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Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach!

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Mainsail - Siesta Key Luxury Rental Properties
Waterfront
Waterftont
Private Pool and Spa
Private Pool and Spa

Reviews

9.8 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 10271.2 sq m

Popular amenities

  • Parking available
  • Air conditioning
  • Dryer
  • Hot tub
  • Washer
  • Pool

Explore the area

Map
Siesta Key, FL
  • Siesta Key Beach
    ‪6 min walk‬
  • Crescent Beach
    ‪16 min walk‬
  • Point of Rocks
    ‪3 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪31 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

2 Queen Beds

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 King Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Half Bathroom 1

Spaces

Kitchen
Balcony

About this property

Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach!

Mainsail by Siesta Key Luxury Rental Properties
Home in Siesta Key, Florida

Welcome to Mainsail, your dream waterfront getaway featuring 4 bedrooms, 3.5 bathrooms, and a bonus room—perfect for families seeking the ultimate Siesta Key vacation. Located by the Intracoastal Waterway, this luxurious retreat is just a short walk or bike ride to Siesta Key Beach and vibrant South Siesta Key Village.

Highlights:
• 10-minute walk to the beach
• Private dock (18ft)
• Private pool with in-ground spa
• Game room
• 2 Kayaks
• Outdoor bar and kitchen

Unwind in style with a private heated pool, 10-person spa, and covered patio featuring a large TV and lounge seating—ideal for family BBQs. Inside, enjoy spacious living areas with breathtaking waterway views that blend the living, dining, and gourmet kitchen seamlessly.

Room Details:
-Primary Bedroom, 2nd floor: King bed, ensuite bathroom with double vanity and walk-in shower
-Second Bedroom, 1st floor: Queen bed, ensuite bathroom with shower-tub combo
-Third Bedroom, 1st floor: Queen bed, ensuite bathroom with walk-in shower
-Fourth Bedroom, 1st floor: 2 Queen beds

Don’t miss out on paradise! Input your dates and plan your unforgettable Sarasota rental experience at Mainsail today!

-
This home is managed by Siesta Key Luxury Rental Properties.

This property does not allow pets of any kind.

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

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.

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

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.

Property manager

Siesta Key Luxury Rental Properties
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Air conditioning

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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

No 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 near theme parks and 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 Stardust Event 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 - 6 min walk - 0.5 km
  • Crescent Beach - 16 min walk - 1.4 km
  • Siesta Key Marina - 16 min walk - 1.4 km
  • Point of Rocks - 3 min drive - 2.3 km
  • Turtle Beach - 8 min drive - 4.7 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 31 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Siesta Key Beach Pavilion - ‬3 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬14 min walk
  • ‪Hooters - ‬4 min drive
  • ‪Phillippi Creek Village Restaurant & Oyster Bar - ‬5 min drive

Frequently asked questions

Does Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach! have a pool?

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

Is Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach!?

Check-in begins at 4:00 PM.

What time is check-out at Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach!?

Checkout is at 10:00 AM.

Where is Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach! located?

Situated on the waterfront, this holiday home is within 1 mi (2 km) of Crescent Beach and Siesta Key Beach. Siesta Key Marina 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. 29 out of 33 reviews
Rating 8 - Good. 4 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Kip E.

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

Beautiful view

Excellent vacation!
Stayed 6 nights in Dec 2024

10/10 Excellent

Ed T.

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

Family Vacation

Terrific house that is very well maintained. The kayaks, pool, and fishing dock were fantastic giving everyone lots to do. Tons of living space outdoors and in. Sitting on the balcony for our meals watching the boats and wildlife was so relaxing. Unfortunately, we had multiple issues with the bikes. I understand that the management company switched to a new bike vendor and were working out some issues. Overall a great experience and trip.
Stayed 7 nights in Mar 2025

10/10 Excellent

Sallie V.

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

Outstanding Family Experience

“Over the top”!!!
Stayed 8 nights in Nov 2024

10/10 Excellent

ANdrea P.

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

Great home

Very nice property for family get together. Ages 10-84 did well!!!
Stayed 6 nights in Jul 2024

10/10 Excellent

Kevin W.

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

Awesome , Gorgeous Clean House !!!!

We stayed 6 nights and everyone in my family of 10 were so happy and excited to stay in such a beautiful, gorgeous house right on the waterway and blocks from beach. Thank you management for quick responses.
Stayed 6 nights in Sep 2024

10/10 Excellent

Andrew H.

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

Holiday Stay

Beautiful Open Space with Dolphins Swimming by the Deck. Amazing Location Great Support
Stayed 7 nights in Dec 2023

10/10 Excellent

Ann S.

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

Landing place for memorial service

We had 7-9 guests (3 under seven years of age) and found the property wonderful and well supplied. We especially enjoyed the pool and kayaks. Plenty of room for family meals.
Stayed 5 nights in Oct 2023

10/10 Excellent

Craig S.

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

A great stay

A great property - beautiful views, pristine condition, perfect for our family of 4 with room to spare.
Stayed 4 nights in Jun 2022

10/10 Excellent

Maribel H.

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

The house was amazing! Everything was super clean and is very close to Siesta Key beach. We loved it

The renting experience was easy and great.
Stayed 5 nights in Sep 2022

8/10 Good

Jeff O.

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

Spring break 2024

Great expererience
Stayed 6 nights in Apr 2024

10/10 Excellent

Michelle M.

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

Lovely home

Great location to relax with a group
Stayed 3 nights in Jul 2022

10/10 Excellent

Justin D.

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

Awesome property

Wife, kids (8 and 6) and I had a blast staying at this property. The pool, hot tub, and dock access for my kids to fish were our favorites. Awesome sound system to listen to music while floating in the pool and great outdoor tv (huge) to watch March Madness. Massive kitchen with all the utensils needed. Highly recommend!
Stayed 7 nights in Mar 2024

10/10 Excellent

lance D.

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

Relaxing spot

The house is wonderul. Right on the bay and the amenities are all top of the line. I would rent it again.
Stayed 5 nights in Sep 2021

10/10 Excellent

kawveh n.

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

Siesta Key 2023

Excellent week at the house! Very relaxing! Gots all the amenities! Great views!
Stayed 7 nights in Mar 2023

10/10 Excellent

Meghan M.

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

Beautiful Vacation Home Siesta Key

Absolutely beautiful vacation home! We had the most relaxing week during our stay. We’d have coffee every morning on the deck watching the boats and dolphins swim by. The house itself is stunning! Beautifully decorated, comfortable beds, large sofa that all 7 of us could relax on later in the evenings. The pool was amazing. Our kids swam from early morning until late in the evening. The staff were very prompt in their responses and very pleasant to deal with. I would definitely stay in this vacation home again and highly recommend for any family to stay here!
Stayed 6 nights in May 2024

10/10 Excellent

Wayne H., Harrisburg, USA

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

Siesta key stay

Very nice property. Great views of the waterway and relaxing outdoor area. Only gripe was there was no dishwasher detergent or any soap to clean the dishes. We’ve stayed at other VRBOs that had much more miscellaneous Kitchen and bathroom supplies.
Stayed 7 nights in Feb 2023

10/10 Excellent

Karen T.

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

Perfect stay!

The property is as described (+); the home is beautiful and very clean. The location is perfect. Its a short walk to the beach, dining, stores. There's a shuttle stop at the end of the long driveway. Dolphins graced our presence every day. Beautiful views of sunrise and sunset. Easy check-in and out. The hot tub was nice (I was surprised how warm it was given how cold it has been)... The temp in the house was comfortable (again, surprised that the home is set and maintained at a cool temp given how big the place is). All around perfect stay!
Stayed 5 nights in Feb 2024

10/10 Excellent

Lisa V., New Albany, Ohio

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

This home was amazing and beautiful. Right on the water you couldn't ask for a better location.

This house is great and will make your stay with friends or family memorable. A great outdoor space with pool on the water. Has all of the things you need for a perfect get away. I stayed here with a group of girlfriends who travel every year for the last 15 years. Even though it was during covid we felt safe and the house was very clean. I would definately rent this home again and so should you!
Stayed 3 nights in Dec 2020

10/10 Excellent

Elzan O., Lincolnshire, Illinois

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

Perfect location

My family stayed at the house for 12 days. The view from the pool was beautiful and to watch the boats pass by. The house had bikes to use and a beach cart. Public beach was walkable. House was in perfect shape. We all enjoyed the kayaks and went fishing, fishing poles were also at the house.
Stayed 9 nights in Dec 2022

10/10 Excellent

Rod M.

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

Mainsail was great

Beautiful and quiet. Hated to leave, it was so peaceful but great fun at same time. Pool, jacuzzi, arcade game for kids, games, kayaks, bikes- we used it all. Saw dolphins in Robert’s Bay on two occasions as well. Prop Mgmt was very responsive. Could use a Dyson for quick clean ups. Outside space is top notch.
Stayed 7 nights in Mar 2023

10/10 Excellent

Kate E., lombard,il

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

Amazing Home

This house is amazing. The location can’t be beat. We had a great time. The pool/spa heater was giving us issues but the Property manager was always quick to respond and send someone to fix. Our only complaint is the bedrooms on the ground level have very hard beds. My kids ended up sleeping on the large comfy living room couch.
Stayed 5 nights in Nov 2020

10/10 Excellent

Katie M.

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

Absolutely amazing

This property is amazing! It completely exceeded our expectations for our family getaway. We had plenty of room (5 adults and 4 kids). The details in the kitchen and around the house, the fabulous views throughout the house, and the luxurious master bedroom and bath blew us away. We thoroughly enjoyed spending time at the pool and in the various outdoor spaces watching the boats go by. And the huge tv on the covered porch was the perfect spot to watch the NFL playoff games. Also, the property manager was extremely friendly and helpful and the check in/ check out process was super easy. Honestly couldn’t have asked for more. 10/10 recommend!
Stayed 5 nights in Jan 2021

8/10 Good

Todd A.

Liked: Check-in, location, listing accuracy

This is a great house

We where a family of 9 with little kids, teenagers and adults. The house was very comfortable with plenty of room for everyone. The kitchen is huge with a large Frig/Frezer along with small refrigerators throughout the house. There could have been better / more cooking items but we made due. Also, there are no condiments or anything left in the house so make sure you bring everything you need. Beds were good but the towels are terrible, we ended up going to target to get towels to use for the week, maybe we are brats, lol. Overall great house would definitely rent it again. Location is great, waterway in the back with boat dock was perfect and less than a 10 min drive to Siesta Key Beach.
Stayed 7 nights in Jul 2022

10/10 Excellent

Marie-Irvine B.

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

Best vacation home ever!

The house was even better in person! Our family enjoyed our weekend getaway! Each bedroom on first and second floor has their own bathroom. So if you have a group of 10 like we had, the people in the bedroom by the pool will have to wait for people from one of the bedrooms with full bathroom to take a shower. But there is an half bathroom by that bedroom and another half bathroom by the living room and kitchen area. The house was immaculate. There’s everything that you can possibly need in the kitchen to cook. Nice big fridge. Very modern appliances. Big screen TV everywhere. The view is outstanding at every level in the house. Very quiet neighborhood. If I could, I would return every month!
Stayed 3 nights in Aug 2022

8/10 Good

Julia M.

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

Fantastic overall!

We had a wonderful family vacation here and would certainly recommend this home. The pros are many: quiet location off the busy main drag of Siesta Key, beautiful views of the Intercoastal waterway & boats going by, great fishing right off the dock, abundant space for hanging out, and a huge kitchen/fridge/freezer. Management also allowed us to check in a few hours early which was incredibly helpful. I took off 1 star because there are a few things that could be improved. Two of the bikes & 1 of the kayaks were broken (management was responsive, but still a bit disappointing to deal with). The spa is locked at a temperature of ~82 degrees; going in January, we would have loved to use it as a hot tub but unfortunately that wasn't possible. As others have mentioned, the house is only stocked with a starter kit (2 rolls of paper towels, 2 dishwasher pods, 2 laundry pods) so you really do need to buy everything - including salt & pepper, olive oil etc. This felt like a waste for a 6-night vacation but it is what it is. The pillows & mattresses were just ok. Storage in two of the bedrooms is minimal (no closet in the basement bedroom / 1 of the queen bedrooms doesn't have a dresser or nightstands with storage). Still an amazing family trip but just a few things tweaked would have made it perfect :)
Stayed 6 nights in Jan 2023

About the host

Hosted by Siesta Key Luxury Rental Properties

Host profile image
We are an owner operated rental company on Siesta Key. We manage a 58+ unit resort and single family homes. All of our properties are within walking distance to the beach and the village. We have a high focus on customer service and our primary focus is ensuring our guests have a spectacular stay with us in paradise.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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