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Siesta key Guest House 5 star on the water Private

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Beach nearby
Outdoor dining
Terrace/patio
1 bedroom, desk, iron/ironing board, WiFi
Exterior

Reviews

9.0 out of 10
Wonderful

Popular amenities

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

Explore the area

View in a map
Sarasota, FL
  • Sarasota Memorial Hospital
    ‪5 min drive‬
  • Siesta Key Beach
    ‪7 min drive‬
  • Lido Beach
    ‪17 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪17 min drive‬

Room options

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About the neighborhood

Sarasota

South Sarasota stay.With a stay at this South Sarasota guesthouse, you'll be within half a mile (1 km) of The Landings and 2 miles (3 km) of Coconuts Family Entertainment Center. Bee Ridge Park and Sarasota Memorial Health Care System are also within 2 miles (3 km).
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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
  • ‪The Breakfast Company - ‬13 min walk

About this property

Siesta key Guest House 5 star on the water Private

OK so let me make this easy for you. This Amazing spot is not like other property your looking at! Imagine this! Going to the #1 beach in the USA than coming back to a huge refreshing pool. Than after sitting in a massive wooded back yard with a huge fire pit and listening to great music and making s’mores! This is like your in the woods yet on the water where NO ONE will tell you the music is too loud you can have the fire going late. The Cabin is built on top of the water hidden in the woods

We are 5 star rated! Fire pit, patio, paddle boards, kayaking, Pool, Private drive and wooded location. Great deck wrapped around the house. Your 100 yards away from the main house so you will enjoy total privacy and private parking. The pool is at the main house but well worth the walk:) We have an additional room private entrance at the main guest house with a private bathroom for additional guest if you need it! Ask us about boating options you can walk in the back yard and boat to the Gulf of Mexico or Siesta Key beach!

The Cabin and almost 1 acre wooded lot. Amazing location to everything. Tons of private parking away from houses or anyone.

Main house is 100 yards away for anything you may need. No more than 6 six guest at anytime.

Siesta key beach 5 minutes away. Downtown Sarasota, st. Armands circle are all 5-10 minutes away. Srq airport is 15-20 minutes away

Car or Uber you have your own parking

Its the best spot for privacy anywhere! No neighbors! We have bon fires every weekend and play our music and never have to worry about anyone complaining. This is just seclusion at its best with high quality! Look at our reviews. OFF THE CHART! CLEAN CLEAN CLEAN plus privacy! and the amenities are world class!
Anything you need let us know. You are here to relax and enjoy the property and I promise if you use it you will love it. If you use kayaks or paddle boards just spray them off with the hose at the dock. Make sure they are out of the water and the paddles go back under the covered porch at the dock. Our team will clean the unit when you are done. If you need more towels, toilet paper, paper towels, soap, shampoo, coffee pods, napkins, laundry detergent just let us know. No more than a total of 6 guest are allowed at any time. Pets are allowed $150 per pet fee. When you leave please leave all towels, sheets, blankets on the floor so we know which ones to clean. PLEASE TURN THE AC UNITS TO 78 WHEN YOU LEAVE Thanks

Property manager

Roy

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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)

Things to do

  • Kayak
  • Stereo

Room amenities

Entertainment

  • Private pool
  • Smart TV with cable/satellite channels

Bedroom

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Towels provided

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 are welcome
  • Service animals 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher in each accommodation.

Property is also known as

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

Frequently asked questions

How close is Siesta key Guest House 5 star on the water Private to the airport?

This guesthouse is 8.9 mi (26-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

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

As of Aug 22, 2025, prices found for a 1-night stay for 2 adults at Siesta key Guest House 5 star on the water Private on Sep 22, 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.

Does Siesta key Guest House 5 star on the water Private have an airport shuttle?

Airport shuttle services are not available at this guesthouse.

How close is Siesta key Guest House 5 star on the water Private to the beach?

This guesthouse is 4.3 mi (7-min drive) from Siesta Key Beach and 9 mi (26-min drive) from Lido Beach. Don't forget your sunscreen!

Does Siesta key Guest House 5 star on the water Private offer free breakfast?

This guesthouse does not offer free breakfast.

Is there a casino at Siesta key Guest House 5 star on the water Private?

No, there is no casino at this guesthouse.

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

Check-in begins at 4:00 PM.

Is there free parking at Siesta key Guest House 5 star on the water Private?

Free parking is not available at this guesthouse.

Does Siesta key Guest House 5 star on the water Private have a pool?

Yes, there's a private pool.

Does Siesta key Guest House 5 star on the water Private have a spa?

There are no spa services available at this guesthouse.

How close is Siesta key Guest House 5 star on the water Private to downtown Sarasota?

This guesthouse is 3.6 mi away from Sarasota.

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

4/10 Poor

Blanca P.

Guess house

Ok
Stayed 3 nights in Jul 2024

8/10 Good

Robert R.

Liked: Cleanliness

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

6/10 Okay

Michelle M.

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

Andrea B., Circle Pines, Mn

Liked: Cleanliness

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

10/10 Excellent

Elaine K.

Liked: Cleanliness

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

8/10 Good

Eileen M.

Liked: Cleanliness

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

10/10 Excellent

Paula S.

Liked: Cleanliness

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

Dar C.

Liked: Cleanliness

Siesta Key Guesthouse

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

8/10 Good

Sandra L., Hernando, Citrus County Florida

Liked: Cleanliness

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

Renee R.

Liked: Cleanliness

Very nice

Very nice, would recommend
Stayed 4 nights in Jun 2023

10/10 Excellent

Mina K., Auburn

Liked: Cleanliness

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

Stephanie B.

Liked: Cleanliness

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

J.Elizabeth C.

Liked: Cleanliness

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

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

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

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

10/10 Excellent

dayami

Traveled with family
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