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Vintage Downtown Escape, Heated Cocktail Pool, Tiki Bar & Walk to City of Sarasota
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Reviews
10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 81360 sq ft
Popular amenities
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Beds
2 bathrooms
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Separate dining area
Garden
Dining area
About this property
Vintage Downtown Escape, Heated Cocktail Pool, Tiki Bar & Walk to 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.
💖 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.
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- Pool
- Kitchen
- Washing machine
- Dryer
House Rules
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Sarasota
Located in Central Sarasota, a neighbourhood in Sarasota, this holiday home is near theme parks and on the waterfront. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Lido Beach and Siesta Key Beach. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or IMG Bollettieri Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Sarasota, FL
What's nearby
- Sarasota Opera House - 14 min walk - 1.2 km
- Van Wezel Performing Arts Hall - 16 min walk - 1.4 km
- Marina Jack - 17 min walk - 1.4 km
- Marie Selby Botanical Gardens - 17 min walk - 1.5 km
- Ed Smith Stadium - 6 min drive - 2.0 km
Getting around
Restaurants
- Taco Fusion Express - 6 min walk
- Rosemary Food + Beer - 6 min walk
- The Main Bar Sandwich Shop - 8 min walk
- Raffurty's Bar And Grill - 11 min walk
- Rosemary & Thyme - 6 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
9.6/10
Location
10/10
Listing accuracy
Reviews
28 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Dec 2025
10/10 Excellent
Peter I.
16 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Peter I.
Stayed 4 nights in Dec 2024
10/10 Excellent
Sybil F.
17 Feb, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sybil F.
Stayed 4 nights in Feb 2026
10/10 Excellent
judy b.
13 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
judy b.
Stayed 5 nights in Jan 2026
About the host
Hosted by Vaaraway
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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