Vacation Rentals in Siesta Key - HomeToGo base64Hash Vacation Rentals in Siesta Key - HomeToGo

Vacation Rentals in Siesta Key

Find 6,062 available offers from 17 partners
Siesta Key
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Siesta Key
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Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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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Vacation rentals and apartments with air conditioning

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

House  Siesta Key
Jan 4 - Jan 11
-23%
$259
$199 per night
House ∙ 4 guests ∙ 2 bedrooms

Beautiful Vacation Home in Siesta Key

4.6
Excellent (41 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
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Apartment  Siesta Key
Feb 8 - Feb 15
$194 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Rental Apartment in Lido Key with Grill & Pool

4.7
Excellent (35 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
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House  Siesta Key
Sep 8 - Sep 15
-56%
$700
$311 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Siesta Key with Grill & Patio + Ocean Views

4.5
Excellent (30 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
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Vacation rentals with Wi-Fi

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

Apartment  Siesta Key
Jan 11 - Jan 18
-33%
$204
$138 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Lovely Rental Apartment in Siesta Key

4.4
Very good (29 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
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Condo  Siesta Key
Sep 8 - Sep 15
-71%
$614
$176 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Siesta Key with Pool & Patio

Siesta Key, Sarasota County, Florida, United States
Internet
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House  Siesta Key
Nov 16 - Nov 23
$288 per night
House ∙ 7 guests ∙ 2 bedrooms

House in Siesta Key with Pool + Next to Beach

4.0
Very good (6 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.

Villa  Siesta Key
Aug 10 - Aug 17
$155 per night
Villa ∙ 5 guests ∙ 2 bedrooms

Villa in Siesta Key with Yard, Patio & Grill + Peek-A-Boo View + Beach Nearby

4.7
Excellent (106 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
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House  Siesta Key
Nov 16 - Nov 23
$475 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Siesta Key with Patio, Pool & Yard

5.0
Outstanding (2 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
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House  Siesta Key
May 11 - May 18
-55%
$882
$394 per night
House ∙ 11 guests ∙ 4 bedrooms

Vacation Home in Siesta Key with Grill & Pool

4.7
Excellent (99 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
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Best Vacation Home Deals in Siesta Key

Save up to 62%

House Siesta Key
Sep 8 - Sep 15
-62%
$467
$178 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Siesta Key with Ample Parking

4.5
Excellent (35 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Nov 16 - Nov 23
-39%
$550
$338 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Pleasant Condo in Siesta Key with Pool & Grill

4.7
Excellent (6 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Aug 17 - Aug 24
-47%
$392
$208 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Wonderful Condo in Siesta Key with Grill & Pool + Gorgeous View

Siesta Key, Sarasota County, Florida, United States
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Book a welcoming accommodation for as little as $133 per night by searching and comparing the 6,062 options available in Siesta Key. The website HomeToGo immediately sorts all of these accommodations so you can save up to 59%!

Recommended Vacation Rentals in Siesta Key

Find your perfect vacation rental in Siesta Key: from $133 per night

Condo Siesta Key
May 25 - Jun 1
$575 per night
Condo ∙ 10 guests ∙ 4 bedrooms

Condo in Siesta Key with Grill & Pool

Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
May 11 - May 18
$221 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Ridge Wood Heights with Grill, Patio & Yard

5.0
Outstanding (46 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
Aug 24 - Aug 31
-32%
$342
$233 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Siesta Key with Grill & Pool

Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
Apr 27 - May 4
-21%
$257
$202 per night
House ∙ 4 guests ∙ 1 bedroom

Wonderful House in Siesta Key with Yard + Next to Beach

4.6
Excellent (24 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Aug 10 - Aug 17
$158 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Sarasota with Pool & Grill

4.7
Excellent (10 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
Aug 17 - Aug 24
$523 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Siesta Key with Spacious Patio + One-Of-A-Kind Views

4.7
Excellent (34 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Jan 11 - Jan 18
-43%
$389
$220 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Sarasota with Grill & Pool

5.0
Outstanding (67 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Sep 8 - Sep 15
-33%
$296
$198 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Nice Condo in Siesta Key with Yard, Pool & Patio + Beach Views

5.0
Outstanding (4 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
Jun 1 - Jun 8
$344 per night
House ∙ 24 guests ∙ 8 bedrooms

House in Sarasota with Private Parking

4.9
Outstanding (128 ratings)
Siesta Key, Sarasota County, Florida, United States
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Budget-friendly Vacation Rentals in Siesta Key

Find Fantastic yet Inexpensive Offers

House Siesta Key
May 18 - May 25
-38%
$565
$349 per night
House ∙ 10 guests ∙ 5 bedrooms

Entire Vacation Home in South Sarasota with Weekly Pool

5.0
Outstanding (8 ratings)
Siesta Key, Sarasota County, Florida, United States
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Apartment Siesta Key
Dec 14 - Dec 21
$178 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

Apartment in Lido Key with Grill & Pool

4.7
Excellent (66 ratings)
Siesta Key, Sarasota County, Florida, United States
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Cottage Siesta Key
Aug 17 - Aug 24
-63%
$305
$113 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Lovely Cottage in Siesta Key with Grill & Patio + Close to Beach

4.0
Very good (31 ratings)
Siesta Key, Sarasota County, Florida, United States
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Top-Rated Rentals and Accommodations in Siesta Key

Book Vacation Rental Offers with the Highest User Rating

House Siesta Key
May 4 - May 11
-22%
$269
$210 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Sarasota with Safe Parking

5.0
Outstanding (21 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Jan 4 - Jan 11
-24%
$375
$285 per night
Condo ∙ 5 guests ∙ 3 bedrooms

Condo in Siesta Key with Pool

5.0
Outstanding (9 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
Jan 11 - Jan 18
$769 per night
House ∙ 14 guests ∙ 5 bedrooms

House in Sarasota with Grill + Spectacular Views

5.0
Outstanding (1 rating)
Siesta Key, Sarasota County, Florida, United States
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Popular Rental Amenities in Siesta Key

  • Pool (4,875)
  • Pet-friendly (976)
  • Balcony/patio (2,046)
  • WiFi (6,010)
  • Air conditioning (5,862)
  • Kitchen (5,957)
  • Washing machine (4,096)
  • TV (5,599)
  • Parking (452)
  • Microwave (5,278)
  • Dishwasher (4,501)
  • No smoking (5,853)

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're dreaming of days spent poolside or you bring your pet everywhere, as the most common features are "Pool" and "Pets allowed." You can even find rentals if you want a rental providing a crib (630 rentals include "Crib" in Siesta Key) or if you need a fenced-in backyard (220 rentals in Siesta Key include "Fenced").

Price and Availability Index in Siesta Key

Click on any bar to see price and availability information

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 March (3/9 – 3/16) go up to $593 per night, which is the highest average price in the next 12 months. Conversely, the cheapest average prices are in a week of September (9/28 – 10/5).

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 March (3/23 – 3/30), as 91% of the rentals are booked. Conversely, it is in August (8/17 – 8/24) that the highest percentage of rentals are available.

The Weather in Siesta Key

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14 days 14
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15 days 15
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68°
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6 days 6
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59°
5 days 5
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Find the Siesta Key climate diagram. In the next 6 months, August will have higher average temperatures. February is the coolest month, with average minimal temperature reaching 55°. The rainiest month is August while the driest month is January.

7-Day Weather Forecast in Siesta Key

Sat, 24 Feb
64°
60°

0%

6 h

13 mi/h

Sun, 25 Feb
60°
57°

0%

6 h

10 mi/h

Mon, 26 Feb
68°
66°

0%

3 h

6 mi/h

Tue, 27 Feb
73°
71°

0%

2 h

10 mi/h

Wed, 28 Feb
77°
75°

0%

1 h

9 mi/h

Thu, 29 Feb
77°
75°

0%

0 h

12 mi/h

Fri, 1 Mar
78°
75°

0%

0 h

12 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 184 m² as well as a median price of $560 a night. Furthermore, the majority of house rental in Siesta Key can welcome 7 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 $459 a night for an area of 129 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.

Information about vacation rentals in Siesta Key

🏡 Vacation rentals available 6,062 rentals
💳 Possible discounts up to 59%
🌙 Nightly prices starting at $133
⭐ Popular amenities Pool, Pets allowed and Balcony/Patio
🐾 Pet friendly homes 905 homes
🏊 Vacation rentals with pools 4,740 homes
10 reviews
Siesta Key vacation rentals have an average rating of 4.4/5 on 10 reviews left by travelers.

Frequently Asked Questions

What is the average price per night for a vacation home in Siesta Key?

The average accommodation in Siesta Key is priced at $133 per night. If you’re interested in a house rental, the average price is $560 per night. A apartment rental Siesta Key will cost on average $459 per night.

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

Currently there are 6,062 vacation rentals in Siesta Key to choose from and book for your upcoming trip.

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

The most popular amenities for vacation home rentals in Siesta Key include accommodations with: Pets allowed, Pool, and Balcony/Patio.

How many vacation rentals with a pool are there in Siesta Key?

There are 4,740 vacation rentals from 17 providers in Siesta Key.

Are dogs allowed in vacation homes in Siesta Key?

In case if you are traveling with a pet in Siesta Key - 15% of vacation homes are pet-friendly.

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

August and June are typically the warmest months in Siesta Key with temperatures around 91 °F. The coldest months in Siesta Key are February and January, with 55 °F on average.

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