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Walkable to Siesta Key Village and Beaches, Family Friendly - Cypress Cottage

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A spacious hallway with wooden flooring, a built-in kitchen area, and a seating area with a bench and table.
A room with wooden flooring, a wooden cabinet with a mirror, and a bed with a ladder.
A kitchen with wooden cabinets, a microwave, stove, and dishwasher.
A living room with a brown leather sectional sofa, a round coffee table, a large window with curtains, a ceiling fan, and a painting on the wall.
A modern kitchen with wooden cabinets, a built-in oven, and a large TV.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms2 bathrooms1500 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Farmers Market
    ‪9 min walk‬
  • Place, Siesta Key Beach
    ‪13 min walk‬
  • Place, Crescent Beach
    ‪7 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪28 min drive‬

Room options

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About the neighborhood

Siesta Key

When you stay at this vacation home in Siesta Key, you'll be near the beach, within a 15-minute drive of Siesta Key Beach and Sarasota Memorial Hospital. .This vacation home is 10.8 mi (17.3 km) from Lido Beach and 9.3 mi (15 km) from St. Armands Circle.
View more Vacation Homes in Siesta KeyOpens in a new window

What's nearby

  • Siesta Key Farmers Market - 9 min walk - 0.5 miles
  • Siesta Key Beach - 13 min walk - 0.7 miles
  • Crescent Beach - 7 min drive - 3.2 miles
  • Turtle Beach - 10 min drive - 5.3 miles
  • Lido Beach - 24 min drive - 10.5 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 35 min drive

Restaurants

  • ‪Circle K - ‬12 min walk
  • ‪Gilligan's Island Bar & Grill - ‬12 min walk
  • ‪Siesta Beach Pavilion - ‬4 min drive
  • ‪Siesta Key Oyster Bar - ‬11 min walk
  • ‪Daiquiri Deck Siesta Key Village - ‬12 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Walkable to Siesta Key Village and Beaches, Family Friendly - Cypress Cottage

Welcome to the Cypress Cottage!
The perfect beach getaway - just minutes from the amazing Siesta Key Village and powder sand Siesta Beaches! This house is perfect for families, couples and group trips! This property is ready for you to make memories - with 5 bedrooms, a fully equipped kitchen and spacious living room.

The secluded backyard is perfect for lounging in a hammock, using the outdoor shower, or your kids playing in the tree house!

Spending the day at the beach, or on the pickleball/tennis courts? We have everything you could need! Beach wagons, chairs, umbrella, beach tent, towels, beach toys, pickleball paddles, etc!

Whether you decide to hit the night life in the vibrant Siesta Key Village, or spend a night in playing board games - Twister, Monopoly, etc. This property is ready for all your needs!
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private patio. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.
Take in the views from a garden.
Guests will find features like internet access and onsite parking.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • 2 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • No elevator
  • Tile flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Things to do

  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Deadbolt lock

General

  • Garden
  • Unit size: 1,500 square feet

Policies

Check-in

Check-in time starts at 3:00 PM

Contactless check-in available

Minimum check-in age: 22

Check-out

Check-out before 11:00 AM

Contactless check-out available

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

Check-out instructions

The host requires you complete the following before checking out:

Gather used towels

Turn off the lights and lock the doors

Failure to complete these may result in a negative review from the host.

Pets

Pets not 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
Long-term renters welcome
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a first aid kit and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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

We should mention

This property does not have elevators

Walkable to Siesta Key Village and Beaches, Family Friendly - Cypress Cottage Reviews

Reviews

10

Exceptional

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

Reviews

Verified review

10/10 Excellent

Douglas E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Close enough to siesta village to walk but far enough away to be able to enjoy the amazing and private back yard. The cottage was amazing and we would stay again
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

Alexandria c.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was perfect! We enjoyed it so much and will definitely be returning
Stayed 9 nights in Nov 2025
Verified review

10/10 Excellent

Jason J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing rental the person is very clean and also is not overwhelming with rules just basic courtesy and info. We really appreciated it. Would highly recommend again.
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

Ann K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was welcoming. Plenty of things to do at the house. Coral went out of her way to get us everything we needed. Excellent service.
Stayed 5 nights in Nov 2025
Verified review

10/10 Excellent

k p.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a lovely stay! This is the most adorable cottage, with all of the Florida beach charm, but updated beautifully! The bedrooms and furnishings were all very cozy, the kitchen well equipped, and the backyard was a true retreat - so quiet and tropical, with a hammock, and we enjoyed several meals on the back patio. Our little ones LOVED the playhouse in the backyard! It is a mile walk to the beach, half a mile to Parlor Doughnuts :) and many other wonderful shops and restaurants. The pictures are very accurate. LOTS of great extras: beach toys & chairs, plenty of towels and beach blankets. A couple things it might be helpful to know: there are some steps up and down throughout the house - into the kitchen and couple of the bedrooms. The 5th bedroom (pull out couch) is the only bedroom with an attached bathroom, and the laundry is also located in that den/bedroom. We would absolutely stay here again! Coral was so helpful and responsive!
Stayed 4 nights in Dec 2025