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Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views
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Reviews
9.8 out of 10
Exceptional
6 bedrooms6+ bathroomsSleeps 18330.4 sq m
Popular amenities
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!
-
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.
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!
-
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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- Pool
- Spa pool
- Kitchen
- Washing machine
9.6 out of 10, Exceptional, (49 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets 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
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.

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
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
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 window9.8/10
Cleanliness
10/10
Check-in
9.8/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
5 March 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Feb 2026
10/10 Excellent
Audra S.
20 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home, great location
Audra S.
Stayed 7 nights in Jul 2025
10/10 Excellent
Samantha R.
29 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Samantha R.
Stayed 5 nights in Nov 2025
10/10 Excellent
John K.
3 June 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great big beach house!
John K.
Stayed 4 nights in May 2022
10/10 Excellent
Rylan B.
14 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Rylan B.
Stayed 4 nights in Oct 2025
10/10 Excellent
Jonathan B.
10 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great siesta key location
Jonathan B.
Stayed 5 nights in Jul 2024
10/10 Excellent
Todd L.
24 June 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Property
Todd L.
Stayed 2 nights in Jun 2020
10/10 Excellent
lisa r.
17 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
lisa r.
Stayed 3 nights in Jun 2025
10/10 Excellent
Ted D.
16 December 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay in siesta key
Ted D.
Stayed 8 nights in Nov 2019
10/10 Excellent
John D.
9 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spring Break 2025
John D.
Stayed 5 nights in Mar 2025
10/10 Excellent
Thomas L.
17 March 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property for a family vacation
Thomas L.
Stayed 4 nights in Mar 2022
10/10 Excellent
Laura M.
11 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent experience
Laura M.
Stayed 8 nights in Jun 2025
10/10 Excellent
Jamie G.
2 April 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay
Jamie G.
Stayed 7 nights in Mar 2022
10/10 Excellent
ELLE L.
10 August 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent Property
ELLE L.
Stayed 5 nights in Jul 2022
10/10 Excellent
Tatiana C.
7 July 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family reunion
Tatiana C.
Stayed 3 nights in Jul 2021
10/10 Excellent
Elizabeth M.
15 March 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Siesta Keys Vacation
Elizabeth M.
Stayed 7 nights in Feb 2023
10/10 Excellent
Andrea B.
17 April 2019
Great vacation
Andrea B.
Stayed 7 nights in Mar 2019
10/10 Excellent
Brian S.
16 December 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property
Brian S.
Stayed 3 nights in Dec 2021
10/10 Excellent
Jerold S.
21 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything exactly as portrait in the pictures
Jerold S.
Stayed 7 nights in Jun 2023
8/10 Good
Halle R.
17 December 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
December vacation
Halle R.
Stayed 5 nights in Dec 2022
10/10 Excellent
Jennifer O.
26 February 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Friends Birthday Weekend
Jennifer O.
Stayed 2 nights in Feb 2024
10/10 Excellent
Teasi R.
23 September 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Memorable Labor Day
Teasi R.
Stayed 5 nights in Sep 2020
10/10 Excellent
Tori B.
1 March 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
AMAZING HOUSE
Tori B.
Stayed 3 nights in Feb 2021
10/10 Excellent
Amanda E.
15 August 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing
Amanda E.
Stayed 3 nights in Aug 2021
10/10 Excellent
Doug B.
25 February 2019
Beautiful home in a great location.
Doug B.
Stayed 2 nights in Feb 2019
About the host
Hosted by Siesta Key Luxury Rental Properties
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
Premier Host
They consistently provide great experiences for their guests
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