Entire home

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

Waterfront holiday home with private pool and kitchen

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

Sink into the warm 85° (year‑round heated) cocktail pool, framed by cafe lights, tropical foliage and the glow of your tiki bar.
Glimpse your private retreat from above—lush landscaping, a sparkling cocktail pool, and charming 1920s bungalow all your own.
Sip evening cocktails at your own tiki bar under strung lights, the mood set for conversation and coastal ease.
As golden hour fades, your private tiki bar comes alive with string lights and warm ambiance.
As dusk settles in, the heated cocktail pool glows inviting you to slip in for a serene evening soak.

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8126.3 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Fireplace
  • Air conditioning
  • Pool

Explore the area

View map
Sarasota, FL
  • Place, Van Wezel Performing Arts Hall
    ‪16 min walk‬
  • Place, Marina Jack
    ‪17 min walk‬
  • Place, Sarasota Memorial Hospital
    ‪3 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪9 min drive‬

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.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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. Marie Selby Botanical Gardens and Sarasota Jungle Gardens are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Sarasota, FL

What's nearby

  • 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
  • Sarasota Memorial Hospital - 3 min drive - 2.5 km
  • Lido Beach - 7 min drive - 6.8 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 14 min drive

Restaurants

  • ‪Rosemary Food + Beer - ‬6 min walk
  • ‪Taco Fusion Express - ‬6 min walk
  • ‪Raffurty's Bar And Grill - ‬11 min walk
  • ‪Fushipoke - ‬7 min walk
  • ‪Rosemary & Thyme - ‬6 min walk

Frequently asked questions

Does Vintage Downtown Escape, Heated Cocktail Pool, Tiki Bar & Walk to City of Sarasota have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Vintage Downtown Escape, Heated Cocktail Pool, Tiki Bar & Walk to City of Sarasota pet-friendly?

No, pets are not allowed at this property.

Where is Vintage Downtown Escape, Heated Cocktail Pool, Tiki Bar & Walk to City of Sarasota located?

Located in Central Sarasota, this holiday home is within a 15-minute walk of Westcoast Black Theatre Troupe, Payne Park and Sarasota Opera House. Florida Studio Theatre and Sarasota County Visitor Information Center and History Museum are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Peter I.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Great location.
Stayed 4 nights in Dec 2024

About the host

Hosted by Vaaraway

Host profile image

Premier Host

They consistently provide great experiences for their guests