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Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook

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A heated pool
Smart TV, video games, foosball
Fridge, microwave, oven, stovetop
Dining
Outdoor dining

Reviews

9.8 out of 10
Exceptional

Entire home

8 bedrooms9 bathroomsSleeps 184681 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪2 min walk‬
  • Place, Siesta Key Farmers Market
    ‪6 min walk‬
  • Place, Siesta Key Beach Playground
    ‪20 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪28 min drive‬

Room options

About the neighborhood

Siesta Key

Located in Siesta Key Village, this vacation home is adjacent to Siesta Key Beach and within a 10-minute stroll of Siesta Key Farmers Market. The vacation home includes a private pool, a kitchen, and a balcony.
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What's nearby

  • Siesta Key Beach - 2 min walk - 0.1 miles
  • Siesta Key Farmers Market - 6 min walk - 0.4 miles
  • Siesta Key Beach Playground - 20 min walk - 1.1 miles
  • Irma Beach - 2 min drive - 1.1 miles
  • St. Boniface Episcopal Church Labyrinth - 2 min drive - 1.3 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 34 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬15 min walk
  • ‪Siesta Key Snack Bar - ‬15 min walk
  • ‪Circle K - ‬9 min walk
  • ‪Gilligan's Island Bar & Grill - ‬4 min walk
  • ‪Sun Garden Cafe - ‬8 min walk

About this property

Entire place

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

Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook

Ocean Overlook by Siesta Key Luxury Rental Properties
Home in Sarasota, Florida

Your dream vacation awaits at Ocean Overlook! This four-story home is just one house from the sparkling Gulf of Mexico beach! With eight bedrooms and eight full baths, two half baths, and an amazing backyard with a sparkling pool, spa, BBQ area, and so much more, this is the perfect beach home for large groups.

Highlights
• One house from the beach
• Private pool with in-ground spa
• Balconies with Gulf views
• Game room
• Outdoor entertainment space

The main living floor has a fully equipped luxury kitchen with high-end appliances and bar top seating, a formal dining room table, a seating area with a Smart TV, and a Gulf facining balcony with breathtaking beach views and two outdoor dining tables. The club room has a wet bar and bar top seating, a seating area, TV, Foosball Table, Gaming Systems (Nintendo and PS4) and balcony access with views of the Gulf.

Ocean Overlook offers six spacious bedrooms, each suitable as a primary suite, featuring plush King beds, ample closet space, and luxurious ensuite bathrooms. Some even boast private balconies for a serene retreat. The Queen and Bunk bedrooms feature adorable ensuite bathrooms with shower and tub combos. Additionally, two half baths and laundry facilities ensure convenience and comfort throughout your stay.

-Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with double vanity and walk-in shower
-Second Bedroom, 3rd floor: King bed and ensuite bathroom with double vanity and walk-in shower and soaking tub
-Third Bedroom, 3rd floor: King bed and ensuite bathroom with walk-in shower
-Fourth Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower
-Fifth Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with double vanity and walk-in shower
-Sixth Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower
-Seventh Bedroom, 2nd floor: Queen bed and ensuite bathroom with shower and tub combo
-Eighth Bedroom, 2nd floor: Full over Full bunk and ensuite bathroom with shower and tub combo

Whether it’s soaking up the beach views, enjoying the home’s amenities, or exploring nearby shops and restaurants – this is the place to be!

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With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. See our Siesta Key Luxury Rental Properties Rental Policies for full details.

5 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

Please see our Siesta Key Luxury Rental Properties Rental Policies for full details.

This home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
The vacation home is air-conditioned and features a kitchen, 9 bathrooms, and a balcony, and there's space to spread out with 8 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fenced private yard.

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The Ringling Beach House
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9.0 out of 10, Wonderful, 354 reviews
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The price is $568
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Total with taxes and fees
The Ringling Beach House

Property amenities

Beach

  • On the beach

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 8 bedrooms
  • Bedsheets provided

Bathroom

  • 9 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV
  • Video games

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Arcade/game room
  • Foosball table
  • Heated pool
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Swimming nearby
  • Wildlife walks 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)
  • Fire extinguisher

General

  • Unit size: 4,681 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

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

Pets

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
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
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Property is also known as

32
Ocean Overlook Eight Bedroom House Sleeps 18

Frequently asked questions

What is there to do close to this vacation home?

This vacation home is situated in Siesta Key Village within a 10-minute walk of Siesta Key Beach and Siesta Key Farmers Market. You'll also find Crescent Beach and Turtle Beach within a short drive.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is a hot tub.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this vacation home.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Sarasota-Bradenton Intl. Airport (SRQ), which is 10.4 mi away (34 minutes by car).

Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 16 out of 18 reviews
Rating 8 - Good. 2 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Doug M.

Liked: Cleanliness
House was great — perfect location walkable to town and beach. Nice pool and outdoor area, plenty of room and lots of space for big groups.
Stayed 3 nights in Feb 2026

10/10 Excellent

Laura M.

Liked: Cleanliness
Beautiful home! Amazing location! Super quick to answer our questions and respond to any concerns.
Stayed 3 nights in Jan 2026

10/10 Excellent

Jen P., Macungie, PA

Liked: Cleanliness
Host was very welcoming. Just had to send a text asking for the entrance code. Other than that, they were very responsive. House was ready for us!
Stayed 4 nights in Jan 2026

10/10 Excellent

Robyn

Liked: Cleanliness
The property was exactly as advertised, and communication with the host was always efficient and timely. The space was very accommodating for our large family, and the location couldn’t have been more perfect. We didn’t want for anything during our stay—it had everything we needed. Highly recommend! As we will be planning a future stay.
Stayed 2 nights in Sep 2025

10/10 Excellent

William M.

Liked: Cleanliness
Four floors, great vistas and a fantastic pool.Not to mention, all that you need to take out to the beach is is there for you, with plenty of towels, chairs and a pull cart to get to the beach(which all looked brand new).Everything was very high end in and around the whole house.Everywhere to eat and drink were all walkable.
Stayed 5 nights in Aug 2025

8/10 Good

Maria Arlen D.

Liked: Cleanliness
Our family had a wonderful time. The house is beautiful with a great view of the water. Very spacious. Plenty of bathrooms. But we would have appreciated if the bathrooms had handicapped accessibility features like handle bars. The elevator was great; but it broke 3 times. Thankfully, nobody got stuck in the elevator and the maintenance guy came very quickly each time. He was very pleasant and professional. We also would have appreciated potholders and additional hand towels in the kitchen. Since we had a baby with us, we were very particular about clean floors. We couldn’t find a mop to clean. We ended up buying a swiffer and left it there. Lastly, we loved the pool; but didn’t enjoy it very much because there were tons of mosquitoes. We bought some citronella; but not enough to drive away the mosquitoes. (The mosquitoes might have come from the swimming pool next door which was green and cloudy). All in all, we enjoyed our stay. It was so nice to be in one house where we gathered together when we wanted to, but kept our private spaces when we wanted some quiet time. Thank you for sharing your home with us.
Stayed 7 nights in Aug 2025

10/10 Excellent

James T.

Stayed 7 nights in Jul 2025

10/10 Excellent

Justin O.

Liked: Cleanliness

Great Family Beach Property

Tremendous property!! Beautiful views of the Gulf. Easily walkable to the beach. Large, spacious house. Great for big families!!!
Stayed 3 nights in Jun 2025

10/10 Excellent

Bryan O.

Liked: Cleanliness

Beautiful home and location

The home was in great shape with a beautiful pool and view. The rooms and beds were all very nice and the porcess from start to finish was easy
Stayed 4 nights in May 2025

10/10 Excellent

Patrick G.

Liked: Cleanliness
Stayed 4 nights in Jan 2025

10/10 Excellent

Art M.

Liked: Cleanliness

Lovely Rental

We had a terrific vacation.the location is ideal and the space is plentiful. All technology was functioning and easy to use. Beach is close and only a short walk as is restaurants and shops. This home could easily house 2 families with 2-3 kids each.
Stayed 6 nights in Aug 2024

8/10 Good

silvia r.

Liked: Cleanliness

Great location and beach house

The TV in the pool did not worked and de AC in the 4th floor was so slow. the rest, perfect and amazing views.
Stayed 2 nights in Aug 2023

10/10 Excellent

Angie S.

Liked: Cleanliness

Perfect for friends and family

The house was very comfortable- nothing too fancy but very clean and perfect for our multi family vacation. The pool was fantastic- plenty of space in the sun and the shade. The location was great- 5 to 10 minute walk into town. Tons of restaurants and shops. Things seem to close down around 10pm and the streets are pretty quiet after that. The house is located right on the street so we were a little worried about traffic noise at night but it was very quiet. Every bedroom having its own bathroom was so nice. There are 2 washing machines and 2 dryers which came in very handy. The beach access is super close but the walk from the beach access point to the beach is very long. 2 beach wagons are provided but they don’t work very well because the sand isn’t compacted. The extra refrigerator on the ground level was very nice. We had a great vacation!
Stayed 5 nights in Jul 2023

10/10 Excellent

Genesis K.

Liked: Cleanliness

Beautiful Stay

Had a group of friends stay together and it was perfect. 1 min walk from the beach, gorgeous views from the balcony and everything we could have hoped for from a comfort standpoint.
Stayed 1 night in Nov 2022

10/10 Excellent

Walt B.

Liked: Cleanliness

bday getaway with friends

This property was exactly as advertised! Everything was clean and worked well. Excellent location as well.
Stayed 5 nights in Oct 2022

10/10 Excellent

Jhana P.

Liked: Cleanliness

Perfectly big and beautiful

The home was lovely.
Stayed 2 nights in Feb 2022

10/10 Excellent

Christina F.

Liked: Cleanliness

Wonderful Property

The entire property was amazing! From the 8 ensuites, the 2 living areas, the chefs kitchen, the beautiful pool and spa area, and the view of the ocean from the top balcony. This rental is everything you would need for a family reunion.
Stayed 3 nights in Jan 2022

10/10 Excellent

Lori M.

Liked: Cleanliness

Great location, beautiful place

Great location to walk to beach and village. Really nice pool set up, beautiful bedrooms and living spaces. Just a couple of negatives but overall we loved this property. Andrew (property manager) kept in touch and was very responsive. We did ask if we could keep our luggage there after 10 am checkout but owners weren’t open to that.
Stayed 5 nights in Oct 2021