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Adorable 1920s Cottage in a Tropical Wooded Setting!

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Exterior detail
Smart TV, books
Outdoor dining
Property grounds
Exterior detail

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Air conditioning
  • Parking available
  • Laundry
  • Kitchen

Explore the area

View in a map
Sarasota, FL
  • Place, Northeast Plaza Shopping Center
    ‪19 min walk‬
  • Place, Strobes Event Center
    ‪5 min drive‬
  • Place, Rolling Green Golf Club
    ‪11 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪15 min drive‬

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About the neighborhood

Sarasota

Located in Desoto Lakes, this guesthouse is within a few miles (5 km) of sights such as Sarasota Commons Shopping Center and Ed Smith Stadium. Guestrooms at this guesthouse include kitchens, patios, and private fenced yards.
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What's nearby

  • Northeast Plaza Shopping Center - 19 min walk - 1.0 mile
  • Strobes Event Center - 5 min drive - 1.5 miles
  • Rolling Green Golf Club - 11 min drive - 2.4 miles
  • St. Armands Circle - 20 min drive - 8.4 miles
  • Lido Beach - 21 min drive - 8.8 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 9 min drive

Restaurants

  • ‪Hob Nob 57 Tavern - ‬2 min drive
  • ‪Pizza Hut - ‬18 min walk
  • ‪La Sabrosita - ‬20 min walk
  • ‪Tacos De Jalisco - ‬7 min walk
  • ‪Tortas Locas & Backery - ‬3 min drive

About this property

Adorable 1920s Cottage in a Tropical Wooded Setting!

Rustic, romantic and full of personality, this period cottage has all the allure and character of long-ago Florida overflowing with new, modern, comfy amenities.

The flowers are in bloom! Make yourself at home in this cozy, quaint, 1920's Old Florida Guest House. Nestled under a canopy of ivy-covered oaks, pines and everyone's favorite Florida palms. This captivating cottage is your woodsy home base for all your Sarasota adventures!

This lovely little cottage is very private & isolated. The cottage is located on a secluded GATED property offering you total security, privacy and exclusivity.

Fully equipped kitchen with brand new cabinetry and counters, full-size appliances, a full compliment of cookware, dishes, utensils and supplies. Coffee & Tea makers for your morning pick-me-up are at the ready.

Whether grabbing a quick bite before heading off on your day on the water or in the museums, or gathering for a quiet evening meal at home, your kitchen essentials are all here!

Bathroom feature a spa-like walk-in shower, high-end fixtures & features, in soothing & peaceful blues and grays to complete your cottage experience.

Charming private & cozy backyard with ground-level deck, dining/seating & BBQ grill with direct access from cottage through a full-lite glass door which brings the sunlight and greenery practically inside. Enjoy the warm Florida days or star-filled evenings on your secluded deck.

For the business traveler, light packer, or long-term visitor, you can be assured all the necessities are at your disposal. Luxurious towels, iron & ironing board, hair dryer, computer desk, wi-fi, loads of closet space and access to full-size washer & dryer.

The bedroom welcomes you to its Queen size memory foam mattress and the living room offers a gorgeous Queen size sofa bed.

The Cottage has beach chairs, beach umbrellas and even insulated beach cups all for your use and convenience.

Cable TV, Internet, WiFi & 43" TV to keep you connected and entertained.

Free Cable TV, NETFLIX, Amazon Prime Video included!

Electrolux Washer & Dryer set available for your use.
Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a kitchen, a washing machine, and a patio.

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

Things to do

  • Books
  • Games

Conveniences

  • Laundry facilities

Outdoors

  • Barbecue grill
  • Beach loungers
  • Outdoor furniture

More

  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV with cable/satellite channels

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Electric kettle
  • Kitchen
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

More

  • Air conditioning
  • Desk
  • Desk chair
  • Dryer
  • Heating
  • Iron/ironing board
  • Living room
  • Recycling

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events 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
Onsite parties or group events are strictly prohibited
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit.

Property is also known as

1920 s Cottage Under Oaks Guesthouse Sarasota
1920 s Cottage Under Oaks Guesthouse
1920 s Cottage Under Oaks Sarasota
1920 s Cottage Under The Oaks
Adorable 1920s Cottage is Your Shady Summer Refuge! Sarasota
Adorable 1920s Cottage is Your Shady Summer Refuge! Guesthouse

Frequently asked questions

What can I see around this guesthouse?

This guesthouse is situated in Desoto Lakes, close to St. Armands Circle, Lido Beach, and Mall at University Town Center. You'll also find Nathan Benderson Park and Van Wezel Performing Arts Hall within a short drive.

Is parking available on site at Adorable 1920s Cottage in a Tropical Wooded Setting!?

No, there isn't parking available at the guesthouse.

Is this guesthouse associated with a casino?

No, this guesthouse is not connected to a casino.

Is there an indoor pool at this guesthouse?

No, there is no indoor pool at this guesthouse.

What will couples enjoy most about a stay at Adorable 1920s Cottage in a Tropical Wooded Setting!?

Couples will appreciate amenities at this guesthouse, including a kitchen and a smart TV in each accommodation and a kitchen in some.

Does Adorable 1920s Cottage in a Tropical Wooded Setting! have a hot tub?

No, this guesthouse doesn't have a spa tub.

Does this guesthouse offer breakfast?

No, this guesthouse doesn't offer breakfast.

Does this guesthouse allow pets to stay for free?

No, pets aren't allowed at this guesthouse.

Does Adorable 1920s Cottage in a Tropical Wooded Setting! have connecting rooms available?

No, this guesthouse doesn't feature connecting guestrooms.

What is the closest airport to this guesthouse?

The closest major airport to this guesthouse is Sarasota-Bradenton Intl. Airport (SRQ), which is 5.4 mi away (9 minutes by car). Another top airport is St. Petersburg, FL (SPG-Albert Whitted), which is around 28.8 mi away.

Are there rooms with balconies that I can book at Adorable 1920s Cottage in a Tropical Wooded Setting!?

Yes, every accommodation at Adorable 1920s Cottage in a Tropical Wooded Setting! comes with a patio.

Adorable 1920s Cottage in a Tropical Wooded Setting! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 62 out of 72 reviews
Rating 8 - Good. 10 out of 72 reviews
Rating 6 - Okay. 0 out of 72 reviews
Rating 4 - Poor. 0 out of 72 reviews
Rating 2 - Terrible. 0 out of 72 reviews

9.8/10

Cleanliness

10/10

Staff & service

10/10

Amenities

9.6/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Anisa F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay at the cottage. It had everything we needed, plus the beach gear was such a nice bonus! Nigel was a very helpful and responsive host.
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Don & Carol J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely Cottage! Lovely host and lovely stay!!! What more can I say!
Stayed 6 nights in Feb 2026
Verified

10/10 Excellent

Osvaldo M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was very welcoming. The place was very quiet and cozy. Was very central and close to so many things and places. Would definitely return and book.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Jackie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great communication from Nigel. Cute comfortable old cottage with some lovely touches in a very convenient location. We would happily stay here again.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

FREDERICK W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming and quiet. Clean place and excellent communication/instructions from the owner.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Gordon M.

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

Nigel is a great host! The cottage is very cozy and comfortable. Thank you Nigel!

We loved it and look forward to returning some day soon!
Stayed 4 nights in Dec 2022
Verified

10/10 Excellent

Nick G.

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

Great Cottage!

Yhe cottage is clean, filled with everything you may need, including great books and games, and it's very private. The outside deck was nice with morning coffee and everything is a short car or Uber ride away.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Sarah P.

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

Quiet, comfortable, clean, cute cottage

Wish we could have stayed longer. This cottage had everything we needed for our weekend visit to Sarasota Sail Fest.
Stayed 2 nights in Apr 2025
Verified

8/10 Good

Matt J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful little cottage off the beaten path. Quiet and cute, has everything you need for a stay in Sarasota. Communication with host Nigel was excellent. When we checked in there was no hair drier but he quickly remedied that situation. We enjoyed our stay greatly. The only problem we had with the property was that it was a little tricky to exit the property as it was a little tight to turn the car around in order to drive forward onto the main road. It’s a minor inconvenience otherwise this is a 5 Star property.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Catherine W.

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

Lovely cottage oasis

This is my second stay at the cottage and it was just as pleasant as the first. It's extremely private, quiet and surrounded by a lovely garden. The host is wonderful and check in was seamless. I'm looking forward to further stays
Stayed 4 nights in May 2025
Verified

8/10 Good

Sharon S.

Liked: Cleanliness, communication, location, listing accuracy
It's a tough Place for senior citizen to stay. The bed is very low. The step up to the bathroom is fairly steep.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

jenni j.

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

Great location, thoughtful hosts!

Perfect location for our Sarasota adventures. Thoughtful touches like a bottle of wine as well as water bottles and fizzy water sodas. Comfortable queen bed with plenty of pillows.
Stayed 4 nights in Feb 2025
Verified

10/10 Excellent

Sotha

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Quiet get away close to Ringling College, shopping, and restaurants. The grill and kitchen amenities were great options to dining out.
Stayed 5 nights in Aug 2022
Verified

8/10 Good

Erin D.

Liked: Check-in, communication, location, listing accuracy

winter getaway

We had a great time, the property is conveniently located, and Nigel was easy to communicate with.
Stayed 3 nights in Jan 2023
Verified

10/10 Excellent

Richard

Liked: Cleanliness, staff & service, property conditions & facilities
What a beautiful little slice of heaven! The cottage was even better than we’d hoped for. Clean and comfortable, beautifully decorated and well maintained. We will definitely be coming back!
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Timothy d.

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

Great location, safe and clean

Easy and reasonable
Stayed 10 nights in Mar 2023
Verified

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very cute private cottage. Central to anything you want to do in Sarasota. Has all the comforts of home.
Stayed 2 nights in Jul 2022
Verified

10/10 Excellent

William S.

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

Fkowers

Great place. Owners were very kind and lovely place. Very clean!
Stayed 8 nights in Dec 2024
Verified

10/10 Excellent

Mark C.

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

Beautiful Retreat

The property was very nice. It was comfortable and located in a quiet neighborhood, just miles from the beach. The highlight was the beautiful view off the back deck.
Stayed 2 nights in Feb 2023
Verified

10/10 Excellent

Kevin C.

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

Highly Recommend

10/10 stay
Stayed 5 nights in Jan 2025
Verified

8/10 Good

Kristina C.

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

Cozy Stay

Perfect home base at the end of a long beach day, being gated felt like we were in our own little bubble. Nigel has super helpful with quick resolution when I had trouble with the key. All in all, good stay.
Stayed 5 nights in Feb 2025
Verified

10/10 Excellent

Kerri E.

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

Soccer tournament

Thank you for a great experience
Stayed 2 nights in Dec 2024
Verified

8/10 Good

Jeanne R.

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

Secluded stay in Sarasota

Secluded, well-stocked, comfortable and convenient to Ed Smith Stadium. Beaches and St. Armands were 30-40 minutes away. The bathroom was a step up from the bedroom, so this house is not appropriate for anyone handicapped.
Stayed 4 nights in Mar 2025
Verified

10/10 Excellent

David E.

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

Lovely cottage

This cottage was perfect for us, well appointed, clean and comfortable. Very private and a lovely outdoor seating area. The gardens out side were beautiful with lots of tropical plants and flowers. The owners were very receptive and the location was great, and only a few minutes to most of the local attractions. Highly recommend.
Stayed 3 nights in Mar 2023
Verified

10/10 Excellent

Roberta G.

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

Heavenly cottage

Felt like home. So comfortable. Has everything you need and more. Many extras. Our host was so gracious even to our friends who picked us up there. I recommend the cottage. The location is perfect. Off the main road but only about 1/2 block
Stayed 7 nights in Mar 2025

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