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

Best Siesta Key, FL short term rentals with a balcony

New Listing! The Village Breeze Ii - White-sand, Pool, Beaches, Daiquiris, Seafood! - Siesta Key, FL
10 10 reviews

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

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.
Walk To Siesta Key Beach & Village | Pool | Dock | Game Room! - Siesta Key, FL
10 2 reviews

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

apartment, Siesta Key
This Siesta Key flat offers a prime island position, just a 3-minute walk to award-winning beaches and an 8-minute walk to the Village's dining and entertainment.
This ground-floor unit accommodates up to four guests, featuring a private 1-bedroom layout with air conditioning, a kitchen with a fridge and microwave, and access to communal amenities including a heated swimming pool, a dock, and a games room with billiards and table tennis.
Gulf Villa - 3 Min To #1 Beach - Pool - Siesta Key, FL
9.2 118 reviews

Gulf Villa - 3 Min To #1 Beach - Pool

apartment, Siesta Key
This apartment is located in Siesta Key Village, just a short walk from the famous Siesta Key Beach and within a 0.8 kilometre walk to the beach access point. The property has excellent user, location and cleanliness ratings.
The apartment has two bedrooms, two bathrooms and covers 139 square metres. Guests can enjoy a private front porch overlooking the Grand Canal with a fishing dock, a heated pool, tropical landscaping, a gas grill, and pool deck furniture.
Summer Salt  Steps To Siesta Key Village & Beach - Siesta Key, FL
10 2 reviews

Summer Salt Steps To Siesta Key Village & Beach

apartment, Siesta Key
This ground-level duplex in Siesta Key Village offers an unbeatable location, just 300 metres from Siesta Key Village's dining and shopping and 600 metres from Siesta Key Beach.
This two-bedroom, two-bathroom apartment accommodates up to eight guests and features a shared heated swimming pool, a shared grill and patio area, in-unit laundry, complimentary Xbox and Nintendo NES consoles, and beach essentials, with two dedicated parking spaces and dog-friendly accommodation available upon prior approval.

Guest-Favourite Family-Friendly Holiday Lets in Siesta Key, FL

Travelling to Siesta Key, FL with children? A family-friendly short-term let makes everything easier, with accessible beaches.

Siesta Key Village, Pool, Beach Access 4-min Walk - Siesta Key, FL
9.8 61 reviews

Siesta Key Village, Pool, Beach Access 4-min Walk

apartment, Siesta Key
This one-bedroom Siesta Key Village townhouse is a ten-step walk from shops and restaurants, and a five-minute walk (approximately 0.4 km) from Siesta Key Beach.
The self-catering apartment sleeps four, boasts a fully equipped kitchen including a Keurig coffee machine, a shared heated pool, and complimentary beach essentials (towels, chairs, umbrella, and cart), plus on-site guest services.
Shark Unit, Pool Jacuzzi Steps To Siesta Key Beach - Siesta Key, FL
9.5 404 reviews

Shark Unit, Pool Jacuzzi Steps To Siesta Key Beach

apartment, Siesta Key
This Siesta Key property is located in Sarasota, just a stone's throw from the famous Siesta Key Beach and a short drive from Crescent Beach. The house has received excellent ratings for its location, cleanliness, and overall user experience.
The property is a spacious house with a private pool and jacuzzi. Guests can enjoy a range of amenities, including a fully equipped kitchen, a terrace with sea views, a garden, and free parking and Wi-Fi.
70 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Siesta Key, FL
No reviews

70 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

apartment, Siesta Key
This ground-floor condominium on Siesta Key is located on the IntraCoastal waterway, offering views and 5-minute walk to private beach access, centrally positioned between Siesta Key Village and the shops at South Bridge.
This 70 square meter apartment sleeps six, featuring two bedrooms, one bathroom, a fully equipped kitchen, air conditioning, a swimming pool, garden, and parking, with beach essentials provided for your convenience.
Rent The Perfect 2 Bedroom Condo On The Anchorage, Siesta Key Condo 1002 - Siesta Key, FL
9.3 128 reviews

Rent The Perfect 2 Bedroom Condo On The Anchorage, Siesta Key Condo 1002

apartment, Siesta Key
This Siesta Key house is located just 0.9km from the famous Siesta Key Beach and within a 1km walk of Crescent Beach and Siesta Key Marina, offering a prime position for exploring the area. This property has consistently received excellent ratings for location, cleanliness and user experience.
The accommodation has 2 bathrooms and comfortably sleeps 6 guests. This modern house has a range of facilities including air conditioning, a swimming pool, a terrace, a garden, a sauna, a spa, a fitness centre, a tennis court, and parking.

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 check out Siesta Key Beach, it's famous for its soft, white sand. The Siesta Key Drum Circle is a must-see, especially on Sunday evenings. And if you're looking for something a little more historical, the Point of Rocks is a great spot to learn about the area's past.
  • 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?

    You're in luck! Siesta Key is surrounded by beautiful natural landmarks. There's the Myakka River State Park, a great place for kayaking and hiking. And for a little more beach time, you can visit Turtle Beach, just a short drive away.
  • 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. For a fun day out, visit the Mote Marine Laboratory & Aquarium, where you can learn about marine life and see sharks, sea turtles, and more.
  • 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 expect warm temperatures year-round. Summers are hot and humid, with average temperatures around 30°C. Winters are mild, with average temperatures around 20°C. The best time to visit is during the spring or fall, 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, which is about a 15-minute drive. You can also easily reach Bradenton, which is about a 30-minute drive. Both cities offer a variety of attractions, restaurants, and shopping.
  • 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

Discover Short-Term Rentals by the Sea in Siesta Key, FL

Base your upcoming coastal holiday at comfortable shoreside short-term rentals in Siesta Key, FL near the water.

Siesta Key - 2br - Beachfront Condo On Crescent Beach - Heated Pool - Tennis Ct - Siesta Key, FL
9.8 52 reviews

Siesta Key - 2br - Beachfront Condo On Crescent Beach - Heated Pool - Tennis Ct

apartment, Siesta Key
This Siesta Key apartment is located just a 15-minute walk from Crescent Beach and Siesta Key Beach, and within 2 kilometres of Siesta Key Marina and Point of Rocks, making it ideal for exploring the area. Guests have consistently rated this property highly, with excellent scores for location, cleanliness and overall experience.
The apartment offers 121 square metres of space, with two bedrooms, two bathrooms and a capacity for six guests. It includes a well-equipped kitchen, a private terrace, a swimming pool, a sauna and a spa, ensuring a comfortable and enjoyable stay.

Best Siesta Key, FL short term rentals with a kitchen

Lulu's Cozy Beach Cottage #2 | 5 Min. Walk To Beach | Dog Ok | Pool | $185 Free Activities Daily! - Siesta Key, FL
10 36 reviews

Lulu's Cozy Beach Cottage #2 | 5 Min. Walk To Beach | Dog Ok | Pool | $185 Free Activities Daily!

apartment, Siesta Key
This Siesta Key apartment is centrally located, less than 1.6km from Point of Rocks and Crescent Beach, and within 3.2km of Siesta Key Beach and Turtle Beach.
This 91 square metre, three-bedroom, two-bathroom condo sleeps six, boasting a fully equipped kitchen, free Wi-Fi, a terrace, swimming pool, tennis court, and parking, plus nearby barbecue grills.
Lj's Cottages 1 - Pool Beach Sunset - Siesta Key, FL
9.6 10 reviews

Lj's Cottages 1 - Pool Beach Sunset

apartment, Siesta Key
This Siesta Key apartment is situated less than 1.6km from Crescent Beach and Siesta Key Beach, and around 3.2km from Turtle Beach, offering easy access to Siesta Key's renowned sands.
The three-bedroom, two-bathroom property sleeps eight guests and boasts a fully equipped kitchen, private balcony, swimming pool, jacuzzi, and parking; nearby barbecue grills are available for outdoor use.
Pink Mango Cottage Steps From The Beach - Siesta Key, FL
10 18 reviews

Pink Mango Cottage Steps From The Beach

apartment, Siesta Key
This Key West-style cottage is situated in Siesta Key, offering an immersive beach life experience with close proximity to the coastline.
This accommodation provides a kitchenette, a private porch with a grill, and a shared jacuzzi pool, accommodating up to three guests across two bedrooms, covering approximately 46 square metres of living space.
Sea Coast - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach! - Siesta Key, FL
9.8 36 reviews

Sea Coast - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach!

apartment, Siesta Key
This dog-friendly flat in Siesta Key Village is just 120 metres from Siesta Key Beach and within easy walking distance of local shops and restaurants.
This 50 square metre apartment accommodates up to four guests and offers air conditioning, a full kitchen, and on-site shared grills and laundry facilities.

Best Siesta Key, FL short term rentals with laundry available

Everglades Villa - Sleeps 8 - Walk To Siesta Beach - Siesta Key, FL
No reviews

Everglades Villa - Sleeps 8 - Walk To Siesta Beach

apartment, Siesta Key
Endless Views | Walking Distance To Siesta Key Beach + Village W/ Rooftop Panoramic Views! - Siesta Key, FL
9.8 41 reviews

Endless Views | Walking Distance To Siesta Key Beach + Village W/ Rooftop Panoramic Views!

apartment, Siesta Key
Beautiful Apartment With First Class Amenities On The Anchorage, Siesta Key Apartment 1019 - Siesta Key, FL
9.4 92 reviews

Beautiful Apartment With First Class Amenities On The Anchorage, Siesta Key Apartment 1019

apartment, Siesta Key
Relax In This Spacious 2-bedroom, 2-bath Condo In Sarasota's Bayside. - Siesta Key, FL
9.6 50 reviews

Relax In This Spacious 2-bedroom, 2-bath Condo In Sarasota's Bayside.

apartment, Siesta Key

Short-Term Rentals with Parking in Siesta Key, FL

Driving to Siesta Key, FL? Each short-term let here includes parking, making reaching the coast simple from the moment you arrive.

Siesta Key Condo - On The Water ! - Siesta Key, FL
9.4 232 reviews

Siesta Key Condo - On The Water !

apartment, Siesta Key
Jamaica Royale #40 - 3 Heated Pools On The Beach! - Siesta Key, FL
9.7 28 reviews

Jamaica Royale #40 - 3 Heated Pools On The Beach!

apartment, Siesta Key
Cottage Across The Street From #1 Beach - Siesta Key, FL
10 24 reviews

Cottage Across The Street From #1 Beach

cottage, Siesta Key
The Sand Dune - Siesta Key, FL
10 27 reviews

The Sand Dune

apartment, Siesta Key

Explore Short-Term Rentals with a Hot Tub in Siesta Key, FL

These short-term lets near the water in Siesta Key, FL come with a hot tub or jacuzzi, ideal for a private hot tub soak after a.

New! Gulf View Paradise | Gulf Views, Shared Pool, Hot Tub, Exclusive Beach Access - Siesta Key, FL
No reviews

New! Gulf View Paradise | Gulf Views, Shared Pool, Hot Tub, Exclusive Beach Access

apartment, Siesta Key
Canal Home Short Walk To Beach & Village, Heated Pool-jacuzzi, Private Courtyard - Siesta Key, FL
9.9 63 reviews

Canal Home Short Walk To Beach & Village, Heated Pool-jacuzzi, Private Courtyard

apartment, Siesta Key
Gertrude's Siesta | Palm-view Pools Private-beach! - Siesta Key, FL
9.9 17 reviews

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

apartment, Siesta Key
Siesta Dunes 6-203 By Siesta Dunes - Siesta Key, FL
No reviews

Siesta Dunes 6-203 By Siesta Dunes

apartment, Siesta Key
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