Mainsail: Siesta Key Florida Waterfront Vacation Home for Rent with Boat Dock and 4 Bedrooms plus a Heated Pool

Stunning Waterfront Home with Oversized Pool and Spa
Stunning Waterfront Home with Oversized Pool and Spa
Stunning Waterfront Home with Oversized Pool and Spa
Stunning Waterfront Home with Oversized Pool and Spa

Mainsail: Siesta Key Florida Waterfront Vacation Home for Rent with Boat Dock and 4 Bedrooms plus a Heated Pool

Siesta Key waterfront vacation home with boat dock and 4 bedrooms that sleeps 10 guests plus a heated pool : Mainsail

Vacation Home in Siesta Key Florida

1245 Big Oak Ln
How Many Bedrooms? 4 Bedrooms • Sleeps 10
How Many Bathrooms? 3 Full, 1 Half Bathrooms
Where Do We Sleep? 1 King; 4 Queens
How Much Living Space? 2919 sqft.
Location Setting: Waterfront - Intracoastal
Beach Access: Near a Beach
Air Conditioning: Yes
Pool: Pool (Private)
Hot Tub: Hot Tub (Private)
Internet: Internet Access
Television: Television
Washer/Dryer: Yes
Map of Siesta Key

Rates & Availability  
(Displayed in USD)

  • Rates From $595 to $3,278 per night

Availability details can be found on the Siesta Key Luxury Rental Properties website.

Book Direct through Siesta Key Luxury Rental Properties for maximum savings and service!

Availability Details

Property Description

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!

At A Glance
• Waterfront Home with Dock and Boating Access
• Private Heated Pool and Spa
• BBQ Grill
• Bikes included (inquire for more details)
• Covered Pool Patio with Bar
• Part of SKLRPs: Professional Linen, Safety, Incl. Amenities, and Vendor Programs
• Game Room off the Pool with Gaming Consoles and Seating
• 6 Minute Bike Ride to South Siesta Key Village Shops, Nightlife, Restaurants, and More
• Walk or Bike to Siesta Key Beach
• 4 Bedrooms, 3.5 Bathrooms + Bonus Room
• Parking for up to 5 Cars
• Free WiFi, and HDTV Included

This Private Home located on a dead-end street is located within walking or biking distance to the South Siesta Key Village and it is directly on the Intracoastal Waterway (ICW). BRING YOUR BOAT AND DOCK IT BEHIND THE HOME! It is hard to find a home with this type of waterfront boating and fishing access, with better views, and more privacy all wrapped into one gorgeous package! The views of the ICW Waterway from ALL levels of this home are simply staggering. You'll be able to watch marine and bird life of all kinds, and some boaters as well! The pictures do not do it justice. You'll be able to watch sunrise from almost any room in the home, or just walk out onto the balcony, or down to the covered patio or pool area and take in the Florida sun there! When you want to head out and explore, you can do so on foot or on a bike. Siesta Key Beach and South Siesta Key Village - grocery store, restaurants, shops, nightlife and more are both a nice walk or comfortable bike ride away. This 4-bedroom with Bonus Room, 3.5-bathroom home, offers over 3500 square feet of living and vacationing space. There are Outdoor Dining areas on the main level Balcony and in the covered Pool Patio bar area. Everyone will love the Private Heated Pool and Spa that features an oversized sun shelf, upgraded pool lighting and fountain package, and an oversized pool patio that is perfect for lounge chairs and sun tanning. The Oversized 10-person Spa will always keep everyone smiling and enjoying the water views.

Ground Level: On this level of living, you will find a 2-car garage with access to a sitting room, covered pool patio area, private pool and spa, and 1 bedroom with two Queen and arcade games. The covered patio features a large TV with lounge seating, a bar top area with serving station and seating, and an outdoor kitchen and Grill for the perfect family BBQ in the most picturesque Florida setting.

1st Level of Living: On this level, you'll find the main Great Room with Intercoastal Views from nearly every room. The Living, Dining, and Kitchen spaces are wide open with plenty of space to get everyone together. On the interior of the home there is a dining for 9 people along with an adjacent balcony with dining for an additional 6 persons. Also on this floor, you'll find 2 bedrooms both with Queen Beds.

2nd Level of Living: On this level, you will find the spacious Master Suite with En Suite Bathroom, Walk-in Closet and Washer/Dryer. You'll also find a mini refrigerator and can enjoy Intercoastal views from the moment you wake up in the morning.

When you rent this home, you have access to SKLRP's:

-Professional Management Program: We are here to help you vacation the right way and ensure you have everything you need, including our in-house professional property managers and maintenance techs, and our professional housekeeping contractors.

-Professional Linen Program: We ensure high quality linens and towels are professionally laundered at a commercial facility for every guest. Mid Stay Cleans and Linen Exchange is available for an additional cost.
-This property has an active Ring doorbell and additional video surveillance on the pool equipment only.

-Safety Program: Fire Extinguisher(s), Smoke Detector(s), Gas Detector(s), Pool Safety Equipment, Pool Depth Markers, Floor Plans for each level, Elevator Instructions, Elevator Phone Line, Noise Monitoring Software, and more.

-Included Amenities Program: Pool and Spa Heating, Propane for Grill, Valet Trash Service, Beach Chairs, Free WiFi, Free Parking, and more.

-Preferred Vendor Program: Through this program, we offer Rental equipment: golf carts, mopeds, mini cars, umbrellas, bikes (daily/weekly), kayaks, paddleboards, fishing charters, adventure tours, sunset cruises, eco-tours and more. Our preferred vendors recommend some Services, Tours, and Equipment be reserved in advance due to limited space and high demand. After you've made your vacation rental reservation, feel free to inquire with your Property Manager on how you can secure your spot for these services, tours, and amenities. Most of our preferred vendors offer our guests discounted services or gifts, and priority status. Discounts vary between vendors, and our list of preferred vendors is being updated daily. Inquire today!

Extended Stay Details:
Want to stay with us longer than 2 weeks? Great! We just ask that you coordinate a day and time with us so we can have an additional clean done during your stay. There is an additional cleaning fee required for this and we would be happy to provide you with a quote. If you want to have your linens and towels replaced during this clean, we can do that too, just let us know. We are passionate about maintaining our homes and keeping them clean, so we appreciate your cooperation on this. We will require an additional clean for every 2 weeks that you are in our home.

Area Details:
This home is also a short drive to Downtown Sarasota and the Ringling Museum. It's only a little bit further, about an hour or two, to St Pete, Tampa, and Orlando as well as those areas have to offer for a quick day trip as well. Free WIFI. If you have any questions concerning our home, rates, amenities, or anything else, please send us an inquiry and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon and showing you why a Siesta Key Luxury Rental Properties vacation is the best type of vacation!

Activities and Special Interests

This property provides access to the following activities and special interests:

» Beach
» Biking
» Boating
» Canoeing
» Casino
» Fishing
» Deep Sea Fishing
» Golfing
» Group and Reunion
» Hunting
» State National Parks
» Ocean
» Sailing
» Scuba Diving
» Surfing
» Fly Fishing
» Wind Surfing
» Hiking
» Luxury
» Family Vacations
» Kayaking

Featured Amenities

» Air Conditioning
» Dishwasher
» Grill
» Hot Tub (Private)
» Internet Access
» Pool (Private)
» Television
» Washer/Dryer

Property Features

» Balcony
» Ceiling Fan(s)
» Coffee Maker
» Deck/Patio/Porch
» Dishes/Utensils
» Freezer
» Full Kitchen
» Ice Maker
» Lanai
» Microwave
» Oven
» Parking
» Refrigerator
» Towels/Linens


» Boat Dock

Other Property Amenities

  • Beach Access: Siesta Key Beach
  • Beach Distance: 6 Minute Bike Ride
  • Bed Size 1st/Master: King - En Suite Bath
  • Bed Size 2nd Rm: Queen - Ensuite Bath
  • Bed Size 3rd Rm: Queen - Ensuite Bath
  • Bed Size 4th Rm: Twin/Full Bunk
  • Floor No.: 1-3 Floors
  • Micro/Dishwash/Disp.: Yes
  • Patio: Yes - Oversized
  • Square Footage, Est.: 3500 sq. ft. +
  • Stove/Oven Elec/Gas: Yes
  • View: Waterfront
  • Water Front/Access: Waterfront - Dock
  • Bathroom: 3 Full ; 1 Half bath


Luxury relaxation!

Review Date: November 1, 2021

Vacation Date: October 24, 2021

"This was just the getaway I needed. Incredible kitchen and amazing views to enjoy meals in.. The location is just off the main road so it is peaceful and quiet, but close enough to make it easy to get to restaurants and shops. The pool area and water views are the nigh-point. We had daily encounters with dolphins in the kayaks provided. This was a paradise getaway for sure!

Reviewed By: Wendy



Review Date: November 1, 2021

Vacation Date: October 24, 2021

"Amazing property!! We loved the hot tub and pool in this quiet location. The boats go by and we were able to watch dolphins swimming by and sighted them using the two kayaks. The house itself is spacious and beautiful! We will definitely be back!

Reviewed By: JOAN BECKER


Gorgeous Home with a Perfect and Quiet location

Review Date: November 1, 2021

Vacation Date: October 20, 2021

"This house has it all- We thoroughly enjoyed this gorgeous home and all its amenities. It’s a very QUIET area and perfect location for relaxing, watching wildlife, kayaking (as we had dolphins playing right next to us while kayaking). What a cool experience! The beautiful and very large kitchen was great for cooking together. The spacious family rooms were a great gathering spot and outdoor grilling area and bar was perfect as we used it several times. So many refrigerators to keep beverages and food cold and handy. It was so enjoyable sitting in the pool watching yachts and boats go by during the day and in the evening relaxing in the warm hot tub and stargazing. We enjoyed fishing off the dock several times during our stay. The sunrise was amazing!! The beds were very comfortable and accommodating for our large group. The outdoor TV next to the pool was fun for sports watching. This home is peaceful and away from the crowds but only a short bike ride, walk or drive to the white sandy beach, shopping and dinning. It’s a 5 Star home

Reviewed By: SF


Absolutely Amazing

Review Date: October 11, 2021

Vacation Date: January 21, 2021

"This property is amazing! It completely exceeded our expectations for our family getaway. We had plenty of room (5 adults and 4 kids). The details in the kitchen and around the house, the fabulous views throughout the house, and the luxurious master bedroom and bath blew us away. We thoroughly enjoyed spending time at the pool and in the various outdoor spaces watching the boats go by. And the huge tv on the covered porch was the perfect spot to watch the NFL playoff games. Also, the property manager was extremely friendly and helpful and the check in/ check out process was super easy. Honestly couldn’t have asked for more. 10/10 recommend! (VRBO guest)

Reviewed By: Katie M


April vacation

Review Date: October 11, 2021

Vacation Date: April 17, 2021

"We absolutely loved this property. There were 2 families with 10 people in total and everyone couldn't get enough. The pool and hot tub were fabulous and we loved watching the boats go by. It's a nice walk to downtown and we also took full advantage of the bikes and beach cart. We would definitely stay here again. (VRBO guest)

Reviewed By: Tara F


Perfect Family Vacation

Review Date: December 19, 2020

Vacation Date: November 25, 2020

"We could not have been more pleased with our stay at the Mainsail property. The home is very high quality and conducive to wonderful conversations and experiences. The pool and hot tub are extremely large and comfortable. We enjoyed fishing from the dock and were pleased to find we were able to dock our boat for the week at the property and tie to the more than accommodating dock and pilings. We enjoyed the kayaks and exploring the intracoastal waters. The home is a short drive to downtown Siesta Key and only 15-20 minutes from downtown Sarasota which was fun and lively. The "bonus" rooms and games downstairs were a hit with the kids. Great views and outdoor living areas! We will be back! (Google Review)

Reviewed By: Nicole R

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