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

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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, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Sarasota, FL

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.

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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

Property # 4301723vb
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 Longboat Key Public Tennis Center. Looking to get your feet wet? Jet skiing, kayaking and scuba diving adventures can be found near the property.
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Map
Sarasota, FL

Getting around

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

Restaurants

  • ‪Rosemary & Thyme - ‬6 min walk
  • ‪Rosemary Food + Beer - ‬6 min walk
  • ‪Lefty's Oyster & Seafood Bar - ‬7 min walk
  • ‪The Main Bar Sandwich Shop - ‬8 min walk
  • ‪Raffurty's Bar And Grill - ‬11 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.

How much is parking at Vintage Downtown Escape, Heated Cocktail Pool, Tiki Bar & Walk to City of Sarasota?

On-site parking is available at the 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 Regal Hollywood - Sarasota and Sarasota Opera House. Colonial Village Shopping Center and Florida Studio Theatre 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Susan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Every thing was wonderful!I would definitely be back to this adorable little place!
Stayed 6 nights in Dec 2025
Response from VrboOwner on 12 Jan, 2026
Hi Susan, Thank you so much for your kind words! We’re delighted to hear you enjoyed your stay and loved the home. We truly appreciate your feedback and would be happy to welcome you back anytime for another wonderful visit! Regards, Vaarway
Verified

10/10 Excellent

Sybil F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location, easy walk to restaurants and grocery. Spa was a great addition. Super responsive host. Definitely recommend.
Stayed 4 nights in Feb 2026
Response from VrboOwner on 17 Feb, 2026
Hi Sybil, Thank you so much for your kind review! We’re thrilled to hear you enjoyed the location, the spa, and found our team responsive. We truly appreciate your recommendation and would love to welcome you back anytime! Regards, Vaaraway
Verified

10/10 Excellent

judy b.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Spacious, clean, cozy
Stayed 5 nights in Jan 2026
Response from VrboOwner on 20 Jan, 2026
Hi Judy, Thank you for your kind review! We’re so glad you found the home spacious, clean, and cozy. It was a pleasure hosting you, and we’d love to welcome you back anytime! Regards, Vaaraway
Verified

10/10 Excellent

Peter I.

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

Great location

Great location.
Stayed 4 nights in Dec 2024
Response from VrboOwner on 30 Dec, 2024
Hi Peter, Thank you for your review! We're glad you enjoyed the great location and hope to host you again soon! Regards, The Compass Collection
Verified

10/10 Excellent

Jenny B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was an excellent property which I would highly recommend. The house is compact, but perfectly spacious for a family. The property has three bedrooms and could easily sleep up to 8 people. The outdoor space is spacious and inviting. The dipping pool was a very nice addition. We thoroughly enjoyed it at the end of a long day out and about.The house is conveniently located to downtown which is about a 5-10 minute walk. Our teenage children appreciated the ability to be independent and head out on their own. Beaches were easily accessible at a 15-25 minute drive depending on which beach.The house manager was incredibly helpful and responsive when we had questions or needs.The only thing that would have made the house better would be if it had beach chairs that could be borrowed. Otherwise, it was a perfect find. I would definitely stay here again.
Stayed 5 nights in Mar 2026
Response from VrboOwner on 7 Apr, 2026
Hi Jenny, Thank you so much for your wonderful review! We’re thrilled to hear that you and your family enjoyed your stay and that the house, outdoor space, and dipping pool added to your experience. It’s great to know the location worked well for both your outings and your teenagers’ independence! We also appreciate your feedback about the beach chairs—it’s always helpful to hear suggestions for improvement. We’d be delighted to welcome you back anytime and look forward to hosting you again. Warm regards, Vaaraway

About the host

Hosted by Vaaraway

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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