Sarasota, FL

City Cottage - 1745

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8 guests
3 bedrooms
2 bathrooms
1360 sqft

🌴 City Cottage - Cocktail Pool + Walk to Downtown

8 guests
3 bedrooms
2 bathrooms
1360 sqft

  • Flexible check-in & out

    Check-in after 4:00 PM • Check-out before 10:00 AM

  • Easy cancellation

    You can cancel your trip for up to 14 days prior to start.


About this property

🌴 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. 🎞️ 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.

🌴 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. 🎞️ 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.

Availability & Pricing

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
Dec 11, 2025$175.06Available4
Dec 12, 2025$175.06Available4
Dec 13, 2025$175.06Available4
Dec 14, 2025$175.06Available4
Dec 15, 2025$175.06Available4
Dec 16, 2025$175.06Available4
Dec 17, 2025$189.68Available4
Dec 18, 2025$205.65Available4
Dec 19, 2025$233.25Available4
Dec 20, 2025$288.06Not Available4
Dec 21, 2025$298.96Not Available4
Dec 22, 2025$313.96Not Available4
Dec 23, 2025$326.36Not Available4
Dec 24, 2025N/ANot Available4
Dec 25, 2025N/ANot Available4
Dec 26, 2025N/ANot Available4
Dec 27, 2025$287.73Not Available2
Dec 28, 2025$268.73Not Available4
Dec 29, 2025N/ANot Available4
Dec 30, 2025N/ANot Available4
Dec 31, 2025N/ANot Available4
Jan 1, 2026N/ANot Available4
Jan 2, 2026N/ANot Available4
Jan 3, 2026$204.81Not Available4
Jan 4, 2026$202.49Not Available4
Jan 5, 2026$201.33Not Available4
Jan 6, 2026$201.33Not Available2
Jan 7, 2026$202.49Not Available2
Jan 8, 2026$203.65Not Available4
Jan 9, 2026$204.81Not Available4
Jan 10, 2026$204.81Not Available4
Jan 11, 2026$204.81Not Available4
Jan 12, 2026$205.97Not Available4
Jan 13, 2026$207.13Not Available2
Jan 14, 2026$218.37Not Available2
Jan 15, 2026$228.25Not Available4
Jan 16, 2026$239.69Not Available4
Jan 17, 2026$249.77Not Available4
Jan 18, 2026$249.77Not Available4
Jan 19, 2026$252.48Available4
Jan 20, 2026$252.48Available4
Jan 21, 2026$253.83Available4
Jan 22, 2026$255.19Available4
Jan 23, 2026$256.54Available4
Jan 24, 2026$257.89Available4
Jan 25, 2026$259.24Available4
Jan 26, 2026$261.95Available4
Jan 27, 2026$263.31Available4
Jan 28, 2026$266.02Available4
Jan 29, 2026$359.06Available4
Jan 30, 2026$453.84Not Available4
Jan 31, 2026$548.62Not Available4
Feb 1, 2026N/ANot Available4
Feb 2, 2026N/ANot Available4
Feb 3, 2026N/ANot Available4
Feb 4, 2026N/ANot Available4
Feb 5, 2026N/ANot Available4
Feb 6, 2026N/ANot Available4
Feb 7, 2026$672.98Not Available4
Feb 8, 2026N/ANot Available4
Feb 9, 2026N/ANot Available4
Feb 10, 2026N/ANot Available4
Feb 11, 2026N/ANot Available4
Feb 12, 2026N/ANot Available4
Feb 13, 2026N/ANot Available4
Feb 14, 2026$710.09Not Available4
Feb 15, 2026N/ANot Available4
Feb 16, 2026N/ANot Available4
Feb 17, 2026N/ANot Available4
Feb 18, 2026N/ANot Available4
Feb 19, 2026N/ANot Available4
Feb 20, 2026N/ANot Available4
Feb 21, 2026$777.48Not Available4
Feb 22, 2026N/ANot Available4
Feb 23, 2026N/ANot Available4
Feb 24, 2026N/ANot Available4
Feb 25, 2026N/ANot Available4
Feb 26, 2026$757.77Available2
Feb 27, 2026$754.48Available2
Feb 28, 2026$754.48Available2
Mar 1, 2026N/ANot Available4
Mar 2, 2026N/ANot Available4
Mar 3, 2026N/ANot Available4
Mar 4, 2026N/ANot Available4
Mar 5, 2026N/ANot Available4
Mar 6, 2026N/ANot Available4
Mar 7, 2026$738.05Not Available2
Mar 8, 2026N/ANot Available4
Mar 9, 2026N/ANot Available4
Mar 10, 2026N/ANot Available4
Mar 11, 2026N/ANot Available4

Amenities

Carbon monoxide detector
Air conditioning
Balcony
Bath linens
Body soap
Bed linens
Bed linens
Bathtub
Bath linens

Where you'll sleep



Explore Sarasota, FL

Immerse yourself in Sarasota's vibrant bayfront, where urban sophistication meets coastal charm. Discover the ease of luxury living with Whole Foods Market steps away and the renowned Marina Jack nearby for waterfront dining and leisurely strolls. Explore the lush tranquility of Marie Selby Botanical Gardens Downtown Sarasota or take a short drive to experience exotic wildlife at Sarasota Jungle Gardens and indulge in upscale shopping at St. Armands Circle.

Things to know

Here are some things which you should know before booking City Cottage - 1745

House rules

Check-in after 4:00 PM
Check-out before 10:00 AM
8 guests maximum
Pets not allowed
Events require approval

Cancellation policy

This property follows Vaaraway’s standard cancellation policy.