Siesta Key Vacation Rentals

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Here is a quick list of Vacation Rentals in Siesta Key, selected based on their rating

Name of hotel Accommodation Rating Price, $
The Inn At Turtle Beach (Adults Only)

8.3 / 10

(95 Reviews)

From 407$
Bay Oaks By Beachside Management Apartment

6.9 / 10

(10 Reviews)

From 195$
Beachpoint Cottages

9.1 / 10

(263 Reviews)

From 236$
Barefoot Bungalow Apartment

7.2 / 10

(48 Reviews)

From 185$
Palm Bay Club By Beachside Management

7.1 / 10

(60 Reviews)

From 162$

When it comes to finding a place to stay while on vacation, you have a lot of different options to choose from. You can stay in a hotel, motel, or inn. You can also stay in a vacation rental. But what’s the difference? Which is better? Here are a few reasons why vacation rentals are a great option when travelling to Siesta Key in the United States:

1. Vacation rentals come with all of the amenities of home. This means that you have a kitchen to cook in, a living room to relax in, and a bedroom to sleep in. This is a huge perk, especially if you’re travelling with children. It can be expensive to eat out every meal, so being able to cook your own food can save you a lot of money.

2. Vacation rentals are often a lot cheaper than hotels. This is especially true if you’re travelling with a large group. Vacation rentals can be a fraction of the price of a hotel room, and you’ll still have all of the same amenities.

3. Vacation rentals come with plenty of privacy. If you’re looking for a place to stay where you can relax and get away from the hustle and bustle of everyday life, a vacation rental is the perfect choice. Hotel rooms can often feel cramped and cramped, but a vacation rental will give you all the space you need to spread out.

4. Vacation rentals come with plenty of extras. Most vacation rentals come with things like linens, towels, and kitchen appliances. This means that you don’t have to worry about packing any of these things, which can save you a lot of time and hassle.

Siesta Key Accommodation lists:

Siesta Key Luxury Vacation Rentals

Table of contents

The Inn At Turtle Beach (Adults Only) Bay Oaks By Beachside Management Apartment Beachpoint Cottages Barefoot Bungalow Apartment Vacation Rentals in Siesta Key Palm Bay Club By Beachside Management Beach Residences On Siesta Aka The Hyatt Crescent Arms Condominiums Vacation Rentals in Siesta Key, Florida with Pool Wild Lime Cottage Siesta Key Beach - Capri 665 #4 Midnight Cove #532, Bayside In Siesta Key, Fl Apartment

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8.3
Very good
95 Reviews

The Inn At Turtle Beach (Adults Only)

📍 9004 Midnight Pass Road

From 407$

The 10-room Inn At Turtle Beach apartment is situated in Siesta Key, 2.8 km from Sarasota Square Mall. It offers a free car park, an outdoor swimming pool and a picnic area. 4.4 km of the apartment you will find Crescent Arms.

The property is located in Siesta Key district of Siesta Key, a 30-minute drive from Sarasota Bradenton International airport. Historic Spanish Point is at 3.1 km distance from the apartment. Guests will find Turtle Beach within a short walk of the accommodation.

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6.9
Good
10 Reviews

Bay Oaks By Beachside Management Apartment

📍 6157 Midnight Pass Road  E5, 34242, Siesta Key, Us

From 195$

Within 26 km to Siesta Key Beach, Bay Oaks By Beachside Management apartment offers accommodation in Siesta Key district. A microwave, a fridge and kitchenware are also provided for your convenience.

Major Siesta Key sights, such as the shaped Crescent Beach and Siesta Harbour Condominium Apt Harbor are located not far away. The city centre is just 2 km away and Sarasota Bradenton International airport is 20 km from this apartment. The specialty food market Crescent Beach Grocery Store is situated 1.1 km of the apartment. Bay Oaks By Beachside Management is placed a 10-minute ride from Siesta Beach Pavillion.

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9.1
Excellent
263 Reviews

Beachpoint Cottages

📍 125 Beach Road

From 236$

Featuring a free carpark, a tennis court and a picnic area, this 8-room Beachpoint Cottages apartment offers accommodation in Siesta Key district, approximately 10 minutes' walk of Siesta Key Beach Access #5. The apartment also has a fully equipped kitchen fitted with a microwave oven, a fridge and kitchenware.

The property lies 10 minutes' drive from Sarasota Square. The city centre is just 2 km away and Sarasota Bradenton International airport is 20 km from this apartment. Gidget's Coastal Provisions as a dining option is in 250 metres away. Beachpoint Cottages is located around 20 minutes' walk to Siesta Key Drum Circle.

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Vacation Rentals in Siesta Key

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7.2
Good
48 Reviews

Barefoot Bungalow Apartment

📍 94 Avenida Veneccia, Fl 34242, Siesta Key, Us

From 185$

Located in Siesta Key district, Barefoot Bungalow By Beachside Management apartment is next-door to Siesta Key Beach Access 2 and 3.2 km of Bay Island. An oven, kitchenware and a washing machine are also available.

Lido Key Sandy Beach can be reached by car in a few minutes, while Siesta Key Craft Festival Museum is right by Barefoot Bungalow By Beachside Management apartment. Big Sarasota Pass is settled 10 minutes by car from the apartment. It offers The Hub Baja Grill, which is sited 5 minutes' walk of the accommodation and serves American, Mexican and Southwestern cuisine. The nearest airport is Sarasota Bradenton International airport, nearly 20 km from Barefoot Bungalow By Beachside Management.

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7.1
Good
60 Reviews

Palm Bay Club By Beachside Management

📍 5960 Midnight Pass Road

From 162$

Featuring a tennis court, a picnic area and a golf course onsite, Palm Bay Club By Beachside Management apartment is situated in Siesta Key district, only 1.3 km from Siesta Key Beach. This apartment also has a fully furnished kitchen, fitted with an oven, a cooktop and kitchenware.

The shaped Crescent Beach can be reached by car in a few minutes, while Siesta Harbour Condominium Apt Harbor is right by the accommodation. The apartment is a mere 1.3 km to Siesta Beach Pavillion and Sarasota Bradenton International airport is 25 minutes’ drive away. The centre of Siesta Key can be found within 10 minutes' walk. Palm Bay Club By Beachside Management stands close to Jamaica Royale.

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Hotels in Siesta Key

Airport nearby ✈️ Lakeland Linder Regional, Charlotte County, St. Pete-Clearwater International, Sarasota Bradenton International, Tampa International
Average Price 💰 502$
Hotels in Siesta Key 🏨 399
Hotel Reviews ⭐ 229
Landmarks nearby 📍 Siesta Key, The Gallery on Siesta Key, Ted Sperling Park, St. Boniface Episcopal Church Labyrinth, Christopher Wheeler Park
Top Service Hotel 🛁 The Inn At Turtle Beach (Adults Only)
Best mid-range Hotel 🌴 Bay Oaks By Beachside Management Apartment
Top Hotel for couples 💑 Beachpoint Cottages

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8.5
Very good
21 Reviews

Beach Residences On Siesta Aka The Hyatt

📍 915 Seaside Drive #310

From 475$

This 177 m² Beach Residences On Siesta Aka The Hyatt apartment in Siesta Key district provides beachfront accommodation. The 3-bedroom apartment is fitted with a golf course, a Jacuzzi and a wellness area.

Siesta Key Beach is a 10-minute drive, while Edson Keith Estate Park is a 15-minute drive from the property. Own beaches lie 1.1 km of this apartment. Guests can try American meals in the soup reastaurant Captain Curt's Crab & Oyster Bar located in 400 metres away. Within 35 km away from Beach Residences On Siesta Aka The Hyatt you will find Turtle Beach. Sarasota Bradenton International airport is within 20 km from the apartment.

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Vacation Rentals in Siesta Key, Florida with Pool

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9.5
Excellent
8 Reviews

Crescent Arms Condominiums

📍 6312 Midnight Pass Rd. Unit Number 603 S

From 305$

Turtle Beach is around a 10-minute drive from the 2-bedroom Crescent Arms Condominiums, while Siesta Key Beach is 25 minutes' walk of here. This Siesta Key villa caters to guests' needs, offering a free carpark, a picnic area and a heated swimming pool.

The accommodation is located in Siesta Key district of Siesta Key, 24 minutes' drive from Sarasota Bradenton International airport. The beachfront property is about 20 minutes' walk from the centre of Siesta Key. Sniki Tiki Bar at Captain Curt's Village includes American cuisine, situated only 500 metres away. Guests can explore the surrounding area renting bicycles, available at Crescent Arms Condominiums, or visit the shaped Crescent Beach set close by.

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8.4
Very good
5 Reviews

Wild Lime Cottage

📍 1105 Point Of Rocks Rd

From 309$

This 1-bedroom Wild Lime Cottage offers accommodation in 10 minutes' ride from Siesta Key Beach, while the shaped Crescent Beach is about a 20-minute walk away. Featuring a free carpark and an outdoor swimming pool on site, the villa is located in Siesta Key district of Siesta Key.

The property for 4 guests is placed next to Green Turtle Shell & Gift City. The nearest beach is a 15-minute stroll of this Siesta Key accommodation. The café Toasted Mango Cafe is approximately a 5-minute walk away. Wild Lime Cottage is near Siesta Key Marina in Siesta Key. The nearest airport is Sarasota Bradenton International, about 20 km from this Siesta Key property.

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8.4
Very good
30 Reviews

Siesta Key Beach - Capri 665 #4

📍 665 Beach Road

From 172$

Set in Siesta Key district 1.8 km of the shaped Crescent Beach, this 1-room Siesta Key Beach - Capri 665 # 3 apartment accommodates up to 4 guests. The apartment comes with a kitchen featuring a microwave and fridges.

The 34 m² property offers access to Siesta Key Beach, situated nearby. It is at 3.3 km distance from Siesta Key Marina and close to Seaside Vacation Villas. Jamaica Royale is within 1.6 km to the apartment. Siesta Key Beach - Capri 665 # 3 is set 20 km from Sarasota Bradenton International airport.

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Luxury Vacation Rentals in Siesta Key, Florida

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6.9
Good
18 Reviews

Midnight Cove #532, Bayside In Siesta Key, Fl Apartment

📍 6304 Midnight Cove Road

From 136$

Featuring a tennis court, a picnic area and a heated swimming pool, the 2-room Midnight Cove # 532, Bayside In Siesta Key, Fl apartment is 20 km from Sarasota Bradenton International airport. Grand Canal lies within 3.3 km from the apartment, while Siesta Key Drum Circle is approximately 25 minutes' walk away.

The lively centre of Siesta Key is at a distance of 2 km from this beachfront property, set in Siesta Key district. Guests will find Crescent Arms within a short walk of the 80 m² apartment. Captain Curt's Crab & Oyster Bar serves dishes of the American cuisine set nearly 5 minutes' walk away. Jamaica Royale is set nearly 20 minutes' walk away Midnight Cove # 532, Bayside In Siesta Key, Fl.

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7.1
Good
30 Reviews

Casa Del Miramar By Beachside Management Villa

📍 94 Columbus Blvd

From 159$

Casa Del Miramar By Beachside Management Villa is situated within a 10-minute drive from the shaped Crescent Beach and within a 10-minute ride from Shell Beach. At the villa a car park is available on site.

Located 24 minutes' drive from Sarasota Bradenton International airport, this accommodation offers accommodation in Siesta Key district. It is 2 km from the centre of Siesta Key. The Siesta Key property is at 300 metres of The Hub Baja Grill serving American, Mexican and Southwestern dishes. You can get to Lido Key Sandy Beach about 10 minutes' ride away.

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8
Very good
37 Reviews

Sea Club II By Beachside Management

📍 5955 Midnight Pass Road

From 133$

Sea Club II By Beachside Management Villa offers accommodation in Siesta Key, just 1.7 km of the shaped Crescent Beach and within 16 minutes' walk of Siesta Key Beach. A free carpark, an outdoor swimming pool and a picnic area are featured at this Siesta Key villa.

The property is located in Siesta Key district, where guests can admire Crescent Arms within a short walk from Jamaica Royale. The Siesta Key accommodation is 1.2 km to an own beach. Furthermore, the centre of Siesta Key is 10 minutes away from the villa. Sea Club II By Beachside Management Villa is situated in the vicinity of Siesta Harbour Condominium Apt Harbor. Sarasota Bradenton International airport is located 20 km away.

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Cheap Vacation Rentals in Siesta Key

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8
Very good
164 Reviews

Bianco Sands Resort By Beachside Management

📍 1126 Point Of Rocks Road Unit 1108 To 1128

From 152$

Notable for its location at 3.1 km distance from Siesta Key Beach in Siesta Key district, Bianco Sands By Beachside Management apartment is placed a 14-minute walk of Crescent Arms. The apartment comes with a fully equipped kitchen featuring a freezer, an oven and a stovetop.

Situated nearly a 5-minute walk from a beach, the accommodation also offers easy access to Green Turtle Shell & Gift City. A 30-minute walk will bring you to the centre of Siesta Key. Toasted Mango Cafe treats guests with American dishes and is within 450 metres away. Bianco Sands By Beachside Management is nestled within 4.5 km to Sarasota Square Mall. Sarasota Bradenton International airport can be reached by car in 25 minutes' drive.

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8.3
Very good
17 Reviews

Ljs Cottages On Siesta Key By Beachside Management

📍 1021 Point Of Rocks Road

From 273$

Lj S Cottages By Beachside Management apartment is situated in Siesta Key district of Siesta Key, 20 km from Sarasota Bradenton International airport. A refrigerator, an oven and kitchenware are also offered.

The friendly Edson Keith Estate Park is 2.5 km to Lj S Cottages By Beachside Management apartment while Siesta Key Village is 10 minutes' ride away. Crescent Arms is about a 12-minute walk from the apartment. American and Italian food is served in City Pizza Bar & Grill 7 minutes' walk of the property.

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7.2
Good
34 Reviews

Cottage By The Sea By Beachside Management

📍 303 Beach Road

From 134$

Situated 1.3 km to St. Boniface Episcopal Church Labyrinth in Siesta Key, Cottage By The Sea stands close to Seaside Vacation Villas.

Siesta Key Beach lies 1.3 km of Cottage By The Sea. This accommodation, located in the district of Siesta Key, is also set 2 km from the centre of Siesta Key. 3.14 Pi Craft Beer offers American and Italian dishes, to taste them you need to walk 250 metres from the Siesta Key villa. The Siesta Key property is set at 2.6 km distance from the shaped Crescent Beach. Sarasota Bradenton International airport can be reached within 20 km.

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8.1
Very good
16 Reviews

Fiddle Fig Cottage

📍 1105 Point Of Rocks Rd.

From 309$

This 1-bedroom Fiddle Fig Cottage offers accommodation around 10 minutes by car from Siesta Key Beach, while Turtle Beach is about a 10-minute ride away. Featuring free parking, an outdoor swimming pool and a picnic area on site, the villa is located in Siesta Key district of Siesta Key.

The property for 4 guests is placed next to Green Turtle Shell & Gift City. It is 3 km from the centre of Siesta Key. Offering American and Italian meals, City Pizza Bar & Grill is situated just 5 minutes' walk from this Siesta Key accommodation. Fiddle Fig Cottage is near Siesta Key Marina in Siesta Key. The nearest airport is Sarasota Bradenton International, 20 km from the Siesta Key property.

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4 Reviews

Crystal Sands Apartment

📍 6300 Midnight Pass Road Unit 902, Fl 34242, Siesta Key, Us

From 271$

Crystal Sands apartment is situated 25 minutes' stroll of Siesta Key Beach, and has a number of amenities including a hairdresser, a ballroom and a conference room. The apartment is located in Siesta Key district of Siesta Key, a mere 0.2 km from a beach.

The property is placed 1.9 km of Escape Room Sarasota. Grand Canal is 3.1 km to the apartment. Anna's II serves dishes of the American and Delhi cuisine set 0.6 km away. Crescent Arms is one of the main attractions in the area. Crystal Sands is settled 20 km from Sarasota Bradenton International airport.

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6
Good
2 Reviews

Siesta Dunes Beach 201, Completely Renovated, 2 Bedrooms, Sleeps 6, Spa, Large Heated Pool, Wifi

📍 6202 Midnight Pass Rd

From 281$

Providing guests with accommodation near the shaped Crescent Beach, this 111 m² apartment comes with a tennis court, an outdoor swimming pool and a patio. Siesta Key Beach is a 20-minute walk from the apartment and Escape Room Sarasota is approximately a 20-minute stroll away.

Siesta Key Drum Circle can be reached by car in a few minutes, while Siesta Harbour Condominium Apt Harbor is right by the 2-bedroom property. The city centre is just 2 km away and Sarasota Bradenton International airport is 20 km from this apartment. The café Toasted Mango Cafe is located approximately 15 minutes' walk away.

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9.6
Excellent
2 Reviews

Siesta Key Inn

📍 1125 Point Of Rocks Road

From 299$

The 8-room Siesta Palms By The Beach apartment is situated in Siesta Key district of Siesta Key, 20 km from Sarasota Bradenton International airport. A refrigerator, an oven and kitchenware are also offered.

Siesta Palms By The Beach apartment is set 3.1 km from Siesta Key Drum Circle and within 2.6 km to Nontando. Siesta Key Marina is 15 minutes by foot from the apartment. Restaurant Miguel's Restaurant is 350 metres of the property.

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8.6
Excellent
9 Reviews

Private Beach House Villa

📍 5950 Midnight Pass Rd. Unit 315

From 412$

Edson Keith Estate is 1.4 km to Private Beach House Villa and Sarasota Bradenton International airport is 25 minutes’ drive away.

Situated in Siesta Key district, Private Beach House Villa right next to Siesta Harbour Condominium Apt Harbor and 15 minutes' stroll of Siesta Key Drum Circle. Grand Canal is a tourist destination set in 25 minutes' walk of the villa. This property is 1 km from the centre of Siesta Key. The Siesta Key accommodation is set close to Crescent Beach.

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8.7
Excellent
11 Reviews

Island House Beach Resort

📍 6150 Midnight Pass Road

From 352$

Completed with free self parking, an outdoor swimming pool and a picnic area, Island House apartment is placed in Siesta Key district of Siesta Key. Edson Keith Estate Park is 3.3 km away, while Siesta Harbour Condominium Apt Harbor is adjacent to the apartment.

Siesta Key Beach is located 10 minutes' ride from the accommodation. Take a peaceful 15 minutes' stroll into the heart of Siesta Key city centre. Siesta Key Village is within 2.4 km away from the apartment. Island House is steps from Crescent Beach. The property is a 25-minute drive from Sarasota Bradenton International airport.

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9.4
Excellent
6 Reviews

Seven Nights At The Oasis By Beachside Management Apartment

📍 304 Calle Miramar Unit 1, Fl 34242, Siesta Key, Us

From 204$

Notable for its location nearly 17 minutes' walk from Siesta Key Beach Access 2 in Siesta Key district, Seven Nights At The Oasis By Beachside Management apartment is placed about 8 minutes' stroll of Public Beach Access 10. There are also a microwave, refrigerator and kitchenware available.

Guests of Seven Nights At The Oasis By Beachside Management apartment can reach the centre of Siesta Key in 15 minutes' walk. Siesta Key Beach is within 2.2 km from the apartment. Gilligan's Island Bar and Grill features meals of American cuisine and is a mere 0.2 km to the accommodation. The nearest Sarasota Bradenton International airport is 20 km from Seven Nights At The Oasis By Beachside Management.

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8.3
Very good
255 Reviews

Siesta Heron Suites & Villas

📍 8254 Midnight Pass Road

From 178$

This 7-room Siesta Heron Suites & Villas apartment is set 4.8 km from Jamaica Royale and within 3.8 km to Crescent Beach in Siesta Key district. The apartment also has a fully equipped kitchen fitted with a microwave oven, refrigerator and kitchenware.

Turtle Beach is 20 minutes' walk to the accommodation. The city centre is just 5 km away and Sarasota Bradenton International airport is 25 km from this apartment.

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7.8
Very good
24 Reviews

Sea Club II Cottages By Beachside Management

📍 5955 Midnight Pass Road

From 251$

Situated in Siesta Key district, this 7-room Sea Club II Cottages By Beachside Management right next to Siesta Harbour Condominium Apt Harbor and 16 minutes' walk from Siesta Key Beach. Featuring free self-parking, an outdoor swimming pool and a picnic area, the villa is 1.8 km of Siesta Key Village.

Lido Key Sandy Beach lies 15 minutes' drive from the property. The beaches of Siesta Key are near the villa. It takes a 10 minutes' walk to get to Siesta Key city centre. Sea Club II Cottages By Beachside Management is in the vicinity of Jamaica Royale. The Siesta Key property is a 25-minute drive from Sarasota Bradenton International airport.

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8.9
Excellent
10 Reviews

Mulberry Cottage

📍 1105 Point Of Rocks Rd

From 309$

Situated 3.1 km to Siesta Key Beach in Siesta Key, the 1-bedroom Mulberry Cottage stands close to Green Turtle Shell & Gift City. A fully-fitted kitchen with refrigerator, an oven and kitchenware is included at this Siesta Key villa so that guests can cook for themselves.

The shaped Crescent Beach lies about 20 minutes' walk from the accommodation. The villa is about 30 minutes' walk from the centre of Siesta Key. A few steps away, café Toasted Mango Cafe serves American meals. Mulberry Cottage is set at 3.3 km distance from Turtle Beach. Sarasota Bradenton International airport is 25 minutes' drive away from the Siesta Key property.

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9
Excellent
3 Reviews

Beach Club Breeze Villa

📍 302 Canal Blvd, 34242, Siesta Key, Us

From 682$

Beach Club Breeze Villa is 2.4 km from Jamaica Royale, and Siesta Key Beach Access 2 is about 10 minutes' walk away.

Located 24 minutes' drive from Sarasota Bradenton International airport, Beach Club Breeze Villa offers accommodation in Siesta Key district. Furthermore, the centre of Siesta Key is 15 minutes away from the villa. Pizzeria Flavio's Brick Oven and Bar is 100 metres away. The property is set 20 minutes on foot from Siesta Key Beach.

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