FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Entire bungalow in Sarasota, Florida

  1. 6 guests
  2. 2 bedrooms
  3. 4 beds
  4. 1 bath
Hosted by Mark And Pam
  1. Superhost
  2. 7 years hosting

Listing highlights

Top 5% of homes

This home is highly ranked based on ratings, reviews, and reliability.

Self check-in

Check yourself in with the smartlock.

Beautiful area

Guests love this home’s scenic location.
Experience life 4 blocks from the Gulf, ½ mile to Siesta Key — America’s #1 Beach.

With effortless access to Sarasota’s dining & arts scene, Siesta’s white sand beaches, St. Armand’s, & Gulf Coast adventure!

2BR boutique bungalow • Sleeps 6 • 4 beds

Situated in the coveted Coastal District (‘West of Trail’) — chef kitchen, beach gear, Smart TVs, marble spa bath, laundry, fast Wi-Fi.

Grill lobster under stars, unwind in your tropical garden, & walk palm lanes to cafes, and waterfront sunsets.

The space
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🔹 Your Coastal Sanctuary

A serene indoor–outdoor living retreat, blending sun-washed interiors, boutique resort hospitality, and a tropical garden for slow mornings, easy evenings, and relaxed coastal stays.

◽️ Sun by the beach or play on Sarasota Bay
◽️ 3 nearby marinas for effortless days on the Gulf
◽️ Kayak & fish at Bay Island Park — 4 blocks
◽️ Tropical garden with grill + meditation pad
◽️ Chef’s kitchen with artisan coffee bar
◽️ Fast reliable WiFi, work indoors or in the garden
◽️ 65” Smart TV + TVs in every bedroom
◽️ Movie night: Cable-like channels, Netflix, HBO
◽️ Bose speaker, Victrola vinyls, house guitar
◽️ Sunset bocce & corn hole & board-game nights
◽️ Beach gear + curated beach reads
▫️ Family friendly games, books, beach toys
▫️ Pack-n-play & high chair (upon request)
✈️ Easy direct flights (20 min. to SRQ)

🌴 Stroll palm-lined streets to morning coffee, dining alfresco, and Gulf-front sunsets.

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🔹 Dream | Rest | Recharge

🛌 2 Bedroom | Sleeps 6 | 4 beds: 1 King • 1 Queen • 1 Queen Sleeper Sofa • 1 Twin DayBed

◽️ King Primary: Coastal styling, oversized garden views, Saatva mattress
◽️ Queen Bedroom: Rainforest theme, designed for serenity, tropical outlook
◽️ Queen Sleeper Sofa: Additional bed for families or couples traveling together
◽️ Marble Spa Bath: Modern walk-in shower + spa amenities

Wellness-retreat vibes — Down/feather pillows, luxe linens, Smart TVs, ceiling fans, dressers, closets, luggage racks, blackout shades, ironing board, & sound machines for deep restorative rest.

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🔹 Sarasota’s Best At Your Fingertips

FlipFlopsOn III places you at the heart of it all — wild, sun-soaked coastline, small-town charm, and world-class dining, arts and culture scene. Turn every day into something extraordinary.

🌿 Sarasota Bay: Walk to serene bayfront sunsets and waterfront strolls (4 blocks)

🌿 Shell Beach: Walk/bike to locals beach loved for glassy waters & sunrise views (1 1/2 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)

🌿 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)

🌴 Plus: The Ringling • Mote Aquarium • Selby Gardens • Sarasota Ballet • Van Wezel

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🔹 Live The Gulf Coast Life

Set in the heart of the most coveted 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
> Book a private chef
> Glide across Sarasota or Roberts Bay by kayak
> Charter a private offshore excursion
> Catch Bay Island sunsets & dockside fishing
> Indulge in spa days at the Ritz or St. Regis
> Fish big-game on the Gulf
> Tee-off on Sarasota’s PGA-caliber courses

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🔹 Life’s Necessities • Minutes Away

Everyday essentials, within easy reach!
📍 Bay & Bay Island Park – 4 block walk
📍 Siesta Key’s Shell Beach – 12 minute bike ride
📍 Coffee & breakfast café – 1 block
📍 French pastry shop – 1 block
📍 Grocery & Pharmacy – 3 blocks
📍 Playground – 3 blocks
📍 Walt’s Fish Market – 1 mile
📍 Connor’s Steakhouse – 5 blocks
📍 CMX CineBistro Movies – 5 blocks
📍 Gym, Pilates, LA Fitness – 5 min drive

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🔹 Our Promise Of Care

We’re proud to introduce FlipFlopsOn III — our coastal retreat, designed with the same care and hospitality guests trust across our FlipFlopsOn portfolio.

◽️ FlipFlopsOn homes recommended by Travel + Leisure
◽️ 250+ five-star reviews across properties
◽️ 7+ years of Superhost excellence

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🔹 Weekly & Monthly Stays

🌿Weekly Stays, yearlong
🌿Nov–Apr monthly extended stay discounts

Other things to note
🔹 Our Coastal Retreats

Explore our two beautiful Gulf Coast retreats on Airbnb:

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

You can find both retreats in the “Meet Your Host” section at the bottom of this listing.

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🔹 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!

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🔹 Guest Occupancy Details

For your ultimate enjoyment, this vacation retreat is designed and limited to SIX occupants, including children & infants.

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🔹 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.

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🔹 Grounds Care

Routine lawn and waste service occurs during daytime hours to keep the grounds pristine.

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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 10 reviews.

Guest favorite
This home is in the top 5% of eligible listings based on ratings, reviews, and reliability

Overall rating

  1. 5 stars, 100% of reviews
  2. 4 stars, 0% of reviews
  3. 3 stars, 0% of reviews
  4. 2 stars, 0% of reviews
  5. 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

Situated 4 blocks from Sarasota Bay and a 1/2 a mile to Siesta Key, FlipFlopsOn III is set in an upscale, palm-lined neighborhood that puts you minutes from everything that matters.

Sarasota, at your doorstep:
▫️ Siesta Key — America’s #1 beach
▫️ Lido, Longboat & Casey Key beaches
▫️ St. Armands Circle — dining + boutiques
▫️ Downtown — waterfront dining, arts, & culture
▫️ Area highlights — Mote Aquarium, The Ringling, Marie Selby Gardens
▫️ 3 nearby marinas — charters, boating, fishing

Meet your host

Superhost
372 reviews
4.99 out of 5 average rating
7 years of hosting
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

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.

Co-hosts

  • Mark

Host details

Response rate: 100%
Responds within an hour
To help protect your payment, always use Airbnb to send money and communicate with hosts.

Things to know

Cancellation policy
House rules
Check-in after 4:00 PM
Checkout before 10:00 AM
6 guests maximum
Safety & property
Exterior security cameras on property
Carbon monoxide alarm
Smoke alarm