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Entire condo

Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View

Beachfront condo with kitchen and balcony

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

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 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 transport

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

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • 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
  • Smoke-free property

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

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  • Pet-friendly
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, 36 reviews
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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 10:00 AM
Contactless check-out

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
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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 transport to and from this property

About the area

Map
Sarasota, FL

What's nearby

  • Jim Neville Marine Preserve - 4 min walk - 0.4 km
  • Turtle Beach - 9 min walk - 0.8 km
  • Crescent Beach - 5 min drive - 4.8 km
  • Siesta Key Marina - 6 min drive - 5.2 km
  • Siesta Key Beach - 7 min drive - 6.2 km

Getting around

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

Restaurants

  • ‪Chick-fil-A - ‬11 min drive
  • ‪Starbucks - ‬11 min drive
  • ‪Linksters Tap Room South - ‬12 min drive
  • ‪Roessler's Restaurant - ‬12 min drive
  • ‪Skillets - Sarasota - Oaks Plaza - ‬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?

Checkout 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 miles (5 km).

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

Reviews

10

Exceptional

Rating 10 - Excellent. 44 out of 47 reviews
Rating 8 - Good. 3 out of 47 reviews
Rating 6 - Okay. 0 out of 47 reviews
Rating 4 - Poor. 0 out of 47 reviews
Rating 2 - Terrible. 0 out of 47 reviews

10/10

Cleanliness

Reviews

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

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Paulette S.

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

Quiet.. private ... close to everything..... great spot...great owner.

Located on the quiet south end of Siesta Key ... this unit overlooks the water which has a steady flow of quiet activity with birds and kayakers and paddleboarders and silent boats etc...along with beautiful sunsets. Just over the trees on the other side of the water is the Turtle Beach.....a short walk or a one minute drive away. If you are watchful you may see a sea turtle sunning itself at the entrance to its nest there. There are three restaurants within a short walking distance. Other restaurants, ice cream shops, gift shops, groceries are all a short drive .....or a ride on a free trolley that will take you the full length of the Key or anyplace in between. Grocery and food delivery is available. On the key there is a wonderful Village filled with beach stores and food and of course there is the Siesta Beach which has to be seen to be believed. The sand is like baby powder and the beach seems to go on forever. The beds in the unit are very comfortable.... as well as the other funishings. The unit is well supplied with necessities. The regularly cleaned pool is heated. Billy... a local owner ... is there for whatever he may be able to help you with. He is as friendly a guy as you would hope to meet. This is a second story unit so there are steps to climb. I will be back.
Stayed 16 nights in Mar 2022

10/10 Excellent

Misty S.

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

Stay at Siesta Key

We had an amazing time and staying at this rental made the stay even more enjoyable! My husband is big into fishing and he was able to stand off the docks and fish early in the AM while my son and I slept. I could stand off the deck and watch him fish and also watch my child swim in the pool. The entire time we had the pool to ourselves so that was really enjoyable too! It's not even a minute from the trolley pickup and maybe 1-2 minutes from the beach!! We truly enjoyed the stay! My one and only small complaint would be the one downstairs neighbor who is directly below the rental. My son was walking heavily due to excitement and was running to the bedrooms, it was no later than 10pm. As soon as I was telling my son to stop and be quiet the neighbor banged something really loud on his ceiling! It really startled us and made me feel on edge for the rest of the night. The next morning my husband went down and apologized but the neighbor didn't seem to be to accepting of it. There was no other incident after that but it just made us feel like we had to tip toe around so it wouldn't upset him. All in all though all the other neighbors were very friendly and helpful and seemed to enjoy us being there, and that would not deter us from every coming back! It was an amazing trip!' We will for sure be back!!!
Stayed 7 nights in Jul 2023

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

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

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

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

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

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

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

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

Christine B.

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

Great Host and Beautiful Place

Billy is a great and accommodating host. The place is beautiful, and all communications were extremely easy and always pleasant.
Stayed 2 nights in Jun 2024

10/10 Excellent

Gregory Alan F.

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

Pleasantly surprised!

To my surprise, this property was tucked away in a secluded area. There were lots of unexpected extras, like beach towels, K cup coffee machine, and a propane grill. Beautiful balcony overlooking the water with table and chairs, dolphins and manatees passing every day. Within walking distance of Turtle Beach, and kayak rentals nearby. Clean pool with washer and dryer on site at a reasonable price. Grocery store ~10 minutes away. We’ll definitely be back!
Stayed 5 nights in Jun 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