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





Reviews
9.4 out of 10
Exceptional
4 bedrooms 3 bathrooms Sleeps 10 210.8 sq m
Popular amenities
Explore the area

Sarasota, FL
- Place, Sarasota Memorial Hospital2 min drive
- Place, St. Armands Circle11 min drive
- Place, Lido Beach14 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.
💖 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.
Add dates for prices
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
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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.

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
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
About the host
Hosted by The Cottages on the Key, Inc.

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
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