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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 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, Rolling Green Golf Club
    ‪11 min drive‬
  • Place, Lido Beach
    ‪21 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪15 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 WiFi
  • Amenities include laundry facilities
  • 13 minutes by car from Lido Beach and 8 minutes from Sarasota Memorial Hospital
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
  • Available in some public areas: Internet access

Things to do

  • Books
  • Games

Conveniences

  • Laundry facilities

Outdoors

  • Barbecue grill
  • Beach loungers
  • Outdoor furniture

More

  • Smoke-free property

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

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

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 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

10/10 Excellent

Bella C.

Liked: Cleanliness
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

10/10 Excellent

Lindsey L.

Liked: Cleanliness
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

8/10 Good

Stacy L.

Liked: Cleanliness
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

10/10 Excellent

Anisa F.

Liked: Cleanliness
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

10/10 Excellent

Don & Carol J.

Liked: Cleanliness
Lovely Cottage! Lovely host and lovely stay!!! What more can I say!
Stayed 6 nights in Feb 2026

8/10 Good

Matt J.

Liked: Cleanliness
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

10/10 Excellent

Osvaldo M.

Liked: Cleanliness
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

8/10 Good

Sharon S.

Liked: Cleanliness
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

10/10 Excellent

Jackie H., Addingham, Ilkley

Liked: Cleanliness
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

10/10 Excellent

FREDERICK W.

Liked: Cleanliness
Charming and quiet. Clean place and excellent communication/instructions from the owner.
Stayed 2 nights in Oct 2025

10/10 Excellent

Nick G.

Liked: Cleanliness

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

10/10 Excellent

Brian P., Inverness, FL

Liked: Cleanliness
Stayed 3 nights in May 2025

10/10 Excellent

Catherine W.

Liked: Cleanliness

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

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

8/10 Good

Jeanne R.

Liked: Cleanliness

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

10/10 Excellent

Sarah P.

Liked: Cleanliness

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

10/10 Excellent

Roberta G.

Liked: Cleanliness

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

8/10 Good

Judy C.

Liked: Cleanliness

Orioles Spring Training

Great location for Spring Training games at Ed Smith stadium. Funky and cute little cottage in back yard of owner’s house, on a gated property. Cottage was well appointed. Bathroom light switch is in bedroom not bathroom. Closets are in living room not bedroom. Some water damage at front door prevents door opening all the way, but didn’t prevent entry/egress. Owners were very responsive to communications. Had use of nice full size washer and dryer and detergent…great perk! Parking is best for a small/mid-size car to safely position car to be facing out for safe exit onto road. Cottage is not in a typical neighborhood, so don’t expect to have a place for a nice morning or evening stroll. But location is awesome for getting to stadium and around and about for restaurants, etc.
Stayed 4 nights in Feb 2025

10/10 Excellent

jenni j.

Liked: Cleanliness

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

8/10 Good

Kristina C.

Liked: Cleanliness

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

10/10 Excellent

Kevin C.

Liked: Cleanliness

Highly Recommend

10/10 stay
Stayed 5 nights in Jan 2025

10/10 Excellent

William S.

Liked: Cleanliness

Fkowers

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

10/10 Excellent

Kerri E.

Liked: Cleanliness

Soccer tournament

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

10/10 Excellent

Michael T.

Liked: Cleanliness

Michael's birthday celebration with husband

The 1920's Cottage was absolutely a wonderful stay with beautiful gardens and wildlife and very tranquil and very accessible to other places. We enjoyed Lido beach north and Sarasota downtown and took a drive within an hour to Saint Petersburg a very trendy and beautiful city. Our host Nigel was very kind and accommodating.
Stayed 3 nights in Jun 2024

10/10 Excellent

Roger I., Minneapolis Minnesota

Liked: Cleanliness

Cottage on Gocio Road

We spent an entire month at Nigel and Simone‘s cottage. it was simply wonderful, an experience we will treasure for the rest of our lives. The cottage is cozy, comfortable, clean, and completely welcoming. The term “premier host” is sometimes used a bit too casually. Nigel and Simone are simply the best hosts we have encountered in our extensive travels. There were a few very minor issues that needed attention, mostly because we’re not so great at handling new equipment. But Nigel was always responsive very quickly to our requests and took care of everything immediately. One of the best aspects of this rental is the extensive amount of equipment that is available; beach, chairs, camping chairs, blankets, umbrella, everything you need for the beach and enough for at least four people. We had some family come down, and we never had to worry about having enough equipment; one camping chair, broke, and within a day Nigel presented us with two brand new chairs. Where do you get that kind of service? The location is convenient to downtown Sarasota, the beach, Selby gardens, the airport, and every kind of shopping imaginable.
Stayed 28 nights in Feb 2024

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