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Siesta key Guest House 5 star on the water Private

Guesthouse in Sarasota

Choose dates to view prices

Photo gallery for Siesta key Guest House 5 star on the water Private

Beach nearby
Exterior
Outdoor dining
Terrace/patio
1 bedroom, desk, iron/ironing board, WiFi
The Siesta Key Guest House offers a five-star experience in a secluded wooded setting. Enjoy a refreshing pool, private drive, spacious deck, fire pit, paddle boards, kayaks, and in-room WiFi. Complete privacy makes it ideal for travelers seeking seclusion with amenities.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Parking available
  • Pool
  • Laundry
  • Pet friendly
  • Kitchen
  • Air conditioning

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About the neighborhood

Located on the waterfront, this guesthouse is in South Sarasota, a neighborhood in Sarasota. 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. Coconuts Family Entertainment Center and Marie Selby Botanical Gardens are also worth visiting.
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Map
Sarasota, FL

What's nearby

  • Sarasota Memorial Hospital - 5 min drive - 2.8 miles
  • Siesta Key Beach - 7 min drive - 2.6 miles
  • Marina Jack - 10 min drive - 4.5 miles
  • St. Armands Circle - 15 min drive - 8.0 miles
  • Lido Beach - 17 min drive - 9.3 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 26 min drive

Restaurants

  • ‪Starbucks - ‬16 min walk
  • ‪Phillippi Creek Oyster Bar - ‬2 min drive
  • ‪Olive Garden - ‬13 min walk
  • ‪Daruma South Sarasota - Japanese Steakhouse & Sushi Lounge - ‬14 min walk
  • ‪La Violetta - ‬14 min walk

About this property

Siesta key Guest House 5 star on the water Private

Guesthouse near Siesta Key Beach
Take advantage of a firepit, a garden, and laundry facilities at Siesta key Guest House 5 star on the water Private. Stay connected with in-room WiFi (surcharge).
You'll also find perks like:
  • Barbecue grills and smoke-free premises
Room features
All guestrooms at Siesta key Guest House 5 star on the water Private offer perks such as private pools and fireplaces, as well as amenities like air conditioning and WiFi.
Other conveniences in all rooms include:
  • Bathrooms with hair dryers
  • Smart TVs with cable channels
  • Balconies, kitchens, and refrigerators

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Property amenities

Internet

  • Available in all rooms: WiFi (surcharge)
  • In-room WiFi speed: 500+ Mbps (good for 6+ people or 10+ devices)
  • Available in some public areas: Internet access

Things to do

  • Kayak
  • Stereo

Conveniences

  • Laundry facilities

Outdoors

  • Barbecue grill
  • Firepit
  • Garden
  • On the waterfront

More

  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Towels provided

Entertainment

  • Private pool
  • Smart TV with cable/satellite channels

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

More

  • Air conditioning
  • Desk
  • Dryer
  • Fireplace
  • Heating
  • Iron/ironing board
  • Living room

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

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

Pets

Pets allowed
Service animals are welcome, and are exempt from fees

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 fire extinguisher
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

Property is also known as

102577
Vrbo Property
Siesta Key Waterfront Estate W Pool Privacy! Sarasota

Frequently asked questions

Is Siesta key Guest House 5 star on the water Private pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Siesta key Guest House 5 star on the water Private?

As of Oct 5, 2025, prices found for a 1-night stay for 2 adults at Siesta key Guest House 5 star on the water Private on Oct 6, 2025 start from $150.0, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Siesta key Guest House 5 star on the water Private?

Check-in begins at 4:00 PM.

What time is check-out at Siesta key Guest House 5 star on the water Private?

Check-out is at 11:00 AM.

Where is Siesta key Guest House 5 star on the water Private located?

Located in South Sarasota, this guesthouse is within 2 mi (3 km) of The Landings, Coconuts Family Entertainment Center, and Bee Ridge Park. Sarasota Memorial Health Care System and Gulf Gate Mall are also within 3 mi (5 km).

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Siesta key Guest House 5 star on the water Private Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 11 out of 18 reviews
Rating 8 - Good. 5 out of 18 reviews
Rating 6 - Okay. 1 out of 18 reviews
Rating 4 - Poor. 1 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

9.4/10

Cleanliness

10/10

Staff & service

10/10

Amenities

8.0/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Giancarlo

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
House was really comfortable, everything worked fine and was cozy. About 15 mins away from Siesta Key Beach..Would def come back. Highly recommend.
Stayed 3 nights in May 2025

10/10 Excellent

Stephanie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet retreat

Perfect for a weekend getaway. I loved the solitude and being near the water with many cool spots to hang out in the sun.
Stayed 3 nights in Nov 2022

10/10 Excellent

Renee R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice

Very nice, would recommend
Stayed 4 nights in Jun 2023

10/10 Excellent

Dar C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Siesta Key Guesthouse

Property and amenities were wonderful and Roy was very helpful.
Stayed 6 nights in Dec 2023

10/10 Excellent

Mina K., Auburn

Liked: Cleanliness, check-in, communication, location, listing accuracy

perfect place

You have to stay here if you want to have a perfect vacation on Siesta Key. This is a great location.everything is there. And every place recommended by the friendly host Roy were excellent. We had a good time and were lucky to see manatees and dolphins.
Stayed 4 nights in Apr 2023

10/10 Excellent

Paula S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very Nice Place

This is a great place if you enjoy being outdoors! We enjoyed the deck with the overhang, fire pit, hot tub/pool, and the dock on the water. The various wildlife was a bonus. Great location, close to the beach and restaurants. Would recommend this property.
Stayed 14 nights in Feb 2024

10/10 Excellent

Elaine K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great cottage

Semi-secluded, cozy, bungalow. Great for two people. Updated with a full kitchen and washer and dryer. The hot tub/pool is great. Nice fire pit and is near the water.
Stayed 7 nights in Mar 2024

10/10 Excellent

Andrea B., Circle Pines, Mn

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely perfect little hidden gem!

Me and my 2 teenage daughters stayed in this little gem. Our stay was amazing! My favorite part the washer and dryer so we came home with clean clothes!! The pond was serene, the kayaks to go down the creek so cool! Ray was an amazing host! Would absolutely stay again if in Sarasota!
Stayed 5 nights in Mar 2024

8/10 Good

Sandra L., Hernando, Citrus County Florida

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice dock on Phillipe Creek

Cottage was cute. Well stocked. Easy access to Sarasota Bay by boat.
Stayed 4 nights in Nov 2023

10/10 Excellent

dayami

Liked: Cleanliness, staff & service, amenities
Es un lugar hermoso, muy tranquilo, limpio y cómodo, lo único q necesitan es cambiar sus colchones inflables, pues ya no funcionan bien
Stayed 2 nights in Apr 2024

8/10 Good

Robert R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Get away

Pictures were a little misleading but over all a nice place to just get away. Very clean. Just needs a little TLC outside. Would not recommend for children.
Stayed 4 nights in Apr 2024

4/10 Poor

Blanca P.

Disliked: Communication, location, listing accuracy

Guess house

Ok
Stayed 3 nights in Jul 2024

8/10 Good

Eileen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

sweet spot

pleasantly surprised. had everything we needed plus a private space with a dock for fishing , a private fountain and a great fire pit with plenty of wood. didn’t get in the heated pool but the water temp felt great. shopping very close. very clean place…we could have used a little more time to enjoy it more. we were there during presidents week so siesta key which is a few miles away was crazy crowded.
Stayed 2 nights in Feb 2024

6/10 Okay

Michelle M.

Liked: Check-in, communication
Disliked: Cleanliness

Could be really cute

We were attracted to this property due to the access to the creek behind. We liked that paddle boards and kayaks were provided. They could use a good spray down to clean them between guests. We liked the fountain outside. The decor is cute however, the property is pretty run down. Nails are sticking out of the wrap around deck. The wood looks should prob be replaced. Walls and doors inside could use a good cleaning. The towels and wash clothes should be replaced. They were miss matched, worn and stained. Our host was very nice and responsive to our requests.
Stayed 6 nights in Mar 2024

10/10 Excellent

J.Elizabeth C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

For true believers who prefer magic over cookie cutter home!

This was....just a magical spot. Unexpected and incredible perfect. .Everything you could ever dream of if you want to be transported back to the 1950s and old Florida. The house sheets, pillows and basic elements were of the highest quality and the house was fresh and clean and the best getaway you could imagine...we slept and didnt wake up until noon the next day ..and then we realized we were sleeping on top of a ebbing bayou jetty off the river...the fish gathered outside the porch and the whole cabin was private and quiet and safe feeling ...perfect for mom & child....I will be sending customers to this enchanting little villa .. There is nothing you could want here. Perfect for a week getaway!!! Safe neighborhood & right on the river! Like a fairytale! Huge screen tv if you needed that...tiny kitchen but perfect for us...washer and dryer too! Incredible escape!
Stayed 5 nights in Aug 2022

10/10 Excellent

Molly M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best VRBO house we've stayed at!

Love this property. I would buy it if I could. It's so comfortable and Roy is the perfect host. Super great property and we will definitely be recommending to friends and family and also renting again. You will not regret staying here. Also... RENT.THE.BOAT. It was so much fun and we saw dolphins and manatees. Also took out the kayaks and saw iguanas, fish, and birds. It's a paradise! While in the pool we saw squirrels, racoons, woodpeckers, herons, lizards and more! Roy is so very personable and friendly. Great communication with hosts and you won't want to stay in a hotel ever again. LOVE THIS PLACE!
Stayed 4 nights in Jun 2022

8/10 Good

Rob C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Seclusion

Quiet and relaxing. Car traffic-noise in the mornings was loud.
Stayed 7 nights in Mar 2022

8/10 Good

Salvatore M., Hudson

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

2022 Golf Trip

Property was great except we thought 3 of the bedrooms would have more than one bed. So only 4 of the 8 of us had adequate sleeping accommodations. Host was great and checked on us often
Stayed 5 nights in Feb 2022