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Luxury Vacation Rental Services

There are plenty of hotels in Sarasota, Florida just minutes from Siesta Key, but that’s not where you will find the famous white sand beaches and vibrant Village atmosphere. What sets our vacation rentals in Siesta Key, FL from other houses to rent? There are plenty of reasons why you will want to book a place to stay with us, and not those other guys.

From the spacious, gourmet kitchens to the rooftop decks with ocean views - many of our homes were designed to be vacation rentals to provide the luxury experiences guests want on their dream beach getaways. We want your Siesta key vacation rental to be a destination in its own right, so we include game rooms for the kids, ping pong tables, and you can't miss the incredible, heated pools in the backyards of most of our properties. Combine that with the added convenience of being within walking distance to everything, you can park your car and never need it until you pack up to go home.

Ready to live your best beach life? Learn more about how you can stay in style on Siesta Key and the additional luxury services we off our guests.


What's Included in Your Siesta Key Luxury Rental:

Our rental properties are set apart by their luxury amenities and stylish interiors. You have a choice of stunning ocean view homes, sophisticated townhomes, and beachy bungalows with unique features that may include resort-style heated pools, rooftop decks, huge kitchens, tiki huts, and elevators.

Choose Available Dates

Use the online availability calendar to find luxury homes open for your ideal vacation dates. You can also filter rentals for pet-friendly units, Gulf views, and private pools.

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We Have A Pro Pup Policy

Most of our Siesta Key vacation rentals are dog-friendly. Click to learn more.

Plan Your Beach Wedding

You can get married right on Siesta Key Beach, and your bridal party can stay in a luxury rental.

Need additional information?

Visit our FAQ Page to read more about our vacation homes.

  • My family and I loved this spacious property!

    The house is decorated nicely and sits on a large corner lot. It was quiet and felt very private. There was plenty of room for my family of seven, and it was close to some great amenities - shops, restaurants, an aquarium, and a beautiful beach! We loved having our own private pool. It also helped that the property management made it such a smooth process. We worked with Joey, and he was quick to respond to all of my questions leading up to the stay. I did not really need to contact him during the stay...which is a good thing! I was a little hesitant to book a house instead of a resort or hotel. After this experience, I have no doubt we would do it again. I definitely recommend this property!

    Chrissy Schulz | June 2018

  • Great Wedding!

    Very nice resort. Rooms were clean. The pool house was Beautiful! Staff was great. Thank you Tishawna!!

    Morse - McNair Wedding | August 2018

  • Beautiful property!

    Our extended family 0f 14 stayed here for a family reunion and loved this house. The location is fantastic, near to the beach, restaurants, and shops. The pool, slide, and hot tub were a winner. And the rooftop deck was amazing! It's beautifully decorated and a great layout of rooms for multiple families and groups. Rental concierge stopped by to make sure everything was good. So glad we stayed here!

    Betty Prince | June 2018

  • Great place location location location!

    Joey Kerns met us when we checked in to this beautiful home and gave us great ideas for places to go and see and things to do like the seafood festival a short walk to St Armand's circle. Beaches were clean and the awesome just a short drive up the road. This house was so beautifully decorates, lots of room and the guest house is adorable. We used the bikes and the beach towels provided and the wagon was great for carting everything to the beach. Even used the pool! One of my favorite things was the outdoor shower it was so nice!!! We will be back!!

    Kim Walker | June 2018

  • Lovely home and excellent customer service

    The home is perfectly located near everything and is maintained in excellent condition. We appreciated the calls from the management company during our stay asking if we needed anything. This is the highest level of service we have ever received when renting a vacation home.

    Dennis Fister | July 2018