Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!

Sarasota, Florida
$563 avg/night Minimum Stay 7 Nights
Bed 5

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 7 nights

Min Stay

Casamigos | Heated Saltwater Pool, Tiki Bar, 0.8 Miles to Siesta Key Beach

Why You'll Love This Home
Experience island elegance at Casamigos, a tropical oasis designed for memorable gatherings. From a private heated saltwater pool to an authentic 8-seat tiki bar, every detail invites you to unwind in style. This upscale retreat blends vibrant West Indies charm with modern luxury—ideal for creating lasting vacation memories.

‍ ‍ Perfect For
Multi-generational families, friend groups, and anyone seeking a stylish, spacious getaway near Siesta Key's best beaches and dining.

️ Imagine This
Imagine waking to the soft Florida sun filtering through towering palms as you step into an airy living room with 12-foot ceilings and cool coastal breezes. Hear the gentle splash of the heated pool just beyond sliding glass doors, where the scent of bougainvillea mingles with fresh breakfast from the gourmet kitchen. In the afternoon, enjoy a fresh panini from the provided press and unwind with a glass of wine from the wine fridge. In the evening, gather with friends at the tiki bar under twinkling lights, sharing cocktails and laughter surrounded by lush tropical blooms and complete privacy.

Where You'll Sleep
• Bedroom 1: King Bed, Ensuite Bath, TV
• Bedroom 2: King Bed, Shared Bath, TV
• Bedroom 3: King Bed, Shared Bath, TV
• Bedroom 4: King Bed, Ensuite Bath, TV
• Bedroom 5: 2 Twin Beds, Shared Bath

Explore the Area
• 0.7 Miles to Siesta Key Village, Full of Shops, Cafes, and Nightlife
• 1.2 Miles to Siesta Key Beach, Famous for its Powdery White Sand
• 0.3 Miles to Publix Grocery Store for all your Essentials
• Easy Access to Downtown Sarasota, just a 10-minute Drive
• Close to Lido Key's Beaches and Restaurants, about 6 minutes by Car
• Walk to Over 20 Local Restaurants within a Half-mile Radius

⌛ Don't wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection.

Need to Know: Starter packs of kitchen and toiletry essentials are provided for a seamless first couple of nights. Free high-speed WiFi included. Pool heating is available November 15 – April 15. Please inquire if any guests require stair-free access. This property is registered as a vacation rental with the City of Sarasota with a Registration Number of VR25-00068 Due to City of Sarasota vacation rental code, this property must be rented once during a seven (7) day period and have a maximum occupancy of 10 guests.

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

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

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

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2269 Sq Ft (211 Sq M)
  • KITCHEN

    Dishwasher Freezer Ice Maker Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi, With Speed Of 100+ Mbps (good For 1–2 People Or Up To 6 Devices)
  • OUTDOORS

    Fenced Yard Gas Grill Patio
  • POOL/SPA

    Heated Pool Hot Tub Private Pool
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Towels Provided
  • LANGS SPOKEN

    Dutch English French German
  • THINGS TO DO

    Basketball Nearby Ecotours Nearby Fishing Nearby Golf Privileges Marina Nearby Parasailing Nearby Power Boating Nearby Sailing Nearby Scuba Diving Nearby Water Park Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware
  • LOCATION HIGHLIGHTS

    In A Village In The City Center Near A Hospital Near A Zoo Near Outlet Shopping Near The Bay Near The Sea
  • 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

  • Sara L.

    Submitted May 24, 2025

    Stayed May 17, 2025

    The property was beautifully laid out. We went with one other couple. We each had a king size bed with private bath. We had an amazing chef’s dream kitchen. Loved the pool and Tiki bar. More than enough linens were supplied. The management was called a couple of times for small issues which were fixed within minutes of our phone call. Our only 3 star rating was for the location. Located near a very busy and at times loud intersection. However, we were still within a short drive to Siesta Key beach, local tourist area and grocery stores and pharmacy. We generally eat out every night on vacation but because the house, pool and kitchen were so inviting, we ate in a couple of nights.

  • Mike G.

    Submitted May 10, 2025

    Stayed May 3, 2025

    House was comfortable and had everything we needed. Enjoyed breakfast on the covered patio. Beach towels, chairs, umbrellas and toys made daily beach trips easy.

  • Mark M.

    Submitted May 6, 2025

    Stayed Apr 26, 2025

    Very nice home. Wonderful kitchen and good flow. In need of a little upkeep. Marble floors chipped in a number of places is hazardous (cut toe). Roofers stopped by (cold call) every day looking to give a bid to repair roof - visible from the road.

  • Lydia D.

    Submitted Sep 15, 2024

    Stayed Sep 7, 2024

    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

  • Mitch M.

    Submitted Sep 1, 2024

    Stayed Aug 17, 2024

    The property and the home is beautiful. Pool and patio area are amazing! Definitely will stay again!

  • Reaper

    Submitted Jun 30, 2024

    Stayed Jun 22, 2024

    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!

  • Sonya G.

    Submitted Jun 15, 2024

    Stayed Jun 8, 2024

    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!

  • Nancy R.

    Submitted May 22, 2024

    Stayed May 14, 2024

    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.

  • Jim C.

    Submitted May 15, 2024

    Stayed May 5, 2024

    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.

  • Denise S.

    Submitted Apr 30, 2024

    Stayed Apr 20, 2024

    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!

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Total

Includes taxes and fees
$563+
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