Vacation Rentals in Siesta Key

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Popular Accommodations in Siesta Key

Vacation house for 6 people, with pool and balcony/terrace as well as jacuzzi
6 pers., 1 bedroom, 5.2mi to the beach
5.0
2 reviews
Siesta Key, Southwest Florida
from
$268per night
Vacation house for 6 people, with balcony/terrace and pool as well as balcony
6 pers., 2 bedrooms, 1,496ft², 200yd to the beach
Siesta Key, Southwest Florida
from
$258per night
Apartment for 6 people, with pool and balcony/terrace
6 pers., 1 bedroom, 764ft², 10yd to the beach
4.9
20 reviews
Siesta Key, Southwest Florida
from
$206per night
Vacation house for 6 people, with pool
6 pers., 3 bedrooms, 0.6mi to the beach
Siesta Key, Southwest Florida
from
$558per night
Vacation house for 12 people
12 pers., 2 bedrooms, 200yd to the beach
5.0
2 reviews
Siesta Key, Southwest Florida
from
$503per night
Villa for 5 people, with garden and pool
5 pers., 2 bedrooms, 1,195ft², 350yd to the beach
4.8
20 reviews
Siesta Key, Southwest Florida
from
$249per night
Vacation house for 10 people, with garden and pool
10 pers., 4 bedrooms, 3,498ft², 1.1mi to the beach
5.0
7 reviews
Siesta Key, Southwest Florida
from
$1,280per night
Cottage for 2 people, with garden and pool
2 pers., 1 bedroom, 495ft², 500yd to the beach
4.7
20 reviews
Siesta Key, Southwest Florida
from
$183per night
Apartment for 6 people, with balcony/terrace and jacuzzi as well as balcony
6 pers., 2 bedrooms, 350yd to the beach
4.4
2 reviews
Siesta Key, Southwest Florida
from
$383per night
Apartment for 6 people, with sauna and balcony as well as balcony/terrace and pool
6 pers., 2 bedrooms, 1,087ft², 100yd to the beach
4.7
20 reviews
Siesta Key, Southwest Florida
from
$304per night
Vacation house for 8 people, with pool and garden
8 pers., 2 bedrooms, 980ft², 200yd to the beach
4.8
20 reviews
Siesta Key, Southwest Florida
from
$627per night
Vacation house for 10 people, with garden and pool as well as jacuzzi
10 pers., 3 bedrooms, 1,496ft², 600yd to the beach
4.1
20 reviews
Siesta Key, Southwest Florida
from
$602per night
Vacation house for 6 people, with pool and garden
6 pers., 2 bedrooms, 550yd to the beach
Siesta Key, Southwest Florida
from
$355per night
Apartment for 4 people, with sauna and pool as well as balcony/terrace
4 pers., 2 bedrooms, 1,098ft², 50yd to the beach
4.5
20 reviews
Siesta Key, Southwest Florida
from
$172per night
Vacation house for 24 people, with pool and balcony/terrace
24 pers., 8 bedrooms, 250yd to the beach
4.4
15 reviews
Siesta Key, Southwest Florida
from
$425per night
Vacation house for 6 people, with pool and balcony/terrace
6 pers., 2 bedrooms, 1,109ft², 650yd to the beach
4.3
20 reviews
Siesta Key, Southwest Florida
from
$253per night
Apartment for 4 people, with balcony/terrace and pool
4 pers., 2 bedrooms, 750yd to the beach
4.7
14 reviews
Siesta Key, Southwest Florida
from
$285per night
Apartment for 6 people
4.6
20 reviews
Siesta Key, Southwest Florida
from
$405per night
Show all

Highlights Siesta Key

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

Most popular in Siesta Key

Pool 1,648
Internet 1,917
Balcony/Terrace 1,380
TV 1,851
Air conditioning 1,829
Parking 1,722
Washing machine 1,548
Heating 1,614
Elevator 811

Prices and availability

Prices

August
September
October
November
December
$416
Jul 11 - Jul 18
$329 per night
Jul 18 - Jul 25
$315 per night
Jul 25 - Aug 01
$311 per night
Aug 01 - Aug 08
$312 per night
Aug 08 - Aug 15
$313 per night
Aug 15 - Aug 22
$312 per night
Aug 22 - Aug 29
$315 per night
Aug 29 - Sep 05
$335 per night
Sep 05 - Sep 12
$358 per night
Sep 12 - Sep 19
$340 per night
Sep 19 - Sep 26
$326 per night
Sep 26 - Oct 03
$324 per night
Oct 03 - Oct 10
$291 per night
Oct 10 - Oct 17
$296 per night
Oct 17 - Oct 24
$325 per night
Oct 24 - Oct 31
$314 per night
Oct 31 - Nov 07
$325 per night
Nov 07 - Nov 14
$347 per night
Nov 14 - Nov 21
$359 per night
Nov 21 - Nov 28
$346 per night
Nov 28 - Dec 05
$362 per night
Dec 05 - Dec 12
$416 per night
Dec 12 - Dec 19
$405 per night
Dec 19 - Dec 26
$412 per night
Average price per week

Availabilities

August
September
October
November
December
66 %
Jul 11 - Jul 18
10 %
Jul 18 - Jul 25
15 %
Jul 25 - Aug 01
19 %
Aug 01 - Aug 08
27 %
Aug 08 - Aug 15
39 %
Aug 15 - Aug 22
48 %
Aug 22 - Aug 29
55 %
Aug 29 - Sep 05
57 %
Sep 05 - Sep 12
56 %
Sep 12 - Sep 19
56 %
Sep 19 - Sep 26
55 %
Sep 26 - Oct 03
56 %
Oct 03 - Oct 10
50 %
Oct 10 - Oct 17
47 %
Oct 17 - Oct 24
50 %
Oct 24 - Oct 31
55 %
Oct 31 - Nov 07
56 %
Nov 07 - Nov 14
53 %
Nov 14 - Nov 21
55 %
Nov 21 - Nov 28
47 %
Nov 28 - Dec 05
56 %
Dec 05 - Dec 12
64 %
Dec 12 - Dec 19
66 %
Dec 19 - Dec 26
50 %
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.

FAQ: Frequently asked questions about 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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