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

Top rated by guests
Welcome to Casamigos, a striking Spanish-style exterior that sets the tone from the start.
You'll start your mornings perched at the sleek breakfast bar, sipping fresh coffee.
Unwind effortlessly at the stylish dry bar, where chilled wines await and the soft clink of glasses sets the mood for relaxed evenings and memorable toasts.
Designed for cooks who appreciate both form and function.
A thoughtfully stocked kitchen featuring a state-of-the-art panini press, perfect for easy lunches or quick bites between outings.
review stars
9.6Outstanding
(32 Ratings)
"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 enou..."
Sara L.
Don't miss out! Price and availability may change
9.6 / 10.0
Outstanding(32 Ratings)

House in Sarasota, FL

10 guests · 5 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
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

🌴 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.

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

Air conditioning
Pool
Non-smoking
TV
Refridgerator
Kitchen
WiFi/Internet
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
No pets allowed
Oven
Stove
Laundry services
Bath or shower
Ironing facilities
Towels
Hairdryer

Map of Sarasota, FL


Ratings and reviews

9.6 / 10.0
Outstanding(32 Ratings)
10.0 / 10.0Outstanding·May 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.
10.0 / 10.0Outstanding·May 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.
8.0 / 10.0Excellent·May 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.
6.0 / 10.0Average·Apr 2024
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.

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FAQs

Is parking included with this house?

Parking is not specified as an available 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 22 amenities for this rental. This includes air conditioning, pool, non-smoking, tv, and refridgerator.


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