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.
Our prices include all fees. No hidden fees.
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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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
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 Stardust Event Center or Ed Smith Stadium. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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 27 Mar 2026, prices found for a 1-night stay for 2 adults at Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views on 20 May 2026 start from £1,022, 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.
Beautiful place. Celebrated 3 birthdays with our grands and kids
Bonnie W.
Stayed 7 nights in Feb 2026
Response from VrboOwner on 10 Mar 2026
We’re so happy you chose Dry Dock to celebrate with your family, Bonnie! Three birthdays with the grands and kids' sounds like such a special time together. It means a lot that you enjoyed the home, and all of us at Siesta Key Luxury Rental Properties are honored to have been part of those celebrations. We’d love to welcome you back for the next round of family memories on Siesta Key!
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!
Samantha R.
Stayed 5 nights in Nov 2025
Response from VrboOwner on 4 Dec 2025
Hi, Samantha, thank you for staying with Siesta Key Luxury Rental Properties at Dry Dock! We absolutely loved hearing how much your whole crew enjoyed the stay. That canal-front setting is such a gem: morning and evening fishing, paddling out on the kayak and paddleboard, and ending the day with those rooftop sunsets… it doesn’t get more “Siesta Key magic” than that. And we couldn’t agree more, having the Village and beach just steps away makes everything effortless. We’re so glad Dry Dock was the perfect home base for your multigenerational getaway. Come back anytime for more island memories!!!
Wonderful stay, close to beach and Siesta Village. Would definitely stay here again.
John K.
Stayed 4 nights in May 2022
Response from VrboOwner on 12 Jun 2022
John,
Thank you so much for choosing our home for your vacation! We are so glad that it was the perfect place for you and your family! We hope that you will come back and stay with us again. You're welcome any time!
Sincerely,
Siesta Key Luxury Rental Properties
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.
Rylan B.
Stayed 4 nights in Oct 2025
Response from VrboOwner on 15 Oct 2025
Hi, Rylan, thanks so much for staying with Siesta Key Luxury Rental Properties at Dry Dock! We’re thrilled you loved the clean, spacious home and the unbeatable location close to both the beach and Siesta Key Village. Our team was happy to jump in quickly and get the hot tub warmed up for you, so glad it all worked out! We truly appreciate the kind words and would love to welcome you back for another amazing stay soon!!
Great property. Very convenient to beautiful beach and into town. Property is very well outfitted and the pool area is great
Jonathan B.
Stayed 5 nights in Jul 2024
Response from VrboOwner on 17 Sept 2024
Thank you for your great review! We’re delighted to hear that you found the property convenient and well-outfitted, and that you enjoyed the pool area. It’s wonderful to know that the proximity to the beach and town added to your experience. We look forward to welcoming you back for another stay!
Todd,
Thank you so much for your kind review and feedback. We are so glad that you enjoyed your stay here with us, and that you had a great time with your family. We hope you'll come back and stay with us again soon! You're welcome any time.
Sincerely,
Siesta Key Luxury Rental Properties
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.
Ted D.
Stayed 8 nights in Nov 2019
Response from VrboOwner on 26 Mar 2020
Dear Ted,
Thank you so much for your kind review and feedback. We also want to thank you for choosing to stay with us on your vacation. We are very pleased to hear that you enjoyed your stay, and we we are glad that our team was responsive and made your stay that much easier. We hope that you will come back again soon.
Sincerely,
The SKLRP Team
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.
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.
John D.
Stayed 5 nights in Mar 2025
Response from VrboOwner on 28 Apr 2025
The kids catching fish out of the canal sounds like a memory to cherish! We can’t wait to have you back for another fun-filled stay. 💙
My family loved the home - the quality and amenities are top notch and the location cannot be beat!! Will be back next year.
Thomas L.
Stayed 4 nights in Mar 2022
Response from VrboOwner on 12 Jun 2022
Thomas,
Thank you so much for choosing our home for your vacation! We are so glad that it was the perfect place for you and your family! We hope that you will come back and stay with us again. You're welcome any time!
Sincerely,
Siesta Key Luxury Rental Properties
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.
Laura M.
Stayed 8 nights in Jun 2025
Response from VrboOwner on 24 Jul 2025
Thank you for your kind review, Laura. We're glad the property met your needs and that the location and responsiveness added to your experience. It’s wonderful to know your family had an amazing time. We hope to welcome you back soon!
Thank you,
Siesta Key Luxury Rental Properties
Great property with plenty of space. Very close to beach access.
Tatiana C.
Stayed 3 nights in Jul 2021
Response from VrboOwner on 10 Jul 2021
Tatiana,
Thanks for the 5-star review! We're so glad that this home suited you and your family perfectly to have an unforgettable family reunion trip! We hope that you enjoyed beautiful Siesta Key and will come back and visit us again soon!
Sincerely,
Siesta Key Luxury Rental Properties
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….
Elizabeth M.
Stayed 7 nights in Feb 2023
Response from VrboOwner on 16 Mar 2023
Elizabeth, thank you for taking the time to share your experience with us. We are glad you enjoyed the home and convenient location. We hope to have the opportunity to host you again!
Verified
10/10 Excellent
Andrea B.
17 Apr 2019
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.
Andrea B.
Stayed 7 nights in Mar 2019
Response from VrboOwner on 26 Mar 2020
Dear Andrea,
Thank you very much for choosing our property for your Siesta Key Vacation. We are so glad that you enjoyed your stay with us and that the location, outdoor space, and Siesta Key in general were amazing! I'm sorry that you felt the kitchen was not stocked with some specialty items, we are reviewing that with the owner to see if we can add some oversized boiling pots and some crock pots. We appreciate this feedback and we will use it to improve. Thanks again for staying with us, and we would love to host you again in the future. You're welcome anytime.
Sincerely,
The SKLRP Team
Highly recommend the property and rental company. Everything was perfect
Brian S.
Stayed 3 nights in Dec 2021
Response from VrboOwner on 26 Dec 2021
Dear Brian,
Thanks so much for the 5-star review! We are so glad that you enjoyed this beautiful home and our property management services. Please come back and see us again soon, you're welcome anytime!
Sincerely,
Siesta Key Luxury Rental Properties
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!
Halle R.
Stayed 5 nights in Dec 2022
Response from VrboOwner on 21 Dec 2022
Halle, we are thrilled to hear you enjoyed your stay. We also appreciate your feedback about the photos and will be sure to pass this on to our team. We hope to host you again sometime soon!
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!
Jennifer O.
Stayed 2 nights in Feb 2024
Response from VrboOwner on 27 Mar 2024
Jennifer, thank you for your fantastic review! We're thrilled to hear that our property was a perfect fit for your group of 10, with ample accommodations for each couple. It's great to know that you enjoyed the pool, hot tub, and the well-equipped kitchen during your stay. We're delighted that you had a wonderful experience and that you're interested in booking with us again in the future. We look forward to welcoming you back for another fantastic stay! If there's anything else we can do to enhance your experience next time, please let us know.
We had a great time with plenty of room for our entire large family! The house met all of our many needs!
Teasi R.
Stayed 5 nights in Sep 2020
Response from VrboOwner on 4 Oct 2020
Teasi,
Thank you so much for trusting us with your family vacation! We are so happy to hear that you enjoyed your stay here with us. We appreciate your feedback and we hope that we have the priviledge of hosting you again soon. You're welcome any time.
Sincerely,
Siesta Key Luxury Rental Properties
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.
Tori B.
Stayed 3 nights in Feb 2021
Response from VrboOwner on 1 Mar 2021
Tori,
That is amazing to hear! We are so glad that our home was the perfect place for you, and that all of it's amenities and features were perfect for your vacation! We hope you will return and stay with us again as it was a pleasure to host you, and we look forward to the opportunity to do so again in the future.
Sincerely,
Siesta Key Luxury Rental Properties
Such a great house! Each bedroom has its own attached bathroom with sink and shower/bath!
Amanda E.
Stayed 3 nights in Aug 2021
Response from VrboOwner on 23 Aug 2021
Amanda,
Thanks so much for reviewing your recent stay with us! We're so happy to know that this home was a perfect fit for you and your group and that you thoroughly enjoyed private en suite bathrooms for each bedroom. It was our pleasure to host you, please come back and see us anytime!
Kindly,
Siesta Key Luxury Rental Properties
Verified
10/10 Excellent
Doug B.
25 Feb 2019
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.
Doug B.
Stayed 2 nights in Feb 2019
Response from VrboOwner on 26 Mar 2020
Dear Doug,
Thank you so much for your kind words and feedback. We are so glad that you enjoyed your stay with us and that we met or exceeded your expectations. That is fantastic news, and exactly what we strive for everyday. We hope that you created many new memories, and that you'll return and stay with us again in the future. We wish you safe travels until then.
Sincerely,
The SKLRP Team
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