Siesta Key, FL Short term rentals

4040 available short term rental offers

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

Best family friendly Siesta Key, FL Short term rentals

Among the 4040 accommodations in Siesta Key, FL, here are the 4 best family friendly rentals

Luxury Zen Den With Heated Pool Just Off Siesta Key - Siesta Key, FL
9.4 631 reviews
Siesta Key, FL
12/09 – 19/09
A$330/nighttotal: A$2310 (7 )

Luxury Zen Den With Heated Pool Just Off Siesta Key

1 2
apartment , Siesta Key
The Zen Den is a comfortable apartment located in Sarasota, just 6 miles from the beautiful beaches of Siesta Key and a short drive from the Ringling Museum of Art. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment offers a fully equipped kitchen, a private pool with scenic views, and a relaxing outdoor patio. Guests can enjoy amenities such as free Wi-Fi, private parking, and a sun terrace, making it an ideal choice for families and couples seeking a peaceful and convenient stay.
Siesta Key Village, Pool, Beach Access 4-min. Walk, 1bdr - Siesta Key, FL
9.4 10 reviews
Siesta Key, FL
09/08 – 15/08
A$435/nighttotal: A$2610 (6 )

Siesta Key Village, Pool, Beach Access 4-min. Walk, 1bdr

1 4
apartment , Siesta Key
This Siesta Key apartment, a 10-minute walk from Siesta Key Farmers Market and Siesta Key Beach, and within 3.2km of Irma Beach, offers easy beach access and proximity to local attractions.
The 56 square metre self-catering flat features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, Wi-Fi, a patio, and on-site parking, plus access to a swimming pool and garden.
Villa Paradiso - Private Saltwater Pool - 5 Min To Siesta Key - Siesta Key, FL
10 85 reviews
Siesta Key, FL
04/08 – 05/08
A$1074/nightfor 1 night

Villa Paradiso - Private Saltwater Pool - 5 Min To Siesta Key

3 4
apartment , South Sarasota
This South Sarasota property, west of the Trail, offers direct access to Phillippi Estate Park and is less than 8km from Siesta Key Beach.
The 147 square metre house features a split-plan layout with three bedrooms sleeping seven, a heated saltwater pool, ample parking including RV/boat hookup, and a well-equipped kitchen; kayaking in Sarasota Bay is also readily accessible.
Gertrude's Siesta | 8-steps To Beach Path! 4-min Dining & Music! Hammocks, Snorkeling, Sunsets! - Siesta Key, FL
9.6 88 reviews
Siesta Key, FL
04/09 – 08/09
A$977/nighttotal: A$3908 (4 )

Gertrude's Siesta | 8-steps To Beach Path! 4-min Dining & Music! Hammocks, Snorkeling, Sunsets!

2 8
apartment , Siesta Key
This beachfront apartment is located near Siesta Key village, less than 1.6km from Crescent Beach and Siesta Key Beach, and approximately 3.2km from Turtle Beach.
This two-bedroom, one-bathroom flat sleeps eight guests and boasts a fully equipped kitchen, private terrace, access to a swimming pool and fitness centre, plus free Wi-Fi.

Best Siesta Key, FL short term rentals with a balcony

Mandevilla | Pet Friendly Home Located In Siesta Key Village W/ Heated Pool, Walk To Beach! - Siesta Key, FL
9.5 105 reviews
Siesta Key, FL
04/08 – 05/08
A$1735/nightfor 1 night

Mandevilla | Pet Friendly Home Located In Siesta Key Village W/ Heated Pool, Walk To Beach!

1 4
apartment , Siesta Key
This Siesta Key house is located in the village, just a short distance from popular beaches, restaurants and attractions. It has received excellent ratings for location, cleanliness and overall user experience.
The property offers a fully equipped kitchen, a comfortable living area and a laundry machine. Guests can enjoy outdoor grilling, a swimming pool, a terrace and a garden, making it a perfect place to relax and enjoy the Florida sunshine.
Tiny House Green Lifeguard Stand - Sleeps 5 - Siesta Key, FL
9.5 148 reviews
Siesta Key, FL
09/07 – 11/07
A$418/nighttotal: A$836 (2 )

Tiny House Green Lifeguard Stand - Sleeps 5

2 4
apartment , Gulf Gate Estates
This house is located in Gulf Gate Estates, just under 2 kilometres from Gulf Gate Mall and Crescent Beach, and 2.4 kilometres from Siesta Key Beach. It has received excellent ratings for its location, cleanliness, and overall experience.
The house has two bedrooms and one bathroom, suitable for up to five guests. It offers modern amenities such as air conditioning, a fully equipped kitchen, a garden, parking, and Wi-Fi, as well as a patio with barbecue grills.
Walk To Siesta Key Beach & Village | Pool | Dock | Game Room! - Siesta Key, FL
Siesta Key, FL
01/08 – 09/08
A$342/nighttotal: A$2736 (8 )

Walk To Siesta Key Beach & Village | Pool | Dock | Game Room!

1 2
apartment , Siesta Key
This Siesta Key flat offers a secluded 1-bedroom unit, a 3-minute walk to Siesta Key Beach Access 9 and 10, and an 8-minute walk to the Village's dining and shopping.
This ground-floor accommodation sleeps up to four guests, featuring a queen bedroom with an en-suite bathroom, a queen sofa bed, complimentary beach gear, and access to a heated swimming pool and games room.
The Beach Is 03 Minutes Away. - Siesta Key, FL
Siesta Key, FL
08/07 – 10/07
A$641/nighttotal: A$1282 (2 )

The Beach Is 03 Minutes Away.

2 4
apartment , Siesta Key
This Siesta Key apartment, located in South Village, is a 3-minute walk from Siesta Key Beach and offers proximity to dining options.
This property accommodates up to six guests across two bedrooms, featuring air conditioning, Wi-Fi, a communal swimming pool with sea views, and a deck with barbecue facilities, whilst also being conveniently situated for visits to St. Armands Circle and the Mote Marine Laboratory & Aquarium.

Frequently asked questions about short term rentals in Siesta Key, FL

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

    Well, you definitely want to visit Siesta Key Beach, it's famous for its soft, white sand. The Siesta Key Drum Circle is a must-see on Sunday evenings. And if you're looking for a bit of history, head over to the Point of Rocks, a historic landmark with beautiful views.
  • 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?

    There's the Myakka River State Park, a beautiful natural area with hiking trails and a boat launch. You can also visit the Big Cypress National Preserve, a vast wilderness area with cypress trees, sawgrass, and wildlife. And of course, there's the Gulf of Mexico, right on your doorstep.
  • 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?

    Siesta Key is a great place for families. There's the Siesta Key Beach, perfect for building sandcastles and splashing in the waves. The Mote Marine Laboratory & Aquarium is a popular choice for kids, and the nearby Sarasota Jungle Gardens is a fun day out for the whole family.
  • 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, so you can expect warm temperatures year-round. The average temperature in the summer is around 28°C, and in the winter it's around 20°C. The best time to visit is during the spring or autumn when the weather is pleasant and the crowds are smaller.
  • 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 near Sarasota, a vibrant city with a thriving arts and culture scene. You can also easily reach Bradenton, a charming city with a historic downtown area. And of course, there's Tampa, a bustling metropolis with plenty to see and do.
  • 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.

Destinations nearby

Best Siesta Key, FL short term rentals with a kitchen

Midnight Cove Ii 521f - Updated Bayside Rental! - Siesta Key, FL
10 1 review
Siesta Key, FL
24/06 – 01/07
A$357/nighttotal: A$2499 (7 )

Midnight Cove Ii 521f - Updated Bayside Rental!

2 6
apartment , Siesta Key
This Siesta Key beachfront apartment is a short walk from Siesta Key Beach, Crescent Beach, and Siesta Key Marina, and within 3.2 kilometres of Point of Rocks.
This 84 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, swimming pool, spa, fitness centre, and tennis court.
Harbor-view Condo With Pool, Sports Courts & Fitness Room - Snowbirds Welcome - Siesta Key, FL
8.8 16 reviews
Siesta Key, FL
06/07 – 13/07
A$367/nighttotal: A$2569 (7 )

Harbor-view Condo With Pool, Sports Courts & Fitness Room - Snowbirds Welcome

2 2
apartment , Siesta Key
This Siesta Key beachfront condo offers direct beach access and is less than 1.6km from Siesta Key Beach and Crescent Beach, and under 1.6km from Siesta Key Marina and Point of Rocks.
The 94 square metre apartment sleeps six guests, boasts two bedrooms and two bathrooms, a fully equipped kitchen, and includes amenities such as a swimming pool, fitness centre, and tennis court.
Walk To Beach Condo With Pool And Patio In Sarasota! - Siesta Key, FL
9.2 38 reviews
Siesta Key, FL
03/09 – 11/09
A$348/nighttotal: A$2784 (8 )

Walk To Beach Condo With Pool And Patio In Sarasota!

2 3
apartment , Siesta Key
This apartment is located in Sarasota, just a short 6-minute walk from Crescent Beach and a 10-minute drive from Siesta Key, offering easy access to the beautiful beaches and vibrant nightlife of the area. The property has received excellent user ratings for cleanliness and location, indicating a comfortable and well-maintained stay.
The apartment has two bedrooms, a living room, and a fully equipped kitchen, covering 84 square metres of space. Guests can enjoy a private patio, a refreshing swimming pool, and a spa, along with free Wi-Fi and parking.
Charm | Comfy | Tiki | Pool Private Beach - Siesta Key, FL
9.6 282 reviews
Siesta Key, FL
30/07 – 05/08
A$422/nighttotal: A$2532 (6 )

Charm | Comfy | Tiki | Pool Private Beach

1 2
apartment , Siesta Key
This Siesta Key apartment is located directly on the beach, within 1.6 kilometres of St. Boniface Episcopal Church Labyrinth and Crescent Beach, and within 3.2 kilometres of Siesta Key Marina and Point of Rocks. The property has been rated excellent for its location, cleanliness and overall experience by previous guests.
The apartment is a one-bedroom, one-bathroom property with a floor area of 53 square metres, comfortably accommodating up to four guests. It features amenities such as a fully-equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, and parking.

Best Siesta Key, FL short term rentals with laundry available

Star Fish. 3 Bed 2 Bath. Pool. Daily Rentals - Siesta Key, FL
9.6 264 reviews
Siesta Key, FL
04/08 – 05/08
A$1421/nightfor 1 night

Star Fish. 3 Bed 2 Bath. Pool. Daily Rentals

1 4
apartment , Siesta Key
This waterfront property is located in Siesta Key, just a 1.6 kilometre walk from Siesta Key Marina and Crescent Beach, and within 5 kilometres of Siesta Key Beach and Turtle Beach. The house has received excellent ratings for location, cleanliness, and overall user experience.
This three-bedroom, two-bathroom home sleeps six guests and offers a fully equipped kitchen, washing machine, TV, and air conditioning. Enjoy the outdoors with a patio, barbecue grills, a swimming pool, a spa, and direct access to the water.
Cottage On Siesta Key Beach - Siesta Key, FL
9.8 336 reviews
Siesta Key, FL
18/07 – 22/07
A$400/nighttotal: A$1600 (4 )

Cottage On Siesta Key Beach

1 4
apartment , Siesta Key
This charming cottage is located just a short walk from Siesta Key Beach, renowned as the #1 beach in the United States, and a short distance from the Point of Rocks. It's situated in a peaceful neighbourhood, just a short bus ride from Siesta Key Village. The cottage has excellent ratings for location, cleanliness and user experience.
The two-bedroom property sleeps up to five guests, comfortably offering a king-size bed in the master bedroom and twin beds in the second bedroom. Guests can enjoy a private pool, fishing dock, boat dock, and a Tiki Hut with grills, as well as a fully equipped kitchen, air conditioning, and internet access.
New! Beach House With Heated Pool/spa Water Slide! - Siesta Key, FL
9.9 18 reviews
Siesta Key, FL
04/07 – 11/07
A$3973/nighttotal: A$27811 (7 )

New! Beach House With Heated Pool/spa Water Slide!

1 12
apartment , Siesta Key
This 6-bedroom, 6-bathroom luxury holiday let in Siesta Key is located just 100 metres from Siesta Key Beach and 320 metres from Siesta Key Village, offering easy access to shops and restaurants.
This expansive property boasts a private resort-style garden with a heated swimming pool, waterslide, and spa, alongside a rooftop deck with panoramic beach views, a poker table, wet bar, and BBQ area, comfortably accommodating up to 14 guests with elevator access throughout.
Casa Coquina | Luxury Home Steps To Crescent Beach - Siesta Key, FL
9.6 19 reviews
Siesta Key, FL
05/07 – 11/07
A$1205/nighttotal: A$7230 (6 )

Casa Coquina | Luxury Home Steps To Crescent Beach

4 12
apartment , Siesta Key
Casa Coquina, a Siesta Key duplex, is situated less than 1.6km from Crescent Village, a three-minute walk from Crescent Beach and Point of Rocks, and a short drive from Siesta Key Village and Siesta Key Beach.
This four-bedroom, three-bathroom property sleeps up to 14 guests and boasts a private heated pool (heated Nov 15th-Apr 15th), a cabana, ping pong table, outdoor dining areas, beach gear, and free Wi-Fi; one well-behaved dog under 25lbs is welcome (fee applies).
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