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Entire home

Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages!

Photo gallery for Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages!

A heated pool
Dining
TV, table football, ping pong
Fridge, microwave, oven, stovetop
Terrace/patio
Point Break, a spectacular dog-friendly vacation home in Siesta Key, offers the ultimate friends and family getaway. Just steps to Siesta Key Village and Beach, this luxury eight-bedroom retreat features a resort-style pool with an in-ground spa and covered patio perfect for outdoor dining. A rooftop deck provides breathtaking sunset views while inside you'll find games like Ping Pong and Foosball tables for entertainment.

Reviews

9.8 out of 10
Exceptional

Entire home

8 bedrooms9 bathroomsSleeps 24354 sq m

Popular amenities

  • Parking available
  • Pet-friendly
  • Dryer
  • Hot tub
  • Washer

Add dates for prices

About this property

Entire place

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

Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages!

Point Break by Siesta Key Luxury Rental Properties
Home in Siesta Key, Florida

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!

Welcome to Point Break, a spectacular dog-friendly vacation home with a stunning backyard featuring a resort-style pool, in-ground spa, and a covered patio. Just steps to Siesta Key Village and Siesta Key Beach, known for having soft, powdery white sands, this luxury eight-bedroom and eight-and-a-half bathroom retreat is the ultimate friends and family vacation destination!

At A Glance
• Rooftop Deck
• Less than a 10-minute walk to the beach
• Private Pool and In-ground Spa
• Ping Pong and Foosball Table
• Near restaurants and shops

Take the stairs or the elevator to the main living floor, where you'll be blown away by the vibrant kitchen with high-end appliances, fully equipped with cookware and utensils, and a sweeping island with plenty of seating. To the right is a wet bar perfect for preparing fun drinks for formal meals, which you can host at the chic indoor dining area that has a mix of bench and chair seating, and if you have a large group, you can extend out to the outdoor dining table on the balcony that can seat an additional six guests. After sunny beach days, unwind in the living room's seating and TV area and complete the day with a breathtaking sunset viewing from the rooftop deck!

The six King bedrooms have tropical flare and premium mattresses; some have balcony access, ensuite bathrooms with walk-in showers or shower and tub combos, or easy access to a full hall bathroom. The two bunk bedrooms have a private balcony and a jack-n-jill bathroom with a walk-in shower. On the fourth floor is the bonus room with a sleeper sofa and a TV with gaming consoles.

Room Details
-Primary Bedroom, 3rd floor: King bed, balcony access, and ensuite bathroom with walk-in shower
-Second Bedroom, 4th floor: King bed, private balcony, and ensuite bathroom with walk-in shower
-Third Bedroom, 3rd floor: King bed, balcony access, and ensuite bathroom with walk-in shower
-Fourth Bedroom, 3rd floor: King bed and access to full hall bathroom with walk-in shower
-Fifth Bedroom, 2nd floor: King bed, private balcony, and ensuite bathroom with shower and tub combo
-Sixth Bedroom, 2nd floor: and access to full hall bathroom with walk-in shower
-Seventh Bedroom, 3rd floor: Full over Full bunk bed, balcony, and jack-n-jill bathroom with walk-in shower
-Eighth Bedroom, 3rd floor: Full over Full bunk bed and jack-n-jill bathroom with walk-in shower
-Bonus, 4th floor: Sleeper sofa

The covered patio area has a great outdoor dining table to enjoy meals cooked on the BBQ, a plush lounge set, a TV, and the second game room is through the French doors - you'll find a Ping Pong and Foosball table and a refrigerator for pool beverages, deep freezer for ice and food storage, and beach chairs and a wagon!

-
Parking includes a 1-2 Car Garage, and maximum 4 cars in the driveway; NO Parking in the County Right-of-Way between the street and the sidewalk- strictly enforced by Sarasota County.

This property has an active Ring doorbell and additional video surveillance on the pool equipment only.

This property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest.

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free internet

Parking and transport

  • Onsite parking options include a garage

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 8 bedrooms
  • Bedsheets provided
  • Day bed
  • Sofa bed

Bathroom

  • 8.5 private bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Outdoor entertainment area
  • Rooftop terrace

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Lift
  • Smoke-free property

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the marina
  • Near the sea

Things to do

  • Arcade/game room
  • Foosball table
  • Heated pool
  • Table tennis
  • Water park
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours 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: 3,811 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
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

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

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
On-site parties or group events are strictly prohibited
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
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

35

About the area

Located in Siesta Key Village, a neighbourhood in Siesta Key, this holiday home is near theme parks and by the sea. 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. Travelling with kids? Consider Coconuts Family Entertainment Center, or check out an event or a game at Stardust Event Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Visit our Siesta Key travel guideOpens in a new window
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Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 5 min walk - 0.4 km
  • Shell Beach - 4 min drive - 2.8 km
  • Crescent Beach - 7 min drive - 5.1 km
  • St. Armands Circle - 19 min drive - 15.3 km
  • Lido Beach - 21 min drive - 17.4 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 33 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬3 min drive
  • ‪Circle K - ‬5 min walk
  • ‪Siesta Key Snack Bar - ‬3 min drive
  • ‪Gilligan's Island Bar & Grill - ‬4 min walk
  • ‪Siesta Key Oyster Bar - ‬3 min walk

Frequently asked questions

Does Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages!?

Check-in begins at 4:00 PM.

What time is check-out at Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages!?

Checkout is at 10:00 AM.

Where is Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages! located?

This family-friendly Siesta Key holiday home is located by the sea, within a 10-minute walk of Siesta Key Farmers Market and Siesta Key Beach. Irma Beach and Siesta Key Beach Playground are also within 2 miles (3 km).

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Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 40 out of 46 reviews
Rating 8 - Good. 5 out of 46 reviews
Rating 6 - Okay. 0 out of 46 reviews
Rating 4 - Poor. 1 out of 46 reviews
Rating 2 - Terrible. 0 out of 46 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Noah M.

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

Annual Golf & Fishing Trip

My friends & I had the pleasure of staying at the beautiful property for our annual golf & fishing trip. The home was perfect for all of us - plenty of room & amenities! Very close vicinity to downtown Siesta - can walk everywhere. Definitely would stay here again!
Stayed 4 nights in Apr 2025

8/10 Good

Cynthia R.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Great

Great stay :)
Stayed 5 nights in Aug 2024

10/10 Excellent

JJ D.

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

Perfect Location, Beautiful Home with Wonderful Amenities

The perfect house for our vacation! The home was exactly as described—luxurious, clean, and well-appointed for guests of all ages. We enjoyed the multiple balconies, incredible views, games, cozy heated pool, and hot tub that worked perfectly!The location made everything so easy: grocery stores, coffee shops, restaurants, organic gelato, live music, and charming boutiques were just a few minutes’ walk from the front door. It made our stay relaxed with tons of options within a few steps.What truly made the experience outstanding was the team—Liz, Britney, and Nanda. They were incredibly helpful before and during our visit, always responsive with answers, recommendations, and support. We have already recommended this beautiful home to friends and family. It's a special place where luxury, comfort, and convenience come together beautifully.
Stayed 3 nights in Apr 2025

4/10 Poor

Richard S.

Disliked: Cleanliness, check-in

Not as it says

Elevator was not functioning. Owner told us 2 days before checking in. After a little back and forth, owner pulled the “contract” card. So, a 3 night stay was interrupted by maintenance and still a non working elevator. I would not book with this owner or management company again.
Stayed 3 nights in May 2025

10/10 Excellent

April W.

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

We had a blast in Siesta Key

The home was exactly as described and the location was perfectly located near the beach and Village. Management was quick to respond to any issues we had. We had plenty of room for the entire family.
Stayed 7 nights in Jun 2024

10/10 Excellent

Maria D.

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

Great stay

The house was very nice as was the neighborhood. Very clean and well decorated.
Stayed 5 nights in Jul 2023

10/10 Excellent

Verified traveller

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

Great for a large group

Very nice for a big group of friends celebrating a milestone birthday. Parking was the only challenge, and the management company was helpful even with that.
Stayed 2 nights in Jan 2024

10/10 Excellent

Michael L.

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

Great stay at Point Break

Great house. Easily accommodated 21 guests. Location was awesome. The ONLY complaint is that the floors could have been mopped a little better upon arrival.
Stayed 7 nights in Apr 2023

10/10 Excellent

Jonathan O.

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

Family reunion

New. Great space. Loved the house. Close to town. We liked walking to beach. A little far the older parents (80ish). Walking to the town center was easy for all.
Stayed 6 nights in May 2024

10/10 Excellent

Raymond P.

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

Great Property and Great Location

I love the property and the location. It was as advertised. I will admit the kitchen was completely empty of any condiments. Basically, we had to purchase everything including salt and pepper. Not sure why, but just want to let others who want to stay at this property. It was kind of frustrating running to back to grocery store to get things you take for granted. Otherwise, we loved the place and plan to return.
Stayed 3 nights in May 2024

10/10 Excellent

CHRISTINE E.

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

Excellent location half a block from Village. Brand new house. Rooftop sunsets!

We rented this four-story home with an elevator for a family reunion. The property manager was very accessible even when we had a problem with said elevator. It was close to everything (the grocery store is practically across the street and each room has its own bath. Twelve of us stayed there very comfortably and we had empty bedrooms. My husband and I chose the fourth floor for privacy although the bedroom was much smaller than the master on the third floor but we were glad to have the whole level to ourselves. The ping pong table in the garage, the cornhole toss and whole family (all generations) video games were used nightly. We highly recommend this property.
Stayed 8 nights in Nov 2019

8/10 Good

David B.

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

Ask about the guests next door ahead of booking!!!

We are a family group of 15 including 5 small children. The property is wonderful, but my advice to management is to more aggressively replace the furniture on the 2nd floor living/common area. It was dirty and worn, which is a hazard of the type of use it gets. Also, the landscaped area around the pool had garbage thrown into it by prior guests. We did our best to clean it up. Here is my only complaint. The property to the West was used by 20- 30 or so twenty-somethings for a stag party and wedding staging area all week. The two properties are VERY close to each other and they really let 'er rip with loud music until the early morning hours and non-family friendly behavior like throwing beer from the balcony to the pool party and dancing on the tables all day long. We are a multi-racial family and when their music began to regularly use racial slurs and the F word I asked them to turn it down, which they finally did. Trust me, we are not prudes, but it was bad. From now one I am going to inquire about the plans of the next door guests when I am paying top dollar for a family vacation with small children. I did find the management company team very professional during the reservation process. Thanks.
Stayed 7 nights in Jan 2023

8/10 Good

Lindsey H.

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

Awesome 10+ location…okay house!

Absolutely amazing location & pool/spa setup. Beaches are incredible! The sister property is right next-door, they are big houses that fit a lot of people. We unfortunately spent the week next to an extremely loud and rowdy family. We had two little kids in our party and had to go buy white noise machines to attempt to drown out the late night balcony & pool parties they had almost nightly. Siesta Key has a noise ordinance at 10pm but it was completely ignored. The only thing you can really do is call the cops, which we resisted for four nights but got fed up on the 5th night. I’m all about fun but have some respect! If you’re looking for a truly luxury property, this isn’t quite it in my opinion. The house is tired, appliances are on their last leg, pots/pan are cheap & uneven, wagons for beach need replacing. The property provided the absolute minimum compared to other places we’ve stayed with VRBO. We had to rent a pack n play and highchair from a third-party company. We stayed for nine nights and spent over $16,000. The property feels more like a hotel than a home, which could be a plus for some groups! We really enjoyed Siesta Key and the walkability of this property. Will definitely come back, just not to this specific home! Our party was 11 deep - I can’t imagine squeezing the max people into this place! I will say, everyone at the property company I spoke to along the way were very nice and accommodating when they could be. Overall decent home, amazing location.
Stayed 9 nights in Oct 2022

10/10 Excellent

Christine W.

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

Great location - we were able to walk or ride bikes everywhere. Plenty of room for extended family!

We came with 80+ parents and their kids and children. Plenty of room for everyone and pool area lots of fun. Only suggestion would be to have sign that blaring alarm will go off every time you open pool door. Very scary first time and not knowing what to do to turn off not fun. Other than that staff great on answering questions. Would definitely come again!
Stayed 6 nights in Aug 2022

10/10 Excellent

Teresa M.

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

This is a great home that is walkable to everything. Beach is a nice hike but manageable.

Amazing property will definitely rent again.
Stayed 7 nights in Aug 2022

10/10 Excellent

Kimberly M., Brick NJ

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

Awesome location and home.

We rented July 9-16, 2022. The house was exactly as described, clean, well maintained and in a great location to the Siesta Key town.
Stayed 7 nights in Jul 2022

10/10 Excellent

Lydia R.

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

We enjoy a lot at the beach and the family reunion was excellent in the house, was very comfortable

The property was very clean and comfortable, we enjoy a lot and the house was perfect for the family reunion. We would like to rent again.
Stayed 4 nights in Jun 2022

10/10 Excellent

Steven B.

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

In the Middle of Seista Key

A fantastic property. Stayed here with a bunch of work colleagues and it was perfect for us. Great Wi-Fi. Clean. Most importantly the maintenance team fixed things the same day we called. At one point they showed up within 15 min to fix a problem. The location is within 4 blocks of everything.
Stayed 7 nights in Mar 2022

10/10 Excellent

Nirmal K.

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

Awesome property

Exactly like posting- amazing property, would recommend for big groups!
Stayed 3 nights in Dec 2021

10/10 Excellent

Ted R., ELMWOOD, ILLINOIS

Liked: Cleanliness, check-in, communication, location

GREAT LOCATION !!!

The home was very nice. Close to everything you need. Pool area was excellent. We were a little disappointed that two bedrooms did not have ensuite baths as was advertised. Had a wonderful time and would rent again.
Stayed 7 nights in Nov 2021

10/10 Excellent

Susan F.

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

Perfect location for beach , shopping only issue problem with both washers & 1Dryer .

Beautiful house , pool area awsome
Stayed 7 nights in Sep 2021

10/10 Excellent

Warren P.

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

Nice Property

The house is exactly as pictured. It's located in the heart of the village, so very convenient to restaurants, a grocery store, and only a short stroll to the beach. The property manager was very responsive. If you need a place that can fit a large party, I recommend it. Our group of 15 had a great time.
Stayed 4 nights in Oct 2021

10/10 Excellent

Joe O.

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

Batchelor party weekend

The property was amazing! The guys loved it and never left the pool/jacuzzi. Excellent location being just steps from shops, restaurants and the beach. 100% recommend this property
Stayed 4 nights in Sep 2021

8/10 Good

Jerri H.

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

Family Getaway

The property was very nice - only 1 issue while we were there - there was a bug issue - the exterminator came out during our time and indicated it was a neighborhood issue, not just the property we were in
Stayed 8 nights in Sep 2021

10/10 Excellent

Danilo L.

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

Amazing House

If you are hesitant about booking, don't even think twice about it because this house has everything you need. Plenty of room and space, it is the ideal location for those with big families like mine. Communication from the property managers was very clear and they kept us informed at every minute. Will be looking at this location for next year!
Stayed 4 nights in Aug 2021