Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!
House in Sarasota, FL
10 guests · 4 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Includes essentialsPool, Kitchen or Kitchenette, Air conditioner and more
About this house rental
Welcome to Casamigos, a rare upscale jewel in a sea of vacation rentals. This beautiful, newly furnished 4 Bedroom (all King Beds) /3BA home offers an exceptional vacation experience for your family and friends.
It begins with lavish tropical landscaping (Malaysian and Areca Palms, Bougainvillea) and lighting as you enter a large paver driveway. As you enter the home, you'll quickly notice the 12 foot ceilings in every room and an expansive, open feeling. Columns, arches and a West Indies decor quickly lull you into the tropics.
You'll find every bedroom offers a King size bed, 55” wall mounted flat screen TVs, walk in closets, seating areas, fans, high ceilings, great decor and more. An expansive living room with plenty of seating overlooks a huge wall mounted flat screen TV while triple sliders open the living room up to the screened private pool and spa combination; heated of course! The enormous gourmet kitchen offers both a bar counter and another dining area, with everything imaginable including microwave, wine cooler, Keurig coffee maker, KitchenAid refrigerator/freezer with ice maker, convection oven, air fryer, panini maker, and a Tommy Bahama dining set for more formal dinners. An extremely well equipped kitchen awaits you!
Just off the kitchen, step outside to the covered lanai by the private pool and enjoy an elevated bar table for outside snacking and poolside drinks. Walk outside the screened opening into the west courtyard to the “Tres Amigos Bar” at Casamigos, a 10-seat authentic tiki bar with full size beer coolers, 60” TV, Super Fan and everything necessary to enjoy your private bar! It's located in a private walled courtyard filled with red bougainvillea, potted flowers, lush Areca palms and loads of hibiscus flowers. The courtyard can be accessed from the pool area for grilling or from the garage and a private gate/walkway. You'll find the courtyard is very private and great for sun bathing with polywood loungers and plenty of rockers. The entire courtyard is surrounded by trees but offers plenty of sun in both the morning and afternoon. The bar offers shade, music/tv and shelter from an occasional shower.
One of the best attributes of Casamigos is its location. Siesta Key is an 8-mile long island with villages on both ends and the main beach in the middle. A short drive down Siesta Drive & Midnight Pass Road brings you to the beautiful main beach on Siesta Key. Plenty of parking allows you to bring your beach equipment and enjoy the white, soft sand that Siesta Key Beach is famous for. Additionally, you're within walking distance of twenty or more great restaurants, two blocks from Publix grocery store, and easy access to downtown Sarasota, Lido Key and so many of the attractions our area has to offer.You'll love the convenience of this location for access to all that Siesta Key and Sarasota offers.
Paradise awaits!
Exclusive Amenities Include:
• Private Heated Salt Pool with Spa and Lanai
• 8-seat Authentic Tiki Bar With Beer Fridge and Smart HDTV
• Just a short drive to Siesta Key Village, Siesta Key Beach, and Downtown Sarasota
• 4 Bedrooms, 3 Full Baths
• 4 King Beds & 2 Twin Rollaway Beds (Sleeps 10) with linens provided
• Private 2 Car Garage
• Free WiFi & 6 HDTV's
• Wine Bar with Wine Cooler
• Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided
• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipes
• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipes
• Beach Towels, Chairs, Cooler, & Caddy Provided
• Outdoor Covered Screened Patio With Dining Area
• Gas Grill
• Enhanced cleaning protocols provided by our CottageClean Team
Casamigos can accommodate up to 10 guests with a bedding configuration as follows:
• Bedroom # 1: King Bed (1) - Sleeps: 2 + Twin Roll Away Bed - Sleeps 1 - Total: Sleeps 3
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: King Bed (1) - Sleeps: 2
• Bedroom # 4: King Bed (1) - Sleeps: 2 + Twin Roll Away Bed - Sleeps 1 - Total: Sleeps 3
We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!
PLEASE NOTE: Cannot rent fewer than 7 nights. This pool is heated from November 15th to April 15th.
It begins with lavish tropical landscaping (Malaysian and Areca Palms, Bougainvillea) and lighting as you enter a large paver driveway. As you enter the home, you'll quickly notice the 12 foot ceilings in every room and an expansive, open feeling. Columns, arches and a West Indies decor quickly lull you into the tropics.
You'll find every bedroom offers a King size bed, 55” wall mounted flat screen TVs, walk in closets, seating areas, fans, high ceilings, great decor and more. An expansive living room with plenty of seating overlooks a huge wall mounted flat screen TV while triple sliders open the living room up to the screened private pool and spa combination; heated of course! The enormous gourmet kitchen offers both a bar counter and another dining area, with everything imaginable including microwave, wine cooler, Keurig coffee maker, KitchenAid refrigerator/freezer with ice maker, convection oven, air fryer, panini maker, and a Tommy Bahama dining set for more formal dinners. An extremely well equipped kitchen awaits you!
Just off the kitchen, step outside to the covered lanai by the private pool and enjoy an elevated bar table for outside snacking and poolside drinks. Walk outside the screened opening into the west courtyard to the “Tres Amigos Bar” at Casamigos, a 10-seat authentic tiki bar with full size beer coolers, 60” TV, Super Fan and everything necessary to enjoy your private bar! It's located in a private walled courtyard filled with red bougainvillea, potted flowers, lush Areca palms and loads of hibiscus flowers. The courtyard can be accessed from the pool area for grilling or from the garage and a private gate/walkway. You'll find the courtyard is very private and great for sun bathing with polywood loungers and plenty of rockers. The entire courtyard is surrounded by trees but offers plenty of sun in both the morning and afternoon. The bar offers shade, music/tv and shelter from an occasional shower.
One of the best attributes of Casamigos is its location. Siesta Key is an 8-mile long island with villages on both ends and the main beach in the middle. A short drive down Siesta Drive & Midnight Pass Road brings you to the beautiful main beach on Siesta Key. Plenty of parking allows you to bring your beach equipment and enjoy the white, soft sand that Siesta Key Beach is famous for. Additionally, you're within walking distance of twenty or more great restaurants, two blocks from Publix grocery store, and easy access to downtown Sarasota, Lido Key and so many of the attractions our area has to offer.You'll love the convenience of this location for access to all that Siesta Key and Sarasota offers.
Paradise awaits!
Exclusive Amenities Include:
• Private Heated Salt Pool with Spa and Lanai
• 8-seat Authentic Tiki Bar With Beer Fridge and Smart HDTV
• Just a short drive to Siesta Key Village, Siesta Key Beach, and Downtown Sarasota
• 4 Bedrooms, 3 Full Baths
• 4 King Beds & 2 Twin Rollaway Beds (Sleeps 10) with linens provided
• Private 2 Car Garage
• Free WiFi & 6 HDTV's
• Wine Bar with Wine Cooler
• Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided
• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipes
• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipes
• Beach Towels, Chairs, Cooler, & Caddy Provided
• Outdoor Covered Screened Patio With Dining Area
• Gas Grill
• Enhanced cleaning protocols provided by our CottageClean Team
Casamigos can accommodate up to 10 guests with a bedding configuration as follows:
• Bedroom # 1: King Bed (1) - Sleeps: 2 + Twin Roll Away Bed - Sleeps 1 - Total: Sleeps 3
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: King Bed (1) - Sleeps: 2
• Bedroom # 4: King Bed (1) - Sleeps: 2 + Twin Roll Away Bed - Sleeps 1 - Total: Sleeps 3
We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!
PLEASE NOTE: Cannot rent fewer than 7 nights. This pool is heated from November 15th to April 15th.
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
Hot tub or spa
TV
Map of Sarasota, FL
$$$$
Reviews
10.0
Location, Location, location, love the area. close to anything you might want or need. The home is well cared for by the managing company "the cottages on the Keys"
Thank you!
Lydia
10.0
The property and the home is beautiful. Pool and patio area are amazing! Definitely will stay again!
10.0
The house is fully stocked! We bought some paper products, and of course food/drinks, but everything else was here. They have all of the towels, bedding, dishes, cooking utensils, beach gear, all ready for you. We really enjoyed outdoor area and tiki bar. The house was big enough that we were able to spend time all together or separately and not being top of each other. My favorite time was in the morning by the pool with my coffee while everyone else was still sleeping. It was an absolutely perfect vacation. Thanks so much!
10.0
My family and I loved the house. It was clean comfortable and enough space for everyone. Response to all my annoying questions 😆were quicky responded to and I appreciated that. It rained quite a bit so we didn’t get enough beach time but with the close proximity of things to do we didn’t get bored. Don't listen to any of the negative reviews because the pool is plenty big to get cooled off in on a hot day. The noise from the traffic is not noticeable because of all the laughing with Family and friends you will have. Thank You for all your thoughtfulness especially the awesome cupcakes when we arrived!
10.0
The home is beautiful, well appointed and immaculate. The location is just right and made it very easy to drive everywhere that we wanted to go. It was as easy to get to the Siesta Key beach as to very fine restaurants in the area. The management company responds quickly if you have any questions, which is very helpful.
10.0
We were in Sarasota for a family wedding and gathering. The house was 10 minutes from family and it was perfect for what we needed. The days were stayed at the house we used the pool and Tiki Hut and they were both great! I really enjoyed being able to text and get quick responses to any questions we had. We recommend the house and would stay there again in the future.
10.0
There was plenty of room for everyone. The customer service was excellent. They got back to you quickly when you had a question or issue. The place sleeps 10, however there were not enough beach chairs and we had 7 people. Also, maybe 1 or 2 higher beach chairs for older people could be considered. The bathrooms were nice, but they could use more towel hooks. Overall, the place and our stay was great. Thanks!
6.0
For the price of this home, we would not stay here again. The home is on the corner of a busy street so we heard a lot of road noise, the pool is smaller than the pictures look and in a cage, and the home decor is quite dated. On the plus side, it was definitely a comfortable home, a good overall location (minus the road noise) and the management company is extremely responsive and lovely to work with. If the house had been priced differently, we would have given it a very different review.
10.0
Beautiful house, perfect setup of the rooms.
We enjoyed the possibilities of being able to spread out or sit all together.
The tiki bar and the pool with spa were amazing!!
Plenty of towels, pillows and blankets, nice and clean washer and dryer.
We really appreciated the warm welcome in the house. Thank you!
10.0
This was a very last-minute booking for us. The management company was very attentive. Absolutely loved the layout, including the very comfortable yet functional furniture. The location is close to a variety of different vacation activities, from Siesta Key, golf, and Sarasota.
The outdoor tiki bar, patio, was a lovely secluded oasis even though it was next to an invisible busy road. We enjoyed watching winter ski movies while sitting at the outside bar.
Will keep this property on our list for future stays. Thank you.
6.0
If you don't mind the owners of this property showing up unannounced everyday and yelling because the hot tub is too hot, Then this is the house for you.
The house was nice, But we would never rent this property again. There was no privacy.
10.0
Fabulous!
10.0
Beautiful house made the perfect vacation for my parents, sisters and in-laws who came from abroad. House has everything just like described, hosts are attentive to everything you might need. Location is superb. We really really enjoyed our stay. Missing it already! Thank You!
10.0
The whole experience was incredible. The house was Upscale but cozy. All the necessary amenities were there for us. All in all, I would very much love to use The Cottages on the Key again!
The only unfortunate thing was this: On Sunday were planning to have others in my family from Sarasota join us for the Sunday football experience at our Tiki Bar. The Tiki Bar TV was not operational so we contacted help and they within 30 minutes sent a repairman. Unfortunately the TV required a special remote and he attempted to obtain another one that afternoon. He later texted me that he could not get one but would have one the next day.(our departure) It did put a huge damper on what was supposed to a great time.
10.0
The house was very clean, well equipped and comfortable. It has an amazing decor as well. Management was quick to response to any inquiries. We loved Sarasota! The beach was amazing. We will probably come back.
10.0
Was as described very well equipped, very thoughtful starter packs beach supplies would definitely come again
10.0
Beautiful property inside and out. Great location to enjoy all Sarasota has to offer. Lovely pool and separate lounging were where we spent our downtime.
10.0
It was perfect. Not too far from the beach. Very responsive to any needs or issues. Pool is small but we only used it for late evening relaxation after coming from the beach.
3.0
The house was clean and well stocked with linens and cooking tinsels. Loved that. The pool got cleaned and the we didn’t get notified to stay out. About 6 swim suits got ruined, and most of the family got rashes on skin. Another sad part, many of the outlets didn’t work to charge cell phones and air pods. After we communicated with the property manager our issues, we were ghosted.
10.0
Beautiful home
We loved this property because it was so very spacious and everything was updated. We would stay here again in the future!
10.0
Awesome vacation
Home was amazing and we loved the Sarasota area Will try to rent again next year
10.0
Not a hot tub
It was as expected except the hot tub was part of the pool.. 88 degrees is not a hot tub.
10.0
Incredible stay!!
Casamigos is a pearl in an oyster!! We spent 5 weeks in this amazing home with every amenity you could think of. It is close to the south village, downtown and the beaches! Roger and his family were fabulous and made sure we had everything we could dream of.
Thank you for the incredible memories!
10.0
Great property and location
Highly recommend great location and beautiful house. Heated pool great for kids! Owners were fantastic and very responsive
10.0
Great rental property close to beach
I stayed at this property with family for a week and we had a wonderful time. The house is beautiful, very clean and well kept. The kitchen was well stocked with all the equipment we needed, including a great coffee machine! We really enjoyed the pool and the house was a short drive to Siesta Key (and even closer to Publix). The owner and management company were also very responsive and went out of their way to make our stay perfect. I highly recommend this property and would happily return!
8.0
Nice home but in need it of a few touchups
We enjoyed our stay a lot however there are a few things that people should be aware of. The hot water takes a long time to get to the showers. The hot tub does not heat up because it is run on the same pump as the pool. Many of the light switches were in need of repair in the master bedroom As well. many of the walls were scuffed up. I would recommend putting some carpeting near the entryways where people come in from the pool as it’s slippery when wet
10.0
Awesome
Great place and wonderful pool and tiki hut
10.0
Amazing Experience
Our group of 9 stayed at the Casamigos for Thanksgiving week. The house is spacious, well equipped, all appliances are new and top of the line, plenty of towels, quality bedding, many nice details throughout. The service is top-notch, we felt very pampered with the attention to our needs. It is like staying at a fancy hotel, only better because of space and privacy. Both kids and adults enjoyed the heated pool and the tiki bar. It was a lovely time and we hope to be back soon.
FAQs
How much does this house cost compared to others in Sarasota?
The average price for a rental in Sarasota is $278 per night. This rental is $798 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!. Enjoy the water!
Is Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key! pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!?
We found 10 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.
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- Vail Lodging
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