Vacation Rentals in Siesta Key

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Best vacation rental deals in Siesta Key

Sat, 12/26 - Sun, 01/03
Apartment for 6 people, with pool
6 pers., 2 bedrooms, 775ft², 350yd to the beach
4.1
14 reviews

8 nights
$2,184

$2,387-9%
Sat, 12/05 - Sat, 12/19
Vacation house for 12 people, with jacuzzi and terrace as well as pool, with pets
12 pers., 5 bedrooms, 1mi to the beach

14 nights
$8,787

$11,972-27%
Sat, 12/05 - Sat, 12/19
Vacation house for 14 people, with balcony and jacuzzi as well as pool, child-friendly
14 pers., 6 bedrooms, 1mi to the beach

14 nights
$8,787

$11,957-27%

Vacation Rentals in Siesta Key

Vacation house for 8 people, with pool and terrace, with pets
8 pers., 1 bedroom, 250yd to the beach
5.0
2 reviews
Siesta Key, Southwest Florida

from
$293
per night

Apartment for 6 people, with pool
6 pers., 2 bedrooms, 450yd to the beach
Siesta Key, Southwest Florida

from
$180
per night

Vacation house for 6 people, with pool
6 pers., 2 bedrooms, 0.7mi to the beach
5.0
1 review
Siesta Key, Southwest Florida

from
$243
per night

Vacation house for 12 people, with pool
12 pers., 3 bedrooms, 400yd to the beach
3.9
3 reviews
Siesta Key, Southwest Florida

from
$899
per night

Vacation house for 9 people
9 pers., 3 bedrooms, 700yd to the beach
5.0
3 reviews
Siesta Key, Southwest Florida

from
$202
per night

Vacation house for 6 people
6 pers., 2 bedrooms, 150yd to the beach
3.0
3 reviews
Siesta Key, Southwest Florida

from
$145
per night

Vacation house for 6 people, with pool
6 pers., 2 bedrooms, 300yd to the beach
4.4
1 review
Siesta Key, Southwest Florida

from
$337
per night

Apartment for 6 people, with jacuzzi and pool as well as garden, child-friendly
6 pers., 1 bedroom, 350yd to the beach
4.0
100 reviews
Siesta Key, Southwest Florida

from
$153
per night

Vacation house for 9 people, with pool, child-friendly
9 pers., 2 bedrooms, 350yd to the beach
4.3
8 reviews
Siesta Key, Southwest Florida

from
$154
per night

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Pet-friendly Vacation Rentals

Vacation house for 10 people, with terrace and pool
10 pers., 3 bedrooms, 600yd to the beach,
4.5
3 reviews
Siesta Key, Southwest Florida

from
$189
per night

Vacation house for 9 people, with pool and garden, with pets
9 pers., 3 bedrooms, 1.7mi to the beach,
Siesta Key, Southwest Florida

from
$184
per night

Vacation house for 8 people
8 pers., 3 bedrooms, 950yd to the beach,
Siesta Key, Southwest Florida

from
$330
per night

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Vacation Rentals with Pool

Apartment for 6 people, with pool and terrace
6 pers., 2 bedrooms, 20yd to the beach
4.7
16 reviews
Siesta Key, Southwest Florida

from
$322
per night

Vacation house for 6 people, with pool
6 pers., 2 bedrooms, 400yd to the beach
4.1
10 reviews
Siesta Key, Southwest Florida

from
$121
per night

Villa for 6 people, with pool and garden
6 pers., 2 bedrooms, 700ft², 450yd to the beach
3.7
150 reviews
Siesta Key, Southwest Florida

from
$112
per night

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Vacation Rentals with Internet

Apartment for 5 people, with pool
5 pers., 2 bedrooms, 20yd to the beach
Siesta Key, Southwest Florida

from
$423
per night

Apartment for 7 people, with pool
7 pers., 2 bedrooms, 200yd to the beach
4.4
5 reviews
Siesta Key, Southwest Florida

from
$380
per night

Apartment for 4 people, with garden and sauna
4 pers., 1 bedroom, 650yd to the beach
Siesta Key, Southwest Florida

from
$186
per night

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Highlights Siesta Key

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

Most popular in Siesta Key

Pool 1,823
Internet 2,137
Balcony/Terrace 1,377
TV 1,895
Air conditioning 2,053
Parking 1,909
Washing machine 1,649
Heating 1,836
Elevator 878

Prices and availability

Prices

December
January
February
March
April
May
$495
Nov 21 - Nov 28
$326 per night
Nov 28 - Dec 05
$347 per night
Dec 05 - Dec 12
$343 per night
Dec 12 - Dec 19
$352 per night
Dec 19 - Dec 26
$403 per night
Dec 26 - Jan 02
$415 per night
Jan 02 - Jan 09
$393 per night
Jan 09 - Jan 16
$384 per night
Jan 16 - Jan 23
$382 per night
Jan 23 - Jan 30
$381 per night
Jan 30 - Feb 06
$403 per night
Feb 06 - Feb 13
$417 per night
Feb 13 - Feb 20
$429 per night
Feb 20 - Feb 27
$448 per night
Feb 27 - Mar 06
$450 per night
Mar 06 - Mar 13
$438 per night
Mar 13 - Mar 20
$449 per night
Mar 20 - Mar 27
$484 per night
Mar 27 - Apr 03
$495 per night
Apr 03 - Apr 10
$443 per night
Apr 10 - Apr 17
$444 per night
Apr 17 - Apr 24
$458 per night
Apr 24 - May 01
$406 per night
May 01 - May 08
$383 per night
Average price per week

Availabilities

December
January
February
March
April
May
62 %
Nov 21 - Nov 28
36 %
Nov 28 - Dec 05
47 %
Dec 05 - Dec 12
56 %
Dec 12 - Dec 19
59 %
Dec 19 - Dec 26
37 %
Dec 26 - Jan 02
12 %
Jan 02 - Jan 09
38 %
Jan 09 - Jan 16
40 %
Jan 16 - Jan 23
37 %
Jan 23 - Jan 30
35 %
Jan 30 - Feb 06
24 %
Feb 06 - Feb 13
15 %
Feb 13 - Feb 20
11 %
Feb 20 - Feb 27
11 %
Feb 27 - Mar 06
17 %
Mar 06 - Mar 13
15 %
Mar 13 - Mar 20
13 %
Mar 20 - Mar 27
13 %
Mar 27 - Apr 03
10 %
Apr 03 - Apr 10
10 %
Apr 10 - Apr 17
52 %
Apr 17 - Apr 24
55 %
Apr 24 - May 01
60 %
May 01 - May 08
62 %
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?

We can see from our data that Siesta Key has an average price of $319.42 per night, a relatively high one under the destinations in the USA.

Which month allows you to save the most on vacation rentals?

If you are looking to make the most of your money, the most budget-friendly months to visit Siesta Key are October ($257.89 the average per night for accommodation), November ($262.16), and September ($265.59).

During which months are vacation rentals more expensive in Siesta Key?

At the time of booking a vacation rental in Siesta Key, the highest prices are found in the month of March (with an average of $422.23 per night), followed by February ($408.31), and April ($382.77).

Is Siesta Key a good location for a last-minute getaway?

It's worthwhile to be proactive in Siesta Key as only 23% of the accommodations are free throughout the year, following the data observed in 2019.

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

In 2019, the months with the largest number of available properties of the year in Siesta Key were September, May and August, with average availabilities of 41.5%, 35.25%, and 33%, respectively.

Which months is it more difficult to find available vacation rentals??

According to data from 2019, the months when it is most difficult to find accommodation in Siesta Key are, in order, February (with 2.6% of available rentals), March (7.5%), and January (15%).

Are there many rentals in Siesta Key?

Our inventory features approximately 2300 properties from 9 partners.

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