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

Siesta Key, Florida
$1467 avg/night
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

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!

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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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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2919 Sq Ft (271 Sq M)
  • KITCHEN

    Coffee/tea Maker Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard
  • POOL/SPA

    Heated Pool Hot Tub Private Pool
  • BATHROOMS

    3.5 Bathrooms Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Fishing Nearby Golf Nearby Jet Skiing Nearby Kayak On Site Kayaking Nearby Marina Nearby Power Boating Nearby Sailing Nearby Swimming Nearby
  • ENTERTAINMENT

    Games Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Submitted Feb 6, 2026

    Stayed Feb 1, 2026

    Fantastic house and location

  • Julie C.

    Submitted Jun 19, 2025

    Stayed Jun 6, 2025

    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.

  • Jennifer w.

    Submitted May 27, 2025

    Stayed May 18, 2025

    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.

  • Ed T.

    Submitted Apr 3, 2025

    Stayed Mar 22, 2025

    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.

  • Kip E.

    Submitted Jan 12, 2025

    Stayed Dec 29, 2024

    Excellent vacation!

  • Sallie V.

    Submitted Dec 2, 2024

    Stayed Nov 24, 2024

    “Over the top”!!!

  • Kevin W.

    Submitted Sep 16, 2024

    Stayed Sep 7, 2024

    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.

  • ANdrea P.

    Submitted Jul 7, 2024

    Stayed Jul 1, 2024

    Very nice property for family get together. Ages 10-84 did well!!!

  • Meghan M.

    Submitted May 15, 2024

    Stayed May 4, 2024

    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!

  • Jeff O.

    Submitted Apr 7, 2024

    Stayed Apr 1, 2024

    Great expererience

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Total

Includes taxes and fees
$1,467+
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