Entire home

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

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

A multi-story hotel with balconies, large windows, and a view of the sunset.
A covered outdoor dining area with a round table and chairs, surrounded by white columns and a balcony railing.
A modern kitchen with a large island, built-in appliances, and a dining area with chairs.
A modern kitchen with a central island, stainless steel appliances, wooden cabinets, and bar stools.
A swimming pool with a brick patio, surrounded by palm trees and a hedge.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Siesta Key Beach

Popular amenities

  • Balcony
  • Hot tub on site
  • Waterpark access
  • Swimming pool
  • Barbecue grill
  • Air-conditioning

Explore the area

View in a map
Sarasota, FL
  • Place, Siesta Key Beach
    ‪3 min walk‬
  • Place, Siesta Key Farmers Market
    ‪5 min walk‬
  • Place, Siesta Key Beach Playground
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪28 min drive‬

Rooms & beds

2 bedrooms (sleeps 7)

Bedroom 1

1 King Bed and 1 Double Sofa Bed

Bedroom 2

1 Queen Bed

Common Space

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Office
Balcony
Separate dining area
Dining area

Add dates for prices

Similar properties

Wide aerial view of white sandy beach with scattered umbrellas, sunbathers, and calm turquoise ocean waters.
Luxury townhome steps away from Siesta Key Village and Beach!
Siesta Key Village
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (46 reviews)
Luxury townhome steps away from Siesta Key Village and Beach!

About the area

Siesta Key

Located near the beach, this holiday home is in Siesta Key Village, a neighbourhood in Siesta Key. 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. Looking to enjoy an event or a game while in town? See what's happening at Robarts Sports ARENA or Ed Smith Stadium. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
View more Holiday homes in Siesta KeyOpens in a new window
Map
Sarasota, FL

What's nearby

  • Siesta Key Beach - 3 min walk - 0.3 km
  • Siesta Key Farmers Market - 5 min walk - 0.4 km
  • St. Boniface Episcopal Church Labyrinth - 2 min drive - 2.0 km
  • Siesta Key Beach Playground - 2 min drive - 1.7 km
  • Crescent Beach - 7 min drive - 5.5 km

Getting around

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

Restaurants

  • ‪Circle K - ‬8 min walk
  • ‪Siesta Key Oyster Bar - ‬4 min walk
  • ‪Gilligan's Island Bar & Grill - ‬3 min walk
  • ‪Daiquiri Deck Siesta Key Village - ‬4 min walk
  • ‪Siesta Beach Pavilion - ‬16 min walk

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.

How much is parking at Caribbean Dream | Luxury Condo on Siesta Key w/ Heated Pool, Walking Distance to Beach & Village!?

On-site parking is available at the 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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 9 out of 9 reviews
Rating 8 - Good. 0 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

10/10

Cleanliness

9.4/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay! Everything we needed was provided, the place was very clean and comfortable!
Stayed 7 nights in Jul 2026
Response from VrboOwner on 27 Jul 2026
Hi Marcy, Thank you so much for your wonderful review! We’re thrilled to hear you loved your stay and found the home to be clean, comfortable, and well-equipped with everything you needed. Creating a welcoming space where guests can simply arrive, settle in, and enjoy their vacation is exactly what we strive for. Your kind words truly mean a lot to our team. Thank you for choosing to stay with us. We truly appreciate your feedback and hope to have the pleasure of welcoming you back for another memorable getaway! Warm regards, Guest Services Team
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy
Location is perfect to walk to beaches and village. Kitchen was well stocked. Loved the outdoor patios.
Stayed 7 nights in Jan 2026
Response from VrboOwner on 2 Feb 2026
Hi Kim, Thank you for your wonderful review! We’re so glad you enjoyed the perfect location, the well-stocked kitchen, and the outdoor patios. It means a lot to us that you had a great stay, and we’d love to welcome you back anytime! Regards, The CottageCrew
Verified review

10/10 Excellent

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
Response from VrboOwner on 16 Aug 2024
Hi Donna, Thank you for your wonderful feedback! We're delighted to hear that you enjoyed the location, the pool, and the comfort of the unit. We can't wait to welcome you back to Caribbean Dream for another perfect stay! Regards, The CottageCrew
Verified review

10/10 Excellent

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
Response from VrboOwner on 10 Mar 2025
Hi Ted, Thank you for your wonderful review! We're so glad you enjoyed the home's comfort, décor, and ideal location for beach days, poolside relaxation, and exploring the village. It sounds like you had the perfect mix of fun and relaxation! We’d love to host you again for another unforgettable getaway. Regards, The CottageCrew
Verified review

10/10 Excellent

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
Response from VrboOwner on 11 Jun 2024
Hi Kayla, Thank you for your kind words! We're delighted to hear you enjoyed your stay at Caribbean Dream and found everything to your liking. It's wonderful that your 5-year-old loved the pool. We look forward to welcoming you back next year! Regards, The CottageCrew
Verified review

10/10 Excellent

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
Response from VrboOwner on 13 Oct 2023
Dear Gary, Thank you for your wonderful review! We're delighted to hear that Caribbean Dream was perfect for your long weekend in Siesta Key. The proximity to the beach, the village's bars and restaurants, and the convenience of Siesta Market is indeed a fantastic feature that makes for a memorable stay. Leaving the car in the garage and enjoying the beautiful property, along with great communication from our property manager, is exactly what we aim for. We can't wait to welcome you back for your return visit. Your kind words are much appreciated! Warm regards, The CottageCrew
Verified review

10/10 Excellent

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
Response from VrboOwner on 22 Jul 2024
Hi Suzanne, Thank you for your feedback! We're delighted to hear that you found Caribbean Dream spotless and enjoyed its proximity to the beach and village. We're glad you appreciated the beach amenities and the well-equipped kitchen. We also appreciate your input on the towels and will look into improving their quality. We hope to welcome you back soon! Regards, The CottageCrew
Verified review

10/10 Excellent

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
Response from VrboOwner on 3 Jun 2024
Hi Kathleen, Thank you for your fantastic feedback about Caribbean Dream! We're thrilled to hear that you enjoyed the ideal location, cleanliness, and well-equipped amenities. It's great to know that you found it quiet inside despite its proximity to the Village. We're glad you made use of the beach and pool and appreciated our responsive management. We look forward to welcoming you back and appreciate your recommendation! Regards, The CottageCrew
Verified review

10/10 Excellent

Stayed 7 nights in Jun 2025
Tell us how we can improve our siteShare feedback