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Vacation Rentals in Siesta Key

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Price per night
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$100 - $199
From $200
Accommodation types
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Distance to center
Max. 1 mi
Max. 2 mi
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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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Save up to 54%

Best Vacation Home Deals in Siesta Key

Apartment Siesta Key
Aug 6 - Aug 13
-39%
$349
$213 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.6
"Outstanding" (5 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Ascendia Group | Real Estate | Rentals | Property Management
View deal
Condo Siesta Key
Oct 22 - Oct 29
-54%
$447
$204 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.1
"Very good" (86 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vacation Rental Pros
View deal
Condo Siesta Key
Sep 17 - Sep 24
-43%
$288
$164 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (2 ratings)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
Details
Global Resort Homes
View deal

Book a welcoming accommodation for as little as $117 per night by searching and comparing the 4,135 options available in Siesta Key. The website HomeToGo immediately sorts all of these accommodations so you can save up to 54%!

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Top-Rated Rentals and Accommodations in Siesta Key

Condo Siesta Key
Sep 28 - Oct 5
-40%
$270
$162 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
"Excellent" (26 ratings)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
Details
Vrbo
View deal
Condo Siesta Key
Sep 10 - Sep 17
-47%
$333
$178 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
"Excellent" (22 ratings)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
Details
Vrbo
View deal
Condo Siesta Key
Sep 10 - Sep 17
-30%
$242
$170 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (9 ratings)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
Details
Vrbo
View deal

Recommended Vacation Rentals in Siesta Key

Find your perfect vacation rental in Siesta Key: from $99 per night

House Siesta Key
$135 per night
House ∙ 6 guests ∙ 2 bedrooms
Siesta Key, Sarasota County, Florida, United States
Details
Fischer Vacation Rentals
View deal
House Siesta Key
$221 per night
House ∙ 4 guests ∙ 1 bedroom
4.2
"Very good" (46 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vacation Rental Pros
View deal
Condo Siesta Key
$199 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.4
"Very good" (8 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Global Resort Homes
View deal
Apartment Siesta Key
$157 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Siesta Key, Sarasota County, Florida, United States
Details
Ascendia Group | Real Estate | Rentals | Property Management
View deal
Condo Siesta Key
$487 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (1 rating)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
House Siesta Key
$191 per night
House ∙ 6 guests ∙ 2 bedrooms
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
Apartment Siesta Key
$283 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (5 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Ascendia Group | Real Estate | Rentals | Property Management
View deal
Apartment Siesta Key
$672 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.6
"Outstanding" (7 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Ascendia Group | Real Estate | Rentals | Property Management
View deal
Condo Siesta Key
$376 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.3
"Very good" (36 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vacation Rental Pros
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Siesta Key

House Siesta Key
$321 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (1 rating)
Siesta Key, Sarasota County, Florida, United States
Details
Ascendia Group | Real Estate | Rentals | Property Management
View deal
House Siesta Key
$458 per night
House ∙ 10 guests ∙ 3 bedrooms
4.3
"Very good" (13 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vacation Rental Pros
View deal
Condo Siesta Key
$162 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (62 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal

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
Sep 5 - Sep 12
-60%
$758
$306 per night
House ∙ 10 guests ∙ 3 bedrooms
4.3
"Very good" (13 ratings)
Siesta Key, Sarasota County, Florida, United States
Aircondition
Details
Vacation Rental Pros
View deal
Condo Aircondition Siesta Key
Sep 17 - Sep 24
-42%
$300
$175 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (9 ratings)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
Aircondition
Details
Global Resort Homes
View deal
Condo Aircondition Siesta Key
Aug 13 - Aug 20
-45%
$286
$159 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.5
"Outstanding" (33 ratings)
Siesta Key, Sarasota County, Florida, United States
Aircondition
Details
Vrbo
View deal
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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
Sep 12 - Sep 19
-30%
$166
$117 per night
Condo ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (3 ratings)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
Internet
Details
Vrbo
View deal
Condo Internet Siesta Key
May 27 - Jun 3
$195 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.7
"Outstanding" (28 ratings)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
Internet
Details
Vrbo
View deal
Condo Internet Siesta Key
Nov 12 - Nov 19
-45%
$275
$150 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (1 rating)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
Internet
Details
Vrbo
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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 Balcony/Patio Siesta Key
Aug 6 - Aug 13
-30%
$520
$366 per night
Villa ∙ 6 guests ∙ 3 bedrooms
4.0
"Very good" (9 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
Details
Ascendia Group | Real Estate | Rentals | Property Management
View deal
Condo Balcony/Patio Siesta Key
Sep 24 - Oct 1
-64%
$600
$218 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
Details
Siesta Beach Rentals LLC
View deal
House Balcony/Patio Siesta Key
Aug 30 - Sep 6
$323 per night
House ∙ 8 guests ∙ 4 bedrooms
4.7
"Outstanding" (7 ratings)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
Balcony/Patio
Details
Vrbo
View deal
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Popular Rental Amenities in Siesta Key

  • Kitchen (3,390)
  • Internet (2,782)
  • Microwave (2,739)
  • TV (2,695)
  • Air conditioning (2,668)
  • No pets (2,536)
  • Pool (2,359)
  • No smoking (2,116)
  • Grill (1,935)
  • Dishwasher (1,891)
  • Washer (1,762)
  • Yard (813)

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 (140 rentals include "Crib" in Siesta Key) or if you want a rental with a sauna (119 rentals in Siesta Key include "Sauna").

The Weather in Siesta Key

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18 days 18
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6 days 6
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5 days 5
Jan.
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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

Mon, 27 Jun
87°
80°

90%

7 h

7 mi/h

Tue, 28 Jun
87°
82°

0%

6 h

7 mi/h

Wed, 29 Jun
89°
82°

0%

6 h

7 mi/h

Thu, 30 Jun
87°
82°

0%

7 h

6 mi/h

Fri, 1 Jul
86°
82°

90%

5 h

7 mi/h

Sat, 2 Jul
87°
82°

90%

5 h

7 mi/h

Sun, 3 Jul
87°
82°

90%

5 h

6 mi/h

Accommodations for your vacation in Siesta Key

In Siesta Key, house rentals are the most frequent accommodation option. Additionally, These properties have a median size of 2,160 ft² as well as a median price of $606 a night. Furthermore, the majority of house rentals in Siesta Key can welcome 8 guests, which makes it a great destination for large groups. Apartment rentals represent the other most typical accommodation type in Siesta Key. Our data reveals that the average price of apartment rentals is $402 a night for an area of 1,470 ft².
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 much does it cost to rent a vacation rental in Siesta Key?

On average, a House rentals or Apartment rentals in Siesta Key costs $99 per night.

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

There are currently 4,127 vacation homes in Siesta Key to browse and book for your next trip.

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

If you're looking to book a vacation rental in Siesta Key, the most common amenities others search for are houses with Internet, TV, and Pool.

How many vacation rentals are in Siesta Key?

Discover 4,127 vacation rentals available to book in Siesta Key.

Are pets allowed in vacation rentals in Siesta Key?

If traveling with a dog in Siesta Key, 15% of vacation rentals allow pets.

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

If booking a vacation rental in Siesta Key, consider that rainy season is usually in August or July, with January often being the driest.

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 9flats.com Vacation Rentals in Siesta Key PerfectPlaces.com 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 Bedycasa Vacation Rentals in Siesta Key Novasol Vacation Rentals in Siesta Key HomeEscape Vacation Rentals in Siesta Key

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