Vacation Rentals in Siesta Key

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Popular Accommodations in Siesta Key

from
$154
per night

Apartment for 6 people
6 pers., 3 bedrooms, 1,507ft², 400yd to the beach

from
$144
per night

Apartment for 5 people
5 pers., 2 bedrooms, 1,109ft², 350yd to the beach

from
$152
per night

Apartment for 6 people
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
4.7
(7 reviews)
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Vacation Rentals in Siesta Key
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from
$461
per night

Apartment for 7 people
7 pers., 3 bedrooms, 4,004ft², 750yd to the beach
2.6
(2 reviews)

from
$169
per night

Apartment for 6 people
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach

from
$173
per night

Apartment for 6 people
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
3.8
(2 reviews)

from
$152
per night

Apartment for 6 people
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
2.6

from
$181
per night

Apartment for 6 people
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
3.8
(2 reviews)

from
$193
per night

Apartment for 6 people
6 pers., 2 bedrooms, 1,249ft², 400yd to the beach
5.0
(2 reviews)
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Pet-friendly Vacation Rentals
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from
$152
per night

Apartment for 6 people, with garden, with pets
6 pers., 3 bedrooms, 650yd to the beach, Pets allowed
4.5
(932 reviews)

from
$175
per night

Vacation rental for 4 people, with pool, with pets
4 pers., 3 bedrooms, 500yd to the beach, Pets allowed
4.5
(53 reviews)

from
$631
per night

Vacation rental for 17 people, with pool and terrace as well as jacuzzi
17 pers., 6 bedrooms, 450yd to the beach, Pets allowed
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Vacation Rentals with Pool
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from
$224
per night

Apartment for 4 people, with pool and garden
4 pers., 2 bedrooms, 400yd to the beach
4.3
(16 reviews)

from
$461
per night

Vacation rental for 3 people, with pool and garden as well as jacuzzi, child-friendly
3 pers., 3 bedrooms, 1,399ft², 100yd to the beach
4.5
(5 reviews)

from
$876
per night

Vacation rental for 24 people, with terrace and pool as well as view, with pets
24 pers., 8 bedrooms, 650yd to the beach
4.8
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Vacation Rentals with Internet
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from
$341
per night

Vacation rental for 6 people, with pool
6 pers., 3 bedrooms, 2mi to the beach
4.2
(14 reviews)

from
$860
per night

Vacation rental for 25 people, with pool and jacuzzi as well as terrace, child-friendly
25 pers., 8 bedrooms, 650yd to the beach

from
$170
per night

Vacation rental for 4 people, with terrace, child-friendly
4 pers., 2 bedrooms, 500yd to the beachFREE cancellation
4.3
(14 reviews)
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Vacation Rentals with Air Conditioning
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from
$313
per night

Vacation rental for 8 people, with pool and terrace, with pets
8 pers., 1 bedroom, 250yd to the beach
5.0
(2 reviews)

from
$187
per night

Vacation rental for 4 people, with pool and garden
4 pers., 2 bedrooms, 200yd to the beachFREE cancellation

from
$133
per night

Vacation rental for 3 people, with pool and garden
3 pers., 1 bedroom, 200yd to the beachFREE cancellation
3.6
(10 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 37
Internet 48
Balcony/Terrace 46
TV 51
Air conditioning 49
Parking 44
Washing machine 40
Sauna 27
Heating 55

Other property types in Siesta Key that might be interesting:

Prices and availability

Prices

May
June
July
August
September
$436
Apr 03 - Apr 10
$436 per night
Apr 10 - Apr 17
$412 per night
Apr 17 - Apr 24
$406 per night
Apr 24 - May 01
$375 per night
May 01 - May 08
$344 per night
May 08 - May 15
$331 per night
May 15 - May 22
$331 per night
May 22 - May 29
$341 per night
May 29 - Jun 05
$366 per night
Jun 05 - Jun 12
$365 per night
Jun 12 - Jun 19
$358 per night
Jun 19 - Jun 26
$360 per night
Jun 26 - Jul 03
$366 per night
Jul 03 - Jul 10
$387 per night
Jul 10 - Jul 17
$391 per night
Jul 17 - Jul 24
$373 per night
Jul 24 - Jul 31
$379 per night
Jul 31 - Aug 07
$376 per night
Aug 07 - Aug 14
$347 per night
Aug 14 - Aug 21
$356 per night
Aug 21 - Aug 28
$361 per night
Aug 28 - Sep 04
$338 per night
Sep 04 - Sep 11
$338 per night
Sep 11 - Sep 18
$352 per night
Average price per week

Availabilities

May
June
July
August
September
81 %
Apr 03 - Apr 10
0 %
Apr 10 - Apr 17
28 %
Apr 17 - Apr 24
24 %
Apr 24 - May 01
46 %
May 01 - May 08
37 %
May 08 - May 15
34 %
May 15 - May 22
34 %
May 22 - May 29
44 %
May 29 - Jun 05
46 %
Jun 05 - Jun 12
43 %
Jun 12 - Jun 19
55 %
Jun 19 - Jun 26
43 %
Jun 26 - Jul 03
51 %
Jul 03 - Jul 10
63 %
Jul 10 - Jul 17
62 %
Jul 17 - Jul 24
51 %
Jul 24 - Jul 31
60 %
Jul 31 - Aug 07
67 %
Aug 07 - Aug 14
74 %
Aug 14 - Aug 21
77 %
Aug 21 - Aug 28
81 %
Aug 28 - Sep 04
79 %
Sep 04 - Sep 11
81 %
Sep 11 - Sep 18
79 %
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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