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

See all properties

Entire home

Choose dates to view prices

Where to?

Dates

May 2025

June 2025

Overview
Amenities
Policies
Location
Host

Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 102919 sq ft

Popular amenities

Parking available
Air conditioning
Dryer
Hot Tub
Washer
Pool

Explore the area

Siesta Key, FL

Siesta Key Beach
‪6 min walk‬
Crescent Beach
‪16 min walk‬
Siesta Key Marina
‪16 min walk‬
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
‪31 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.

View more Vacation Homes in Siesta Key

What's nearby

Siesta Key Beach - 6 min walk - 0.3 miles
Crescent Beach - 16 min walk - 0.9 miles
Siesta Key Marina - 16 min walk - 0.9 miles
Point of Rocks - 3 min drive - 1.5 miles
Turtle Beach - 8 min drive - 2.9 miles

Getting around

Sarasota-Bradenton Intl. Airport (SRQ) - 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

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 & 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.

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. Other standard amenities include a private pool, a washing machine, and a fenced private yard.

Property manager

Siesta Key Luxury Rental Properties

Languages

English

Similar properties

Pool
Hot Tub
Kitchen
Washer

Property amenities

Pool/Spa

Heated pool
Hot tub
Private pool

Internet

Available in the house: Internet access

Parking and transportation

Parking on site

Kitchen

Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
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

Outdoor areas

Balcony
Barbecue grill
Fenced yard

Laundry

Laundry facilities
Washing machine

Comfort

Air conditioning
Heating

Pets

No pets allowed

Suitability/Accessibility

Smoke-free property

Services and conveniences

Iron/ironing board

Location highlights

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

Things to do

Heated pool
Water park
Birdwatching nearby
Casino nearby
Cycling nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Swimming nearby
Theme park nearby
Wildlife walks nearby
Windsurfing nearby
Winery tours 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

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

Pets

This property doesn't allow pets

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 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.
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!

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 6-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 there parking available at this vacation home?

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! a good place to stay for couples?

Amenities that appeal to couples at this waterfront vacation home include a private pool and a kitchen along with a heated pool.

Are there hot tubs at Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach!?

Yes, guests can enjoy a spa tub 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.

Are there connecting rooms at this vacation home?

No, there aren't connecting rooms 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 11.6 mi away (31 minutes by car).

Can I book a room with a balcony at Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach!?

Yes, every accommodation at Luxury Awaits at Mainsail: Dock, Spa, Pool & Steps to Siesta Key Beach! comes with a balcony.

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

9.8

Exceptional

9.8/10

Cleanliness

10/10 Excellent

Ed T., Potomac, MD

Apr 3, 2025

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.

Jan 12, 2025

Liked: Cleanliness

Beautiful view

Excellent vacation!

Stayed 6 nights in Dec 2024

10/10 Excellent

Sallie V.

Dec 2, 2024

Liked: Cleanliness

Outstanding Family Experience

“Over the top”!!!

Stayed 8 nights in Nov 2024

10/10 Excellent

Kevin W.

Sep 16, 2024

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.

Jul 7, 2024

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.

May 15, 2024

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.

Apr 7, 2024

Liked: Cleanliness

Spring break 2024

Great expererience

Stayed 6 nights in Apr 2024

10/10 Excellent

Justin D.

Mar 23, 2024

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.

Feb 16, 2024

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.

Jan 12, 2024

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.

Oct 9, 2023

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.

Apr 1, 2023

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.

Mar 21, 2023

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

Feb 11, 2023

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.

Jan 25, 2023

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

Jan 13, 2023

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.

Sep 9, 2022

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.

Sep 6, 2022

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.

Aug 29, 2022

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.

Aug 10, 2022

Liked: Cleanliness

Lovely home

Great location to relax with a group

Stayed 3 nights in Jul 2022

8/10 Good

Todd A.

Aug 7, 2022

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

Craig S.

Jun 9, 2022

Liked: Cleanliness

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

Candace W.

Jan 25, 2022

Liked: Cleanliness

Amazing stay!

This is an amazing property and the manager was great. We loved all the things to do on the key and in Sarasota. They were super helpful and we will defiantly book again.

Stayed 3 nights in Jan 2022