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

Siesta Key Vacation Rentals

Find 9,021 available home rentals from 26 partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • House
    • Apartment
    • Bed and breakfast

  • Distance to center

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Air conditioning
    • Parking
    • Kitchen
    • Washing machine
    • TV
    • Balcony/patio
    • Dishwasher
    • Microwave
    • Jacuzzi
    • Yard
    • Crib
    • Sauna
    • Fireplace
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended vacation rentals in Siesta Key

Find your perfect vacation rental in Siesta Key from just $141 per night!

House Siesta Key
House ∙ 10 guests ∙ 5 bedrooms

423 m² House

Siesta Key, Sarasota County, Florida, United States
from $726
per night
Outstanding(126 ratings)
from $726
per night
View deal
Condo Siesta Key
Condo ∙ 4 guests ∙ 2 bedrooms

Condo

Siesta Key, Sarasota County, Florida, United States
from $260
per night
Outstanding(2 ratings)
from $260
per night
View deal
Condo Siesta Key
Condo ∙ 8 guests ∙ 4 bedrooms

225 m² Condo

Siesta Key, Sarasota County, Florida, United States
from $638
per night
Outstanding(45 ratings)
from $638
per night
View deal
House Siesta Key
House ∙ 9 guests ∙ 4 bedrooms

191 m² House

Siesta Key, Sarasota County, Florida, United States
from $564
per night
Excellent(55 ratings)
from $564
per night
View deal
House Siesta Key
House ∙ 11 guests ∙ 5 bedrooms

300 m² House

Siesta Key, Sarasota County, Florida, United States
from $709
per night
Excellent(110 ratings)
from $709
per night
View deal
Villa Siesta Key
Villa ∙ 8 guests ∙ 3 bedrooms

116 m² Villa

Siesta Key, Sarasota County, Florida, United States
from $553
per night
Outstanding(7 ratings)
from $553
per night
View deal
House Siesta Key
House ∙ 4 guests ∙ 2 bedrooms

167 m² House

Siesta Key, Sarasota County, Florida, United States
from $262
per night
Outstanding(76 ratings)
from $262
per night
View deal
House Siesta Key
House ∙ 28 guests ∙ 8 bedrooms

House

Siesta Key, Sarasota County, Florida, United States
from $544
per night
Outstanding(151 ratings)
from $544
per night
View deal
Condo Siesta Key
Condo ∙ 8 guests ∙ 3 bedrooms

180 m² Condo

Siesta Key, Sarasota County, Florida, United States
from $884
per night
Outstanding(6 ratings)
from $884
per night
View deal
House Siesta Key
House ∙ 8 guests ∙ 4 bedrooms

121 m² House

Siesta Key, Sarasota County, Florida, United States
from $1,060
per night
Outstanding(30 ratings)
from $1,060
per night
View deal
House Siesta Key
House ∙ 8 guests ∙ 4 bedrooms

House

Siesta Key, Sarasota County, Florida, United States
from $1,132
per night
Outstanding(39 ratings)
from $1,132
per night
View deal
House Siesta Key
House ∙ 10 guests ∙ 4 bedrooms

220 m² House

Siesta Key, Sarasota County, Florida, United States
from $499
per night
Outstanding(3 ratings)
from $499
per night
View deal
Villa Siesta Key
Villa ∙ 10 guests ∙ 4 bedrooms

Villa

Siesta Key, Sarasota County, Florida, United States
from $877
per night
(12 ratings)
from $877
per night
View deal
House Siesta Key
House ∙ 8 guests ∙ 3 bedrooms

House

Siesta Key, Sarasota County, Florida, United States
from $499
per night
Excellent(33 ratings)
from $499
per night
View deal
House Siesta Key
House ∙ 8 guests ∙ 4 bedrooms

288 m² House

Siesta Key, Sarasota County, Florida, United States
from $350
per night
Outstanding(2 ratings)
from $350
per night
View deal

Vacation rentals and apartments with air conditioning

House Siesta Key
from $271 per night
House ∙ 6 guests ∙ 3 bedrooms

191 m² House

4.3
Very good(60 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
View deal
Condo Siesta Key
from $164 per night
Condo ∙ 6 guests ∙ 2 bedrooms

102 m² Condo

5.0
Outstanding(2 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
View deal
House Siesta Key
from $141 per night
House ∙ 7 guests ∙ 3 bedrooms

104 m² House

4.0
Very good(4 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
View deal
See all offers

Vacation homes and cottages with a garden

Villa Siesta Key
from $172 per night
6 guests ∙ 2 bedrooms

Villa

4.6
Excellent(27 ratings)
Siesta Key, Sarasota County, Florida, United States
Yard
View deal
Condo Siesta Key
from $303 per night
Condo ∙ 5 guests ∙ 2 bedrooms

139 m² Condo

4.7
Excellent(139 ratings)
Siesta Key, Sarasota County, Florida, United States
Yard
View deal
Condo Siesta Key
from $355 per night
Condo ∙ 8 guests ∙ 3 bedrooms

130 m² Condo

5.0
Outstanding(3 ratings)
Siesta Key, Sarasota County, Florida, United States
Yard
View deal
See all offers

Vacation rentals with Wi-Fi

House Siesta Key
from $325 per night
10 guests ∙ 4 bedrooms

House

4.9
Outstanding(91 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
View deal
House Siesta Key
from $244 per night
House ∙ 4 guests ∙ 3 bedrooms

120 m² House

4.5
Excellent(4 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
View deal
Condo Siesta Key
from $352 per night
6 guests ∙ 3 bedrooms

Condo

5.0
Outstanding(4 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
View deal
See all offers

Budget-friendly Rentals in Siesta Key

Find Fantastic yet Inexpensive Rentals

Condo Siesta Key
from $222 per night
Condo ∙ 6 guests ∙ 3 bedrooms

93 m² Condo

5.0
Outstanding(12 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Condo Siesta Key
from $487 per night
Condo ∙ 7 guests ∙ 3 bedrooms

112 m² Condo

3.9
Good(7 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Condo Siesta Key
from $326 per night
Condo ∙ 8 guests ∙ 3 bedrooms

158 m² Condo

3.1
(14 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal

Top-Rated Offers and Accommodations in Siesta Key

Book Vacation Rentals with the Highest User Rating

Condo Siesta Key
from $383 per night
Condo ∙ 6 guests ∙ 3 bedrooms

116 m² Condo

4.8
Outstanding(84 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Condo Siesta Key
from $334 per night
Condo ∙ 6 guests ∙ 3 bedrooms

102 m² Condo

4.9
Outstanding(69 ratings)
Siesta Key, Sarasota County, Florida, United States
View deal
Condo Siesta Key
from $844 per night
Condo ∙ 8 guests ∙ 4 bedrooms

231 m² Condo

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

Customer ratings and reviews

How are reviews collected?
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 $289 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 $473 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 $998 per night
HomeToGo
House ∙ 12 guests ∙ 4 bedrooms
5.0
Outstanding(49 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 $686 per night
HomeToGo
House ∙ 12 guests ∙ 3 bedrooms
5.0
Outstanding(43 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 $489 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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Spend your budget exactly as planned by comparing thousands of providers.

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Transform vacation planning into a joy with advanced, AI-powered search tools.

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 (6,182)
  • WiFi (8,351)
  • Air conditioning (7,980)
  • Parking (627)
  • Kitchen (8,291)
  • Washing machine (6,145)
  • TV (7,732)
  • Pet-friendly (1,704)
  • Balcony/patio (2,155)
  • Dishwasher (4,874)
  • Microwave (6,566)
  • Grill (4,791)

Many of the vacation rentals provide a pool, which makes Siesta Key a fantastic vacation destination for people looking to spend vacation poolside. Interestingly, HomeToGo's data shows that more condo provide a pool than apartment rental. Additionally, they can host 5 people, on average, while apartment rental with pools can welcome an average of 6 guests. If you would also like to be close to the water, one-third of the vacation homes offering a pool are located within 2 kilometres of the waterfront.

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 average prices of rentals in Siesta Key for the next twelve months. Prices reach a peak a week in December. The price per night in a vacation rental in Siesta Key this week (12/27 – 1/3) costs on average $772. The cheapest week to book a vacation rental is in September (9/13 – 9/20).

Rental availability information in Siesta Key

The graph shows the weekly availability rate in Siesta Keyfor the next twelve months. So far, the week with the least available vacation rentals in Siesta Key is in April (4/11 – 4/18). On the contrary, you will find the highest number of available vacation rentals in a week of November (11/1 – 11/8).

Have a relaxing Vacation in a Siesta Key rental

Siesta Key is an island off the coast of Sarasota, Florida. Siesta Key vacation home rentals are typically modern and spacious with everything your family needs for a great vacation. The properties are located on the coast within walking distance of the beaches. Treat your family to a property with a sea view or a private pool.

What are the best activities for families in Siesta Key?

Explore Siesta Key with the Kids

Mote Marine Laboratory and Aquarium is a great place to take the kids for a day out. Here they can view marine wildlife including manatees and otters and many spieces of fish. There's also an outdoor shark tank. The aquarium is an interesting and educational experience where the whole family can learn about the different marine species local to the region.

Kids will also love playing and swimming on Turtle Beach which is a beautiful white sandy beach. If you're lucky. you might even catch a glimpse of dolphins or manatees. There's also a small park with a play area for kids, boat launch, and fishing piers as well as a picnic area.

What are the best places to discover the arts and culture of Siesta Key?

Visit the Art Gallery and The Ringling Collection

The Gallery on Siesta Key is a great little shop where you can purchase art and crafts from local artists. There's some lovely jewelry and sea inspired landscape and fish paintings.

The Ringling is a very interesting collection of museums and gardens in nearby Sarasota. Its home to the Art Museum of Florida, the historic Ca' d'Zan Mansion and Bayfront Gardens. There's also an art library, the Circus Museum and Asolo Repertory Theatre.

Where are the unique attractions in Siesta Key?

Visit the Beautiful Beaches of the Area

Crescent Beach is considered one of the best beaches in the area. It's long and sandy and is a great place to swim or walk. Alternatively, head to Coquina Beach which is also a great place for swimming, life guards are on watch on this popular beach.

Information about vacation rentals in Siesta Key

🏡 Vacation rentals available 9,021 rentals
🌙 Nightly prices starting at $141
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 1,719 homes
🏊 Vacation rentals with pools 6,200 homes
106,644 reviews
Siesta Key vacation rentals have an average rating of 4.6/5 on 106,644 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Siesta Key?

We found 9,021 vacation homes in Siesta Key available for your next trip.

What are the most popular vacation home amenities in Siesta Key?

Many travellers are searching for Pool, Internet, and Air conditioning when booking a vacation home in Siesta Key.

Are there pet-friendly vacation rentals in Siesta Key?

If you're travelling with a dog, over 19% of vacation rentals in Siesta Key are pet-friendly.

What's the best month to visit Siesta Key?

If you're looking for balmy weather, August and June are typically the hottest months in Siesta Key with temperatures around 33 °C. February and January in Siesta Key are the coldest, with 13 °C on average.

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