Vacation Rentals in Siesta Key

Vacation Rentals in Siesta Key

Start comparing over 400 rentals in Siesta Key and book at the best price!

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Vacation house
Vacation apartment
Pool
Internet
Balcony/Terrace
4.0
& higher
4.5
& higher

Best vacation rental deals in Siesta Key

5 nights
$1,325
$1,239
$247 / night
6% discount
Sun, 11/07 - Fri, 11/12
Vacation rental for 6 people, with pool and sauna as well as balcony
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
FREE cancellation
5 nights
$1,297
$1,129
$225 / night
13% discount
Mon, 10/18 - Sat, 10/23
Rental.type.detailed.condo for 6 people, with balcony and pool as well as sauna
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
FREE cancellation
4.5
(11 reviews)
5 nights
$1,431
$1,261
$252 / night
12% discount
Mon, 10/18 - Sat, 10/23
Rental.type.detailed.condo for 6 people, with sauna and balcony as well as pool
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
FREE cancellation
5.0
(2 reviews)

Vacation rentals with free cancellation
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from
$169
per night

Rental.type.detailed.condo for 6 people, with pool and balcony as well as sauna and jacuzzi
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
FREE cancellation
2.6

from
$152
per night

Rental.type.detailed.condo for 6 people, with pool and sauna as well as balcony and jacuzzi
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
FREE cancellation
3.8

from
$148
per night

Rental.type.detailed.condo for 6 people, with jacuzzi and pool as well as balcony and sauna
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
FREE cancellation
2.6
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Vacation Rentals in Siesta Key
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from
$525
per night

Vacation rental for 10 people, with garden, with pets
10 pers., 4 bedrooms, 2,497ft², 400yd to the beach
FREE cancellation
5.0
(2 reviews)

from
$150
per night

Vacation rental for 6 people, with garden and view, with pets
6 pers., 3 bedrooms, 650yd to the beach
4.5
(952 reviews)

from
$152
per night

Rental.type.detailed.condo for 6 people, with balcony and sauna as well as jacuzzi and pool
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
FREE cancellation
4.2
(3 reviews)

from
$159
per night

Vacation rental for 2 people, with pool and view as well as garden, with pets
2 pers., 1 bedroom, 312ft², 750yd to the beach
FREE cancellation
4.2
(372 reviews)

from
$94
per night

Vacation rental for 3 people
3 pers., 1 bedroom, 150yd to the beach
FREE cancellation
4.2
(95 reviews)

from
$172
per night

Vacation rental for 4 people, with pool, with pets
4 pers., 3 bedrooms, 500yd to the beach
4.3
(62 reviews)

from
$820
per night

Vacation rental for 12 people, with balcony and pool
12 pers., 6 bedrooms, 3,014ft², 350yd to the beach

from
$191
per night

Vacation rental for 4 people, with balcony and jacuzzi as well as pool
4 pers., 2 bedrooms, 1,249ft², 400yd to the beach
FREE cancellation

from
$152
per night

Rental.type.detailed.condo for 6 people, with jacuzzi and balcony as well as pool and sauna
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
FREE cancellation
4.8
(5 reviews)
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Pet-friendly Vacation Rentals
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from
$143
per night

Vacation rental for 4 people, with pool and garden
4 pers., 1 bedroom, 450yd to the beach
3.9
(49 reviews)

from
$1,067
per night

Manor for 15 people, with balcony and pool
15 pers., 6 bedrooms, 2,992ft², 400yd to the beach
FREE cancellation

from
$1,004
per night

Hotel for 40 people, with pool
40 pers., 10 bedrooms, 1.3mi to the beach
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Vacation Rentals with Pool
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from
$102
per night

Vacation rental for 4 people, with lake view and garden
4 pers., 1 bedroom, 250yd to the beach
4.4
(4 reviews)

from
$285
per night

Vacation rental for 6 people, with balcony and sauna
6 pers., 2 bedrooms, 400yd to the beach
2.9
(7 reviews)

from
$156
per night

Rental.type.detailed.condo for 4 people, with balcony and pool as well as sauna and jacuzzi
4 pers., 2 bedrooms, 1,249ft², 400yd to the beach
FREE cancellation
2.6
(2 reviews)
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Vacation Rentals with Internet
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from
$152
per night

Rental.type.detailed.condo for 6 people, with balcony and sauna as well as pool
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
FREE cancellation

from
$195
per night

Vacation rental for 6 people, with sauna
6 pers., 2 bedrooms, 350yd to the beach
5.0

from
$164
per night

Rental.type.detailed.condo for 6 people, with pool and sauna as well as balcony and jacuzzi
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
FREE cancellation
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 156
Internet 171
Balcony/Terrace 104
TV 168
Air conditioning 171
Parking 152

Other property types in Siesta Key that might be interesting:

Popular Destinations in Siesta Key

Prices and availability

Prices

October
November
December
January
February
$473
Sep 18 - Sep 25
$351 per night
Sep 25 - Oct 02
$336 per night
Oct 02 - Oct 09
$324 per night
Oct 09 - Oct 16
$341 per night
Oct 16 - Oct 23
$342 per night
Oct 23 - Oct 30
$320 per night
Oct 30 - Nov 06
$310 per night
Nov 06 - Nov 13
$335 per night
Nov 13 - Nov 20
$349 per night
Nov 20 - Nov 27
$358 per night
Nov 27 - Dec 04
$375 per night
Dec 04 - Dec 11
$360 per night
Dec 11 - Dec 18
$365 per night
Dec 18 - Dec 25
$389 per night
Dec 25 - Jan 01
$410 per night
Jan 01 - Jan 08
$386 per night
Jan 08 - Jan 15
$356 per night
Jan 15 - Jan 22
$370 per night
Jan 22 - Jan 29
$381 per night
Jan 29 - Feb 05
$400 per night
Feb 05 - Feb 12
$412 per night
Feb 12 - Feb 19
$430 per night
Feb 19 - Feb 26
$451 per night
Feb 26 - Mar 05
$473 per night
Average price per week

Availabilities

October
November
December
January
February
24 %
Sep 18 - Sep 25
21 %
Sep 25 - Oct 02
22 %
Oct 02 - Oct 09
18 %
Oct 09 - Oct 16
17 %
Oct 16 - Oct 23
16 %
Oct 23 - Oct 30
18 %
Oct 30 - Nov 06
14 %
Nov 06 - Nov 13
13 %
Nov 13 - Nov 20
18 %
Nov 20 - Nov 27
17 %
Nov 27 - Dec 04
23 %
Dec 04 - Dec 11
24 %
Dec 11 - Dec 18
24 %
Dec 18 - Dec 25
17 %
Dec 25 - Jan 01
8 %
Jan 01 - Jan 08
12 %
Jan 08 - Jan 15
18 %
Jan 15 - Jan 22
18 %
Jan 22 - Jan 29
15 %
Jan 29 - Feb 05
12 %
Feb 05 - Feb 12
9 %
Feb 12 - Feb 19
8 %
Feb 19 - Feb 26
6 %
Feb 26 - Mar 05
11 %
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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