The 4 Best Hidden Gem Siesta Key Beach House Rentals

Siesta Key is a beautiful barrier island on the Gulf Coast of Florida, just West of Sarasota. The clear water and white sand beaches make it an up and coming vacation destination. Siesta Key has been flying under the radar as a hidden gem, often getting overlooked to busier islands like Clearwater and Ft Myers Beach.

Flying in to Siesta Key used to mean flying to Tampa or Ft Myers and driving over an hour, but with the expansion in flights out of Sarasota/Bradenton International (airport code SRQ) it’s now just a 10 mile drive. If you are staying on the beach and don’t mind using Uber or Lyft occasionally, renting a car isn’t even always necessary. Whether it’s your first trip to Siesta Key, or you are just looking for an alternative to a condo rental, this list will give you a few ideas of hidden gem Siesta Key beach house rentals.

4. Luxury 2BR Siesta Key Beach House Rental, Walking Distance to Siesta Key Village

Our first Siesta Key beachfront rental is Ronald’s luxury 2BR beachfront house. One of the highest rated Siesta Key rental houses on VRBO, this house has a lot to offer compared to a condo. The location of this house is pretty ideal, just a short 5 minute walk to the restaurants and shops of Siesta Key Village; yet just far enough away to be quiet and peaceful. Located directly off of the beautiful Siesta Key Beach, the views from this house are incredible.

The lower level patio as well as the upper level covered balcony offer panoramic views of the white sand beach. This is one of those rare units where you have a ocean and beach view from every room but the bathrooms. There are only two “official” bedrooms but the side/reading room has a pull out twin bed as well. It is rated to sleep 6, although we think 5 is probably a more comfortable number of guests. That being said, this Siesta Key beach house rental is really large for only having 2 bedrooms. If you are ok with being without a pool, you can’t go wrong with this option. Find more pictures and check the availability of this house here: 2BR Siesta Key Beach House-VRBO Listing

3. 3BR Beachfront Siesta Key Villa, The Best Value on the Island

Coming in at #4 on our list, this rental is the epitome of a true beachfront rental. If you take one step off of the patio you are on the beach. This house was just beautifully renovated and is in immaculate shape as evidenced by the near perfect reviews. In our opinion, this rental is the best value of the entire Siesta Key VRBO beachfront rental house section. This rental is just a few blocks from the last house on our list, so it has the same perks of being close to Siesta Key Village.

This house has 3 bedrooms and a convertible bed, comfortably sleeping 8. On a price per person basis, there isn’t a better value available that is truly beachfront. There are several units in the area that claim to be beachfront but have either a road or a row of houses between them and the beach, so it is important to double check. The one negative to this unit is that it is single story, so the views aren’t quite as good as others, but this is nitpicking. Find more pictures and check the availability of this house here: 3BR Siesta Key Beachfront Villa-VRBO Listing

2. 4BR Siesta Key Beachfront House on the North End

Chelly’s house on the North end of Siesta Key is rated to sleep 11 and is a great spot for larger groups. The house is set up to accommodate weddings, family reunions, and corporate outings. The private beach access makes it well suited for a wedding on the beach or just a nice private spot on the beach for your family. This is also the first house on our list to include a pool. The 50 foot long heated pool also is equipped with a child safety fence.

The outdoor space includes many sitting and dining areas overlooking the beach. The fire pit with seating around it is an awesome way to spend a night watching the waves come in. Fires on the beaches of Siesta Key are banned, so having a fire pit on the property just off the beach is a unique feature of this property. If we were looking for a negative to this property it would be that we would prefer having 3 bathrooms to go with a 4 bedroom house. If you can live with a little chaos at times for bathroom space, this is a great Siesta Key home. Find more pictures and check the availability of this house here: 4BR Siesta Key Beachfront House-VRBO Listing

1. An Incredible 9,000 sqft Siesta Key Beachfront Mansion

This is one of the biggest Siesta Key beach houses available for rent. This house is also one of the highest end luxury properties in Siesta Key. With 5 bedrooms and 7 bathrooms in the 9,000 square foot living area, there is plenty of space to entertain large groups. The pool is gorgeous, complete with a hot tub and water slide. The outdoor kitchen overlooks the beach and the pool, an ideal spot to feed the family a quick lunch while swimming or hanging out on the beach.

This mansion isn’t cheap, but it is incredible. Even if you aren’t in the market to rent a place like this, it’s totally worth looking at the pictures. It will blow you away. Find more pictures and check the availability of this house here: Siesta Key Beachfront Mansion Rental-VRBO Listing

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