Located in South Sarasota, a neighbourhood 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 Marie Selby Botanical Gardens are also worth visiting. Discover the area's water adventures with kayaking and power boating nearby, or enjoy the great outdoors with cycling.
Coconuts Family Entertainment Center - 5 min drive - 3.4 km
St. Armands Circle - 22 min drive - 14.9 km
Lido Beach - 23 min drive - 15.6 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 27 min drive
Restaurants
Walt's Fish Market - 2 min drive
Olive Garden - 14 min walk
Origin Craft Beer & Pizza Cafe The Landing - 16 min walk
Starbucks - 16 min walk
Peachey’s Baking Company - 14 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.
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
default
Children
Children allowed: ages 0–17
default
Events
No events allowed
default
Pets
Pets allowed: dogs and cats less than 23 kg per pet (limit 2 pets total)
A pet fee of $150 per pet and client is responsibl
default
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to 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
Property # 2462661vb
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
On-site 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 16 May, 2026, prices found for a 1-night stay for 2 adults at Siesta key Guest House 5 star on the water Private on 12 Jun, 2026 start from S$268, 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 23 kg per pet.
How much is parking at Siesta key Guest House 5 star on the water Private?
On-site 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?
Checkout 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 0.7 mi (1.1 km) from The Landings and within 3 miles (5 km) of Bee Ridge Park and Sarasota Memorial Health Care System. Gulf Gate Mall and Sarasota Memorial Hospital are also within 3 miles (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 labelled.
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.
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.
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.
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!
Andrea B.
Stayed 5 nights in Mar 2024
Verified
2/10 Terrible
celeste a.
9 Mar, 2026
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.
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.
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.
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!
Molly M.
Stayed 4 nights in Jun 2022
Verified
6/10 Okay
Michelle M.
1 Apr, 2024
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.
Michelle M.
Stayed 6 nights in Mar 2024
Verified
10/10 Excellent
dayami
22 Apr, 2024
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
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!
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