Vacation rentals in Siesta Key - HomeToGo base64Hash Vacation rentals in Siesta Key - HomeToGo

Vacation rentals in Siesta Key

Find 7,358 available vacation homes from 33 partners
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Top 15 Recommended vacation rentals in Siesta Key

Find your perfect vacation rental in Siesta Key from just $162 per night!

House Siesta Key
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with BBQ, patio & private pool | Nature view

Siesta Key, Sarasota County, Florida, United States
from $379
per night
Outstanding(37 ratings)
from $379
per night
View deal
Condo Siesta Key
Condo ∙ 8 guests ∙ 3 bedrooms

Child-friendly condo with heated pool, sauna & grill | Close to the beach

Siesta Key, Sarasota County, Florida, United States
from $466
per night
Outstanding(49 ratings)
from $466
per night
View deal
House Siesta Key
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with patio | City view | Perfect for remote work

Siesta Key, Sarasota County, Florida, United States
from $240
per night
Outstanding(141 ratings)
from $240
per night
View deal
Cabin Siesta Key
Cabin ∙ 8 guests ∙ 4 bedrooms

Fully equipped charming cottage with garden, BBQ & patio | Pets allowed

Siesta Key, Sarasota County, Florida, United States
from $259
per night
Outstanding(32 ratings)
from $259
per night
View deal
House Siesta Key
House ∙ 8 guests ∙ 2 bedrooms

House with terrace & barbecue | Nature view

Siesta Key, Sarasota County, Florida, United States
from $856
per night
Outstanding(42 ratings)
from $856
per night
View deal
Condo Siesta Key
Condo ∙ 8 guests ∙ 4 bedrooms

Child-friendly pleasant condo with terrace, barbeque & heated pool | City view | Next to the beach | Pets allowed

Siesta Key, Sarasota County, Florida, United States
from $540
per night
Outstanding(85 ratings)
from $540
per night
View deal
House Siesta Key
House ∙ 5 guests ∙ 2 bedrooms

Lovely vacation home with pool | Pet-friendly

Siesta Key, Sarasota County, Florida, United States
from $170
per night
from $170
per night
View deal
House Siesta Key
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped ample vacation home with patio, private pool & BBQ | Close to the beach

Siesta Key, Sarasota County, Florida, United States
from $803
per night
Very good(9 ratings)
from $803
per night
View deal
House Siesta Key
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with BBQ, private pool & terrace | Perfect for remote work

Siesta Key, Sarasota County, Florida, United States
from $228
per night
from $228
per night
View deal
House Siesta Key
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented vacation home with grill, patio & heated pool | Nature view | Close to the beach

Siesta Key, Sarasota County, Florida, United States
from $498
per night
Outstanding(135 ratings)
from $498
per night
View deal
House Siesta Key
House ∙ 8 guests ∙ 3 bedrooms

Family-friendly vacation home with private pool, barbecue & patio | Nature view | Close to the beach | Dogs allowed

Siesta Key, Sarasota County, Florida, United States
from $335
per night
Excellent(58 ratings)
from $335
per night
View deal
House Siesta Key
House ∙ 8 guests ∙ 4 bedrooms

House with private pool, barbeque & hot tub | Water view | Perfect for remote work

Siesta Key, Sarasota County, Florida, United States
from $383
per night
from $383
per night
View deal
House Siesta Key
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, garden & grill

Siesta Key, Sarasota County, Florida, United States
from $246
per night
Outstanding(1 rating)
from $246
per night
View deal
House Siesta Key
House ∙ 28 guests ∙ 8 bedrooms

House with terrace, yard & private pool

Siesta Key, Sarasota County, Florida, United States
from $280
per night
Outstanding(154 ratings)
from $280
per night
View deal
House Siesta Key
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with garden, patio & BBQ | Perfect for remote work

Siesta Key, Sarasota County, Florida, United States
from $984
per night
Outstanding(121 ratings)
from $984
per night
View deal

Vacation homes and rentals with a yard

House  Siesta Key
from $1,043
per night
House ∙ 14 guests ∙ 5 bedrooms

Fully equipped beautiful house with private pool, terrace & jacuzzi | Close to the beach | Suitable for remote work | Pet-friendly

5.0
Outstanding(56 ratings)
Siesta Key, Sarasota County, Florida, United States
Yard
View deal
House  Siesta Key
from $870
per night
House ∙ 8 guests ∙ 4 bedrooms

House with terrace, garden & barbecue

5.0
Outstanding(10 ratings)
Siesta Key, Sarasota County, Florida, United States
Yard
View deal
House  Siesta Key
from $705
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped vacation home with yard, BBQ & heated pool | Nature view | Next to the beach

5.0
Outstanding(31 ratings)
Siesta Key, Sarasota County, Florida, United States
Yard
View deal
See all offers

Vacation rentals and apartments with air conditioning

House  Siesta Key
from $412
per night
House ∙ 9 guests ∙ 3 bedrooms

Fully equipped vacation home with heated pool, barbecue & terrace | Nature view | Next to the beach

4.3
Very good(26 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
View deal
House  Siesta Key
from $436
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with barbecue, heated pool & patio

5.0
Outstanding(9 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
View deal
House  Siesta Key
from $355
per night
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly big vacation home with private pool, barbeque & yard | Pet-friendly

4.8
Outstanding(33 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Apartment  Siesta Key
from $207
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday apartment with garden

4.3
Very good(23 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
View deal
House  Siesta Key
from $410
per night
House ∙ 8 guests ∙ 5 bedrooms

Child-friendly house with hot tub, barbecue & yard | Suitable for remote work | Pets allowed

5.0
Outstanding(24 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
View deal
House  Siesta Key
from $478
per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation home with private pool, garden & patio

4.7
Excellent(63 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
View deal
See all offers

Budget-friendly Vacation Rentals in Siesta Key

Find Fantastic yet Inexpensive Offers

House Siesta Key
from $502
per night
House ∙ 10 guests ∙ 3 bedrooms

House with BBQ, pool & jacuzzi | Pets are welcome

5.0
Outstanding(5 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $131
per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly vacation home with garden & terrace | Perfect for remote work | Dogs allowed

4.3
Very good(12 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $482
per night
House ∙ 11 guests ∙ 5 bedrooms

Family-friendly house with terrace, hot tub & private pool | City view | Close to the beach | Dogs allowed

5.0
Outstanding(1 rating)
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
from $546
per night
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly house with heated pool, patio & BBQ | Close to the beach

5.0
Outstanding(2 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
House Siesta Key
from $367
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with patio, grill & private pool | Good for workation

5.0
Outstanding(83 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Condo Siesta Key
from $557
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with heated pool, grill & terrace | Nature view | Good for workation

4.6
Excellent(62 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal

Customer ratings and reviews

How are reviews collected?
Michele J.
Guest verified by HomeToGo

The home was beautiful. I think the management company needs to evaluate the staff that they have working on the property.

Reviewed on 6/23/2025 | Family
House Siesta Key
from $563
per night
HomeToGo
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding(82 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Laura m.
Guest verified by HomeToGo

The pictures do not do this unit justice. It is beautiful and very roomy. One of the pools is right next to the unit. The “toy closet” has many many beach chairs, several beach umbrellas, floats, beach toys, a basketball and football, a cooler, a fishing rod (no hooks or fishing supplies, but it’s there to use, and a beach wagon. It made our stay so nice. The master bathroom is absolutely beautiful. The kitchen was really well stocked with any cooking tool, pot, pan, or casserole you could want. And a full drawer of spices. We did cook on the grill one day. The grill is right by the pool.

Reviewed on 6/20/2025 | Family
Condo Siesta Key
from $219
per night
HomeToGo
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding(3 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
ANDREW T.
Guest verified by HomeToGo

The condo location is excellent! The amenities of the condo association (pool, tennis, and pickleball courts, and secure parking), were excellent, the condo unit itself was a bit dated, but clean and well appointed. WiFI was fast and tv offerings from Netflix, Prime Video, Hulu, Paramount , were nice to be able to watch in the evening after a day at the beach or lounging at the pool.

Reviewed on 4/1/2025 | Family
Condo Siesta Key
from $210
per night
HomeToGo
Condo ∙ 6 guests ∙ 2 bedrooms
4.5
Excellent(58 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
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 $313
per night
HomeToGo
House ∙ 9 guests ∙ 3 bedrooms
5.0
Outstanding(5 ratings)
Siesta Key, Sarasota County, Florida, United States
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 $702
per night
HomeToGo
House ∙ 12 guests ∙ 4 bedrooms
5.0
Outstanding(50 ratings)
Siesta Key, Sarasota County, Florida, United States
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 $475
per night
HomeToGo
House ∙ 12 guests ∙ 3 bedrooms
5.0
Outstanding(44 ratings)
Siesta Key, Sarasota County, Florida, United States
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 $310
per night
HomeToGo
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding(21 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
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Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Siesta Key

  • Pool (5,714)
  • Pet-friendly (1,577)
  • Balcony/patio (2,161)
  • WiFi (6,906)
  • Air conditioning (6,857)
  • Kitchen (6,970)
  • Washing machine (5,360)
  • TV (6,828)
  • Parking (579)
  • Microwave (5,604)
  • Dishwasher (5,055)
  • No smoking (6,464)

Siesta Key is a great vacation destination if you want a rental with a pool, as 78% of the vacation rentals include one. In addition, properties with pools in Siesta Key cost, on average, $584 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 April (4/4 – 4/11) that you will find the highest prices for the next 12 months. The lowest average nightly prices can be found in September (9/6 – 9/13).

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 (2/7 – 2/14). On the other hand, the week with the most available offers is in September (9/27 – 10/4).

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 7,358 rentals
🌙 Nightly prices starting at $162
⭐ Popular amenities Pool, Pets allowed and Balcony/Patio
🐾 Pet friendly homes 1,574 homes
🏊 Vacation rentals with pools 5,733 homes
18 reviews
Siesta Key vacation rentals have an average rating of 4.6/5 on 18 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 $162 per night. Average prices for condos are $414 per night. House rentals in Siesta Key cost $819 per night on average.

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

Currently there are 7,358 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 5,733 vacation homes from 33 providers in Siesta Key.

Are dogs allowed in vacation rentals in Siesta Key?

If traveling with a dog in Siesta Key, 21% 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 $162.

Top cities to visit

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