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

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A two-story house with a swimming pool, outdoor furniture, and a covered patio area.
A spacious kitchen with white cabinetry, a large island with a sink, and a built-in oven.
A spacious living area with a wooden staircase, a large TV, and a cozy seating area with patterned cushions.
A poolside area with lounge chairs and a view of a waterfront with palm trees and buildings.
A room with three windows overlooking a body of water, a boat, and palm trees.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
Perched along the water, this vacation home features 4 bedrooms and 3 bathrooms. It accommodates 10 guests. The property includes 1 hot tub. Engage in nearby activities like game walks and motorboating. Enjoy water views while exploring Siesta Key Beach and Siesta Key Marina. Golf enthusiasts can find courses nearby.

Highlights

  • Family fun awaits
    Top-rated for families.
  • Games
    A rare find - enjoy a variety of games available on-site.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Siesta Key Beach
4 bedrooms3+ bathroomsSleeps 10

Popular amenities

  • Private pool
  • Spa pool on site
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪6 min walk‬
  • Place, Safe Harbor Siesta Key
    ‪15 min walk‬
  • Place, Crescent Beach
    ‪16 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪28 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 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
• 3 King beds, 2 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 California 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 king 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): King bed, ensuite bathroom with shower/tub combo
-Third Bedroom (1st floor): King 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!

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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

Property # 2064205vb
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 Stardust Event Center. Looking to get your feet wet? Jet skiing, kayaking and parasailing adventures can be found near the property.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 6 min walk - 0.6 km
  • Safe Harbor Siesta Key - 15 min walk - 1.3 km
  • Crescent Beach - 16 min walk - 1.4 km
  • St. Boniface Episcopal Church Labyrinth - 4 min drive - 2.4 km
  • Siesta Key Beach Playground - 4 min drive - 2.4 km

Getting around

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

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬5 min drive
  • ‪Panera Bread - ‬4 min drive
  • ‪Siesta Key Oyster Bar - ‬5 min drive
  • ‪Daiquiri Deck Siesta Key Village - ‬5 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬14 min walk

Frequently asked questions

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

As of 24 Aug 2026, prices found for a 1-night stay for 2 adults at Luxury Awaits at Mainsail! Dock, Spa, Pool and Steps to Siesta Key Beach! on 15 Aug 2027 start from AU$7,513, 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 and 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 and 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 and 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 and Steps to Siesta Key Beach!?

Checkout is at 10:00 AM.

Where is Luxury Awaits at Mainsail! Dock, Spa, Pool and 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. Safe Harbor Siesta Key and St. Boniface Episcopal Church Labyrinth are also within 1 mile (2 km).

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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