Vintage Downtown Escape, Heated Cocktail Pool, Tiki Bar & Walk to City of Sarasota

Sarasota, Florida
$427 avg/night Minimum Stay 3 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 3 nights

Min Stay

City Cottage - Cocktail Pool + Walk to Downtown

Why You'll Love This Home
Step back in time—without sacrificing comfort. City Cottage blends 1920s charm with upscale, modern updates, including a heated cocktail pool, clawfoot soaking tub, and tiki bar, all nestled in a walkable downtown Sarasota location.

‍ ‍ Perfect For
Couples, small families, or friend groups looking for a stylish, walk-to-everything Sarasota escape with vintage flair.

ʊ39; Imagine This
You arrive at City Cottage and step through the front door into a storybook bungalow—9-foot ceilings, crown molding, and soft natural light pouring in through oversized windows. Drop your bags, kick off your shoes, and feel the easy rhythm of Old Florida take over. Morning starts with coffee on the front porch, birdsong in the background. Afternoons unfold with dips in the heated cocktail pool, sun-soaked lounging, or a mid-day refresh under the Al Fresco shower. As evening falls, mix a drink at your private tiki bar before heading downtown for a sunset dinner. End your day soaking in the clawfoot tub, wrapped in nostalgia and peace.

Where You'll Sleep
• Main Bedroom: Queen Bed, Ensuite Bath with Clawfoot Tub/Shower
• Bedroom 2: Queen Bed, Shared Bath
• Bedroom 3: Two Twin Beds, Shared Bath
• Living Room: Queen Murphy Bed – Main Living Area

Explore the Area
• 0.4 Miles to Main Street Sarasota – Walk to Dining, Art, & Entertainment
• 0.6 Miles to Marie Selby Botanical Gardens
• 1.8 Miles to Bayfront Park & Marina Jack
• 3.0 Miles to Lido Beach
• 3.2 Miles to St. Armands Circle
• Access to Free Sarasota Bay Runner Trolley

⌛ Don't wait—this home books fast. Your reservation includes peace of mind with 6-hour deep clean and 35-point inspection.

Need to Know: This pool is heated to 85 degrees year round. This unit is DTWN zoned by the City of Sarasota.

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1360 Sq Ft (126 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 100+ Mbps (good For 1–2 People Or Up To 6 Devices)
  • OUTDOORS

    Barbecue Grill Fenced Yard Garden Patio
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Fishing Nearby Golf Privileges Jet Skiing Nearby Marina Nearby Parasailing Nearby Power Boating Nearby Water Tubing Nearby Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware
  • LOCATION HIGHLIGHTS

    In A Village In The City Center Near A Hospital Near A Zoo Near Outlet Shopping Near The Bay Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 07:00 PM CheckOut Check-out : 07:00 PM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Sybil F.

    Submitted Feb 17, 2026

    Stayed Feb 12, 2026

    Excellent location, easy walk to restaurants and grocery. Spa was a great addition. Super responsive host. Definitely recommend.

  • judy b.

    Submitted Jan 13, 2026

    Stayed Jan 8, 2026

    Spacious, clean, cozy

  • Susan B.

    Submitted Dec 28, 2025

    Stayed Dec 20, 2025

    Every thing was wonderful!I would definitely be back to this adorable little place!

  • Peter I.

    Submitted Dec 16, 2024

    Stayed Dec 11, 2024

    Great location.

Your dates are Available!

Total

Includes taxes and fees
$427+
View details