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Caribbean Dream | Luxury Condo on Siesta Key w/ Heated Pool, Walking Distance to Beach & Village!

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Stunning residential building with a classic facade, surrounded by lush landscaping and beautifully maintained gardens.
Enjoy meals in this kitchen with a refrigerator, toaster oven, and dining area.
Relax by the pool surrounded by lush greenery and palm trees, with lounge chairs for a comfortable stay.
Enjoy a romantic meal for two on this balcony with a table set for a perfect evening.
Relax in this serene bedroom with a large bed, armchair, and table, offering a peaceful view of the surrounding greenery.

Entire home

2 bedrooms2 bathroomsSleeps 7141 sq m

Popular amenities

  • Parking available
  • Air conditioning
  • Dryer
  • Hot tub
  • Washer
  • Outdoor space

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Caribbean Dream | Luxury Condo on Siesta Key w/ Heated Pool, Walking Distance to Beach & Village!

Caribbean Dream | Heated Pool, Balconies & Walk to Siesta Key Beach & Village

💖 Why You'll Love This Home
Awaken to tropical breezes and the promise of a Siesta Key day at Caribbean Dream, where the vibrant energy of Siesta Key Village meets the serene beauty of the beach, all just steps from your door. This condo is a sun-drenched oasis designed for memorable getaways.

👨‍👩‍👧 Perfect For
Ideal for families, couples, or small groups seeking a harmonious blend of beach access, village charm, and tranquil living.

🎞️ Imagine This
Start your day sipping coffee on one of your private balconies, listening to the gentle rustle of palms. After a leisurely breakfast prepared in your gourmet-grade kitchen, grab the provided beach gear and stroll just two minutes to sink your toes into Siesta Key's renowned quartz sands. Spend your afternoon splashing in the Gulf, building sandcastles, or simply unwinding under the sun. Return to your serene retreat for a refreshing dip in the semi-private heated pool and spa, then fire up the gas grill for an alfresco dinner by the poolside. As evening approaches, take a short walk into Siesta Key Village to explore local boutiques, enjoy fresh seafood at a charming restaurant, or discover live music. End your perfect day back on the balcony, watching the sunset paint the sky with vibrant hues.

🛌 Where You'll Sleep
Bedroom 1: King Bed and Twin Sleeper Chair, ensuite bathroom, 2nd floor, balcony access, TV
Bedroom 2: Queen Bed, shared bathroom, 2nd floor, TV
Common Space: Queen Sleeper Sofa, 2nd floor, TV

📍 Explore the Area
Experience the best of Siesta Key from your prime location.
Enjoy a quick 0.1-mile walk to Siesta Key Beach, renowned for its powdery sands and crystal-clear waters.
Just 0.1 miles to Siesta Key Village, immerse yourself in the lively coastal energy with an array of dining options, charming boutiques, and vibrant nightlife right at your fingertips.

Need to Know: Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection. This home is part of a condo unit, sharing common walls, floors, ceilings, and outdoor spaces with other units. When renting Caribbean Dream, you will have access to the 1st and 2nd floors of the building, the leftmost garage, and shared outdoor and pool areas. Starter packs of kitchen and toiletry essentials are provided for a seamless first couple of nights. Free High-Speed WiFi is available. This pool is heated between November 15 - April 15. This home has stairs; if any guest has difficulty with stairs, please contact us for alternative accommodations. Per HOA requirements, garages can fit a vehicle no bigger than 72 inches in height, and guest vehicle height will be needed before arrival. Grills may only be used on the ground level, pulled 10 feet from the building. No grills, hibachi, or any open flame cooking device or fire pit may be used on balconies or patios.

Property manager

The Cottages on the Key, Inc.

Languages

Dutch, English, French, German

Add dates for prices

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Well-lit path to entrance
  • Wheelchair-accessible pool
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Bicycles
  • Heated pool
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Unit size: 1,520 square feet

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Exterior

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  • Hot tub
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9.8 out of 10, Exceptional, 6 reviews
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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 26

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

769812

About the area

Map
Sarasota, FL

What's nearby

  • Siesta Key Beach - 3 min walk - 0.3 km
  • Shell Beach - 4 min drive - 3.2 km
  • Siesta Key Marina - 6 min drive - 4.8 km
  • Crescent Beach - 7 min drive - 4.8 km
  • Lido Beach - 22 min drive - 17.7 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 23 min drive

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬3 min walk
  • ‪Siesta Key Oyster Bar - ‬4 min walk
  • ‪Siesta Key Beach Pavilion - ‬16 min walk
  • ‪Phillippi Creek Oyster Bar - ‬8 min drive
  • ‪Starbucks - ‬9 min drive

Frequently asked questions

Does Caribbean Dream | Luxury Condo on Siesta Key w/ Heated Pool, Walking Distance to Beach & Village! have a pool?

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

Is Caribbean Dream | Luxury Condo on Siesta Key w/ Heated Pool, Walking Distance to Beach & Village! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Caribbean Dream | Luxury Condo on Siesta Key w/ Heated Pool, Walking Distance to Beach & Village!?

Check-in begins at 4:00 PM.

What time is check-out at Caribbean Dream | Luxury Condo on Siesta Key w/ Heated Pool, Walking Distance to Beach & Village!?

Checkout is at 10:00 AM.

Where is Caribbean Dream | Luxury Condo on Siesta Key w/ Heated Pool, Walking Distance to Beach & Village! located?

Located in Siesta Key Village, this holiday home is within 1 mi (2 km) of Siesta Key Farmers Market and Siesta Key Beach. Siesta Key Beach Playground and St. Boniface Episcopal Church Labyrinth are also within 2 miles (3 km).

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Caribbean Dream | Luxury Condo on Siesta Key w/ Heated Pool, Walking Distance to Beach & Village! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Ted B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Super property and location

Excellently outfitted and decorated and comfortable and minutes to beach and siesta key village. Beach the morning/early afternoon, short walk back to property for lunch, pool, and cocktails and then into the village for dinner and fun. Also easy to museums ans aquarium to mix things up.
Stayed 13 nights in Feb 2025

10/10 Excellent

Donna M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

We will be back. Location was perfect for walking to beach and village. Pool was all to ourselves. Unit had everything you could need. Beds were comfy. It really was perfect!
Stayed 7 nights in Aug 2024

10/10 Excellent

Kayla S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Start of Summer Getaway

The property was just as gorgeous as the pictures! Very clean and all the amenities you can think of! The staff was helpful with all questions and very responsive. Walking distance to the beach and village. The pool was loved by our 5 year old. Will definitely rebook for next year!
Stayed 7 nights in May 2024

10/10 Excellent

Gary P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect place and location in Siesta Key

Caribbean Dream was perfect for our long weekend in Siesta Key. You're steps to the beach access and a short walk to the great bars and restaurants in the village. Siesta Market has everything you would need and is a short walk away as well. You can easily leave the car in the garage for your stay. Property was beautiful and communication from property manager was great. Will definitely return.
Stayed 4 nights in Oct 2023

10/10 Excellent

Suzanne P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise

The condo was spotless upon arrival. Everything was great, towels could have been better quality and bigger-they were the small hotel type. Quick walk to the beach, quick walk to the village. beach cart, chairs, noodles, coolers, umbrellas were all available for our use. The kitchen was a chefs dream!
Stayed 14 nights in Jun 2024

10/10 Excellent

Kathleen E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great vacation

This property is the ideal location in Siesta Key Village. It is a short walk to the Village and to the beach. The property was clean and well equipped whether we wanted to dine in or hit the local restaurants. I was concerned about the noise from the Village bars, but inside it was very quiet. Beach access is close and the Trolley stops nearby. It had everything we needed to head to the beach for an afternoon, or just hang out at the pool. Management was very responsive to the few questions we had. I would highly recommend this property.
Stayed 7 nights in May 2024