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Siesta key Guest House 5 star on the water Private

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

Exterior
Living area
Room
Pool
Terrace/patio

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Parking available
  • Laundry
$253
avg per night

Explore the area

View in a map
Sarasota, FL
  • Place, The Landings
    ‪12 min walk‬
  • Place, Bee Ridge Park
    ‪5 min drive‬
  • Place, Sarasota Memorial Health Care System
    ‪8 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪27 min drive‬

Rooms & beds

1 bedroom (sleeps 5)

Bedroom 1

1 Queen Bed and 2 Double Sofa Beds

1 bathroom

Bathroom 1

Spaces

Kitchen
Balcony
Garden
Price is $253 avg per night

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About the neighborhood

Sarasota

Located in South Sarasota, a neighborhood in Sarasota, this guesthouse is near theme parks and on the waterfront. 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 Coconuts Family Entertainment Center are also worth visiting. Discover the area's water adventures with kayaking and motor boating nearby, or enjoy the great outdoors with cycling.
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What's nearby

  • The Landings - 12 min walk - 1.0 km
  • Bee Ridge Park - 5 min drive - 2.4 km
  • Coconuts Family Entertainment Center - 5 min drive - 3.8 km
  • Sarasota Memorial Health Care System - 8 min drive - 4.1 km
  • Lido Beach - 20 min drive - 13.3 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 27 min drive

Restaurants

  • ‪Origin Craft Beer & Pizza Cafe The Landing - ‬16 min walk
  • ‪Walt's Fish Market - ‬2 min drive
  • ‪Bangkok - ‬12 min walk
  • ‪Olive Garden - ‬14 min walk
  • ‪La Violetta - ‬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! We also have outdoor cameras by the garage fire pit and pool area only. They are all outside and for security purposes for checkin and not used during your stay.
Our prices include all fees. No hidden fees.

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs and cats less than 50 lbs per pet (limit 2 pets total)
A pet fee of $150 per pet and client is responsibl
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Lock the doors
Please set the AC to 78 and lock the Doorwall and doors.
Food dishes just load into dishwasher
Failure to complete these may result in a negative review from the host.

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
Cashless transactions are available
Onsite parties or group events are strictly prohibited
Safety features at this property include a fire extinguisher, a smoke detector, and a first aid kit

Frequently asked questions

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

Yes, this property has an outdoor pool. Pool types include heated pools.

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

As of Apr 17, 2026, prices found for a 1-night stay for 2 adults at Siesta key Guest House 5 star on the water Private on Apr 30, 2026 start from $253, including 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.

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

Yes, Siesta key Guest House 5 star on the water Private allows cats and dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet.

How much is parking?

Onsite parking is available at the property.

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 Nontando are also within 3 mi (5 km).

Siesta key Guest House 5 star on the water Private Reviews

Reviews

8.6

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 20 reviews
Rating 8 - Good. 5 out of 20 reviews
Rating 6 - Okay. 1 out of 20 reviews
Rating 4 - Poor. 1 out of 20 reviews
Rating 2 - Terrible. 1 out of 20 reviews

9.0/10

Cleanliness

10/10

Staff & service

10/10

Amenities

8.0/10

Property conditions & facilities

9.6/10

Check-in

9.6/10

Communication

9.2/10

Location

8.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Scott E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, right on the Phillipi Creek. Host was super friendly and welcoming.
Stayed 12 nights in Feb 2026
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

Mina K.

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
Verified

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
Verified

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
Verified

2/10 Terrible

celeste a.

Liked: Check-in, communication, location
Disliked: Cleanliness, listing accuracy
This is nothing of what is advertised. This is a bait and switch location and the pictures are NOT current. Outside area is falling apart, dirty, and just plain shocking. Refused to spend a single hour here and rented another property. Currently have a claim open with Vrbo and my bank to get my money back. Host was seemingly lovely to work with but was never told the property was not up to par with description and advertised pictures. Beyond disappointed after flying in from out of state.
Stayed 5 nights in Mar 2026
Verified

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
Verified

8/10 Good

Sandra L.

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
Verified

10/10 Excellent

Andrea B.

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
Verified

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
Verified

4/10 Poor

Blanca P.

Disliked: Communication, location, listing accuracy

Guess house

Ok
Stayed 3 nights in Jul 2024
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

8/10 Good

Salvatore M.

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