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

Holiday home in Sarasota with private pool and kitchen

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Dive into soothing warmth anytime—this salt-kissed retreat is your personal sanctuary for sunrise swims and starlit soaks.
Nestled among lush tropical greenery, this West Indies-inspired sanctuary invites you to unwind and savor serene Florida days.
Raise your glass under twinkling lights—where laughter flows as freely as the cocktails, surrounded by vibrant blooms and island breezes.
The handcrafted live-edge bar invites you to savor tropical breezes, clinking glasses, and laughter that lingers into the night.
Step into your private oasis where the gentle hum of bubbling spa waters meets the soft rustle of palms—lounging here feels like a secret escape framed by tropical calm and the distant promise of restful nights.

Reviews

9.4 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 10210.8 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Kitchen
  • Pool

Explore the area

View map
Sarasota, FL
  • Place, Sarasota Memorial Hospital
    ‪2 min drive‬
  • Place, St. Armands Circle
    ‪11 min drive‬
  • Place, Lido Beach
    ‪14 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪13 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 Single Bed and 1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Single Bed and 1 King Bed

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Dining area

About this property

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

🌴 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 coffee from the gourmet kitchen. 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, First Floor, TV
• Bedroom 2: King Bed, Shared Bath, Second Floor, TV
• Bedroom 3: King Bed, Shared Bath, Second Floor, TV
• Bedroom 4: King Bed, Ensuite Bath, First Floor, TV
• Bonus: 2 Twin Rollaway Beds available for additional guests

📍 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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Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 26
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Sarasota

Located near the beach, this holiday home is in South Poinsettia, a neighbourhood in Sarasota. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Coconuts Family Entertainment Center and Marie Selby Botanical Gardens are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Sarasota, FL

What's nearby

  • Sarasota Memorial Hospital - 2 min drive - 2.1 km
  • Marie Selby Botanical Gardens - 4 min drive - 2.8 km
  • Marina Jack - 6 min drive - 4.5 km
  • St. Armands Circle - 11 min drive - 9.2 km
  • Lido Beach - 14 min drive - 11.3 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 15 min drive

Restaurants

  • ‪McDonald's - ‬10 min walk
  • ‪Red Barn Bar - ‬13 min walk
  • ‪CinéBistro - ‬8 min walk
  • ‪Einstein Bros. Bagels - ‬9 min walk
  • ‪Connors - ‬7 min walk

Frequently asked questions

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

Yes, this property has a pool. Pool types include heated pools.

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

No, pets are not allowed at this property.

What time is check-in at Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!?

Check-in begins at 4:00 PM.

What time is check-out at Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!?

Checkout is at 10:00 AM.

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

Located in South Poinsettia, this holiday home is within 1 mile (2 km) of Coconuts Family Entertainment Center and Sarasota Memorial Hospital. The Landings and Shell Beach are also within 2 miles (3 km).

About the host

Hosted by The Cottages on the Key, Inc.

Host profile image

What makes this property unique

Welcome to Casamigos, one of Siesta Key's newest luxury homes with private heated pool! Minutes to world famous Siesta Key Beach and Village!

Languages:

English, French, German, Dutch

Premier Host

They consistently provide great experiences for their guests