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

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A heated pool
Interior
Fridge, microwave, oven, stovetop
Dining
Interior

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 102919 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

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

Room options

About the neighborhood

Siesta Key

Siesta Key Beach is a short stroll from this vacation home, and other popular attractions like Crescent Beach are within a mile (2 km). The vacation home includes a private pool, a kitchen, and a balcony.

What's nearby

  • Siesta Key Beach - 6 min walk - 0.4 miles
  • Siesta Key Marina - 15 min walk - 0.9 miles
  • Crescent Beach - 16 min walk - 0.9 miles
  • St. Boniface Episcopal Church Labyrinth - 2 min drive - 1.1 miles
  • Siesta Key Beach Playground - 3 min drive - 1.3 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 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
  • ‪The Sniki Tiki - ‬14 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Mainsail by Siesta Key Luxury Rental Properties

Mainsail by Siesta Key Luxury Rental Properties is a breathtaking 4 bedroom, 3 and a half bath waterfront luxury home with a bonus room, private dock, and spectacular Intracoastal Waterway views. Nestled at the end of a quiet street and just a 10-minute walk to Crescent Beach, this upscale retreat offers a refined yet relaxed coastal lifestyle perfect for large families and groups. With a private pool, in-ground spa, multiple outdoor lounges, and seamless indoor and outdoor living. Mainsail sets the stage for an unforgettable Siesta Key luxury rental experience near South Siesta Key Village.

Highlights
• 10-minute walk to Crescent Beach
• 4 Bedrooms / 3.5 Bathrooms
• 1 King, 4 Queens
• Private dock (18 ft)
• Private heated pool and in-ground spa
• 2 kayaks included
• Outdoor bar and outdoor kitchen
• Covered outdoor dining and lounge areas
• Wet bar and wine fridge
• 5 parking spaces

Designed for waterfront relaxation, Mainsail features a private heated pool, a spa, and wide poolside terraces capturing panoramic waterway views. Enjoy evening cocktails at the outdoor bar, prepare meals in the covered outdoor kitchen, or gather for sunset dining on the balcony overlooking the Intracoastal. With two kayaks included, guests can explore the calm waterway right from the private dock. Every outdoor space is crafted for comfort, inviting you to unwind in a true tropical outdoor oasis.

Inside, Mainsail offers a bright and expansive open concept layout with designer inspired coastal interiors. Floor to ceiling windows frame sparkling water views throughout the living and dining areas, while the gourmet kitchen features high end appliances, generous counter space, and island seating ideal for group gatherings. The dining table seats nine comfortably for shared meals, and an additional wet bar with a wine fridge enhances the luxury entertaining experience. Multiple lounge areas, and beautiful hardwood floors throughout, create a warm, elevated atmosphere.

Retreat to the luxurious second-floor primary suite, complete with a king bed, ensuite bathroom, double vanity, walk-in shower, and walk-in closet, plus a convenient mini refrigerator. On the main floor, two guest suites offer queen beds and private ensuite bathrooms, one with a shower/tub combination and one with a walk-in shower. A fourth bedroom includes two queen beds, making it ideal for families or additional guests. The bonus room features a twin daybed, offering a space for relaxing or flexible use. All rooms are designed with calming coastal finishes to ensure a restful stay.

Room Details
-Primary Bedroom (2nd floor): King bed, ensuite bathroom with double vanity + 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): Two Queen beds

This home includes a private dock, kayaks, outdoor bar, outdoor kitchen, multiple waterfront terraces, balcony seating, covered lounges, wet bar, and extensive space for up to five vehicles. Located near South Siesta Key Village, guests are close to shops, nightlife, restaurants, and beautiful Siesta Key Beach.

Mainsail by Siesta Key Luxury Rental Properties is a rare blend of waterfront elegance, luxury amenities, and prime island location. From its private dock and expansive outdoor spaces to refined interiors and incredible waterway views, this home offers the perfect setting for a memorable Siesta Key escape.

Book your stay at Mainsail today and experience the best of waterfront luxury on Siesta Key!

-
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.
The vacation home is air-conditioned and features a kitchen, 3.5 bathrooms, and a balcony, and there's space to spread out with 4 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fenced private yard.

Similar properties

Property amenities

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Heated pool
  • Kayak
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 2,919 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Property is also known as

Mainsail Four Bedroom House Sleeps 10
ON THE Intercoastal 4 bedroom Luxury Home w/ Private Pool Spa!
29

Frequently asked questions

What's there to see within easy reach of this vacation home?

This vacation home is located in Siesta Key, a short 8-minute walk from Siesta Key Beach and also 16 minutes on foot from Crescent Beach. You'll also find Siesta Key Marina and St. Boniface Episcopal Church Labyrinth less than a mile away.

Is parking available on site at Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach!?

No, there isn't parking at this vacation home.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is a hot tub.

Is Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach! good for couples?

Amenities that appeal to couples at this waterfront vacation home include a private pool, a smart TV, and a kitchen.

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

No, but guests can enjoy a heated pool at this vacation home.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Does Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach! have connecting rooms available?

No, there aren't connecting guestrooms at this vacation home.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Sarasota-Bradenton Intl. Airport (SRQ), which is 11.7 mi away (35 minutes by car).

Are there rooms with balconies that I can book at Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach!?

Yes, every house at Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach! comes with a balcony and some offer water views.

Luxury Awaits at Mainsail! Dock, Spa, Pool and Steps to Siesta Key Beach! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 32 out of 37 reviews
Rating 8 - Good. 5 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Cherie G.

Liked: Cleanliness
12/10 recommend this place! Check in was easy and my two minor concerns (one of which turned out to be a me problem not a them problem) were addressed very quickly. The pool was used constantly! There was some sort of leak causing it to get green quicker than usual but it was addressed twice during our stay and the kids couldn’t have cared less regardless. The started sets came in handy since we got in late.Some things to note for your own stay: - The rear doors have very loud alarms. This is a requirement but we weren’t aware and immediately set them off when we arrived and then sat covering our ears for a solid 5 minutes until we were informed it’s a simple button push right on the alarms to silence them every time you use them. No big deal from that point on!-There was a beach wagon, chairs and towels but no other beach items for families. We bought some boogie boards, buckets and shovels and left them there for other families to enjoy! Pulling the loaded wagon on the beach was a treat, just plan to have someone push while another person pulls!-The beach is close and you could probably bike or walk depending on your guests and how much stuff you have. We drove and public parking was kind of a nightmare at certain times. The largest parking area is by Siesta Key Beach but if you try to go between 10-3 (season depending I’m sure) you’ll drive around in circles for 15 mins before you get lucky and someone pulls out.Overall we would 100% stay here again and again!
Stayed 5 nights in Mar 2026

10/10 Excellent

Verified traveler

Liked: Cleanliness
Fantastic house and location
Stayed 5 nights in Feb 2026

8/10 Good

Julie C.

Liked: Cleanliness
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

Jennifer w.

Liked: Cleanliness

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

Ed T., Potomac, MD

Liked: Cleanliness

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

Kip E.

Liked: Cleanliness

Beautiful view

Excellent vacation!
Stayed 6 nights in Dec 2024

10/10 Excellent

Sallie V.

Liked: Cleanliness

Outstanding Family Experience

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

10/10 Excellent

Kevin W.

Liked: Cleanliness

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

ANdrea P.

Liked: Cleanliness

Great home

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

10/10 Excellent

Meghan M.

Liked: Cleanliness

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

8/10 Good

Jeff O.

Liked: Cleanliness

Spring break 2024

Great expererience
Stayed 6 nights in Apr 2024

10/10 Excellent

Justin D.

Liked: Cleanliness

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

Karen T.

Liked: Cleanliness

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

Andrew H.

Liked: Cleanliness

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

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

Rod M.

Liked: Cleanliness

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

kawveh n.

Liked: Cleanliness

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

Wayne H., Harrisburg, USA

Liked: Cleanliness

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

8/10 Good

Julia M.

Liked: Cleanliness

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

10/10 Excellent

Elzan O., Lincolnshire, Illinois

Liked: Cleanliness

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

Maribel H.

Liked: Cleanliness

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

Julia D.

Liked: Cleanliness

Siesta Key Vacation

My family and I had a lovely time at this property. It is a beautiful home filled with light, lots of windows, enough room to accommodate our family, very clean, and had all the essentials. The outdoor patio and pool were awesome for the family and kids. The location is private, and had lots of little gems- games in the cabinets for the family to play, kayaks to take out onto the water, beach supplies, bikes, towels. Overall, we had a wonderful getaway and would definitely book again. Only negative I have to mention is that there was construction going on in front of the pool. The owners were building a dock, which was an eye sore to say the least. Large excavator, a few guys working, and loud construction sounds for half of our stay (3 days). It was explained to us that the owners were struggling to get the contractors to do the work for a few months and that they really did not want to have to reschedule so that it could actually finally get done. I get this. In resolution, they offered for us to move to one of their other properties, offered us help to move our belongings, which we opted out of. Instead they offered a partial refund. We were satisfied with the property manager and owners offers to make up for the interruption. If it wasn’t for this incident we would 100 percent have given the review 5 stars. Just make sure before booking any Vrbo that there will not be construction going on site, unless it’s clearly stated in the listing.
Stayed 6 nights in Aug 2022

10/10 Excellent

Marie-Irvine B.

Liked: Cleanliness

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

10/10 Excellent

Michelle M.

Liked: Cleanliness

Lovely home

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

8/10 Good

Todd A.

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