Vacation Rentals in Siesta Key

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Vacation house
Vacation apartment
Pool
Internet
Pets allowed
4.0
& up
4.5
& up

Popular Accommodations in Siesta Key

from
$343
per night

Vacation rental for 5 people, with view and terrace as well as pool5 pers., 2 bedrooms, 200yd to the beach
4.8
(21 reviews)

from
$310
per night

Vacation rental for 8 people, with pool8 pers., 4 bedrooms, 800yd to the beach

from
$209
per night

Vacation rental for 6 people, with garden and pool6 pers., 2 bedrooms, 80yd to the beach
FREE cancellation
4.6
(22 reviews)
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Vacation Rentals in Siesta Key
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from
$187
per night

Vacation rental for 4 people, with garden and pool4 pers., 2 bedrooms, 200yd to the beach
FREE cancellation
5.0

from
$254
per night

Apartment for 6 people, with balcony and lake view as well as view and pool6 pers., 2 bedrooms, 450yd to the beach
4.8
(6 reviews)

from
$166
per night

Vacation rental for 4 people, with pool and terrace as well as view4 pers., 2 bedrooms, 450yd to the beach
FREE cancellation
3.8
(2 reviews)

from
$206
per night

Apartment for 4 people, with pool4 pers., 2 bedrooms, 450yd to the beach
3.3
(5 reviews)

from
$394
per night

Apartment for 6 people, with pool and balcony6 pers., 2 bedrooms, 150yd to the beach
FREE cancellation

from
$219
per night

Apartment for 4 people, with garden and pool as well as view4 pers., 2 bedrooms, 400yd to the beach
3.9
(21 reviews)
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Pet-friendly Vacation Rentals
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from
$467
per night

Apartment for 4 people, with balcony and pool as well as view4 pers., 2 bedrooms, 700yd to the beach
5.0
(4 reviews)

from
$409
per night

Vacation rental for 12 people, with view and terrace as well as pool12 pers., 3 bedrooms, 400yd to the beach
4.7
(23 reviews)

from
$852
per night

Vacation rental for 25 people, with balcony and pool as well as jacuzzi, child-friendly25 pers., 8 bedrooms, 650yd to the beach
4.9
(20 reviews)
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Vacation Rentals with Pool
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from
$312
per night

Apartment for 7 people, with balcony and pool7 pers., 3 bedrooms, 650yd to the beach

from
$157
per night

Vacation rental for 2 people, with pool and garden as well as view, with pets2 pers., 1 bedroom, 312ft², 750yd to the beach
FREE cancellation
4.2
(337 reviews)

from
$185
per night

Apartment for 2 people, with view and balcony as well as pool2 pers., 1 bedroom, 300yd to the beach
FREE cancellation
4.9
(10 reviews)
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Vacation Rentals with Internet
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from
$132
per night

Vacation rental for 2 people, with pool and garden as well as view2 pers., 1 bedroom, 291ft², 200yd to the beach
FREE cancellation
4.6
(2108 reviews)

from
$919
per night

Vacation rental for 25 people, with balcony and pool as well as jacuzzi, child-friendly25 pers., 8 bedrooms, 300yd to the beach
4.8
(20 reviews)

from
$561
per night

Vacation rental for 10 people, with pool and view as well as terrace, with pets10 pers., 3 bedrooms, 250yd to the beach
4.9
(8 reviews)
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Vacation Rentals with Air Conditioning
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from
$319
per night

Apartment for 3 people, with jacuzzi and pool as well as garden, child-friendly3 pers., 1 bedroom, 350yd to the beach
4.8
(2 reviews)

from
$212
per night

Apartment for 2 people, with balcony and view, child-friendly2 pers., 1 bedroom, 5.9mi to the beach
FREE cancellation
4.7
(58 reviews)

from
$425
per night

Vacation rental for 4 people, with view and terrace4 pers., 2 bedrooms, 950yd to the beach
4.4
(7 reviews)
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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 14
Internet 17
Pets allowed 2
Balcony/Terrace 23
TV 14
Air conditioning 34
Parking 31
Washing machine 29
Heating 31

Other property types in Siesta Key that might be interesting:

Popular Destinations in Siesta Key

Prices and availability

Prices

July
August
September
October
November
$467
Jun 19 - Jun 26
$371 per night
Jun 26 - Jul 03
$378 per night
Jul 03 - Jul 10
$395 per night
Jul 10 - Jul 17
$397 per night
Jul 17 - Jul 24
$383 per night
Jul 24 - Jul 31
$388 per night
Jul 31 - Aug 07
$384 per night
Aug 07 - Aug 14
$352 per night
Aug 14 - Aug 21
$363 per night
Aug 21 - Aug 28
$371 per night
Aug 28 - Sep 04
$344 per night
Sep 04 - Sep 11
$344 per night
Sep 11 - Sep 18
$359 per night
Sep 18 - Sep 25
$379 per night
Sep 25 - Oct 02
$348 per night
Oct 02 - Oct 09
$322 per night
Oct 09 - Oct 16
$349 per night
Oct 16 - Oct 23
$344 per night
Oct 23 - Oct 30
$320 per night
Oct 30 - Nov 06
$318 per night
Nov 06 - Nov 13
$374 per night
Nov 13 - Nov 20
$432 per night
Nov 20 - Nov 27
$420 per night
Nov 27 - Dec 04
$467 per night
Average price per week

Availabilities

July
August
September
October
November
62 %
Jun 19 - Jun 26
0 %
Jun 26 - Jul 03
0 %
Jul 03 - Jul 10
6 %
Jul 10 - Jul 17
9 %
Jul 17 - Jul 24
16 %
Jul 24 - Jul 31
20 %
Jul 31 - Aug 07
41 %
Aug 07 - Aug 14
51 %
Aug 14 - Aug 21
48 %
Aug 21 - Aug 28
60 %
Aug 28 - Sep 04
57 %
Sep 04 - Sep 11
55 %
Sep 11 - Sep 18
62 %
Sep 18 - Sep 25
62 %
Sep 25 - Oct 02
57 %
Oct 02 - Oct 09
57 %
Oct 09 - Oct 16
53 %
Oct 16 - Oct 23
53 %
Oct 23 - Oct 30
57 %
Oct 30 - Nov 06
51 %
Nov 06 - Nov 13
48 %
Nov 13 - Nov 20
51 %
Nov 20 - Nov 27
44 %
Nov 27 - Dec 04
46 %
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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