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Adorable 1920s Cottage in a Tropical Wooded Setting!

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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 bathroom with a shower, a towel rack, storage shelves, and a poster on the wall.
A garden with a pergola covered in pink flowers, a large tree, and various plants.
A living room with a sofa, coffee table, and a TV. There are two doors with curtains, a window, and a lamp.
A garden with a pergola covered in pink flowers, a pathway, and a house with a window.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Free Wi-Fi
  • Air-conditioning
  • Parking available
  • Laundry room
  • 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

Room options

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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.
During your stay at this guesthouse, you'll be close to Mall at University Town Center. You'll find features such as laundry facilities.
  • Free Wi-Fi (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))
  • Amenities include laundry facilities
  • 9 minutes by car from Mall at University Town Center and 12 minutes from St. Armands Circle
Adorable 1920s Cottage in a Tropical Wooded Setting! offers its guests barbecue grills and laundry facilities. The front desk is open around the clock.

This Sarasota guest house is smoke free.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 100+ Mbps (good for 1–2 people or up to 6 devices)
  • 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
  • Hob
  • Kitchen
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • 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

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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

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

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 review

10/10 Excellent

Karina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Adorable cottage
Stayed 2 nights in Apr 2026
Verified review

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 review

10/10 Excellent

Bella C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was one of the best places we've ever stayed! The cottage is quiet and peaceful, and the florals are even more stunning in person. The hosts are beyond sweet and caring and made sure we felt taken care of and safe during our stay. Even when we checked in around 2 am, we were greeted, welcomed, and helped! I cant say enough positive things about the hosts and their cottage.We will definitely be returning! Thank you so much for such a wonderful stay.
Stayed 3 nights in Apr 2026
Verified review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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

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