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Vacation Rentals in Siesta Key

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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Discover Island Paradise From Your Siesta Key Vacation Rental

Not far from Sarasota, and just next to the enticing Gulf of Mexico, sits the eight mile long Siesta Key. It’s been named America’s Best Beach, and once you get here, it’s easy to see why. Its four main beaches are best known for their white sand, pure blue waters, and lots of sports activities.

A family-friendly location, the region is ideal for those with children, however Siesta Key also offers the perfect romantic setting for couples. Dinner while bathed in moonlight at a waterfront oyster bar? Breakfast from your beach terrace in your Siesta Key vacation home? With any Siesta Key vacation rental you choose, you’ll have direct access to the bay and beach — just footsteps away. Around the shore are many dining options and plenty of activities to choose from. Restaurants range from budget to luxurious; the beaches here some of the most coveted in the country. In short, Siesta Key is an island paradise.

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Best Vacation Home Deals in Siesta Key

Condo Siesta Key
Dec 2 - Dec 9
-72%
$758
$209 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Siesta Key with Pool, Yard & Grill + Gulf View
5.0
"Excellent" (59 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Aug 19 - Aug 26
-15%
$189
$160 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Siesta Key with Grill, Pool & Yard + Possible View + Close to Beach
4.8
"Excellent" (162 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Oct 28 - Nov 4
-28%
$195
$141 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Siesta Key with Pool, Grill & Yard + Next to Beach
4.7
"Outstanding" (51 ratings)
Siesta Key, Sarasota County, Florida, United States
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Book a welcoming accommodation for as little as $100 per night by searching and comparing the 4,662 options available in Siesta Key. The website HomeToGo immediately sorts all of these accommodations so you can save up to 22%!

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Top-Rated Rentals and Accommodations in Siesta Key

Condo Siesta Key
Oct 28 - Nov 4
-37%
$500
$313 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Siesta Key with Pool & Grill + Gulf View
5.0
"Excellent" (124 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Aug 19 - Aug 26
-22%
$360
$280 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Sarasota with Pool & Grill + Great Views
5.0
"Excellent" (82 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Dec 9 - Dec 16
$265 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Condo in Siesta Key with Grill, Pool & Yard + Water View
5.0
"Excellent" (29 ratings)
Siesta Key, Sarasota County, Florida, United States
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Recommended Vacation Rentals in Siesta Key

Find your perfect vacation rental in Siesta Key: from $111 per night

Condo Siesta Key
Aug 19 - Aug 26
$273 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Siesta Key with Circular Pool + Panoramic View
5.0
"Excellent" (70 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Aug 5 - Aug 12
$139 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Rental Condo in Siesta Key with Sauna, Grill & Pool + Good View + Beach Nearby
4.7
"Outstanding" (213 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Aug 19 - Aug 26
-27%
$202
$146 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Bright Condo in Siesta Key with Ample Parking
5.0
"Excellent" (139 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Sep 16 - Sep 23
-32%
$310
$210 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Luxurious Condo in Siesta Key with Private Garage + Waterfront Views
5.0
"Excellent" (13 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Aug 12 - Aug 19
$161 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Siesta Key with Pool & Grill + Waterfront Views
5.0
"Excellent" (125 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Sep 9 - Sep 16
-52%
$400
$192 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Siesta Key with Pool & Grill
4.9
"Excellent" (52 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
Aug 19 - Aug 26
-24%
$347
$265 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (16 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Aug 12 - Aug 19
-22%
$171
$133 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Lovely Condo in Siesta Key with Great Barbecue
5.0
"Excellent" (67 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Oct 20 - Oct 27
$161 per night
Condo ∙ 2 guests ∙ 1 bedroom
Condo in Siesta Key with Sauna, Grill & Pool + Beach Nearby
4.9
"Excellent" (48 ratings)
Siesta Key, Sarasota County, Florida, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Siesta Key

Condo Siesta Key
May 6 - May 13
-50%
$202
$100 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Siesta Key with Pool
4.0
"Very good" (1 rating)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Sep 16 - Sep 23
-44%
$246
$138 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Siesta Key with Grill & Pool + Gulf View
4.0
"Very good" (3 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Aug 19 - Aug 26
-55%
$279
$125 per night
Condo ∙ 3 guests ∙ 1 bedroom
Condo in Lido Key with Private Patio
5.0
"Excellent" (119 ratings)
Siesta Key, Sarasota County, Florida, United States
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Siesta Key and book a vacation rental with air conditioning.

House Aircondition Siesta Key
May 11 - May 18
-23%
$303
$233 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Siesta Key with Grill + Beach View
4.8
"Excellent" (73 ratings)
Siesta Key, Sarasota County, Florida, United States
Aircondition
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Condo Aircondition Siesta Key
Aug 19 - Aug 26
-27%
$218
$158 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Siesta Key with Pool & Grill + Courtyard Views + Next to Beach
4.7
"Outstanding" (64 ratings)
Siesta Key, Sarasota County, Florida, United States
Aircondition
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Condo Aircondition Siesta Key
Aug 21 - Aug 28
-28%
$201
$145 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Bright Condo in Siesta Key with Ample Parking
5.0
"Excellent" (139 ratings)
Siesta Key, Sarasota County, Florida, United States
Aircondition
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Siesta Key accommodation with high-speed internet.

Condo Internet Siesta Key
Aug 12 - Aug 19
-36%
$249
$159 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Siesta Key with Grill & Pool
4.9
"Excellent" (114 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
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House Internet Siesta Key
Sep 2 - Sep 9
-29%
$211
$149 per night
House ∙ 4 guests ∙ 3 bedrooms
House in Sarasota with Grill, Pool & Yard
4.7
"Outstanding" (168 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
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Condo Internet Siesta Key
Dec 9 - Dec 16
-47%
$381
$201 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Siesta Key with Pool & Yard
4.9
"Excellent" (74 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Siesta Key with their own private patios and balconies.

House Balcony/Patio Siesta Key
Jul 5 - Jul 12
$218 per night
House ∙ 4 guests ∙ 3 bedrooms
House in Sarasota with Grill, Yard & Pool
5.0
"Excellent" (6 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
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Condo Balcony/Patio Siesta Key
Sep 2 - Sep 9
$190 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Condo in Siesta Key with Grill & Pool
4.9
"Excellent" (143 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
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Condo Balcony/Patio Siesta Key
Aug 5 - Aug 12
$160 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Siesta Key with Pool & Grill + Waterfront Views
5.0
"Excellent" (125 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
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Popular Rental Amenities in Siesta Key

  • Internet (6,776)
  • Kitchen (6,756)
  • Air conditioning (6,592)
  • Microwave (6,416)
  • TV (6,389)
  • No smoking (6,016)
  • Pool (5,377)
  • Dishwasher (5,259)
  • No pets (5,239)
  • Grill (4,998)
  • Washer (4,675)
  • Fishing (2,553)

Properties can be selected based on different criteria. Above, you can see the number of rentals that include a specific feature in Siesta Key. Siesta Key is the ideal spot to look for a property if you need internet access during your vacation or you never miss an episode of your favorite show, as the most common features are "Internet" and "TV." You can even find rentals if you want a rental providing a crib (222 rentals include "Crib" in Siesta Key) or if you enjoy soaking in the hot tub (133 rentals in Siesta Key include "Hot tub").

Price and Availability Index in Siesta Key

Vacation Rental Price Information in Siesta Key

The graph shows the average rental prices for the next twelve months in Siesta Key. Prices in a week of February (2/18 - 2/25) go up to $1,990 per night, which is the highest average price in the next 12 months. Conversely, the cheapest average prices are in a week of September (9/17 - 9/24).

Rental Availability Information in Siesta Key

Check out the graph above to find out how many accommodations are available in Siesta Key(in %). It is harder to find an accommodation during a week of February (2/18 - 2/25), as 91% of the rentals are booked. Conversely, it is in May (5/27 - 6/3) that the highest percentage of rentals are available.

The Weather in Siesta Key

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57°
5 days 5
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6 days 6
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59°
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64°
7 days 7
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88°
68°
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90°
73°
14 days 14
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75°
16 days 16
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75°
18 days 18
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84°
68°
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max.
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79°
61°
6 days 6
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77°
59°
5 days 5
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

7-Day Weather Forecast in Siesta Key

Thu, 2 Feb
78°
68°

0%

2 h

4 mi/h

Fri, 3 Feb
77°
64°

0%

1 h

9 mi/h

Sat, 4 Feb
69°
59°

0%

1 h

12 mi/h

Sun, 5 Feb
75°
68°

0%

1 h

9 mi/h

Mon, 6 Feb
75°
64°

0%

2 h

7 mi/h

Tue, 7 Feb
77°
68°

0%

2 h

10 mi/h

Wed, 8 Feb
78°
71°

90%

1 h

10 mi/h

Accommodations for your vacation in Siesta Key

In Siesta Key, house rental are the most frequent accommodation option. Additionally, These properties have a median size of 194 m² as well as a median price of $867 a night. Furthermore, the majority of house rental in Siesta Key can welcome 8 guests, which makes it a great destination for large groups. Apartment rental represent the other most typical accommodation type in Siesta Key. Our data reveals that the average price of apartment rental is $467 a night for an area of 116 m².
Where to find the best food in Siesta Key?

Eating and Drinking

Being a beach destination means there’s unlimited seafood to enjoy. When you come to Siesta Key, be sure to try out the well-known seafront restaurants. Try the freshest lobsters, crabs and crayfish; sip margaritas in the sunshine, or twilight. Whether cooking in your Siesta Key vacation rental, or dining out in this relaxed beachside destination, you’ll enjoy this part of every day life.

What is the weather like in Siesta Key?

What Weather Can You Expect on Your Siesta Key Vacation?

Come to your Siesta Key vacation rental during the summer to enjoy Siesta Key’s warm yet temperate climate. May through September are the warmest months of the year, while Siesta Key’s cold season goes from December until February. So if you want to get some sunbathing in, plan to come during the early to mid-summer months.

What are the top sights in Siesta Key?

The Best Beaches to Book a Siesta Key Rental Near

Watersport lovers will have a blast in Siesta Key; it’s the ultimate beach destination. Its four main areas are: Siesta Beach, Crescent Beach, Turtle Beach and Siesta Key Village. When staying in your Siesta Key vacation rental, try visiting each one, as they all have a unique charm.

1. Siesta Beach

The most popular, Siesta Beach, was in fact rated the number one beach in the United States in 2011. Here, you can lounge on its lovely quartz sand, enjoying the cool feeling under your toes. Try some active sports in the tennis and volleyball courts, or go with your family for a picnic. Siesta Beach is ideal for swimming, as the water is shallow near the shore and there is lifeguard protection all year round.

2. Crescent Beach

For catching the gorgeous sunset, head to Crescent Beach. It is an area rich in coral and active marine life. The pristine white sands of the beach are ideal for sunbathing. With its stunning blue waters and peaceful vibe, it’s also a great place for a romantic date with your favorite person.

3. Turtle Beach

You’ll find Turtle Beach on Siesta Key’s southern tip. Its notably darker sands have more shells, so if you love collecting, or have little ones who do, head there. There are also playgrounds and areas for playing sport on the sand. Turtle Beach is known mainly for a large number of sea turtle nesting on its shore. The area is a popular spot for embarking on boating rides, paddleboarding, kayaking, canoeing, and jet skiing.

4. Siesta Key Village

Siesta Village is a destination where you’ll get to see parrots and various shorebirds. Don’t forget your camera if you enjoy nature photography. You may just spy a beautiful snowy egret, an ibis or a stork. Those who love the underwater thrill of snorkeling can head out to Point of Rocks. It’s an area lauded as the best spot on Florida’s west coast for snorkeling.

What are the best activities for families in Siesta Key?

Siesta Key with Kids

Got kids? After a morning sleeping in at your Siesta Key vacation home, go check out the Crowley Museum & Nature Center, where you can enjoy hiking around nature trails, visit the wildlife sanctuary, and overlook the Myakka River. Another interesting place for kids near to your Siesta Key vacation rental is the Florida Gulf Coast Railroad Museum, open most weekends. At the Mote Marine Laboratory and Science Center, both young and old can enjoy learning about marine life. Visit their giant aquariums and see sharks, eels or manatees up close. If your young ones ever want to experience circus life, they can learn all about it at the Circus Museum.

Whether you choose to lounge around on the beach all day, work on your tan, or take up a more active vacation activities around Siesta Key Beach, you’ll have a great time. Your Siesta Key vacation home has all the amenities you need to make this vacation perfect.

Where are the unique attractions in Siesta Key?

5 Cool Tours and Excursions from Siesta Key

Siesta Key offers various kayaking tours in the shallow, Intracoastal channel, where you can see different species of birds, fish, and shellfish. The tours usually happen on single kayaks and make for an adventurous time. Go for a parasailing tour if you want to enjoy a breathtaking view of the pristine coast and the shimmering waters.

Scuba diving remains one of the more popular activities on Siesta Key. The warm weather allows for diving around the local artificial reefs and natural areas all through the year. You can choose from a diverse range of scuba diving tours operated by professional companies. They offer everything from relaxing recreational and to full technical diving trips.

Florida’s west coast is one of the best places to do a fishing tour. There are many private tour companies to provide you with all levels of fishing experience both onshore and offshore. Also, do take a guided culinary tour in Siesta Key as they are entertaining, interesting, informational, and most of all will satiate your taste buds like nothing else. They also provide a sneak peek into the rich history of the place. You can ask the management at your vacation rental to find out about the best companies for each of the tours.

What are the must-see attractions in Siesta Key?

Other Must-See Sites to Visit from Your Siesta Key Beach Rental

Point of Rocks

Forming a natural boundary at Crescent Beach's south end, Point-of-Rocks is great for snorkeling and shallow-water bathing. Children will especially enjoy discovering the marine life.

Siesta Farmers Market

This market has it all from fruit, vegetables and olive oil, to paintings, vintage photos, shell artwork, ceramics and beauty products. After bargain hunting, relax with a coffee and enjoy the live music.

Frequently Asked Questions

How many holiday homes are available to book in Siesta Key?

August has the highest amount of House rental and Apartment rental in Siesta Key available, so you can expect plenty of offers.

What are the most popular amenities for holiday homes in Siesta Key?

If you're looking to book a vacation rental in Siesta Key, others search for accommodation with these amenities: Internet, TV and Pool.

Are pets allowed in vacation rentals in Siesta Key?

If you are traveling with a dog in Siesta Key - 16% of vacation homes allow pets.

What's the best time to travel to Siesta Key?

Siesta Key has its warmest time of year in August and June, with average prices of $111 per night.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Siesta Key TripAdvisor Vacation Rentals in Siesta Key Vrbo Vacation Rentals in Siesta Key VacationRentals.com Vacation Rentals in Siesta Key HouseTrip Vacation Rentals in Siesta Key FlipKey Vacation Rentals in Siesta Key Homestay.com Vacation Rentals in Siesta Key Only-apartments Vacation Rentals in Siesta Key Interhome Vacation Rentals in Siesta Key Novasol Vacation Rentals in Siesta Key HomeEscape Vacation Rentals in Siesta Key

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