Villas in Siesta Key

Villas in Siesta Key

124 properties for Villas. Compare and book at the best price!

Popular Villas in Siesta Key

Villa for 2 people in Siesta Key
Villa for 2 people
1 bedroom300 yd to the beach
9.0
(2 reviews)
from $227 / night
Villa for 2 people, with pool and yard as well as terrace in Siesta Key
Villa for 2 people, with pool and yard as well as terrace
1 bedroom5.9 mi to the beach
10.0
(4 reviews)
from $208 / nightFREE cancellation
Villa for 3 people, with yard, with pets in Siesta Key
Villa for 3 people, with yard, with pets
1 bedroom5.8 mi to the beach
10.0
(13 reviews)
from $195 / nightFREE cancellation
Villa for 4 people, with pool and sauna as well as terrace and yard in Siesta Key
Villa for 4 people, with pool and sauna as well as terrace and yard
2 bedrooms700 yd to the beach
8.0
(9 reviews)
from $289 / nightFREE cancellation
Villa for 4 people in Siesta Key
Villa for 4 people
2 bedrooms300 yd to the beach
10.0
from $294 / night
Villa for 4 people, with pool and terrace in Siesta Key
Villa for 4 people, with pool and terrace
2 bedrooms150 yd to the beach
9.3
(3 reviews)
from $262 / nightFREE cancellation
Villa for 4 people, with terrace and pool as well as yard in Siesta Key
Villa for 4 people, with terrace and pool as well as yard
2 bedrooms450 yd to the beach
9.7
(6 reviews)
from $346 / nightFREE cancellation
Villa for 4 people, with pool in Siesta Key
Villa for 4 people, with pool
2 bedrooms150 yd to the beach
9.5
(8 reviews)
from $224 / night
Villa for 4 people in Siesta Key
Villa for 4 people
1 bedroom200 yd to the beach
9.5
(4 reviews)
from $223 / night
Villa for 4 people in Siesta Key
Villa for 4 people
1 bedroom300 yd to the beach
10.0
(10 reviews)
from $158 / nightFREE cancellation
Villa for 4 people, with terrace in Siesta Key
Villa for 4 people, with terrace
2 bedrooms600 yd to the beach
9.9
(67 reviews)
from $309 / nightFREE cancellation
Villa for 4 people in Siesta Key
Villa for 4 people
1 bedroom200 yd to the beach
10.0
(2 reviews)
from $200 / night
Villa for 4 people, with pool and balcony/terrace in Siesta Key
Villa for 4 people, with pool and balcony/terrace
2 bedrooms200 yd to the beach
9.1
(7 reviews)
from $256 / night
Villa for 4 people in Siesta Key
Villa for 4 people
1 bedroom300 yd to the beach
8.5
(4 reviews)
from $210 / night
Villa for 4 people in Siesta Key
Villa for 4 people
1 bedroom250 yd to the beach
9.5
(8 reviews)
from $174 / night
Villa for 4 people, with balcony in Siesta Key
Villa for 4 people, with balcony
2 bedrooms450 yd to the beach
9.0
(2 reviews)
from $197 / nightFREE cancellation
Villa for 4 people in Siesta Key
Villa for 4 people
2 bedrooms200 yd to the beach
9.5
(4 reviews)
from $202 / night
Villa for 4 people in Siesta Key
Villa for 4 people
2 bedrooms200 yd to the beach
10.0
from $323 / night
Villa for 4 people in Siesta Key
Villa for 4 people
2 bedrooms350 yd to the beach
10.0
(2 reviews)
from $270 / night
Villa for 4 people in Siesta Key
Villa for 4 people
2 bedrooms250 yd to the beach
10.0
from $282 / night
Villa for 4 people in Siesta Key
Villa for 4 people
2 bedrooms300 yd to the beach
10.0
(3 reviews)
from $208 / night
Villa for 4 people, with terrace in Siesta Key
Villa for 4 people, with terrace
1 bedroom500 yd to the beach
10.0
(2 reviews)
from $139 / nightFREE cancellation
Villa for 4 people in Siesta Key
Villa for 4 people
2 bedrooms250 yd to the beach
10.0
(2 reviews)
from $265 / night
Villa for 4 people, with balcony and pool in Siesta Key
Villa for 4 people, with balcony and pool
2 bedrooms5.9 mi to the beach
9.5
(4 reviews)
from $279 / nightFREE cancellation

Find Villas in Siesta Key

Highlights in Siesta Key

  • Outdoor adventure
  • Villas in Florida
  • Family getaway
  • Best rental locations
  • Natural landmarks

Best Villas in Siesta Key

Guests agree: these stays are highly rated for location, cleanliness, and more.
Villa for 4 Guests in Siesta Key, Sarasota County
Villa for 4 Guests in Siesta Key, Sarasota County, Picture 1
Villa for 4 Guests in Siesta Key, Sarasota County, Picture 2
Villa for 4 Guests in Siesta Key, Sarasota County, Picture 3
Villa for 4 Guests in Siesta Key, Sarasota County, Picture 4
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Siesta Key, Sarasota County
Villa • 4 Guests • 1 Bedroom
10.0
(3 reviews)
Welcome to your home away from home! Casa Blanca unit D08 was entirely renovated at the end of 2015. Everything inside is brand new and beautifully updated. Features include a king size bed, walk-in shower, new furniture, new appliances, and brand new tile throughout. Casa Blanca is within walking distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key. Call today to book your perfect Siesta Key getaway! Additional Person fees may apply.
from $192 / night
Villa for 4 Guests in Siesta Key, Sarasota County
Villa for 4 Guests in Siesta Key, Sarasota County, Picture 1
Villa for 4 Guests in Siesta Key, Sarasota County, Picture 2
Villa for 4 Guests in Siesta Key, Sarasota County, Picture 3
Villa for 4 Guests in Siesta Key, Sarasota County, Picture 4
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Siesta Key, Sarasota County
Villa • 4 Guests • 2 Bedrooms
9.8
(10 reviews)
Renovated and redesigned beach villa offering the very best in location and amenities. Upon arrival, just unpack your bags and enjoy. Everything is ready for your comfort and convenience with all the amenities of home. Even beach towels are provided. Sophisticated yet casual, this ranch villa is just steps away from the Gulf of Mexico on the pristine shores of Crescent Beach renowned for its powdery, white sand and rated as one of the best beaches in the United States of America. Over 1000 square feet of fabulous light and bright indoor living space in pristine condition with two large bedr...
from $263 / night
Villa for 4 Guests in Siesta Key, Sarasota County
Villa for 4 Guests in Siesta Key, Sarasota County, Picture 1
Villa for 4 Guests in Siesta Key, Sarasota County, Picture 2
Villa for 4 Guests in Siesta Key, Sarasota County, Picture 3
Villa for 4 Guests in Siesta Key, Sarasota County, Picture 4
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Siesta Key, Sarasota County
Villa • 4 Guests • 2 Bedrooms
10.0
You will love this beautiful, remodeled 2 bedroom, 2 bath villa, a. k. a. the "sugar shack"! Has a washer/dryer, 3 TVs and is convenient to both pools and the beach. Also equipped with wireless high-speed internet connection! There is a king bed in the master bedroom and 2 twin beds in the guest room. Maximum occupancy - 4. Attached carport provides covered parking and there is a BBQ. When crossing the street, you have access to a beautiful bayside park. The complex is located near shopping and many local eateries! The Siesta Key Trolley provides free transportation from one end of the ...
from $241 / night

Other holiday ideas and property types in Siesta Key that might be interesting

Villas in Siesta Key

The best rental locations in Siesta Key

Plan your next trip to the gorgeous island of Siesta Key. This destination can be found located in barrier islands off the southwest coast oof Florida. Situated right between the Gulf of Mexico and the Roberts Bay, this island shares boundaries with the city of Sarasota and mostly being inside of the Sarasota County. The history of Siesta Key as we know it can be dated back to the 19th century, however it has been inhabited for more than centuries. The total area of the island is of about 3.5 square miles, of which 1.1 square miles is just water. If you are looking for a charming island to visit in Florida, this is the ideal spot for you.

Rental properties in Siesta Key

There are many stunning villas available to choose from while planning your visit to Siesta Key. You will be able to find properties in the middle of the island, right by the coast, as well as close to the downtown area. Imagine waking up in the morning and enjoying some breakfast outside on the porch while admiring the sea. Spend your afternoon jogging on the beach right outside of your property. Invite friends over for grilled fish in your backyard. Sip on some wine while admiring the sunset from the balcony. These are some of the memories you could be making with a rental property in Siesta Key.

Travelers and activities

Outdoor adventures in Siesta Key

You can find plenty of fantastic activities to enjoy while discovering the natural landscape of Siesta Key. Make sure that your first stop is at the Siesta Key Beach. This beach has been known to be one of the best beaches in the country. You will be provided with a long strand of incredibly soft sand which is made by 99% quartz. This is the perfect place to soak up some sun, go for a swim in the calm waters, or enjoy some kite surfing. Another great spot can be found on Crescent Beach. This is one of the less known places on the island. If you are looking for a more secluded and less crowded to spend your day on, check out this beach.

Siesta Key for families

If you want to bring your family along with you on your trip to Siesta Key, try out these fun activities together. Hop on the Siesta Key Breeze Trolley for a ride around downtown. This free trolley runs for 12 hours every day and it will bring you from the Vil lage to Turtle Beach, telling you a few tales about the island along the way. On the other hand, you can also go explore the Siesta Key Vi llage. This downtown area is filled with shopping and dining choices that can please people of all ages, you will also find art galleries and hang out in the village circle.

Did you know that Siesta Key used to be known as Little Sarasota Key back in the 19th century?

Top 7 travel tips in Siesta Key

1. Daiquiri Deck

Refreshen during a hot day out. This little spot will be able to provide you with a vast array of blended cocktails. Choose from the Banana in the Bush, the Monkey Berry, or even the Voodoo Love Shack daiquiri.

2. Mangrove Kayaking

Have a fun activity out in the mangroves. The Ted Sperling Park and Nature Preserve will allow you to rent out kayaks and go on a tour of Lido Key. You will also be able to kayak through a mangrove tree tunnel here.

3. Hub Baja Grill

Have dinner with a show. Spend your evening with your friends tasting some of the freshest and most delicious seafood in the Keys while catching a live concert from local artists.

4. Specialty Donuts

Make sure not to skip breakfast. This small side-of-the-road shop will be able to offer you a vast array of donuts, along with fresh coffee. Here you can choose from the strawberry cheesecake, the apple pie, the Bavarian cream, and many more.

5. Anna Maria Island

Check out a small-town island. Located just a short drive from Siesta Key, here you will be able to hang out at the Bean Point, visit the Historic Bridge Street Pier, and explore the landscape of this tropical island.

6. Dolphin Tour

Admire the cute dolphins of Siesta Key. You will be able to go on plenty of boat tours that will take you around the coast of Siesta Key for dolphin watching and seeing the local sights.

7. Turtle Beach

Visit a local hidden gem. This beach can be found on the southern end of the island. Here you will find an outdoor pavilion, plenty of picnic tables, and a stunning beach.

FAQs: Villas in Siesta Key

Which types of amenities are available at the villas in Siesta Key?

Among the facilities available on Holidu, it appears that the villas in Siesta Key have everything that travelers want! Here, the villas generally offer a variety of facilities, the most popular being: air-conditioning (91%), internet (87%), and pool (78%)...Amazing!

Are the villas in Siesta Key suitable for family vacations?

Holidu's data reveals that 43% of villas in Siesta Key are child-friendly, so you won't have any difficulty finding the ideal villa for you and your children.

Are the villas in Siesta Key suitable for travelers and their furry friends?

Of course! In Siesta Key, 26% of the villas offer the possibility for travelers to take their pets with them, 26% also have a garden!

Do the villas in Siesta Key tend to offer an internet connection?

Certainly! According to Holidu's data, 87% of villas in Siesta Key include internet connection. This means that you will be able to access your emails and favorite social media sites at any time!

Do the villas in Siesta Key generally have a pool?

Yes! According to the last year, 78% of villas in Siesta Key have a pool. This is a dream destination for sunbathing and relaxing by the swimming pool! 65% even have a barbecue!

Are the villas in Siesta Key suitable for vacations with the whole family or better for a vacation as a couple?

According to Holidu, 100% of villas are suitable for up to four people. Approximately 100% of the villas here are made up of at least two separate bedrooms. This is the perfect destination for going in small groups, with family or friends!

For a luxury trip in Siesta Key, are Villas a good idea?

Some villas are, but others aren't as luxurious. So if you are looking for that special accommodation, don't delay in making a reservation because only 78% have a pool, while 91% have air conditioning none have a sauna. However, if it's space you're looking for, 100% of the villas can accommodate four or more adults, and 26% have a garden.

At the villas in Siesta Key are you able to have a beautiful view and spend time outside?

61% of villas have a balcony or terrace, and 35% have a view, but since it is not very common so availability can be selective. If this is a priority for you, you should start your research early, and use the filters to be sure to find what you are looking for. However, 26% of villas in Siesta Key have gardens, where you can bask in the sun. If you like to have lunch or dinner outside, and especially if you like barbecues, 65% of the villas have them.

Holiday destinations nearby for Villas

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