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Siesta key Guest House 5 star on the water Private

Travelers discover a private waterfront paradise at Siesta Key Guest House where relaxation meets adventure with evening bonfires under star-filled skies

Choose dates to view prices

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

8.6 out of 10
Excellent

Popular amenities

  • Pool
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning
  • Parking available
  • Laundry room
The current price is €336
includes taxes & fees
7 Apr - 8 Apr

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About the area

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 Coconuts Family Entertainment Center are also worth visiting. Discover the area's water adventures with kayaking and power boating nearby, or enjoy the great outdoors with cycling. Visit our Sarasota travel guide
View more Guest houses in Sarasota
Map
Sarasota, FL

What's nearby

  • Lido Beach
    Lido Beach
    20 min drive - 13.3 km
  • 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

Getting around

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

Restaurants

  • Origin Craft Beer & Pizza Cafe The Landing
    16 min walk
  • Bangkok
    12 min walk
  • Walt's Fish Market
    2 min drive
  • La Violetta
    13 min walk
  • Olive Garden
    14 min walk

About this property

Siesta key Guest House 5 star on the water Private

Guest house 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. Adventurous travellers may like the kayaking at this guest house. Stay connected with free in-room WiFi.
You'll also find perks such as:
  • An outdoor pool
  • Smoke-free property and barbecues
Room features
All guest rooms at Siesta key Guest House 5 star on the water Private have perks, such as private pools and fireplaces, as well as amenities, such as free WiFi and air conditioning.
More conveniences in all rooms include:
  • Bathrooms with hairdryers
  • Smart TVs with cable channels
  • Balconies, outdoor lighting and kitchens

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Property amenities

Internet

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

Things to do

  • Heated pool
  • Kayak
  • Outdoor pool
  • Stereo

Conveniences

  • Laundry facilities

Outdoors

  • Barbecue grill
  • Firepit
  • Garden
  • On a lake

More

  • Smoke-free property

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
  • Hob
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator

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 and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

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.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs and cats only
2 total (up to 23 kg per pet)
Note from host: A pet fee of $150 per pet and client is responsibl

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

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

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 4 Apr 2026, prices found for a 1-night stay for 2 adults at Siesta key Guest House 5 star on the water Private on 7 Apr 2026 start from €336, 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 within 2 miles (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 miles (5 km).

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Reviews

Siesta key Guest House 5 star on the water Private Reviews

8.6

Excellent

9.0

Cleanliness

9.2

Location

10

Staff & service

8.0

Property conditions & facilities
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

Reviews

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

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

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

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

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

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

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

Renee R.

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

Very nice

Very nice, would recommend
Stayed 4 nights in Jun 2023
Verified

4/10 Poor

Blanca P.

Disliked: Communication, location, listing accuracy

Guess house

Ok
Stayed 3 nights in Jul 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

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