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Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views

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Dry Dock by Siesta Key Luxury Rental Properties
Pool with canal access
Shared Dock
Beautiful view of the rear of the home!
Elevator Access

Reviews

9.8 out of 10
Exceptional
6 bedrooms6+ bathroomsSleeps 18330.4 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Rooms & beds

6 bedrooms (sleeps 18)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

2 Single Bunk Beds

Bedroom 6

1 Single Bunk Bed

6 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 6

Bathroom 7

Spaces

Kitchen
Balcony

About this property

Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views

Dry Dock by Siesta Key Luxury Rental Properties

Welcome to Dry Dock, a refined canal-front Siesta Key luxury rental offering the perfect blend of waterfront adventure and relaxed island living. This six bedroom, six and a half bath house is located just a three-minute walk to Siesta Key Beach and within easy walking distance of Siesta Key Village. With a private pool and hot tub, shared dock access, elevator, and rooftop deck with Gulf views, Dry Dock is ideal for large families, multifamily groups, and extended stays seeking effortless coastal comfort near the best of Sarasota’s beach attractions.

Highlights
- 3-minute walk to Siesta Key Beach
- Canal-front home with shared dock access
- 6 bedrooms / 6.5 bathrooms
- 4 king beds, 6 twin beds (bunk beds)
- Private pool and hot tub
- Rooftop deck with Gulf views
- Elevator access to all living levels
- Ping pong table
- Two kayaks and beach wagon
- Outdoor dining area with BBQ grill
- Washer and dryer in unit
- Dog friendly with approval
- Four parking spaces
- Professional Linen Program

This canal front retreat offers resort style outdoor living designed for both relaxation and play. The backyard features a private pool and hot tub surrounded by lounge seating, perfect for cooling off after a day at the beach. Guests can enjoy direct access to the shared dock for kayaking, paddleboarding, boating, or fishing, with two kayaks included for easy water exploration. The rooftop deck provides an elevated island experience, offering sweeping views toward the Gulf. The covered patio adds another layer of outdoor comfort with a bar, seating for five, outdoor television, and ping pong table.

Dry Dock offers two levels of spacious living above the garage, easily accessed by an elevator. The open concept living area is designed for gathering, featuring an oversized sectional sofa where guests can relax after beach days or enjoy movie nights together. Sliding doors lead to a second level balcony overlooking the canal. The fully equipped kitchen features stainless steel appliances, generous counter space, and an island with seating for six, making it ideal for preparing group meals. The dining area comfortably seats twelve, allowing all eighteen guests to dine together in one shared space, perfect for family meals, takeout nights, or board games.

The primary bedroom offers a serene retreat with calming coastal tones, generous closet space, and an ensuite bathroom with a shower and tub combination. Additional bedrooms feature king beds with ensuite bathrooms, many offering walk-in showers and private or shared balcony access overlooking the canal. Younger guests will love the thoughtfully designed bunk rooms, each offering a bright, beachy atmosphere and plenty of space to relax. These rooms are ideal for kids or teens traveling together and maintaining the same level of comfort and quality found throughout the home. Each bunk room includes its own ensuite bathroom, providing privacy and convenience for larger groups.

Room Details
- Primary Bedroom (Second Level): King bed, ensuite bathroom with shower and tub combination
- Second Bedroom (Third Level): King bed, ensuite bathroom with walk-in shower, private balcony
- Third Bedroom (Third Level): King bed, ensuite bathroom with walk-in shower, shared balcony
- Fourth Bedroom (Third Level): King bed, ensuite bathroom with walk-in shower, shared balcony
- Fifth Bedroom (Third Level): Twin over twin bunk bed, ensuite bathroom with shower and tub combination
- Sixth Bedroom (Second Level: Two twin bunk beds, ensuite bathroom with shower and tub combination

Dry Dock is dog friendly with prior approval and an additional non-refundable pet fee. This home is located near popular island favorites including Daiquiri Deck and Gilligan’s Island Bar. Guests will also appreciate the option to rent the neighboring unit, Salty Dog, which shares a mirrored layout, ideal for doubling accommodations for larger groups.

With canal front access, a private pool and hot tub, rooftop Gulf views, and a walk to beach location, Dry Dock by Siesta Key Luxury Rental Properties offers an elevated beach getaway designed for unforgettable group vacations. Book your stay today and experience the best of Siesta Key waterfront rentals and luxury coastal living!

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Siesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved before arrival. We cannot accept cats. Please note that an additional non-refundable pet fee will be charged upon approval by Siesta Key Luxury Rental Properties. Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. Please see our Siesta Key Luxury Rental Properties Rental Policies for complete details.

This property has an active Ring doorbell, active video surveillance on the exterior public approach areas, and the pool equipment.

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

If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry. One of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon.

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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

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
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

About the area

Siesta Key

Located in Siesta Key, this holiday home is on the waterfront. 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. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or Longboat Key Public Tennis Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 5 min walk - 0.4 km
  • Siesta Key Farmers Market - 9 min walk - 0.8 km
  • Siesta Key Beach Playground - 15 min walk - 1.3 km
  • St. Boniface Episcopal Church Labyrinth - 18 min walk - 1.5 km
  • Irma Beach - 2 min drive - 2.1 km

Getting around

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

Restaurants

  • ‪Siesta Beach Pavilion - ‬12 min walk
  • ‪Siesta Key Snack Bar - ‬12 min walk
  • ‪Circle K - ‬12 min walk
  • ‪Gilligan's Island Bar & Grill - ‬8 min walk
  • ‪Sun Garden Cafe - ‬11 min walk

Frequently asked questions

Does Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views have a pool?

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

How much does it cost to stay at Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views?

As of 16 March 2026, prices found for a 1-night stay for 2 adults at Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views on 19 May 2026 start from NZ$2,255, 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 Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views?

On-site parking is available at the property.

What time is check-in at Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views?

Check-in begins at 4:00 PM.

What time is check-out at Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views?

Checkout is at 10:00 AM.

Where is Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views located?

Situated on the waterfront, this holiday home is within 1 mi (2 km) of Siesta Key Farmers Market and Siesta Key Beach. Siesta Key Beach Playground and St. Boniface Episcopal Church Labyrinth are also within 1 mile (2 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 62 out of 69 reviews
Rating 8 - Good. 6 out of 69 reviews
Rating 6 - Okay. 0 out of 69 reviews
Rating 4 - Poor. 0 out of 69 reviews
Rating 2 - Terrible. 1 out of 69 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Bonnie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place. Celebrated 3 birthdays with our grands and kids
Stayed 7 nights in Feb 2026

10/10 Excellent

Audra S.

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

Great home, great location

Had a great family trip!
Stayed 7 nights in Jul 2025

10/10 Excellent

Samantha R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a variety of ages from 3 to 73 and we all had the best time! Loved being right on the canal… We fish every morning and every evening and caught so many!we also loved starting the day using the kayak and paddleboard!And ending the evenings, watching the sunset from the private rooftop!Plus, the location cannot be beat! Being able to walk to the village shops and restaurants and also having the beach access right across the street was unbelievable!
Stayed 5 nights in Nov 2025

10/10 Excellent

John K.

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

Great big beach house!

Wonderful stay, close to beach and Siesta Village. Would definitely stay here again.
Stayed 4 nights in May 2022

10/10 Excellent

Rylan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property checks ALL of the boxes. Centrally located to both the beach and SK Village within walking. We really didn’t need cars! The property was extremely clean and perfect for a large group. The management company had fantastic customer service - even servicing our hot tub within minutes (literally 5 minutes of us texting to report a small heat issue). Would stay here again without question.
Stayed 4 nights in Oct 2025

10/10 Excellent

Jonathan B.

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

Great siesta key location

Great property. Very convenient to beautiful beach and into town. Property is very well outfitted and the pool area is great
Stayed 5 nights in Jul 2024

10/10 Excellent

Todd L.

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

Great Property

Great Property family friendly
Stayed 2 nights in Jun 2020

10/10 Excellent

lisa r.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Pool and fishing right out back. Beach one block away. Everything you need. We left some expensive items behind and the service retrieved them and held them for our pick up.
Stayed 3 nights in Jun 2025

10/10 Excellent

Ted D.

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

Great place to stay in siesta key

This is a beautiful new villa located close to both the ocean and to the main town. We had an excellent stay. The property manager was very responsive.
Stayed 8 nights in Nov 2019

10/10 Excellent

John D.

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

Spring Break 2025

Had a fantastic stay at the house. Everything is as presented and we had a wonderful time. The kids were able to cartch fish out of the canal and it was close to the beach. Very clean and updated. Will definitely stay again.
Stayed 5 nights in Mar 2025

10/10 Excellent

Thomas L.

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

Amazing property for a family vacation

My family loved the home - the quality and amenities are top notch and the location cannot be beat!! Will be back next year.
Stayed 4 nights in Mar 2022

10/10 Excellent

Laura M.

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

Excellent experience

Property was well equipped with everything you could need. Did not disappoint. Short walk to the beach and restaurants. Property manager was superior with responding with issues. Property was beautiful and located in an excellent area. Well worth the money. Our family had an amazing time.
Stayed 8 nights in Jun 2025

10/10 Excellent

Jamie G.

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

Wonderful stay

Great house, great location. Many memories were made! We’ll be back!!
Stayed 7 nights in Mar 2022

10/10 Excellent

ELLE L.

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

Excellent Property

This property was remarkable! The ease of check-in and communication was perfect.
Stayed 5 nights in Jul 2022

10/10 Excellent

Tatiana C.

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

Family reunion

Great property with plenty of space. Very close to beach access.
Stayed 3 nights in Jul 2021

10/10 Excellent

Elizabeth M.

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

Siesta Keys Vacation

The house was just as described. It was a beautiful house. The restaurants, bars, and beaches were all in walking distance. We really enjoyed our stay….
Stayed 7 nights in Feb 2023

10/10 Excellent

Andrea B.

Great vacation

Awesome location. Great outdoor space. Only complaint is kitchen is poorly stocked if you are planning to cook meals for 18 people. We loved Siesta Key and look forward to visiting again.
Stayed 7 nights in Mar 2019

10/10 Excellent

Brian S.

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

Great property

Highly recommend the property and rental company. Everything was perfect
Stayed 3 nights in Dec 2021

10/10 Excellent

Jerold S.

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

Everything exactly as portrait in the pictures

Perfect Location Perfect Home!
Stayed 7 nights in Jun 2023

8/10 Good

Halle R.

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

December vacation

The property was absolutely beautiful! We so enjoyed our stay, I do wish the pictures showed the sizes of the rooms a little better but that’s not even a complaint. Having a bathroom in every bedroom was great!
Stayed 5 nights in Dec 2022

10/10 Excellent

Jennifer O.

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

Friends Birthday Weekend

Perfect house for the 10 of us! We had 5 couples stay the weekend and accommodations were perfect! Pool and hot tub were wonderful, the large kitchen was equipped with everything needed for our stay! We would love to book again in future!
Stayed 2 nights in Feb 2024

10/10 Excellent

Teasi R.

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

Memorable Labor Day

We had a great time with plenty of room for our entire large family! The house met all of our many needs!
Stayed 5 nights in Sep 2020

10/10 Excellent

Tori B.

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

AMAZING HOUSE

This is the best place I have stayed at! The house was beautiful. It's the perfect location, we could walk to the village. The balcony on the roof was great to watch the sunset. The pool area was perfect for us. We will definitely be back.
Stayed 3 nights in Feb 2021

10/10 Excellent

Amanda E.

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

Amazing

Such a great house! Each bedroom has its own attached bathroom with sink and shower/bath!
Stayed 3 nights in Aug 2021

10/10 Excellent

Doug B.

Beautiful home in a great location.

We just wrapped up a great weekend in Siesta Key. Our accommodations set the tone for our trip; we loved the home’s finishes, heated pool and the fact that each bedroom had its own full bathroom. We enjoyed our time as a group and having our own space to retreat to. Great home for buddy trips and multiple couples.
Stayed 2 nights in Feb 2019

About the host

Hosted by Siesta Key Luxury Rental Properties

Host profile image

Why they chose this property

All of the shops, dining, entertainment is at your fingertips when you stay with us here. You are also close to a number of beach access points. Walking distance to everything, and the property itself is amazing and it offers numerous amenities that you’ll love!

What makes this property unique

Location. Location. Location. The ease of use is incredible. Walk Everywhere and Enjoy paradise with ease. You’ll love everything about this amazing rental property!

Languages:

English

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