Siesta Key, FL Short term rentals

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Siesta Key, FL short term rentals
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Best Short term and Weekly rentals in Siesta Key, FL

Top-Rated Oceanfront Short-Term Rentals in Siesta Key, FL

Experience relaxing maritime vibes at coastal short-term rentals in Siesta Key, FL, situated short distances from regional beach-town boardwalks.

Gertrude Siesta | Patio | 15-min Beach! - Siesta Key, FL
9.7 183 reviews

Gertrude Siesta | Patio | 15-min Beach!

apartment, Siesta Key
This family-friendly vacation rental is located just a mile from Irma Beach and Siesta Key Beach, making it a perfect choice for those who want to be close to the action. The property consistently receives excellent ratings for cleanliness, location, and overall experience.
This 3-bedroom, 3-bathroom home comfortably accommodates up to 10 guests. Enjoy features such as a private pool, a tennis court, and a fully equipped kitchen, allowing you to relax and enjoy your vacation to the fullest.

Our Favorite Luxury Short-Term Rentals in Siesta Key, FL

Experience the pinnacle of comfort in Siesta Key, FL with a luxury rental designed to meet your every need.

The Key To A Great Vacation! - Siesta Key, FL
9.7 169 reviews

The Key To A Great Vacation!

apartment, Siesta Key
This ground-floor Siesta Key condo is located approximately 100 yards from Siesta Key Beach, offering convenient access to the sand and surf.
The one-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen, private patio, complimentary beach supplies, and access to a community pool, BBQ area, and fishing pier.

Frequently Asked Questions about short term rentals in Siesta Key, FL

  • Which top landmarks shouldn't you miss in and around Siesta Key, FL?

    You have to visit Siesta Key Beach, known for its soft, white sand and clear water. The Siesta Key Drum Circle on Sundays is a fun experience, and the historic Siesta Key Village is a must-see for shopping and dining.
  • What are the best short term rentals in Siesta Key, FL?

  • What types of short-term rentals are available in Siesta Key?

    When you are thinking of holidays in Siesta Key you would want to look for the best short-term rentals which would make things easier for you. This is important because you want to stay with your family and pet in a private space. Short-term rentals like condos, apartments and lofts and even townhouses provide you with the best private space you need when you are visiting Siesta Key. Choosing short-term rentals would also allow you to live in different neighbourhoods to make your stay convenient. If you are travelling with a pet you can make use of these rental properties which are pet-friendly and come with additional kitchen and bathroom facilities and amenities.
  • What notable natural landmarks are near Siesta Key, FL?

    Myakka River State Park is a beautiful place to go kayaking or hiking. The nearby Sarasota Jungle Gardens has a variety of exotic animals and plants. And, of course, there's the Gulf of Mexico, perfect for swimming, sunbathing, and fishing.
  • What are the best short term rentals with a pool in Siesta Key, FL?

  • What are the best kid-friendly attractions in Siesta Key?

    1. Siesta Key Beach - When you are in Siesta Key you would want to visit Siesta Key Beach with your kids where they can have a fun day playing in the sand and enjoying the sea.
    2. Mote Marine Laboratory and Aquarium - Taking your kids to an aquarium is a great way to spend a holiday. While this is a non-profit laboratory you can also find an aquarium featuring many marine animals and plant life.
    3. Siesta Key Village - When you have kids you can head to Siesta Key Village where you can shop and dine with the kids and take them to one of the many ice cream shops in the village.
  • What family-friendly activities are available near Siesta Key, FL?

    The Siesta Key Beach is perfect for families with its shallow waters and soft sand. The Mote Marine Laboratory & Aquarium is a great place to learn about marine life. You can also visit the Sarasota County Fairgrounds for fun events and activities.
  • What are the best short term rentals with a jacuzzi in Siesta Key, FL?

  • What is the best neighbourhood to stay close to the city centre?

    If you prefer to stay close to the city centre you would want to look for accommodations in Reigels Landing which allows you to be just minutes away from the popular Siesta Key Beach. This means you can access the beach facilities and spend a day without having to commute much. Also, being here allows you to move around the island quickly and also access Stickney Point Road and explore Sarasota. Staying in Riegels Landing also allows you to enjoy the best local restaurants, bars and clubs close to the beach.
  • What kind of weather can travelers expect in Siesta Key, FL?

    Siesta Key has a subtropical climate with hot, humid summers and mild, dry winters. The average high temperature in July is around 90 degrees Fahrenheit, and the average low temperature in January is around 55 degrees Fahrenheit. You can expect sunshine most of the year.
  • What are the best short term rentals for families and kids in Siesta Key, FL?

  • What are the best shopping malls in Siesta Key?

    1. Southbridge Mall - If you are somewhere around Turtle Beach you can shop at the Southbridge Mall which has a good selection of shopping stores in Siesta Key.
    2. Sarasota Pavilion - When you are in Siesta Key you can also shop at the Sarasota Pavilion which is in Sarasota but close to Siesta Key. If you are looking for discount shopping and groceries this is where you can find the right options.
    3. Southbridge Plaza - When you intend to shop in Siesta Key you can head to Southbridge Plaza where you can find plenty of stores to shop on discounts.
  • What major cities can be found near Siesta Key, FL?

    Siesta Key is located just south of Sarasota, a vibrant city with a thriving arts and culture scene. You can also easily reach St. Petersburg and Tampa, which are both about an hour's drive away.
  • What is the best place to book a short-term rental for the Siesta Key Crystal Classic International Sand Sculpting Festival in Siesta Key?

    If you are planning to stay in Siesta Key for Siesta Key Crystal Classic International Sand Sculpting Festival you should look for short-term rentals in and around Riegels Landing. This would allow you to make the most of your accommodation. With plenty of short-term rentals in this area, you can choose from multiple condos, apartments and townhouses. Also, staying in the Riegels Landing neighbourhood would allow you to access Siesta Key Beach and various restaurants, cafes, bars and clubs around the beach. If you are looking for nightlife activities you can find plenty of venues here. With the best rental properties, you can stay privately and comfortably in Siesta Key and visit the event.

Popular destinations

Choose the Right Family-Friendly Lodgings in Siesta Key, FL

Perfect for families, these Siesta Key, FL short-term rentals offer coastal comfort and quick access to the shore.

Steps To#1 Rated Beach In Usa Spacious2+2condo,pool,garagetranquil Setting - Siesta Key, FL
10 172 reviews

Steps To#1 Rated Beach In Usa Spacious2+2condo,pool,garagetranquil Setting

apartment, Siesta Key
This Siesta Key apartment is located just steps from Siesta Beach, a short distance from Siesta Village, and 7 miles from downtown Sarasota. The apartment is situated in a peaceful setting, offering easy access to the area's attractions and amenities. It has received excellent user ratings.
The 2-bedroom, 2-bathroom apartment offers 1780 square feet of living space and comfortably accommodates up to 6 guests. The apartment features a fully equipped kitchen, a private terrace, a swimming pool, a spa, and a parking space, ensuring a comfortable and enjoyable stay.
2 Br Waterfront Condo On Siesta Key | Turtle Beach - Siesta Key, FL
9.9 109 reviews

2 Br Waterfront Condo On Siesta Key | Turtle Beach

apartment, Vamo
This Siesta Key condo rental offers a beachfront location, a short walk from Jim Neville Marine Preserve and Turtle Beach, and within three miles of Crescent Beach and Siesta Key Marina.
This 820-square-foot apartment features two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen, private balcony, free Wi-Fi, and access to a swimming pool, playground, and barbecue grills.
Close To Beaches With Hot Tub And Large Garden - Siesta Key, FL
9.4 43 reviews

Close To Beaches With Hot Tub And Large Garden

apartment, Gulf Gate Estates
This Gulf Gate Estates apartment rental is conveniently located approximately 10 miles from the Ringling Museum and Sarasota Bradenton International Airport, and 6.8 miles from the Sarasota Opera House and Marina Jack.
The 400-square-foot one-bedroom unit sleeps seven guests and boasts a private hot tub, large garden, and access to a swimming pool, jacuzzi, sauna, spa, tennis court, and on-site restaurant.
Vinca | Steps To Siesta Key Village! - Siesta Key, FL
9.5 111 reviews

Vinca | Steps To Siesta Key Village!

house, Siesta Key
This vacation home is located in Siesta Key Village, just a short walk from the famous Siesta Key Beach and other popular beaches, as well as local attractions and restaurants. The property has received excellent ratings for location, cleanliness, and overall experience.
This rental offers a fully equipped kitchen, a comfortable living area with a sofa bed, and a dining area. The home also features a swimming pool, terrace, garden, and parking, perfect for enjoying the beautiful Siesta Key weather.

Neighborhoods and points of interest in Siesta Key, FL

Discover Pet-Friendly Short-Term Rentals in Siesta Key, FL

Forget the post-beach mess; these short-term rentals in Siesta Key, FL feature dog-friendly amenities.

Villa 4 Walk To Beach Pool Daily Rentals - Siesta Key, FL
9.7 3 reviews

Villa 4 Walk To Beach Pool Daily Rentals

apartment, Siesta Key
This private apartment in Point O'Rocks, Siesta Key, is located directly across from Crescent Beach and 11 miles from the John and Mable Ringling Museum of Art.
This 500 square foot vacation rental accommodates up to 3 guests in 1 bedroom and 1 bathroom, featuring a private pool, complimentary parking, free WiFi, and a fully equipped kitchen.

Best Siesta Key, FL lodging with a balcony

Salty Dog | Siesta Key Canal-front Escape! - Siesta Key, FL
No reviews

Salty Dog | Siesta Key Canal-front Escape!

apartment, Siesta Key
Three Bedroom Condo At Midnight Cove Ii - Siesta Key, FL
9.1 132 reviews

Three Bedroom Condo At Midnight Cove Ii

apartment, Siesta Key
Amazing Siesta Key Condo In Midnight Cove Ii - Siesta Key, FL
9.3 91 reviews

Amazing Siesta Key Condo In Midnight Cove Ii

apartment, Siesta Key
Private Patio - Walk To Beach Shops & More! - Siesta Key, FL
9.0 1 review

Private Patio - Walk To Beach Shops & More!

apartment, Siesta Key

Best Siesta Key, FL lodging with a kitchen

Stylish & Bright: Steps To Beach ~ Pool ~ Hot Tub! - Siesta Key, FL
10 1 review

Stylish & Bright: Steps To Beach ~ Pool ~ Hot Tub!

apartment, Siesta Key
Gertrude's Siesta | Pool, Jacuzzi! 1-minute To Beach! 4-min Dining & Music! - Siesta Key, FL
10 13 reviews

Gertrude's Siesta | Pool, Jacuzzi! 1-minute To Beach! 4-min Dining & Music!

apartment, Siesta Key
1br 2nd-floor | Deck | Pool | Kitchenette - Siesta Key, FL
9.0 55 reviews

1br 2nd-floor | Deck | Pool | Kitchenette

apartment, Siesta Key
Beach Access, Clean, Updated, Heated Pool & More - Siesta Key, FL
9.7 7 reviews

Beach Access, Clean, Updated, Heated Pool & More

apartment, Siesta Key

Best Siesta Key, FL lodging with laundry available

New Remodel- 150 Yds To Beach And Restaurants! - Siesta Key, FL
10 298 reviews

New Remodel- 150 Yds To Beach And Restaurants!

apartment, Siesta Key
Under 1 Mile To Siesta Key Beach | Beach Gear Included | Pool | Sleeps 4 - Siesta Key, FL
No reviews

Under 1 Mile To Siesta Key Beach | Beach Gear Included | Pool | Sleeps 4

apartment, Siesta Key
Siesta Premier Location  - The 'Calm Of Siesta' - Siesta Key, FL
9.9 257 reviews

Siesta Premier Location - The 'Calm Of Siesta'

apartment, Siesta Key
Newly Remodeled 8-steps To Sand Path Of Beach! Unit A - Siesta Key, FL
9.4 10 reviews

Newly Remodeled 8-steps To Sand Path Of Beach! Unit A

apartment, Siesta Key
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