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Adorable 1920s Cottage in a Tropical Wooded Setting!

Guest house perfectly located for exploring Sarasota

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Photo gallery for Adorable 1920s Cottage in a Tropical Wooded Setting!

A garden pathway leading to a white door, surrounded by lush greenery and vibrant pink flowers.
A garden with a pergola covered in pink flowers, a pathway, and a house with a window.
A garden with a pergola covered in pink flowers, a large tree, and various plants.
Interior
A living room with a sofa, coffee table, and a TV. There are two doors with curtains, a window, and a lamp.

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
    ‪3 min drive‬
  • Place, Lido Beach
    ‪18 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪14 min drive‬

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About the neighborhood

Sarasota

Desoto Lakes stay.Your stay at this Desoto Lakes guesthouse places you within 3 miles (5 km) of Northeast Plaza Shopping Center and Sarasota Commons Shopping Center. Ed Smith Stadium and Stardust Event Center are also within 3 miles (5 km).
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What's nearby

  • Northeast Plaza Shopping Center - 19 min walk - 1.0 mile
  • Strobes Event Center - 3 min drive - 0.9 miles
  • Mall at University Town Center - 10 min drive - 5.0 miles
  • St. Armands Circle - 17 min drive - 6.7 miles
  • Lido Beach - 18 min drive - 7.3 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
  • ‪Hungry Howies - ‬2 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.

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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

Room amenities

Entertainment

  • Smart TV with cable/satellite channels

Bedroom

  • Bedsheets provided

Bathroom

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

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

  • No pets allowed

Children and extra beds

  • Children are welcome.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

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

How close is Adorable 1920s Cottage in a Tropical Wooded Setting! to the airport?

This guesthouse is 5.4 mi (9-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Adorable 1920s Cottage in a Tropical Wooded Setting! have an airport shuttle?

Airport shuttle services are not available at this guesthouse.

How close is Adorable 1920s Cottage in a Tropical Wooded Setting! to the beach?

This guesthouse is 7.5 mi (24-min drive) from Lido Beach and 9.3 mi (16-min drive) from Siesta Key Beach. Don't forget your sunscreen!

Does Adorable 1920s Cottage in a Tropical Wooded Setting! offer free breakfast?

This guesthouse does not offer free breakfast.

Is there a casino at Adorable 1920s Cottage in a Tropical Wooded Setting!?

No, there is no casino at this guesthouse.

What time is check-in at Adorable 1920s Cottage in a Tropical Wooded Setting!?

Check-in begins at 3:00 PM.

Is there free parking at Adorable 1920s Cottage in a Tropical Wooded Setting!?

Free parking is not available at this guesthouse.

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

This guesthouse does not have a pool.

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

There are no spa services available at this guesthouse.

How close is Adorable 1920s Cottage in a Tropical Wooded Setting! to downtown Sarasota?

This guesthouse is 2.5 mi away from Sarasota.

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

Lindsey L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Really great stay! The place was very cute, thoughtfully decorated, and full of little details that made it feel special. We especially appreciated having sparkling water waiting for us after a long flight—such a nice touch.The location was perfect: tucked away and quiet, yet close to everything we wanted to do. We easily visited Siesta Key, Coquina Beach, Myakka Park, mini golf (a hit with our 8-year-old), The Breakfast House, Owen’s Fish Camp, Sage Biscuit, the Sarasota Farmers Market, and the Mote Aquarium.The host was very friendly and quick to respond throughout our stay. We would highly recommend this property!
Stayed 3 nights in Mar 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

8/10 Good

Stacy L.

Liked: Cleanliness, check-in, communication, listing accuracy
A ljttle tricky to find and the driveway was a little tight to navigate, but the host explained that in the check-in instructions. Overall, a nice, clean and private space. The cottage was adorable and the layout had everything we needed. The value was great compared to a hotel stay. Convient location. My one complaint would be the mattress was a little too firm for my husband and I.
Stayed 2 nights in Mar 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

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

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

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

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

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

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

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

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

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

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