Popular Villas in Siesta Key

Villa for 6 people, with pool in Siesta Key
Villa for 6 people, with pool
1 bedroom600yd to the beach
5.0
(14 reviews)
from $125 / night
Villa for 2 people, with pool in Siesta Key
Villa for 2 people, with pool
1 bedroom700yd to the beach
from $244 / night
Villa for 4 people, with pool and yard as well as hot tub, with pets in Siesta Key
Villa for 4 people, with pool and yard as well as hot tub, with pets
1 bedroom400yd to the beach
4.1
(1801 reviews)
from $110 / night
Villa for 6 people, with pool in Siesta Key
Villa for 6 people, with pool
2 bedrooms150yd to the beach
4.5
(32 reviews)
from $261 / night
Villa for 5 people, with pool and hot tub as well as yard in Siesta Key
Villa for 5 people, with pool and hot tub as well as yard
2 bedrooms550yd to the beach
4.7
(20 reviews)
from $167 / night
Villa for 6 people, with pool in Siesta Key
Villa for 6 people, with pool
2 bedrooms150yd to the beach
4.5
(16 reviews)
from $202 / night
Villa for 6 people, with balcony, kid friendly in Siesta Key
Villa for 6 people, with balcony, kid friendly
2 bedrooms400yd to the beach
5.0
from $192 / night
Villa for 15 people, with pool and balcony in Siesta Key
Villa for 15 people, with pool and balcony
6 bedrooms300yd to the beach
2.2
(13 reviews)
from $986 / night
Villa for 2 people, with yard and pool in Siesta Key
Villa for 2 people, with yard and pool
1 bedroom350yd to the beach
5.0
(20 reviews)
from $175 / night
Villa for 4 people, with pool in Siesta Key
Villa for 4 people, with pool
1 bedroom350yd to the beach
4.0
(167 reviews)
from $232 / night
Villa for 4 people, with pool in Siesta Key
Villa for 4 people, with pool
2 bedrooms900yd to the beach
4.4
(5 reviews)
from $153 / night
Villa for 5 people, with pool in Siesta Key
Villa for 5 people, with pool
2 bedrooms200yd to the beach
5.0
(2 reviews)
from $214 / night
Villa for 2 people, with pool in Siesta Key
Villa for 2 people, with pool
1 bedroom300yd to the beach
4.0
from $198 / night
Villa for 5 people, with pool in Siesta Key
Villa for 5 people, with pool
2 bedrooms150yd to the beach
4.7
(14 reviews)
from $223 / night
Villa for 6 people, with pool in Siesta Key
Villa for 6 people, with pool
2 bedrooms150yd to the beach
4.8
(13 reviews)
from $205 / night
Villa for 6 people, with pool in Siesta Key
Villa for 6 people, with pool
2 bedrooms150yd to the beach
4.9
(19 reviews)
from $203 / night
Villa for 4 people in Siesta Key
Villa for 4 people
1 bedroom250yd to the beach
4.9
(6 reviews)
from $153 / night
Villa for 4 people in Siesta Key
Villa for 4 people
1 bedroom300yd to the beach
4.7
(3 reviews)
from $163 / night
Villa for 6 people in Siesta Key
Villa for 6 people
2 bedrooms200yd to the beach
5.0
(6 reviews)
from $205 / night
Villa for 4 people in Siesta Key
Villa for 4 people
2 bedrooms30yd to the beach
from $185 / night
Villa for 4 people in Siesta Key
Villa for 4 people
2 bedrooms200yd to the beach
5.0
(3 reviews)
from $217 / night
Villa for 4 people in Siesta Key
Villa for 4 people
1 bedroom200yd to the beach
5.0
(2 reviews)
from $272 / night
Villa for 6 people in Siesta Key
Villa for 6 people
2 bedrooms90yd to the beach
5.0
(5 reviews)
from $271 / night
Villa for 4 people, with pool and yard in Siesta Key
Villa for 4 people, with pool and yard
2 bedrooms300yd to the beach
from $178 / night
Villa for 4 people, with pool in Siesta Key
Villa for 4 people, with pool
1 bedroom350yd to the beach
4.0
(2 reviews)
from $226 / night
Villa for 4 people, with pool and balcony in Siesta Key
Villa for 4 people, with pool and balcony
2 bedrooms5.9mi to the beach
4.8
(215 reviews)
from $349 / night
Villa for 6 people, with pool in Siesta Key
Villa for 6 people, with pool
2 bedrooms150yd to the beach
4.8
(16 reviews)
from $304 / night
Villa for 4 people, with pool in Siesta Key
Villa for 4 people, with pool
2 bedrooms150yd to the beach
3.9
(6 reviews)
from $218 / night

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.
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Siesta Key, Sarasota County
Villa • 1615 ft² • 2 Bedrooms
4.7
(20 reviews)
Moomist Villa is an idyllic setting to relax and rewind. It is located within Polynesian Gardens across the street from beautiful Siesta Key beach (Number 1 on the list of Top 10 most beautiful beaches in the USA). Out the front door you have a “peek-a-boo” view of the bay with boats cruising by. Out the back sliding doors you look on an ancient oak covered with resurrection fern, orchids & bromeliads & a stone path to your own private hot tub in the middle of the jungle of tropical flora.When you walk in the front door you will be captivated by the arched ceiling painted to look li...
from $167 / night
more...
Siesta Key, Sarasota County
Villa • 0 ft² • 2 Bedrooms
4.9
(19 reviews)
Island House Beach Resort- Siesta Key Florida, Crescent Beach - This large villa is approx. 1000 sq. ft. It has 2 bedrooms, 2 baths, large living area, dining area, fully equipped kitchen, all appliances, screened lanai, central ac/heat, covered parking, free wi-fi in unit. Unlimited Long Distance. The unit has a king size bed, 2 twins, sleeper sofa and only steps to the beautiful blue waters of the Gulf of Mexico. This beautifully maintained complex has 2 beach cabanas, beach chairs, large heated swimming pool, game room, shuffleboard and a scenic beach front courtyard where the sunsets ar...
from $203 / night
more...
Siesta Key, Sarasota County
Villa • 1249 ft² • 2 Bedrooms
5.0
     5 Star Villa Holidays is proud to present Siesta Key Condo 1024.     In quaint Siesta Key you’ll find gorgeous beaches, beautiful views and this amazing vacation home! Boasting 2 bedrooms and 2 bathrooms, this home is the quintessential property for anyone looking to escape reality. Beautiful 7th floor views are just a bonus!     To begin, the living room here flows in and outdoors when you open the sliding glass doors. You can enjoy the salty ocean air right from your own living room.     This space overflows into the patio w...
from $192 / night

Other 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

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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