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Siesta Key vacation rentals

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Fri 19/7

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Best Siesta Key vacation rentals

Most recommended vacation rentals in Siesta Key

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Siesta Key Beachside Villas - Siesta Key
Siesta Key Beachside Villas
8.4 Very good
C$ 391+
C$ 391+
Free Wi-Fi
Pool
Pet friendly
Siesta Heron Suites & Villas - Siesta Key
Siesta Heron Suites & Villas
8.3 Very good
C$ 328+
C$ 328+
Parking
Free Wi-Fi
Pool
The Ringling Beach House
8.7 Very good
C$ 502+
C$ 502+
Parking
Free Wi-Fi
Pool
Pet friendly
One Ocean - B 1103
8.9 Very good
C$ 362+
C$ 362+
Parking
Free Wi-Fi
Beachpoint Cottages
9.1 Wonderful
C$ 383+
C$ 383+
Parking
Free Wi-Fi
Pet friendly

Good to know

Low season

August

High season

March

Average price (weeknight)

C$ 639

Average price (weekend night)

C$ 653
Cheapest month to stay with an average 42% drop in price.
Most expensive month to stay with an average 63% rise in price.
Average Sun. - Thu. price over the last 2 weeks.
Average Fri. & Sat. price over the last 2 weeks.

When to book a vacation rental in Siesta Key

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Siesta Key vacation rental deals

  • For those visiting Siesta Key with their kids or family, consider staying at Sea Spray. This family-friendly vacation rental is famous for its family rooms and a policy that allows kids to stay for free. Additionally, your kids will be kept busy with the children’s television networks. The establishment also has a bicycle rental center where you can rent a bike to help you spend some quality time outdoors.
  • If you are looking for Siesta Key vacation rentals ideal for a romantic getaway, consider staying at Siesta Heron Suites & Villa. This Siesta Key rental house gets everything right with its satisfying combination of amenities for you to create incredible romantic memories on the beach. And if you’re on your honeymoon, you will get lots of amenities and cozy accommodations for you and your better half.
  • If you are looking for Siesta Key vacation rentals near the airport, consider staying at The Ringling Beach House. This vacation rental is only a 9min drive away from Sarasota International Airport (SRQ). This, however, tends to vary during the morning and evening rush hours.
  • For those who love swimming and would love to stay at a Siesta Key vacation rental with a pool, consider staying at Midnight Cove # 714. This beachfront accommodation has a modern outdoor pool with cozy furnishings, and you will have certified lifeguards ensuring your safety whenever you’re in the pool.
  • If you are looking for a quiet stay, a place where you can unwind and relax after a busy week, consider staying at The Zen Den. This establishment has a serene environment, convenient for those who would love their privacy.
  • Beachfront, pet friendly, and air-conditioned are the most popular vacation rental property amenities in Siesta Key
  • Vacation rentals in Siesta Key are around 243% cheaper than hotels on average. Search here to compare prices for all accommodation types in Siesta Key.
  • The best vacation rental properties in Siesta Key are Walk to the Beach or Village in minutes! (10.0, 21 reviews), Clean Perfectly Remodeled Townhome, Steps From the Private Beach. 3 night min (9.8, 34), and Siesta Sands Beach Resort 4th Floor with Elevator (9.8, 23), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Siesta Key, you should consider visiting during the low season. The cheapest vacation homes in Siesta Key can be found in August and October.
  • The cheapest night for renting a vacation home in Siesta Key is Monday. In contrast, the most expensive is Wednesday.
  • Book your Siesta Key vacation rental at least 77 days before your stay begins to get the best price.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Siesta Key for 2 days.

FAQs when booking a vacation home in Siesta Key

  • How much is a vacation rental for a week in Siesta Key?

    The average price for a weekly Siesta Key vacation rental found by KAYAK users in the last 2 weeks is C$ 5,262.

  • How much is a vacation rental for a month in Siesta Key?

    The average price for a monthly Siesta Key vacation rental found by KAYAK users in the last 2 weeks is C$ 22,551.

  • What types of vacation rentals are available in Siesta Key?

    There are loads of different property types that you can make your vacation home in Siesta Key. You’ll find apartments, condos, houses, cottages and villas.

  • What are some of the most-loved vacation rentals available in Siesta Key?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Beachpoint Cottages.

  • Are there any pet-friendly vacation rentals in Siesta Key?

    There are a number of dog and pet-friendly Siesta Key vacation rentals, with around 8% allowing you to bring your pet along with you.

  • How much is a vacation rental in Siesta Key?

    KAYAK users have found vacation rentals in Siesta Key for as cheap as C$ 370 in the last 3 days. The average price is C$ 752.

  • How much is a vacation rental in Siesta Key for tonight?

    In the last 72 hours, users have found Siesta Key vacation rentals for tonight for as low as C$ 467. Search here for similar prices

  • How can I find vacation rentals near me in Siesta Key?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

  • Which Siesta Key vacation rentals are pet-friendly?

    Most Siesta Key house rentals are pet-friendly. For those who would love to have their furry friend with them during their stay in Siesta Key, consider staying at Beachpoint Cottages. This establishment welcomes your pup with a freshwater bowl and a doggy menu. Additionally, your well-behaved friend will have a special spot reserved in the shade for watching squirrels and birds. What’s more, they charge a reasonable fee for pet stays.

  • Which vacation rentals in Siesta Key offer a fitness center?

    For those who would love to keep up with their fitness routine during their vacation in Siesta Key, consider staying at Siesta Key Beachside Villas. This vacation rental has a modern fitness center with a fully equipped gym with fitness equipment like weights, treadmills, and resistance bands. Once you book a fitness session, you will be assigned a personal trainer who can handle beginners and pros.

  • Which vacation rentals in Siesta Key are near famous attraction sites?

    If you are visiting Siesta Key to experience its great attraction sites, consider staying at The Destin Complex, Beach Club. This highly celebrated vacation rental gives you breathtaking views of the Gulf of Mexico waters, while Siesta Key’s famous Crescent Beach is just steps away. Other major attractions around it include Point of Rocks, Silver City Sarasota, and Sunshine & Sand Hidden Treasures.

  • Which vacation rentals in Siesta Key have offer free parking?

    For those who would love to book a vacation rental with free parking, consider staying at Happy Clam. This cozy establishment offers free parking for its guests, with the cars under 24-hour surveillance.

Where to stay in Siesta Key?

Our map will help you find the perfect place to stay in Siesta Key by showing you the exact location of each vacation rental.