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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
Private Pool and Spa
Private Pool and Spa
Waterftont

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
4 bedrooms3+ bathroomsSleeps 102919 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪6 min walk‬
  • Place, Siesta Key Marina
    ‪15 min walk‬
  • Place, Crescent Beach
    ‪16 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 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
• 2 Kayaks
• Highchair + Play Pen
• 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.

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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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

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 Sarasota Kennel Club. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in Siesta KeyOpens in a new window
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 6 min walk - 0.6 km
  • Siesta Key Marina - 15 min walk - 1.3 km
  • Crescent Beach - 16 min walk - 1.4 km
  • St. Boniface Episcopal Church Labyrinth - 20 min walk - 1.7 km
  • Siesta Key Beach Playground - 3 min drive - 2.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 35 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬14 min walk
  • ‪Gecko’s - ‬3 min drive
  • ‪Dunkin' - ‬3 min drive
  • ‪Plaza Mexico Restaurant Bar & Grill - ‬3 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.

How much does it cost to stay at Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach!?

As of 12 Mar, 2026, prices found for a 1-night stay for 2 adults at Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach! on 21 Mar, 2026 start from S$1,568, 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 Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach!?

On-site parking is available at the 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. Turtle Beach is 2.9 mi (4.7 km) away.

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. 31 out of 36 reviews
Rating 8 - Good. 5 out of 36 reviews
Rating 6 - Okay. 0 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 0 out of 36 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic house and location
Stayed 5 nights in Feb 2026

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

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

Jennifer w.

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

Intercostal gem!

Our family thoroughly enjoyed our stay in this beautiful home on the inter coastal waters. We loved being able to rent a boat, fish and kayak off of the dock. The walk to the beach was a little further than expected but doable. Amazing home for our group of 7 adults.
Stayed 5 nights in May 2025

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

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

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

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

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

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

Sallie V.

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

Outstanding Family Experience

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

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

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

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

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

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

Wayne H.

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

Lisa V.

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.

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

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

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

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.

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

8/10 Good

Julie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall...wonderful place! Checked all the boxes. Pool was nice but got too hot a couple days so was not refreshing..A good rain helped cool it off a bit. Dock was wonderful for kids to fish. We rented a boat and used the dock to load up supplies. Kayak was fun, with the exception of a small rodent bone in it! There were a few things that needed fixing that couldnt at the time..leg on coffee table was broken, fridge drawer kept falling out. Fishing poles were there to use, but no reels. Cooler was there to use but smelled so bad and had a layer of scum in it, we bought one ourselves. We had some trouble with a door code not working, amd maintenance was very responsive to fix it. All and all, a nice place to stay with family and friends despite being a bit pricey.
Stayed 8 nights in Jun 2025

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

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

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