Entire home

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

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

Interior
Exterior
Living area
Living area
Room

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms2 bathroomsSleeps 12

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Deck or patio
  • Free Wi-Fi

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bunk Bed and 2 Single Beds

Bedroom 3

2 Single Beds

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Sofa Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area

About this property

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!

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About the area

Siesta Key

Located in Siesta Key, this holiday home is near the beach. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Mote Marine Laboratory & Aquarium and St. Boniface Episcopal Church Labyrinth are also worth visiting. Discover the area's water adventures with jet skiing, kayaking and scuba diving nearby, or enjoy the great outdoors with cycling.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Farmers Market - 9 min walk - 0.8 km
  • Siesta Key Beach - 13 min walk - 1.2 km
  • Siesta Key Beach Playground - 3 min drive - 1.4 km
  • Crescent Beach - 7 min drive - 5.1 km
  • Lido Beach - 29 min drive - 18.9 km

Getting around

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

Restaurants

  • ‪Siesta Beach Pavilion - ‬4 min drive
  • ‪Siesta Key Snack Bar - ‬4 min drive
  • ‪Circle K - ‬12 min walk
  • ‪Gilligan's Island Bar & Grill - ‬12 min walk
  • ‪Sun Garden Cafe - ‬10 min walk

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

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

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

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

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

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
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