House in Siesta Beach
10 guests · 4 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this house rental
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!
-
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.
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!
-
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.
Amenities at Luxury Awaits at Mainsail! Dock, Spa, Pool and Steps to Siesta Key Beach!
Non-smoking
No pets allowed
Family friendly
Map of Siesta Beach
Ratings and reviews
10 / 10Outstanding·Mar 2026
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!
10 / 10Outstanding·Feb 2026
Fantastic house and location
8 / 10Excellent·Jun 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.
10 / 10Outstanding·May 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.
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Top rated by guests
9.7Outstanding
(38 Ratings)
"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..."
Cherie G.Don't miss out! Price and availability may change
