Sarasota, FL
City Cottage - 1745
About the 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.
🌴 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
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 16, 2026 | $396.17 | Not Available | 3 |
| Jul 17, 2026 | $374.46 | Not Available | 3 |
| Jul 18, 2026 | $347.89 | Not Available | 3 |
| Jul 19, 2026 | $321.32 | Available | 3 |
| Jul 20, 2026 | $321.32 | Available | 3 |
| Jul 21, 2026 | $323.52 | Available | 3 |
| Jul 22, 2026 | $327.94 | Available | 3 |
| Jul 23, 2026 | $327.94 | Not Available | 3 |
| Jul 24, 2026 | $325.73 | Not Available | 3 |
| Jul 25, 2026 | $319.10 | Not Available | 3 |
| Jul 26, 2026 | $314.68 | Not Available | 3 |
| Jul 27, 2026 | $310.26 | Not Available | 3 |
| Jul 28, 2026 | $310.26 | Available | 3 |
| Jul 29, 2026 | $333.75 | Available | 3 |
| Jul 30, 2026 | $327.53 | Available | 3 |
| Jul 31, 2026 | $317.12 | Not Available | 3 |
| Aug 1, 2026 | $285.21 | Not Available | 3 |
| Aug 2, 2026 | $283.22 | Not Available | 3 |
| Aug 3, 2026 | $283.22 | Not Available | 3 |
| Aug 4, 2026 | $281.24 | Not Available | 3 |
| Aug 5, 2026 | $285.21 | Not Available | 3 |
| Aug 6, 2026 | $287.20 | Available | 3 |
| Aug 7, 2026 | $287.20 | Available | 3 |
| Aug 8, 2026 | $283.22 | Available | 3 |
| Aug 9, 2026 | $281.24 | Available | 3 |
| Aug 10, 2026 | $281.24 | Available | 3 |
| Aug 11, 2026 | $281.24 | Available | 3 |
| Aug 12, 2026 | $283.22 | Available | 3 |
| Aug 13, 2026 | $274.57 | Available | 3 |
| Aug 14, 2026 | $264.15 | Available | 3 |
| Aug 15, 2026 | $253.52 | Available | 3 |
| Aug 16, 2026 | $253.52 | Available | 3 |
| Aug 17, 2026 | $253.52 | Available | 3 |
| Aug 18, 2026 | $253.52 | Available | 3 |
| Aug 19, 2026 | $255.28 | Available | 3 |
| Aug 20, 2026 | $258.82 | Available | 3 |
| Aug 21, 2026 | $260.58 | Available | 3 |
| Aug 22, 2026 | $260.58 | Available | 3 |
| Aug 23, 2026 | $260.58 | Available | 3 |
| Aug 24, 2026 | $260.58 | Available | 3 |
| Aug 25, 2026 | $258.82 | Available | 3 |
| Aug 26, 2026 | $258.82 | Available | 3 |
| Aug 27, 2026 | $258.82 | Available | 3 |
| Aug 28, 2026 | $260.58 | Available | 3 |
| Aug 29, 2026 | $258.82 | Available | 3 |
| Aug 30, 2026 | $255.28 | Available | 3 |
| Aug 31, 2026 | $251.75 | Available | 3 |
| Sep 1, 2026 | $251.75 | Available | 3 |
| Sep 2, 2026 | $255.28 | Available | 3 |
| Sep 3, 2026 | $258.82 | Available | 3 |
| Sep 4, 2026 | $260.58 | Available | 3 |
| Sep 5, 2026 | $260.58 | Available | 3 |
| Sep 6, 2026 | $260.58 | Available | 3 |
| Sep 7, 2026 | $260.58 | Available | 3 |
| Sep 8, 2026 | $260.58 | Available | 3 |
| Sep 9, 2026 | $262.35 | Available | 3 |
| Sep 10, 2026 | $264.12 | Available | 3 |
| Sep 11, 2026 | $265.89 | Available | 3 |
| Sep 12, 2026 | $265.89 | Available | 3 |
| Sep 13, 2026 | $265.89 | Available | 3 |
| Sep 14, 2026 | $265.89 | Available | 3 |
| Sep 15, 2026 | $265.89 | Available | 3 |
| Sep 16, 2026 | $267.66 | Available | 3 |
| Sep 17, 2026 | $269.42 | Available | 3 |
| Sep 18, 2026 | $271.19 | Available | 3 |
| Sep 19, 2026 | $269.42 | Available | 3 |
| Sep 20, 2026 | $269.42 | Available | 3 |
| Sep 21, 2026 | $267.66 | Available | 3 |
| Sep 22, 2026 | $269.42 | Available | 3 |
| Sep 23, 2026 | $271.19 | Available | 3 |
| Sep 24, 2026 | $274.73 | Available | 3 |
| Sep 25, 2026 | $276.50 | Available | 3 |
| Sep 26, 2026 | $276.50 | Available | 3 |
| Sep 27, 2026 | $276.50 | Available | 3 |
| Sep 28, 2026 | $276.50 | Available | 3 |
| Sep 29, 2026 | $276.50 | Available | 3 |
| Sep 30, 2026 | $278.26 | Available | 3 |
| Oct 1, 2026 | $280.03 | Available | 3 |
| Oct 2, 2026 | $281.79 | Available | 3 |
| Oct 3, 2026 | $281.79 | Available | 3 |
| Oct 4, 2026 | $281.79 | Available | 3 |
| Oct 5, 2026 | $281.79 | Available | 3 |
| Oct 6, 2026 | $281.79 | Available | 3 |
| Oct 7, 2026 | $283.56 | Available | 3 |
| Oct 8, 2026 | $285.33 | Available | 3 |
| Oct 9, 2026 | $287.10 | Available | 3 |
| Oct 10, 2026 | $287.10 | Available | 3 |
| Oct 11, 2026 | $287.10 | Available | 3 |
| Oct 12, 2026 | $287.10 | Available | 3 |
| Oct 13, 2026 | $287.10 | Available | 3 |
| Oct 14, 2026 | $288.87 | Available | 3 |
Amenities
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Where you'll be
Sarasota, FL, 34236, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.