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

Vacation Rentals in Siesta Key

Find 8,905 available house rentals from 30 partners
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Top 15 Recommended vacation rentals in Siesta Key

Find your perfect vacation rental in Siesta Key from just $104 per night!

Condo Siesta Key
-50%
May 24 - May 31
Condo ∙ 6 guests ∙ 2 bedrooms

Family-Oriented Condo with BBQ, Private Pool & Patio | Beach Nearby

Siesta Key, Sarasota County, Florida, United States
$358$286
per night
Outstanding(113 ratings)
$358$286
per night
View deal
House Siesta Key
-63%
Jan 11 - Jan 18
House ∙ 11 guests ∙ 5 bedrooms

Vacation Home with Barbecue & Private Pool

Siesta Key, Sarasota County, Florida, United States
$817$490
per night
Excellent(105 ratings)
$817$490
per night
View deal
Cottage Siesta Key
May 17 - May 24
Cottage ∙ 5 guests ∙ 5 bedrooms

Fully Equipped Cottage with Grill & Pool | Pets Allowed

Siesta Key, Sarasota County, Florida, United States
$275
per night
$275
per night
View deal
House Siesta Key
-42%
Oct 4 - Oct 11
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Grill, Private Pool & Yard | Suitable for Remote Work

Siesta Key, Sarasota County, Florida, United States
$387$225
per night
Outstanding(5 ratings)
$387$225
per night
View deal
House Siesta Key
-51%
Jan 5 - Jan 12
House ∙ 6 guests ∙ 4 bedrooms

House with Private Pool, Grill & Patio

Siesta Key, Sarasota County, Florida, United States
$995$429
per night
Outstanding(58 ratings)
$995$429
per night
View deal
House Siesta Key
Jan 25 - Feb 1
House ∙ 12 guests ∙ 4 bedrooms

House with Garden, Private Pool & Patio

Siesta Key, Sarasota County, Florida, United States
$455
per night
Excellent(62 ratings)
$455
per night
View deal
Condo Siesta Key
-39%
Nov 8 - Nov 15
Condo ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Beautiful Condo with Heated Pool, Patio & Yard | Nature View | Beach Nearby

Siesta Key, Sarasota County, Florida, United States
$354$243
per night
Very good(30 ratings)
$354$243
per night
View deal
House Siesta Key
May 3 - May 10
House ∙ 28 guests ∙ 8 bedrooms

House with Terrace, Yard & Private Pool

Siesta Key, Sarasota County, Florida, United States
$422
per night
Outstanding(146 ratings)
$422
per night
View deal
Condo Siesta Key
-38%
Dec 17 - Dec 24
Condo ∙ 7 guests ∙ 4 bedrooms

Condo with Heated Pool, BBQ & Yard | Nature View

Siesta Key, Sarasota County, Florida, United States
$302$224
per night
$302$224
per night
View deal
House Siesta Key
Jun 21 - Jun 28
House ∙ 6 guests ∙ 3 bedrooms

Children-Friendly House with Terrace & Garden | Good for Workation | Pets Allowed

Siesta Key, Sarasota County, Florida, United States
$145
per night
Outstanding(3 ratings)
$145
per night
View deal
Villa Siesta Key
Feb 1 - Feb 8
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with Pool

Siesta Key, Sarasota County, Florida, United States
$229
per night
$229
per night
View deal
Apartment Siesta Key
Jan 25 - Feb 1
Apartment ∙ 6 guests ∙ 3 bedrooms

Holiday Apartment with Heated Pool, Grill & Patio

Siesta Key, Sarasota County, Florida, United States
$500
per night
Outstanding(2 ratings)
$500
per night
View deal
House Siesta Key
-45%
Jan 25 - Feb 1
House ∙ 9 guests ∙ 4 bedrooms

Fully Equipped House with Heated Pool & Barbeque | Nature View | Beach Nearby

Siesta Key, Sarasota County, Florida, United States
$879$435
per night
Very good(25 ratings)
$879$435
per night
View deal
House Siesta Key
-46%
Jan 11 - Jan 18
House ∙ 9 guests ∙ 4 bedrooms

Vacation Home with BBQ, Heated Pool & Terrace

Siesta Key, Sarasota County, Florida, United States
$1,101$607
per night
Excellent(6 ratings)
$1,101$607
per night
View deal
House Siesta Key
-29%
Apr 26 - May 3
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home with Private Pool, BBQ & Garden | Nature View

Siesta Key, Sarasota County, Florida, United States
$1,166$681
per night
Outstanding(128 ratings)
$1,166$681
per night
View deal

Vacation homes and rentals with a yard

Condo  Siesta Key
Dec 1 - Dec 8
-60%
$400
$240
per night
Condo ∙ 5 guests ∙ 2 bedrooms

Fully Equipped Condo with Heated Pool, Yard & BBQ | Nature View | Close to the Beach

4.6
Excellent(20 ratings)
Siesta Key, Sarasota County, Florida, United States
Yard
View deal
House  Siesta Key
Mar 29 - Apr 5
$196
per night
House ∙ 6 guests ∙ 3 bedrooms

House with Grill, Yard & Private Pool | Nature View

4.9
Outstanding(101 ratings)
Siesta Key, Sarasota County, Florida, United States
Yard
View deal
House  Siesta Key
May 3 - May 10
-50%
$726
$302
per night
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Spacious House with Patio, Garden & Barbecue | Close to the Beach

4.9
Outstanding(50 ratings)
Siesta Key, Sarasota County, Florida, United States
Yard
View deal
See all offers

Apartments With Balconies or Patios

Cottage  Siesta Key
Dec 17 - Dec 24
-65%
$333
$145
per night
Cottage ∙ 3 guests ∙ 1 bedroom

Cottage with 1 Room for 3 Persons

5.0
Outstanding(1 rating)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
View deal
Apartment  Siesta Key
Sep 27 - Oct 4
-30%
$278
$221
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday Apartment with Garden

4.3
Very good(23 ratings)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
Balcony/Patio
View deal
House  Siesta Key
Jun 14 - Jun 21
$366
per night
House ∙ 6 guests ∙ 3 bedrooms

Children-Friendly House with BBQ, Yard & Private Pool | City View | Good for Workation

5.0
Outstanding(32 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
View deal
See all offers

Best Vacation Home Deals in Siesta Key

Save up to 47%

Condo Siesta Key
Aug 16 - Aug 23
-36%
$489
$320
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with BBQ & Heated Pool

5.0
Outstanding(9 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Condo Siesta Key
Nov 22 - Nov 29
-31%
$384
$265
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Grill & Heated Pool | Nature View

4.9
Outstanding(68 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Condo Siesta Key
Jan 19 - Jan 26
-47%
$357
$201
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Lovely Condo with Barbecue | Beach Nearby

4.7
Excellent(87 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal

Choose among 8,905 offers available in Siesta Key and discover a wonderful spot for your vacation. Using HomeToGo you can directly compare the offers of each listed rental to discover the best price and save up to 36%.

Budget-friendly Vacation Rentals in Siesta Key

Find Fantastic yet Inexpensive Offers

Condo Siesta Key
Apr 25 - May 2
$127
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with BBQ, Patio & Pool

4.6
Excellent(71 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
Jan 24 - Jan 31
$944
per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home with Private Pool, Terrace & Jacuzzi | Perfect for Remote Work

4.9
Outstanding(45 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
May 2 - May 9
$490
per night
House ∙ 8 guests ∙ 4 bedrooms

Child-Friendly Pleasant Vacation Home with Barbecue, Private Pool & Patio | Pet-Friendly

5.0
Outstanding(53 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal

Top-Rated Rentals and Accommodations in Siesta Key

Book Vacation Rental Offers with the Highest User Rating

House Siesta Key
Feb 8 - Feb 15
-44%
$1,125
$403
per night
House ∙ 9 guests ∙ 3 bedrooms

Beautiful House | Nature View | Close to the Beach

4.5
Excellent(53 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Condo Siesta Key
Apr 5 - Apr 12
-43%
$437
$307
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Family-Friendly Beautiful Condo with Heated Pool, Barbeque & Patio | Beach Nearby

4.6
Excellent(40 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Condo Siesta Key
Dec 9 - Dec 16
$261
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with BBQ & Heated Pool | Nature View

4.9
Outstanding(18 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal

Customer ratings and reviews

How are reviews collected?
Vanessa Y.
Guest verified by HomeToGo

We enjoyed our stay at Avanti Villa 534. The property is exactly like the pictures and was clean. Not a bad walk to the beach or village. We incurred no problems with any features of the property and communication was great with the host. They even left a delicious treat on arrival, and some nice starter necessities such as cleaning and bathing products! They also offered us another nights stay, but unfortunately we couldn’t take advantage of it ! We had a wonderful stay, just wish it could have been longer! One thing I will say, and it has nothing to do with the property, but bring bug spray when you come, the no-see-ums are brutal!

Reviewed on 7/2/2024 | Family
House Siesta Key
from $397
per night
HomeToGo
House ∙ 9 guests ∙ 3 bedrooms
5.0
Outstanding(5 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
from $397
per night
House ∙ 9 guests ∙ 3 bedrooms
5.0
Outstanding(5 ratings)
Siesta Key, Sarasota County, Florida, United States
HomeToGo
View deal
Michael G.
Guest verified by HomeToGo

Home was very nice and was as represented. Service was responsive and excellent.

Reviewed on 7/2/2024 | Family
House Siesta Key
from $806
per night
HomeToGo
House ∙ 12 guests ∙ 4 bedrooms
5.0
Outstanding(49 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
from $806
per night
House ∙ 12 guests ∙ 4 bedrooms
5.0
Outstanding(49 ratings)
Siesta Key, Sarasota County, Florida, United States
HomeToGo
View deal
Thomas S.
Guest verified by HomeToGo

Very nice accommodations. I had a hard time finding it because maps took me into the subdivision behind the condo. I only had an address not the name of the complex and the parking lot docent go all the way to the building. The name of the complex is white sands

Reviewed on 3/25/2024 | Couple
Apartment Siesta Key
from $98
per night
HomeToGo
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding(1 rating)
Siesta Key, Sarasota County, Florida, United States
View deal
from $98
per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding(1 rating)
Siesta Key, Sarasota County, Florida, United States
HomeToGo
View deal
Julie O.
Guest verified by HomeToGo

The condo is perfect, the view & the location is amazing. My only problem was with those hard twin beds. I bought a memory foam mattress topper to be able to sleep. I hope it helps the next person. Our friends who slept in the King said it was very firm as well. Otherwise great trip.

Reviewed on 3/11/2024 | Group
Apartment Siesta Key
from $548
per night
HomeToGo
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(20 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
from $548
per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(20 ratings)
Siesta Key, Sarasota County, Florida, United States
HomeToGo
View deal
Pete M.
Guest verified by HomeToGo

Just a few things missing: facial tissues, hand soap in bathrooms, bed pillows that were too high to be comfortable. The towels provided by service were sometimes gross, sometimes ok, Most frustrating was the tv in living room. Only being able to watch on Youtube tv made us miss several of our morning news shows. Had to watch the NFL Sunday night game outside by the pool, bundled in blankets. Overall, very good vacationtime there. Too bad the weather was so cold.

Reviewed on 1/29/2024 | Couple
House Siesta Key
from $581
per night
HomeToGo
House ∙ 12 guests ∙ 3 bedrooms
5.0
Outstanding(44 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
from $581
per night
House ∙ 12 guests ∙ 3 bedrooms
5.0
Outstanding(44 ratings)
Siesta Key, Sarasota County, Florida, United States
HomeToGo
View deal
Gianni D.
Guest verified by HomeToGo

This house is definitely perfect! Very beautiful and equipped with all you need. The neighbor is quiet and you are very close to Siesta Key Village and beach. The team that menage the house is very helpful and kind!

Reviewed on 9/10/2023 | Family
House Siesta Key
from $447
per night
HomeToGo
House ∙ 10 guests ∙ 3 bedrooms
5.0
Outstanding(2 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
from $447
per night
House ∙ 10 guests ∙ 3 bedrooms
5.0
Outstanding(2 ratings)
Siesta Key, Sarasota County, Florida, United States
HomeToGo
View deal
Amy S.
Guest verified by HomeToGo

Endless Views was a perfect spot for our vacation to Siesta Key. Roomy, clean, and with the added plus on an elevator for our luggage and handicapped son. A short walk to both the village and the beach. We enjoyed every minute!

Reviewed on 3/13/2023 | Family
House Siesta Key
from $403
per night
HomeToGo
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding(21 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
from $403
per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding(21 ratings)
Siesta Key, Sarasota County, Florida, United States
HomeToGo
View deal
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Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Siesta Key

  • Pool (6,096)
  • Pet-friendly (1,709)
  • Balcony/patio (2,061)
  • WiFi (8,314)
  • Air conditioning (7,819)
  • Kitchen (8,163)
  • Washing machine (5,036)
  • TV (7,701)
  • Parking (635)
  • Microwave (6,579)
  • Dishwasher (4,823)
  • No smoking (7,871)

Siesta Key is a great vacation destination if you want a rental with a pool, as 68% of the vacation rentals include one. In addition, properties with pools in Siesta Key cost, on average, $610 a night. Most of the listed accommodations with pools are condo. You can also compare and find a vacation rental offering a pool near the water, which is the case for one-third of the rentals there.

Price and Availability Index in Siesta Key

Click on any bar to see price and availability information

Vacation Rental Price Information in Siesta Key

We analyzed price data and input them into this graph, which shows vacation rental prices for the next year in Siesta Key. It is during a week of February (2/22 – 3/1) that you will find the highest prices for the next 12 months. The lowest average nightly prices can be found in September (9/27 – 10/4).

Rental availability information in Siesta Key

The graph displays the weekly availability rate in Siesta Key for the upcoming year. The week with the lowest percentage of available accommodations is in February (2/15 – 2/22). On the other hand, the week with the most available offers is in May (5/24 – 5/31).

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.

Siesta Key: A Tropical Paradise on Florida's Gulf Coast

Best Neighborhoods for Vacation Rentals

Siesta Key offers various areas suitable for vacation rentals, each with its own unique appeal:

  1. Siesta Key Village: Ideal for those who want to be close to dining, shopping and nightlife.

  2. Crescent Beach: A quieter area with beautiful beaches and easy access to Point of Rocks for snorkeling.

  3. Turtle Beach: Perfect for those seeking a more secluded and natural setting.

  4. Gulf and Bay Club: A resort-style community with amenities and beach access.

  5. Sarasota (mainland): Offers proximity to Siesta Key while providing access to additional attractions and services.

  6. Mid-Key Area (located between Siesta Beach and Turtle Beach): This area offers a balanced mix of tranquility and convenience.

Popular Types of Vacation Rentals in Siesta Key

Siesta Key's vacation rental market caters to diverse preferences and group sizes:

  1. Beachfront condos: Offer stunning Gulf views and easy beach access, ideal for couples and small families.

  2. Beach houses: Spacious options ideal for larger families or groups, some with private pools.

  3. Bungalows: Smaller, charming properties that provide a cozy and intimate setting, suitable for couples or solo travelers looking for a unique stay.

  4. Vacation Homes: From quaint cabins to luxurious houses, these rentals provide ample space and a home-like feel, perfect for larger families or groups.

  5. Villas: High-end properties that often include private pools, spacious living areas and premium furnishings, ideal for those seeking a luxury vacation.

These varied rental options ensure that visitors can find accommodations that suit their needs, whether they're seeking a romantic beachfront getaway, a family-friendly house with a pool, or a centrally located apartment for exploring all that Siesta Key has to offer.

Information about vacation rentals in Siesta Key

🏡 Vacation rentals available 8,905 rentals
💳 Possible discounts up to 36%
🌙 Nightly prices starting at $104
⭐ Popular amenities Pool, Pets allowed and Balcony/Patio
🐾 Pet friendly homes 1,699 homes
🏊 Vacation rentals with pools 6,089 homes
117,716 reviews
Siesta Key vacation rentals have an average rating of 4.6/5 on 117,716 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 $104 per night. Average prices for condos are $425 per night. House rentals in Siesta Key cost $794 per night on average.

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

Currently there are 8,905 rentals to choose from for your upcoming 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 are: Pets allowed, Pool and Balcony/Patio.

How many vacation homes with pools are there in Siesta Key?

There are 6,089 vacation homes from 30 providers in Siesta Key.

Are dogs allowed in vacation rentals in Siesta Key?

If traveling with a dog in Siesta Key, 19% of rentals are pet-friendly.

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

Siesta Key has its warmest time of year in August and June, with average nightly prices around $104.

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