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Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View

Photo gallery for Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View

Living Room 75 inch TV
Unit 8
Living Room
Living Room
Bedroom 1 King Bed

Reviews

10 out of 10, Loved by Guests
Top 10% based on
2 bedrooms1 bathroomSleeps 4850 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning

Explore the area

View in a map
Sarasota, FL
  • Place, Jim Neville Marine Preserve
    ‪4 min walk‬
  • Place, Turtle Beach
    ‪8 min walk‬
  • Place, Siesta Key Beach
    ‪6 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪35 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Living Room 1

1 Queen Sofa Bed

1 bathroom

Bathroom 1

Bathtub or shower

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Number of living rooms
Outdoor play area

About this property

Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View

Welcome to Day Dreaming! This 2 bedroom 1 bath rental offers everything you could dream of and more. Located just 300 yards from Turtle Beach, this oasis offers a beautiful communal pool and private dock for you to fish off. Restaurants and bars are just a short walk away and the free trolley is able to pick you up at turtle beach and take you anywhere your heart desires on the key.

Fully Furnished, 2 Bedroom Gulf Side Waterfront Condo on South Siesta Key, walking distance to Turtle Beach. Very small 8 unit, private condo association. This upper unit is the best one in the complex!

This unit is one of eight in the complex, located closest to the water, it feels like you are on a boat with water views all around. King bed in master bedroom and queen bed in 2nd bedroom plus pull out bed in living room. ( sleeps 6). Central Air & Heat and Full Kitchen with a dishwasher. Large porch and private sundeck with great westerly views to enjoy those million dollar sunsets. This unit has an awesome view overlooking the Turtle Beach boat launch and a heated community pool.

Turtle Beach is within walking distance (5 minutes) just behind boat launch.

Laundry room is available on site (coin-operated).

Walk to restaurants including Ophelia's, Turtles, and The Turtle Beach Bar & Grill. Siesta Key Trolley is accessible just north of the property, less than a 5 minute walk.

Located 80 yards south of the Siesta Breeze free trolley terminal at Turtle Beach.
1 Parking Space available, however no need for a car.

As seen on multiple national TV shows (MTV and HGTV).
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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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
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

We should mention

A car is not required for transportation to and from this property

About the neighborhood

Siesta Key

Located in Siesta Key, this condo is on the beach. 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 Turtle Beach and Crescent Beach. Looking to enjoy an event or a game while in town? See what's going on at Ed Smith Stadium, or consider a night out at Venice Train Depot. With jet skiing, kayaking, and water skiing nearby, you'll find plenty of adventures in the water.
Map
Sarasota, FL

What's nearby

  • Jim Neville Marine Preserve - 4 min walk - 0.4 km
  • Turtle Beach - 8 min walk - 0.7 km
  • Crescent Beach - 5 min drive - 4.8 km
  • Siesta Key Marina - 5 min drive - 5.2 km
  • Siesta Key Beach - 6 min drive - 6.2 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 29 min drive

Restaurants

  • ‪Chick-fil-A - ‬11 min drive
  • ‪Starbucks - ‬11 min drive
  • ‪The Overlook - ‬16 min drive
  • ‪Roessler's Restaurant - ‬12 min drive
  • ‪mad moe's - ‬14 min drive

Frequently asked questions

Does Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View 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 Waterfront Condo, Beachfront, Pool, Sunset View?

As of Mar 26, 2026, prices found for a 1-night stay for 2 adults at Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View on Apr 11, 2026 start from $397, 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 Waterfront Condo, Beachfront, Pool, Sunset View pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View?

Check-in begins at 4:00 PM.

What time is check-out at Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View?

Check-out is at 10:00 AM.

Where is Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View located?

Nestled on the beach, this Siesta Key condo building is within a 10-minute walk of Jim Neville Marine Preserve and Turtle Beach. Crescent Beach and Siesta Key Marina are also within 3 mi (5 km).

Reviews

10

Exceptional

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. 56 out of 60 reviews
Rating 8 - Good. 4 out of 60 reviews
Rating 6 - Okay. 0 out of 60 reviews
Rating 4 - Poor. 0 out of 60 reviews
Rating 2 - Terrible. 0 out of 60 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kyle F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Place was great and Billy was an excellent host.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Michelin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quaint, cozy VRBO, beautiful sunset, well furnished kitchen and condo.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Chris W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The condo was just as advertised. Clean, well appointed and an awesome deck view. It’s also in a great location just a short walk to the beach and a short trip up the road to some restaurants and shops. The host is super friendly and helpful and will go the extra mile to ensure you have a great stay. Would love to come back again.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Beth W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Just as advertised. Very attentive owner and manager of condo. No complaints. Would recommend this condo as a great place to stay close to Breeze trolley, restaurants and bars and the beach with the softest sand imaginable.
Stayed 2 nights in Mar 2026
Verified

8/10 Good

Betsy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host always available and quick to respond. Beautiful view of lagoon and very quiet. Walking distance to fabulous eatery, Ophelia
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Andrew M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent place! Beautiful views, lovely modern apartment and lovely swimming pool. Billy was the perfect gracious host.
Stayed 6 nights in Dec 2025
Verified

10/10 Excellent

Leonardo G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Billy was very helpful and accommodating. Our family enjoyed our stay and would certainly recommend it.
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

Ken T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful views with windows on 3 sides
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Aimee L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful little deck overlooking the water.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Amy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was all i could ask for! It was quaint and updated perfectly. I met the host and he was helpful and very quick to answer questions. The pool was amazing and i met some great people staying there. The kayaks on site were a great bonus too! I will definitely be back!
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

paul j.

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

Great location and property

Recently remodeled and the owner was great. Very close to great beaches.
Stayed 4 nights in Jun 2025
Verified

10/10 Excellent

Pam B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This condo met all of our expectations !!! It was immaculate, beds were super comfortable. Billy our host was so friendly and attentive to any needs we had.The Views are gorgeous with stunning sunsets, the free trolly is just an added bonus..We will be back for sure !!!Thank you Billy !!!
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Jennifer H.

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

Great host!

Billy is a great host, responsive and helpful!
Stayed 4 nights in Jun 2025
Verified

10/10 Excellent

Pam H.

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

Great stay!

We stayed a couple days here, and it was just what we needed. Very clean, remodeled and working with Billy was very pleasant and easy.
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Patti R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed at Billy's place for 3 nights and had a great time. It was in a great location and the place was super clean. Billy was a great host and responded quickly to emails or on sight. We would definitely come back.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Timothy R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I stay at a lot of vrbo’s and not only was it immaculate, but Billy is the most amazing host overly accommodating and what a great person. We will return again!!!
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Kim V.

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

Great stay!

Billy was so kind and very responsive. Our unit had beautiful views of the water & even better that we could keep our boat docked right there on property
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Josh P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Billy was an awesome host. Very friendly and extremely easy to talk to. Couldn't have been a smoother transition. When we're back in the area, we will definitely be in touch with him again.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Juli B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is a little piece of heaven! Owner Billy has done a beautiful job remodeling since the 2024 hurricanes! He provides everything you need to rest, relax and refresh! We love the brand new decor, the private patio with grill overlooking the bay. Fishing, kayaking and refreshing time in the pool! Everything you need to go to the beach is provided; lawn chairs, beach towels, beach umbrella, even fishing poles and tackle! Sunsets off the patio over the ocean are beautiful! Close to all the beaches, shops, and restaraunts. We love this place! Book it!!
Stayed 8 nights in Sep 2025
Verified

10/10 Excellent

Chassidy Y.

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

Great location, close to beautiful Turtle Beach

Our family of 4 had a wonderful beach vacation at this beautiful, newly renovated condo. We visited gorgeous Turtle Beach, which was super close (0.2mi) and much less crowded than Siesta Beach. This place was close to several great restaurants and shopping. The host was very friendly and accommodating. Highly recommend this place!
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Anne V.

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

Great location

Loved the location and walking distance to shuttle to get around easily with a 4 year old!
Stayed 5 nights in Jan 2023
Verified

10/10 Excellent

Tina C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quiet rental away from Siesta Village. Very clean! Billy was super helpful when we needed him. We had a great time on our getaway.
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Lisa T.

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

Great girls trip getaway!

Perfect place! My best friend of 46 years and I found this location to be exactly what we needed. Very clean, new finishes and a very responsive host. Can’t say enough how much we enjoyed it. We will be back!
Stayed 6 nights in May 2025
Verified

10/10 Excellent

Jerry C.

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

Enjoyed Siesta Key

Place was spotless and exactly as advertised. Enjoyed nearby beaches and restaurants.
Stayed 2 nights in Feb 2024
Verified

10/10 Excellent

Karen E.

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

Paradise

We thoroughly enjoyed our stay. Beautiful location and very relaxing
Stayed 4 nights in Jul 2023

About the host

Hosted by William Olivieri

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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