarasota Bay (4 blocks)
And all the comforts…
◽️ Marble chef’s kitchen with artisan coffee bar
◽️ Fast, reliable WiFi — work indoors or in the garden
◽️ 65” Smart TV + TVs in every bedroom
◽️ Bose • Victrola vinyls • house guitar
◽️ Backyard cornhole • bocce • Frescobol
◽️ Family-friendly games, books, beach toys
◽️ Pack-n-play & high chair upon request
✈️ SRQ Airport • direct flights • 20 min.
———
🔹 Dream | Rest | Recharge
Wake to birdsong, garden views & visiting storks…
2 Bedrooms | Sleeps 6 | 4 beds: King • Queen • Queen Sleeper • Twin Daybed
🛌 King Primary: Coastal calm, oversized garden views + Saatva mattress
🛌 Queen Bedroom: Rainforest-inspired serenity + tropical garden views
🛌 Queen Sleeper Sofa: Comfortable extra sleeping for families or friends
🛁 Marble Spa Bath: Modern walk-in shower + spa amenities
Wellness-retreat comforts — luxe linens, blackout shades, ceiling fans, Smart TVs, ample storage + sound machines for restorative sleep.
———
🔹 Life’s Necessities • Minutes Away
Walk or bike for everyday essentials — all within easy reach!
📍 Coffee & breakfast café - 1 block
📍 French pastry shop - 1 block
📍 Grocery & Pharmacy - 3 blocks
📍 Playground - 3 blocks
📍 Connor’s Steakhouse - 5 blocks
📍 CMX CineBistro Movies - 5 blocks
📍 Michelin recognized dining - 1 mile
📍 Walt’s Fish Market - 1 mile
📍 Gym, Pilates, LA Fitness - 5 min drive
📍 Sarasota dining, shopping, & arts - 1.5 miles
———
🔹 Beach Hop | Dine | Explore
FlipFlopsOn III places you at the heart of it all — wild, sun-soaked coastline, small-town charm, and Sarasota’s world-class dining, arts & culture scene.
🌿 Sarasota Bay: Walk to serene bayfront sunsets and waterfront strolls (4 blocks)
🌿 Siesta Key Beaches: Award winning, white-sand, crystal waters, & lively Siesta Village (2 mi)
🌿 Lido Beach: Panoramic Bay + Gulf views and pristine shells (4.8 mi)
🌿 Whitney Beach: A tranquil Longboat Key stretch known for shells, space, and sunset walks (9.5 mi)
🌿 Downtown Sarasota: A strolling village with vibrant music, dining, galleries, & festivals (2 mi)
🌿 St. Armands Circle: Brimming with boutiques, chic restaurants, & coastal charm (4.3 mi)
🌴 Plus: The Ringling • Mote Aquarium • Selby Gardens • Sarasota Ballet • Van Wezel
… and the best little fish houses in the USA
———
🔹 Live The Gulf Coast Life
Set in the heart of the most coveted Sarasota coastal stretch, FlipFlopsOn III places you at the center of Siesta Key, Lido Key, Longboat Key, and Casey Key beach life.
> Sail at golden hour
> Whip up a fresh seafood feast
> Kayak Sarasota Bay or Midnight Pass
> Charter a private Gulf excursion
> Catch Bay Island sunsets
> Indulge in spa days at the Ritz or St. Regis
> Fish big-game on the Gulf
> Tee off on Sarasota’s PGA-caliber courses
…. or do nothing at all!
———
🔹 Our Promise Of Care
✔️ 250+ five-star reviews
✔️ 8+ years of Superhost hospitality
✔️ Travel + Leisure recommended hosts
✔️ Inspired by travel • Rooted in Florida
———
🔹 Weekly & Monthly Stays
🌿Weekly Stays, yearlong
🌿Nov–Apr monthly extended stay discounts
Other things to note
🔹 Explore Our Properties
📍 FlipFlopsOn II • Inlet Beach | 30A
Travel + Leisure–recommended, chic coastal retreat, 80 steps to the sand. Situated beachside of the 30A National Scenic Byway on Florida’s Emerald Gulf Coast — sleeps 4
👉 Airbnb.com/h/FlipFlopsOnII
📍FlipFlopsOn III • Sarasota | Siesta Key
Mediterranean-inspired 2BR Bungalow, 4 blocks from the Gulf, offering serene, curated comforts, and prime access to Siesta Key, Sarasota Bay, and Gulf Coast adventure — sleeps 6
👉 Airbnb.com/h/FlipFlopsOnIII
Find both retreats in the “Meet Your Host” section at the bottom of this listing.
———
🔹 Gear For Little Ones
Need a high chair or a pac-n-play? Just let us know ahead of time and we’ll insure they are ready & waiting for you!
———
🔹 Guest Occupancy Details
For your ultimate enjoyment, this vacation retreat is designed and limited to SIX occupants, including children & infants.
———
🔹 Safe | Secure | Worry Free
For guest safety and property protection, this property has two outdoor cameras — one on the front portico and one at the main rear entrance, next to the self-entry keypad. Cameras face outward only, are motion-activated, and may record video and audio.
No cameras or recording devices are located inside the home.
———
🔹 Grounds Care
Routine lawn and waste service occurs during daytime hours to keep the grounds pristine.
———
Certificate Number: VR25-00163
Effortless access to Siesta’s white sand beaches, Sarasota’s dining/arts scene, St. Armand’s & Gulf Coast adventure!
2BR boutique bungalow • Sleeps 6 • 4 beds
In Sarasota’s coveted ‘West of Trail’ Coastal District — marble chef kitchen, beach gear, Smart TVs, spa bath, laundry, fast Wi-Fi.
Grill lobster under stars, unwind in your tropical garden & walk palm-lined lanes to cafés & glorious waterfront sunsets.
The space
———
🔹 Your Coastal Sanctuary
A serene indoor–outdoor retreat blending sun-washed interiors, resort hospitality and a lush garden — made for slow mornings, beach-filled days, and evenings under the stars.
◽️ Tropical garden with dining, grill + sun loungers
◽️ Beach-hop 15+ beaches & coastal hideaways
◽️ Beach gear + curated beach reads
◽️ Walk historic lanes beneath 300-yr-old banyans
◽️ Stroll to local cafés + Michelin-recognized dining
◽️ Kayak & fish Sarasota Bay (4 blocks)
And all the comforts…
◽️ Marble chef’s kitchen with artisan coffee bar
◽️ Fast, reliable WiFi — work indoors or in the garden
◽️ 65” Smart TV + TVs in every bedroom
◽️ Bose • Victrola vinyls • house guitar
◽️ Backyard cornhole • bocce • Frescobol
◽️ Family-friendly games, books, beach toys
◽️ Pack-n-play & high chair upon request
✈️ SRQ Airport • direct flights • 20 min.
———
🔹 Dream | Rest | Recharge
Wake to birdsong, garden views & visiting storks…
2 Bedrooms | Sleeps 6 | 4 beds: King • Queen • Queen Sleeper • Twin Daybed
🛌 King Primary: Coastal calm, oversized garden views + Saatva mattress
🛌 Queen Bedroom: Rainforest-inspired serenity + tropical garden views
🛌 Queen Sleeper Sofa: Comfortable extra sleeping for families or friends
🛁 Marble Spa Bath: Modern walk-in shower + spa amenities
Wellness-retreat comforts — luxe linens, blackout shades, ceiling fans, Smart TVs, ample storage + sound machines for restorative sleep.
———
🔹 Life’s Necessities • Minutes Away
Walk or bike for everyday essentials — all within easy reach!
📍 Coffee & breakfast café - 1 block
📍 French pastry shop - 1 block
📍 Grocery & Pharmacy - 3 blocks
📍 Playground - 3 blocks
📍 Connor’s Steakhouse - 5 blocks
📍 CMX CineBistro Movies - 5 blocks
📍 Michelin recognized dining - 1 mile
📍 Walt’s Fish Market - 1 mile
📍 Gym, Pilates, LA Fitness - 5 min drive
📍 Sarasota dining, shopping, & arts - 1.5 miles
———
🔹 Beach Hop | Dine | Explore
FlipFlopsOn III places you at the heart of it all — wild, sun-soaked coastline, small-town charm, and Sarasota’s world-class dining, arts & culture scene.
🌿 Sarasota Bay: Walk to serene bayfront sunsets and waterfront strolls (4 blocks)
🌿 Siesta Key Beaches: Award winning, white-sand, crystal waters, & lively Siesta Village (2 mi)
🌿 Lido Beach: Panoramic Bay + Gulf views and pristine shells (4.8 mi)
🌿 Whitney Beach: A tranquil Longboat Key stretch known for shells, space, and sunset walks (9.5 mi)
🌿 Downtown Sarasota: A strolling village with vibrant music, dining, galleries, & festivals (2 mi)
🌿 St. Armands Circle: Brimming with boutiques, chic restaurants, & coastal charm (4.3 mi)
🌴 Plus: The Ringling • Mote Aquarium • Selby Gardens • Sarasota Ballet • Van Wezel
… and the best little fish houses in the USA
———
🔹 Live The Gulf Coast Life
Set in the heart of the most coveted Sarasota coastal stretch, FlipFlopsOn III places you at the center of Siesta Key, Lido Key, Longboat Key, and Casey Key beach life.
> Sail at golden hour
> Whip up a fresh seafood feast
> Kayak Sarasota Bay or Midnight Pass
> Charter a private Gulf excursion
> Catch Bay Island sunsets
> Indulge in spa days at the Ritz or St. Regis
> Fish big-game on the Gulf
> Tee off on Sarasota’s PGA-caliber courses
…. or do nothing at all!
———
🔹 Our Promise Of Care
✔️ 250+ five-star reviews
✔️ 8+ years of Superhost hospitality
✔️ Travel + Leisure recommended hosts
✔️ Inspired by travel • Rooted in Florida
———
🔹 Weekly & Monthly Stays
🌿Weekly Stays, yearlong
🌿Nov–Apr monthly extended stay discounts
Other things to note
🔹 Explore Our Properties
📍 FlipFlopsOn II • Inlet Beach | 30A
Travel + Leisure–recommended, chic coastal retreat, 80 steps to the sand. Situated beachside of the 30A National Scenic Byway on Florida’s Emerald Gulf Coast — sleeps 4
👉 Airbnb.com/h/FlipFlopsOnII
📍FlipFlopsOn III • Sarasota | Siesta Key
Mediterranean-inspired 2BR Bungalow, 4 blocks from the Gulf, offering serene, curated comforts, and prime access to Siesta Key, Sarasota Bay, and Gulf Coast adventure — sleeps 6
👉 Airbnb.com/h/FlipFlopsOnIII
Find both retreats in the “Meet Your Host” section at the bottom of this listing.
———
🔹 Gear For Little Ones
Need a high chair or a pac-n-play? Just let us know ahead of time and we’ll insure they are ready & waiting for you!
———
🔹 Guest Occupancy Details
For your ultimate enjoyment, this vacation retreat is designed and limited to SIX occupants, including children & infants.
———
🔹 Safe | Secure | Worry Free
For guest safety and property protection, this property has two outdoor cameras — one on the front portico and one at the main rear entrance, next to the self-entry keypad. Cameras face outward only, are motion-activated, and may record video and audio.
No cameras or recording devices are located inside the home.
———
🔹 Grounds Care
Routine lawn and waste service occurs during daytime hours to keep the grounds pristine.
———
Certificate Number: VR25-00163
Where you’ll sleep
1 of 2 pages
What this place offers
Garden view
Shared beach access
Kitchen
Wifi
Dedicated workspace
Select check-in date
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Rated 5.0 out of 5 from 11 reviews.
Guest favorite
This home is in the top 5% of eligible listings based on ratings, reviews, and reliability
Overall rating
- 5 stars, 100% of reviews
- 4 stars, 0% of reviews
- 3 stars, 0% of reviews
- 2 stars, 0% of reviews
- 1 stars, 0% of reviews
Rated 5.0 out of 5 stars for cleanliness
Rated 5.0 out of 5 stars for accuracy
Rated 5.0 out of 5 stars for check-in
Rated 5.0 out of 5 stars for communication
Rated 5.0 out of 5 stars for location
Rated 5.0 out of 5 stars for value
Guest reviews mention
Where you’ll be
Sarasota, Florida, United States
Neighborhood highlights
Just 4 blocks from Sarasota Bay & ½ mile to Siesta Key, FlipFlopsOn III puts beach life and the best of Sarasota at your doorstep.
Tucked into Sarasota’s coveted ‘West of Trail’ coastal neighborhood, you’re perfectly placed for Siesta, Lido, Longboat & Casey Key beach days — with downtown Sarasota’s stylish dining, arts & culture just 1.5 miles away.
Walk palm-lined streets beneath 300-year-old banyans to morning dolphin watching on the bay, neighborhood cafés, Southside Village boutiques & Michelin-recognized dining — and spectacular Gulf Coast sunsets.
Sarasota at your doorstep:
▫️ Sarasota Bay — 4-block walk
▫️ Siesta Key — ½ mile
▫️ Southside Village — 1 mile
▫️ Downtown Sarasota — 1.5 miles
▫️ Lido • Longboat • Casey Key beaches
▫️ St. Armands Circle — boutiques + dining
▫️ 3 nearby marinas — boating, fishing & charters
▫️ The Ringling • Mote • Selby Gardens • Van Wezel
✈️ SRQ Airport 20 minutes away • easy direct flights
Tucked into Sarasota’s coveted ‘West of Trail’ coastal neighborhood, you’re perfectly placed for Siesta, Lido, Longboat & Casey Key beach days — with downtown Sarasota’s stylish dining, arts & culture just 1.5 miles away.
Walk palm-lined streets beneath 300-year-old banyans to morning dolphin watching on the bay, neighborhood cafés, Southside Village boutiques & Michelin-recognized dining — and spectacular Gulf Coast sunsets.
Sarasota at your doorstep:
▫️ Sarasota Bay — 4-block walk
▫️ Siesta Key — ½ mile
▫️ Southside Village — 1 mile
▫️ Downtown Sarasota — 1.5 miles
▫️ Lido • Longboat • Casey Key beaches
▫️ St. Armands Circle — boutiques + dining
▫️ 3 nearby marinas — boating, fishing & charters
▫️ The Ringling • Mote • Selby Gardens • Van Wezel
✈️ SRQ Airport 20 minutes away • easy direct flights
Meet your host
My work: - Mark is a financial advisor & investor who built a Wall Street mutual fund. Pamela leads innovation & digital transformation in the self-driving car & healthcare industries.
Lives in Florida, United States
FlipFlopsOn Stays is a curated group of boutique vacation rentals - blessed by Mother Nature & designed to be THAT PLACE you never want to leave!
Recommended by ‘TRAVEL + LEISURE’, these eco-rich vacation retreats are designed by husband & wife team, Mark & Pam; FUN LOVING travelers drawn to glorious nature, cuisine, & year round fun!
These locals started out like you, seeking awe-inspiring destinations, & traveled the world to find them!
Mark And Pam is a Superhost
Host details
Response rate: 100%
Responds within an hour
To help protect your payment, always use Airbnb to send money and communicate with hosts.
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