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Entire condo

Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View

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

Fridge, microwave, oven, stovetop
Property grounds
2 bedrooms, desk, iron/ironing board, free WiFi
Marina
Property grounds
On the shores of South Siesta Key, Day Dreaming offers a tranquil retreat with breathtaking views. Unwind in the communal pool or stroll 300 yards to Turtle Beach for sun-kissed afternoons. Enjoy private access to a dock, laundry facilities on-site and relish westerly sunset views from your large porch.

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 479 sq m

Popular amenities

  • Parking available
  • Beach view
  • Dryer
  • Washer
  • Air conditioning

Add dates for prices

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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).

Property manager

William Olivieri

Languages

English, Spanish

Property amenities

Beach

  • On the beach
  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Fenced private pool
  • Heated pool
  • Outdoor pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Limo/town car service
  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Dock
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Smooth flooring in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Wheelchair-accessible pool
  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Bicycle parking
  • Bicycle storage
  • Boat
  • Heated pool
  • Kayak
  • Birdwatching nearby
  • Casino nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Bicycle parking
  • Bicycle storage
  • Energy-saving switches in guestrooms
  • Housekeeping (on request)
  • Recycling
  • Unit size: 850 square feet

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 10:00 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 not allowed

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
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
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

We should mention

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

About the neighborhood

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.
Visit our Siesta Key travel guideOpens in a new window
View more Condo Rentals in Siesta KeyOpens in a new window
Map
FL, Sarasota

What's nearby

  • Jim Neville Marine Preserve - 4 min walk - 0.4 km
  • Turtle Beach - 9 min walk - 0.8 km
  • Crescent Beach - 6 min drive - 4.8 km
  • Siesta Key Marina - 7 min drive - 5.2 km
  • Siesta Key Beach - 8 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
  • ‪Linksters Tap Room South - ‬12 min drive
  • ‪Coast To Coast Coffee - ‬9 min drive
  • ‪Roessler's Restaurant - ‬12 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.

Is Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View pet-friendly?

No, pets are not allowed at this 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).

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Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 40 out of 43 reviews
Rating 8 - Good. 3 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

10/10

Cleanliness

Reviews

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

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

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

10/10 Excellent

Michelle C.

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

Waterfront view

Great location, you can walk to some places or take the trolley which is free, very clean and updated, easy check in, we kayak up the water canal which was fun!! All appliances you could need. We grilled on the deck one night which was perfect.
Stayed 2 nights in May 2025

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

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

10/10 Excellent

Ana H.

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

Perfect little spot

A quick getaway and this spot was perfect. You have access to a pool, and also a beach nearby. This house had everything we needed from beach towels and chairs, to an equipped kitchen. Perfect stay.
Stayed 2 nights in Aug 2024

10/10 Excellent

Michelle M.

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

Wonderful stay

Was wonderful to have a condo right on the water where manatees come right up to the dock. Owner was very helpful and place was clean and well equipped. About 5 minute drive or trolly ride from town.
Stayed 4 nights in Jul 2024

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

10/10 Excellent

Beatriz B.

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

Much Needed Beach Vacation

Billy is an incredible host! The place is on the water and we saw Manatees every day we were there! Pool was clean and a great please to unwind! We will definitely be coming back! Thanks Billy
Stayed 4 nights in Sep 2024

10/10 Excellent

Kathleen K., Falmouth, ME USA

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

Great location and very easy working with owner.

Walking distance to beautiful beach and restaurants. Beautiful sunsets from deck.
Stayed 2 nights in May 2023

10/10 Excellent

debora w.

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

AMAZING

I can’t say enough. This is the first time I’ve ever left a review. Billy has such a beautiful property. He worked so hard rebuilding his rental’s after the hurricane just to make sure we could have the vacation we so desperately hoped for. He goes above and beyond to make sure that we had everything we needed and more. We will be back and extend our stay……thank you Billy.
Stayed 3 nights in Feb 2025

10/10 Excellent

Thomas H.

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

Loved the area

We loved the stay here, my four year old was able to swim everyday and we had the pool to ourselves. We even made friends with some of the neighbors and that was really nice!
Stayed 5 nights in Oct 2023

10/10 Excellent

Steven D., Culver City California

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

Turtle Beach

The location was great and the unit was clean. Great view from the bedrooms with a close walk to the beach and a short ride to some good restaurants. Fun family Christmas getaway.
Stayed 5 nights in Dec 2023

10/10 Excellent

Marci H.

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

Girlfriends getaway

Billy is great and the location couldn’t be better. Great time with beautiful sunsets, laughs and great sleep. Condo is perfect with comfy beds and all you need for cooking as well as just enjoying nature. Love Turtle beach and will be back Marci
Stayed 3 nights in Jul 2024

10/10 Excellent

Jonathan D.

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

Perfect spot

Great location. Close to last trolley stop and beach access. Also very easy to jump on paddle boards or kayaks and explore the local islands and get to private beaches.
Stayed 3 nights in Jun 2023

10/10 Excellent

Louis C.

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

Turtle Beach

Very quite area of Siesta Key. 3 restaurants & beach within walking distance. Free shuttle to Siesta Key beach/village for more action. Siesta Beach sand was like powder! We enjoyed staying at this condo!
Stayed 4 nights in May 2024

10/10 Excellent

Laurel M.

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

Wonderful vacation condo

Very nice location with beautiful view from the deck. On the quieter end of Siesta Key. Condo was very clean and well stocked with basics. Nice pool which is never crowded. Attentive local owner who was genuinely interested in making sure we enjoyed our stay.
Stayed 20 nights in Jan 2024

8/10 Good

Catherine M.

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

Wonderful View of the water

Location as described - quiet spot to watch the birds and activity on Blind Pass. We enjoyed being close to Turtle Beach and to the trolley stop!
Stayed 7 nights in Apr 2023

10/10 Excellent

Lawrence L.

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

Vacation

Great stay, property as advertised, on-site residents very friendly. Billy very accommodating and responsive. Plan on another stay next year. Fun to be had here………
Stayed 6 nights in Apr 2024

10/10 Excellent

Kathy S.

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

Quiet getaway

Nice and clean unit. Spent most of our time at the outdoor table. Attentive host. If you are looking for a nice quiet getaway, this is the place.
Stayed 4 nights in Oct 2023

8/10 Good

Bruce L.

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

Turtle Beach Condo

Enjoyed stay at this property. Condo overlooked canal. Turtle Beach was short 10 minute walk. Condo is small and older but worked for 2 adults. Unit is clean and stocked with basics. Could use upgrade on bed pillows and linens.
Stayed 4 nights in Apr 2024

10/10 Excellent

Steve O.

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

Loved It

My wife and I stayed here while our daughter rowed in the US Rowing Championships and it couldn't have been a better place to relax while she wasn't rowing. We had never been to Siesta Key before and were blown away by how pretty it is. We loved this rental for its proximity to the Trolley that runs up and down the island, ability to walk to the beach and the couple of bars and restaurants that are within walking distance of the property. We will definitely come back!
Stayed 4 nights in Jun 2024

10/10 Excellent

karel k.

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

Siesta Key Trip

A perfect size unit for the two of us. Small complex so it was very relaxing. We spent daytime hours outside, did some fishing from dock. Short walk to beach and restaurants or you can take trolley. We usually stay on the beach, but since it was chilly, this was perfect.
Stayed 7 nights in Dec 2023

10/10 Excellent

Mark W.

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

Perfect Getaway

This was the perfect place to relax and enjoy Florida at it's best! The location firstly is on the water with nature greating us everyday from the outside deck. The amenities included beach towels, chairs, gourmet Kuerig coffee pods and Wi-Fi among others. Only a block from the Sarasota free trolley that's takes you from the resort to town and back. The beach is only a five minute walk away too! The property manager was readily available for any thing we'd need.I believe we have found our winter getaway from this point on!
Stayed 6 nights in Mar 2024

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