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

Private Pool - Beach 100 Steps, Village 5-min Walk - Siesta Key, FL
9.9 45 reviews
Siesta Key, FL
27/06 – 30/06
A$1168/nighttotal: A$3504 (3 )

Private Pool - Beach 100 Steps, Village 5-min Walk

3 2
apartment , Siesta Key
This Siesta Key holiday home is situated less than 0.8 km from Siesta Village and a mere 100 steps from Siesta Key's renowned beach.
Sleeping up to 10 guests, this three-bedroom, two-and-a-half-bathroom property boasts a private heated pool, cabana, three reserved parking spaces, and complimentary beach amenities including chairs, umbrella, and cooler, all within easy reach of local dining and shopping.
New Listing! The Village Breeze Ii - White-sand, Pool, Beaches, Daiquiris, Seafood! - Siesta Key, FL
10 10 reviews
Siesta Key, FL
27/06 – 11/07
A$996/nighttotal: A$13944 (14 )

New Listing! The Village Breeze Ii - White-sand, Pool, Beaches, Daiquiris, Seafood!

2 5
apartment , Siesta Key
This Siesta Key Village apartment is located a short walk (approximately 0.8 km) from Siesta Key Public Beach and 0.6 km from Siesta Key Farmers Market.
This three-bedroom, two-bathroom holiday flat sleeps seven guests and boasts a private terrace, fully equipped kitchen, in-unit laundry, free Wi-Fi, air conditioning, and on-site parking.
Beachfront Condo - 2-bedroom - Luxury - Directly On Crescent Beach - Siesta Key, FL
9.2 55 reviews
Siesta Key, FL
15/08 – 22/08
A$461/nighttotal: A$3227 (7 )

Beachfront Condo - 2-bedroom - Luxury - Directly On Crescent Beach

2 4
apartment , Siesta Key
This two-bedroom apartment is situated directly on Crescent Beach in the heart of Siesta Key, within walking distance of South Village and its shops and restaurants.
The property offers a private beach access, a screened-in lanai, a swimming pool and a spa, and can comfortably accommodate up to six guests.
Siesta Key Retreat | Pool, Jacuzzi, Beach In 1 Min - Siesta Key, FL
9.6 5 reviews
Siesta Key, FL
04/07 – 08/07
A$715/nighttotal: A$2860 (4 )

Siesta Key Retreat | Pool, Jacuzzi, Beach In 1 Min

2 4
apartment , Siesta Key
This apartment in Siesta Key offers exclusive access to a private beach, just 60 metres from Point of Rocks reef, and is a 4-minute stroll to dining and entertainment venues.
This family-friendly two-bedroom, two-bathroom unit accommodates up to five guests and features a newly remodelled kitchen with a dishwasher, air conditioning, a heated swimming pool, jacuzzi, private balcony, and parking, with beach gear provided.

Best Siesta Key, FL short term rentals with a balcony

Siesta Key Sunsets 2 Bed 2 Bath Top Floor With Gulf Views Steps To Beach - Siesta Key, FL
10 1 review
Siesta Key, FL
12/07 – 19/07
A$501/nighttotal: A$3507 (7 )

Siesta Key Sunsets 2 Bed 2 Bath Top Floor With Gulf Views Steps To Beach

2 5
apartment , Siesta Key
This beachfront apartment on Siesta Key is located less than 1.6km from Siesta Key Beach and Siesta Key Beach Playground, also within 1.6km of St Boniface Episcopal Church Labyrinth and the Siesta Key Farmers' Market.
The 112 square metre property boasts two bedrooms, two bathrooms, and sleeps five, offering a fully equipped kitchen, swimming pool, fitness centre, tennis court, parking, and a terrace/balcony.
Book Me Baby! Bayview Beauty At Siesta Key - Siesta Key, FL
10 174 reviews
Siesta Key, FL
04/07 – 11/07
A$419/nighttotal: A$2933 (7 )

Book Me Baby! Bayview Beauty At Siesta Key

2 4
apartment , Siesta Key
This Siesta Key apartment, situated within the Midnight Cove II community, is a 1.6km walk from Siesta Key Beach and close to Siesta Key Village's shops and restaurants.
The 130 square metre, two-bedroom, two-bathroom condo sleeps five, boasting a balcony with bay and waterway views, a fully equipped kitchen, laundry facilities, and access to a pool, spa, and private beach access.
Sarasota Retreat With Private Heated Pool + Fire Pit - 5 Min To Siesta Key Beach - Siesta Key, FL
9.4 3 reviews
Siesta Key, FL
02/07 – 04/07
A$2027/nighttotal: A$4054 (2 )

Sarasota Retreat With Private Heated Pool + Fire Pit - 5 Min To Siesta Key Beach

5 3
apartment , Siesta Key
This five-bedroom, four-bathroom Spanish-style villa is situated in Sarasota, Florida, a 3.2km drive from Siesta Key Beach and close to St. Armands Circle and the University Town Center Mall.
The property offers a private heated pool, fire pit, fully equipped chef's kitchen, and accommodates up to ten guests, making it ideal for families seeking a luxurious Siesta Key holiday.
Cozy 2br Condo In Siesta Key, Perfect For Family Getaway - Gbb 1385 - Siesta Key, FL
9.6 7 reviews
Siesta Key, FL
04/07 – 11/07
A$485/nighttotal: A$3395 (7 )

Cozy 2br Condo In Siesta Key, Perfect For Family Getaway - Gbb 1385

2 4
apartment , Siesta Key
This waterfront flat in Siesta Key offers extraordinary intracoastal waterway views and is located a short drive from Siesta Key Beach, St. Armands Circle, and the Mall at University Town Centre.
This 89 square metre, 2-bedroom, 2-bathroom apartment accommodates up to 4 guests and features a newly remodelled modern kitchen, direct access to a bayside community pool and fitness centre, and included beach tags with chairs and toys for Siesta Key Beach.

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

Relaxing Siesta Key Condo - Siesta Key, FL
9.7 100 reviews
Siesta Key, FL
12/09 – 19/09
A$283/nighttotal: A$1981 (7 )

Relaxing Siesta Key Condo

2 2
apartment , Siesta Key
This apartment is located on Siesta Key, just across the street from Crescent Beach and a short walk from the Siesta Key Village, offering easy access to the island's best attractions. The accommodation has excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment is a two-bedroom property, spanning 80 square meters and comfortably accommodating up to four guests. It features a fully equipped kitchen, a private balcony with breathtaking waterfront views, and access to a range of on-site amenities including a swimming pool, fitness centre, and tennis courts.
Condo# 218 2 Bed/1 Bath Condo Steps To Siesta Key Beach! - Siesta Key, FL
9.4 12 reviews
Siesta Key, FL
14/07 – 11/08
A$341/nighttotal: A$9548 (28 )

Condo# 218 2 Bed/1 Bath Condo Steps To Siesta Key Beach!

2 3
apartment , Siesta Key
This two-bedroom Siesta Key apartment is located just a short walk from Siesta Key Beach, one of the world's top ten best beaches.
The 75 square metre apartment sleeps up to six guests and features a private lanai with pool views, a fully equipped kitchen, and a modern bathroom.
Siesta Key Villa - Beach House Residences Unit 1 - Siesta Key, FL
9.2 33 reviews
Siesta Key, FL
04/09 – 08/09
A$978/nighttotal: A$3912 (4 )

Siesta Key Villa - Beach House Residences Unit 1

4 8
apartment , Siesta Key
This luxurious Beach House Residences villa on Siesta Key is situated steps from Crescent Beach and a short distance from Siesta Key Village, offering easy access to restaurants, boutiques, and live music venues.
The four-bedroom, three-bathroom property boasts a spacious open-plan design, a private heated pool, a balcony overlooking the water, private beach access, full concierge services, and comfortably accommodates up to ten guests.
Awesome 2bd Condo Near The Beach (An799) - Siesta Key, FL
9.3 46 reviews
Siesta Key, FL
09/08 – 15/08
A$409/nighttotal: A$2454 (6 )

Awesome 2bd Condo Near The Beach (An799)

2 4
apartment , Siesta Key
This apartment is located just a short walk from Crescent Beach and less than 1.6km from Siesta Key Beach, offering easy access to the area's beautiful beaches and vibrant atmosphere. The property has received excellent ratings for location, cleanliness and overall user experience.
The two-bedroom apartment comfortably accommodates six guests and features a balcony, two bathrooms, and a fully equipped kitchen. Guests can enjoy amenities such as a swimming pool, tennis court, fitness centre, sauna and spa, as well as free parking and internet access.

Best Siesta Key, FL short term rentals with laundry available

Best Of Both Worlds! Fish In The Bay Or Walk Across The Street To The Beach! - Siesta Key, FL
9.4 58 reviews
Siesta Key, FL
14/07 – 11/08
A$304/nighttotal: A$8512 (28 )

Best Of Both Worlds! Fish In The Bay Or Walk Across The Street To The Beach!

1 3
apartment , Siesta Key
This Siesta Key apartment is less than 1.6km from Siesta Key Beach, Crescent Beach, and Siesta Key Marina, offering convenient access to Siesta Key's attractions and St. Boniface Episcopal Church Labyrinth.
The 65 square metre self-catering flat sleeps four guests and includes a fully equipped kitchen, a washing machine, a Smart TV, and access to a swimming pool, jacuzzi, and parking.
Crystal House On Siesta Key Beach - Siesta Key, FL
9.8 142 reviews
Siesta Key, FL
21/11 – 01/12
A$268/nighttotal: A$2680 (10 )

Crystal House On Siesta Key Beach

1 2
apartment , Siesta Key
This Siesta Key apartment, situated directly across from the Gulf of Mexico beach, offers unparalleled access to the sands and boasts a private dock on Sarasota Bay.
The two-bedroom suite sleeps six, features a fully equipped kitchen with stainless steel appliances, a heated pool, and complimentary amenities including Segway Ninebot scooters, an Xbox, and GAIA premium toiletries.
Gertrude's Siesta | Palm-view Pools Private-beach - Siesta Key, FL
9.8 16 reviews
Siesta Key, FL
24/06 – 01/07
A$518/nighttotal: A$3626 (7 )

Gertrude's Siesta | Palm-view Pools Private-beach

2 6
apartment , Siesta Key
This Siesta Key bayside apartment, situated in the Palm Bay Club, is a 3-minute walk from both the bay and Siesta Key's renowned beach, and a short distance from Siesta Village.
The two-bedroom, two-bathroom property sleeps six guests and boasts a 40-foot balcony, private beach access with complimentary chairs, a swimming pool, jacuzzi, fitness centre, and parking; nearby amenities include tennis and pickleball courts, a fishing pier, and barbecue areas.
Spacious 2br Close To World-famous Sand Beach Club At Siesta Key #102a By Rva - Siesta Key, FL
9.2 106 reviews
Siesta Key, FL
10/07 – 12/07
A$728/nighttotal: A$1456 (2 )

Spacious 2br Close To World-famous Sand Beach Club At Siesta Key #102a By Rva

2 2
apartment , Siesta Key
The Beach Club At Siesta Key #102a Resort By Rva is conveniently located on Siesta Key, within a mile of Crescent Beach and Siesta Key Beach, and a 15-minute drive from Siesta Key Marina and Point of Rocks. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom apartment can accommodate up to six guests and offers a fully equipped kitchen, a comfortable living area, and two bathrooms. Guests can enjoy amenities such as a swimming pool, a Jacuzzi, a tennis court, and barbecue grills, as well as free Wi-Fi and parking.
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