Vacation Rentals in Siesta Key

Vacation Rentals in Siesta Key

Start comparing over 97742 rentals in Siesta Key and book at the best price!

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Free cancellation
Vacation house
Vacation apartment
Pool
Internet
Pets allowed
4.0
& higher

Best vacation rental deals in Siesta Key

7 nights
$1,733
$1,538
$219 / night
11% discount
Sun, 12/05 - Sun, 12/12
Rental.type.detailed.condo for 6 people, with sauna and pool as well as balcony
6 pers.3 bedrooms1,249ft²400yd to the beach
FREE cancellation
7 nights
$2,612
$2,384
$340 / night
9% discount
Sat, 03/05 - Sat, 03/12
Rental.type.detailed.condo for 4 people, with sauna and pool as well as balcony
4 pers.2 bedrooms1,249ft²400yd to the beach
FREE cancellation
2.6
(2 reviews)
7 nights
$2,977
$2,190
$312 / night
26% discount
Sat, 07/09 - Sat, 07/16
Vacation rental for 6 people
6 pers.2 bedrooms1,249ft²400yd to the beach
FREE cancellation
4.2
(3 reviews)

Vacation rentals with free cancellation

from
$147
per night
Rental.type.detailed.condo for 6 people, with pool and sauna as well as balcony
6 pers.2 bedrooms1,249ft²400yd to the beach
FREE cancellation
4.8
(5 reviews)
from
$151
per night
Vacation rental for 4 people, with balcony
4 pers.1 bedroom200yd to the beach
FREE cancellation
3.7
(31 reviews)
from
$147
per night
Rental.type.detailed.condo for 6 people, with pool and balcony as well as sauna
6 pers.2 bedrooms1,249ft²400yd to the beach
FREE cancellation
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Vacation Rentals in Siesta Key

from
$117
per night
Vacation rental for 4 people, with pool
4 pers.1 bedroom150yd to the beach
4.5
(9 reviews)
from
$145
per night
Vacation rental for 6 people, with view and garden, with pets
6 pers.3 bedrooms650yd to the beach
4.5
(932 reviews)
from
$409
per night
Vacation rental for 10 people, with garden and jacuzzi, with pets
10 pers.4 bedrooms2,497ft²400yd to the beach
4.4
(6 reviews)
from
$166
per night
Vacation rental for 4 people, with pool, with pets
4 pers.3 bedrooms500yd to the beach
4.3
(64 reviews)
from
$222
per night
Vacation rental for 4 people, with pool
4 pers.2 bedrooms450yd to the beach
FREE cancellation
3.5
from
$104
per night
Vacation rental for 4 people, with view and pool as well as garden, with pets
4 pers.2 bedrooms300yd to the beach
FREE cancellation
4.7
(451 reviews)
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Pet-friendly Vacation Rentals

from
$904
per night
Vacation rental for 12 people
12 pers.6 bedrooms3,014ft²350yd to the beach
from
$222
per night
Vacation rental for 4 people, with pool, with pets
4 pers.2 bedrooms450yd to the beach
FREE cancellation
from
$1,301
per night
Vacation rental for 22 people, with view and terrace as well as pool, with pets
22 pers.8 bedrooms4,553ft²350yd to the beach
4.9
(21 reviews)
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Vacation Rentals with Pool

from
$165
per night
Vacation rental for 6 people, with pool and sauna as well as jacuzzi and balcony
6 pers.3 bedrooms1,249ft²400yd to the beach
from
$158
per night
Rental.type.detailed.condo for 6 people, with pool and sauna as well as balcony and jacuzzi
6 pers.2 bedrooms1,249ft²400yd to the beach
FREE cancellation
from
$267
per night
Rental.type.detailed.condo for 6 people, with sauna and balcony as well as pool
6 pers.3 bedrooms2,390ft²400yd to the beach
FREE cancellation
5.0
(4 reviews)
Show all

Vacation Rentals with Internet

from
$147
per night
Rental.type.detailed.condo for 4 people, with balcony and sauna as well as pool
4 pers.2 bedrooms1,249ft²400yd to the beach
FREE cancellation
4.4
(2 reviews)
from
$167
per night
Vacation rental for 6 people, with jacuzzi and sauna as well as pool and balcony
6 pers.2 bedrooms400yd to the beach
3.9
(3 reviews)
from
$173
per night
Rental.type.detailed.condo for 6 people, with sauna and pool as well as balcony and jacuzzi
6 pers.3 bedrooms1,249ft²400yd to the beach
FREE cancellation
4.2
(3 reviews)
Show all

Find Vacation Rentals in Siesta Key

Map

Highlights Siesta Key

  • Beach activities
  • Sandy beaches
  • Clear water
  • Golf
  • Mild weather

Most popular in Siesta Key

Pool 221
Internet 230
Pets allowed 50
Balcony/Terrace 126
TV 226
Air conditioning 228

Other property types in Siesta Key that might be interesting:

Popular Destinations in Siesta Key

Prices and availability

Prices

December
January
February
March
April
$513
Average price per week

Availabilities

December
January
February
March
April
30 %
Percentage of available rentals

Siesta Key Vacation Rentals

Seafront Vacation Villas

Siesta Key is home to hundreds of beautiful and spacious vacation homes. Located along the stunning Florida coastline with close proximity to the ocean, your vacation rental may feature a private pool, terrace, private garden and beach access. You will find dozens of beautiful beach villas close to the popular Siesta Beach area and the city centre at Sarasota. You can opt for a rental home on Ocean Boulevard which include oceanfront villas and homes which are just a few minutes walk from the beach.

Rural Retreats and Holiday Villages

There are many different vacation home styles on the stunning stretch of land that makes up the Siesta Key area. You can choose from large modern homes, light and airy condominiums, bed and breakfast accommodation or opt for the convenience of resort accommodation. Homes are equipped with all the modern conveniences and located close to the best attractions, landmarks and event locations in Siesta Key. Your rental home also gives convenient access to malls, banks, shops, restaurants and sporting facilities in Siesta Key and the greater Florida area.

Vacationing in Siesta Key

Barrier Island with Sandy Beaches

Siesta Key is located on the coast of Florida. The area is a barrier island sandwiched between Roberts Bay and the Gulf of Mexico on the central western Florida coast. The island is 8 miles long and crescent-shaped. Siesta Key is connected to Sarasota by two bridges. The area is known for its unique white sand. The sand is 99% pure quartz and always stays cool underfoot. that stays cool under your feet.

Barrier Island Dominated by Beaches

The key is dominated by beautiful beaches including Turtle Beach, Siesta Beach and Crescent Beach. Siesta Key is located 55 miles south of Tampa, Florida. A segment of the key forms part of Sarasota city, but most of the key is in Sarasota County

A Great Beach Town

Many people choose to visit Siesta Key for its proximity to the beach and relaxation potential. Siesta Beach is located close to the cafes and shops and offers safe, shallow waters for children, a playground and tennis courts. The Crescent Beach area is linked to limestone outcrops at the Point of Rocks, where you will also find tidal pools and coral reefs. There are boat ramps and picnic spots at Turtle Beach.

Siesta Beach
Siesta Beach

Activities

Outdoor Adventures on Siesta Key p>Choosing to rent a vacation home on Siesta Key is a great choice for lovers of adventure and the outdoors. You can choose to rent a fishing charter, go kite swimming, parasailing, cycling or kayaking on the river. Paddleboarding is a popular activity in the area and you can jetski, surf or skateboard with the whole family.

The Ideal Spa Holiday Destination

The area's peaceful and relaxing aura is only enhanced when you opt for a spa vacation or stay at one of the spa resorts in the area. There are several spas in the area that offer wellness treatments, warm water therapies and massage with essential oils and herbal ingredients. There are retreats which offer yoga, taichi and guided meditation for guests.

A Swimmers Paradise

The Siesta Key area offers very calm seas with not much big wave action so this can be ideal for those who love to swim or families that want to play in the water. The area is ideal for families with younger children for this reason. The beach offers crystal clear water and good swimming during summer

Siesta Key Sunset
Siesta Key Sunset

Top 5 things to do in Siesta Key

1. Glebe Park

A true gem of Siesta Key- Glebe Park is a green zone where families can relax, run, play soccer and cycle. Mothers push their babies in strollers, kids run around and the Suncoast Sports Club runs a soccer program from the park. Off the beaten path from the tourism aspect of Siesta Key, this is a hidden treasure.

2. Cocoanut Bayou

Cocoanut Bayou includes Little Pond Lane, Cedar Park Circle, Higel Avenue and Mangrove Point where you can find a great vacation rental. The area is well known for its beautiful natural vistas and peaceful aspect. The Cocoanut Bayou is all about rest and relaxation and getting away from it.

3. Siesta Key Drum Circle

The Siesta Key Drum Circle is a regular event every Sunday evening at Sunset Beach. Visitors and locals, from young to old enjoy the rhythms of the drums as they watch the sunset and the lively atmosphere spills over into the waves.

4. Play Golf

Siesta Key is a great location for playing golf. Golf courses are located in a great area of the key with magnificent views. Try the Legacy Golf Club or Serenoa Golf Club, for a great golfing destination.

5.Marie Selby Botanical Gardens

The Marie Selby Botanical Gardens is a popular attraction on Siesta Key. This wonderful and historic walking area offers wonderful lush gardens to enjoy, a stunning orchid collection and well-informed staff.

„Siesta Beach was voted the nation's number one beach in 2001. The beach sand is 99% quartz and there are 800 parking spots in the beach parking lot.“

Useful Information

Mild climate

Siesta Key has some amazing weather to enjoy. The winter months offer good weather when most of the rest of the country are snowy and cold. Summer days are hot, but on Siesta Key you can enjoy the Gulf breezes that seem to be present for much of the year.

Siesta Fiesta

Held for the past 39 years, the Siesta Fiesta is an art and craft festival enjoyed by locals and tourists alike. Visitors can stroll up and down the beach and marvel at the different arts and crafts on offer. Designed and made by the community of Siesta Key, this is a very popular event.

FAQs: Vacation Rentals in Siesta Key

What is the average price for vacation rentals in Siesta Key?

The COVID-19 pandemic strongly impacted travel in 2020. Last year, rentals in this destination had an annual average price of around $389.52 per night.

When are vacation rentals cheaper in Siesta Key?

If it is your aim to save as much as possible during your vacation to Siesta Key, travel in October ($290.36 per night on average), November ($327.85), or December ($339.65), to find the lowest prices for the whole year.

When does the price of vacation rentals in Siesta Key go up the most?

In 2020, the month that offered the highest average prices in Siesta Key was March, with an average price of $501.83 per night. This was followed by February, with an average of $494.13, and April, with $445.57.

Are there usually many vacation rentals available in Siesta Key?

It is better to plan ahead in Siesta Key as only 22% of the properties are available throughout the year, according to our 2020 data.

What time of the year can I find more free vacation rentals?

In 2020, the months with the largest number of available properties of the year in Siesta Key were September, April and December, with average availabilities of 38.75%, 33.75%, and 31%, respectively.

When are fewer rentals available in Siesta Key?

The month with the highest average booked rental figures is February (only 2.6% of properties were available on average in 2020). Followed by March (6.5%), and July (11.75%).

How many vacation rentals does Holidu have in Siesta Key?

We have 2400 rentals for you in Siesta Key, provided by our 7 local and international partners.

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

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