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

Vacation Rentals in Siesta Key

Find 4,391 available offers from 11 partners
Siesta Key
Anytime
Guests
Ukraine Crisis Relief - Find and Offer Accommodation. Learn more

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Pension
Distance to center
Max. 1 mi
Max. 2 mi
Max. 3 mi
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.

Show all 4,391 properties
Save up to 43%

Best Vacation Home Deals in Siesta Key

Cottage Siesta Key
Nov 13 - Nov 20
-40%
$215
$130 per night
Cottage ∙ 4 guests ∙ 1 bedroom
4.6
"Outstanding" (19 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
Condo Siesta Key
Oct 21 - Oct 28
-43%
$362
$206 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.7
"Outstanding" (37 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
Condo Siesta Key
Dec 5 - Dec 12
-18%
$140
$115 per night
Condo ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (2 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal

Book a welcoming accommodation for as little as $109 per night by searching and comparing the 4,391 options available in Siesta Key. The website HomeToGo immediately sorts all of these accommodations so you can save up to 43%!

Book Vacation Rental Offers with the Highest User Rating

Top-Rated Rentals and Accommodations in Siesta Key

Condo Siesta Key
Sep 30 - Oct 7
$304 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (25 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
House Siesta Key
May 6 - May 13
-38%
$175
$109 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (10 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
Condo Siesta Key
Dec 7 - Dec 14
$123 per night
Condo ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (2 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal

Recommended Vacation Rentals in Siesta Key

Find your perfect vacation rental in Siesta Key: from $109 per night

Condo Siesta Key
Sep 23 - Sep 30
$304 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (25 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
Condo Siesta Key
Dec 7 - Dec 14
-21%
$414
$325 per night
Condo ∙ 8 guests ∙ 3 bedrooms
4.4
"Very good" (15 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
House Siesta Key
May 1 - May 8
-38%
$176
$109 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (10 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
Condo Siesta Key
Dec 10 - Dec 17
-21%
$265
$210 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
"Excellent" (79 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
Condo Siesta Key
Dec 17 - Dec 24
-39%
$799
$489 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (10 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
Villa Siesta Key
Oct 7 - Oct 14
$195 per night
Villa ∙ 6 guests ∙ 2 bedrooms
4.8
"Excellent" (42 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
Condo Siesta Key
Oct 7 - Oct 14
-16%
$307
$258 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.4
"Very good" (25 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
Condo Siesta Key
Aug 12 - Aug 19
-36%
$249
$159 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (113 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
Villa Siesta Key
Sep 2 - Sep 9
-31%
$276
$190 per night
Villa ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (7 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
See all offers
Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Siesta Key

House Siesta Key
Sep 2 - Sep 9
$124 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (12 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
Condo Siesta Key
Sep 2 - Sep 9
-37%
$249
$157 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (113 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal
Villa Siesta Key
Sep 2 - Sep 9
-16%
$228
$191 per night
Villa ∙ 6 guests ∙ 2 bedrooms
4.8
"Excellent" (42 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
View deal
View deal

Vacation rentals with Wi-Fi

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

House Internet Siesta Key
May 18 - May 25
$843 per night
House ∙ 14 guests ∙ 5 bedrooms
4.9
"Excellent" (100 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
Details
Vrbo
View deal
View deal
Condo Internet Siesta Key
Dec 10 - Dec 17
$236 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (39 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
Details
Vrbo
View deal
View deal
Condo Internet Siesta Key
Apr 29 - May 6
-53%
$698
$329 per night
Condo ∙ 7 guests ∙ 2 bedrooms
5.0
"Excellent" (68 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
Details
Vrbo
View deal
View deal
See all offers

Vacation rentals and apartments with air conditioning

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

Condo Aircondition Siesta Key
Aug 12 - Aug 19
-41%
$235
$138 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Siesta Key, Sarasota County, Florida, United States
Aircondition
Details
Vrbo
View deal
View deal
House Aircondition Siesta Key
Dec 11 - Dec 18
-27%
$187
$138 per night
House ∙ 4 guests ∙ 1 bedroom
Siesta Key, Sarasota County, Florida, United States
Aircondition
Details
Vrbo
View deal
View deal
Condo Aircondition Siesta Key
Aug 12 - Aug 19
-43%
$254
$145 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (43 ratings)
Siesta Key, Sarasota County, Florida, United States
Aircondition
Details
Vrbo
View deal
View deal
See all offers

Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Siesta Key rental with full kitchen.

Condo Kitchen Siesta Key
Dec 7 - Dec 14
-53%
$315
$148 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (47 ratings)
Siesta Key, Sarasota County, Florida, United States
Kitchen
Details
Vrbo
View deal
View deal
Condo Kitchen Siesta Key
Dec 12 - Dec 19
-41%
$271
$160 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
"Excellent" (62 ratings)
Siesta Key, Sarasota County, Florida, United States
Kitchen
Details
Vrbo
View deal
View deal
Apartment Kitchen Siesta Key
Sep 2 - Sep 9
$256 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (14 ratings)
Siesta Key, Sarasota County, Florida, United States
Kitchen
Details
Vrbo
View deal
View deal
See all offers

Popular Rental Amenities in Siesta Key

  • Internet (6,265)
  • Kitchen (6,241)
  • Air conditioning (5,996)
  • Microwave (5,910)
  • TV (5,734)
  • No smoking (5,444)
  • Pool (4,951)
  • Dishwasher (4,874)
  • No pets (4,738)
  • Grill (4,594)
  • Washer (4,499)
  • Fishing (2,534)

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 can't imagine a vacation without internet 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 need a crib for your baby (209 rentals include "Crib" in Siesta Key) or if you want a rental with a jacuzzi (167 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

max.
Min.
77°
57°
5 days 5
max.
Min.
73°
55°
6 days 6
max.
Min.
79°
59°
7 days 7
max.
Min.
84°
64°
7 days 7
max.
Min.
88°
68°
8 days 8
max.
Min.
90°
73°
14 days 14
max.
Min.
90°
75°
16 days 16
max.
Min.
91°
75°
18 days 18
max.
Min.
90°
73°
15 days 15
max.
Min.
84°
68°
7 days 7
max.
Min.
79°
61°
6 days 6
max.
Min.
77°
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

Tue, 6 Dec
78°
69°

0%

3 h

4 mi/h

Wed, 7 Dec
78°
71°

0%

3 h

4 mi/h

Thu, 8 Dec
80°
71°

0%

3 h

4 mi/h

Fri, 9 Dec
78°
69°

0%

3 h

4 mi/h

Sat, 10 Dec
78°
68°

0%

2 h

4 mi/h

Sun, 11 Dec
77°
66°

0%

2 h

5 mi/h

Mon, 12 Dec
77°
68°

0%

2 h

8 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 2,160 ft² as well as a median price of $916 a night. Furthermore, the majority of house rental in Siesta Key can welcome 9 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 $431 a night for an area of 1,200 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 rental or Apartment rental in Siesta Key costs $109 per night.

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

There are currently 4,391 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 4,391 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, 17% 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 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

Get inspired for your vacation in Siesta Key

Vacation Destinations Near Siesta Key

Top Vacation Ideas

Explore More Vacation Ideas

image-tag