Siesta Key Villas

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

Name of hotel Accommodation Rating Price, $
Beachpoint Cottages

9.1 / 10

(263 Reviews)

From 229$
Cottage By The Sea By Beachside Management

7.2 / 10

(34 Reviews)

From 134$
Crescent Arms Condominiums

9.5 / 10

(8 Reviews)

From 305$
The Hummingbird By Beachside Management

7.9 / 10

(51 Reviews)

From 167$
Wild Lime Cottage

8.4 / 10

(5 Reviews)

From 309$

When people are looking for a vacation spot, they often look for beautiful beaches, luxurious resorts, and plenty of activities to keep them busy. While all of those things can be found on Siesta Key, a barrier island in Sarasota County, Florida, there are other options as well. One of those options is to stay in a villa.

There are several reasons why choosing a villa might be the best option for your vacation on Siesta Key. For starters, villas are typically located in more residential areas, giving you a chance to experience the laid-back feeling that Siesta Key is known for. Additionally, villas provide plenty of amenities, such as full kitchens, laundry facilities, and private pools, that you may not find at a traditional resort.

Villas also offer more space than most resorts, which can be important if you are traveling with a large group. In addition, villas often come with beach access, which can be a big bonus since Siesta Key is known for its powdery white sand and crystal clear waters.

If you are looking for a unique and relaxing vacation experience, consider choosing a villa on Siesta Key.

Siesta Key Accommodation lists:

Table of contents

Beachpoint Cottages Cottage By The Sea By Beachside Management Crescent Arms Condominiums Classic Siesta Key Beachfront Home Villas in Siesta Key The Hummingbird By Beachside Management Wild Lime Cottage Sea Club II By Beachside Management Siesta Key Villa Rentals Wild Coffee Villa Crescent Street Villas By Beachside Management Beautiful Property On Siesta Key

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9.1
Excellent
263 Reviews

Beachpoint Cottages

📍 125 Beach Road

From 229$

Beachpoint Cottages is an 8-room property located in Siesta Key. This accommodation features a flat-screen TV with satellite channels, a dining area and a sitting area together with views over the garden.

The venue is situated a 20-minute walk from Siesta Key Beach, 20 km from Sarasota Bradenton International airport. The upscale Saint Armands Circle Outdoor Mall is about 15 minutes' drive away from here. Serving a variety of dishes, 3.14 Pi Craft Beer & Spirits and Bonjour French Cafe are just 400 metres away. You can get to Lido Key Sandy Beach in a few minutes by car.

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7.2
Good
34 Reviews

Cottage By The Sea By Beachside Management

📍 303 Beach Road

From 134$

Cottage By The Sea By Beachside Management offers entertainment activities and a cable flat-screen for guests' comfort. South Lido Park is 10 minutes’ drive from this property.

The upscale Saint Armands Circle Outdoor Mall can be reached by car in 15 minutes. The centre of Siesta Key is a 15-minute walk away. Specialised in American cuisine, Bonjour French Cafe is a great spot to have a dinner. Seaside Vacation Villas is located within walking distance to Cottage By The Sea By Beachside Management.

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9.5
Excellent
8 Reviews

Crescent Arms Condominiums

📍 6312 Midnight Pass Rd. Unit Number 603 S

From 305$

Situated in Siesta Key district, Crescent Arms Condominiums provides a free private carpark and a heated pool at 6 km from Sarasota Square. The beachfront venue has a flat-screen TV with satellite channels, air conditioning and an iron with ironing board on-site.

Turtle Beach is approximately 10 minutes' drive away. The centre of Siesta Key is 2 km away. Guests can dine at The Orange Octopus within 450 metres from the villa. You can get to Siesta Beach Pavillion in a few minutes by car.

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Villas in Siesta Key

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Classic Siesta Key Beachfront Home

📍 552 Beach Road

Classic Beachfront Siesta Key Home features accommodation with free self-parking and a swimming pool and is nestled 0.8 km from Siesta Key Beach. This venue is 0.9 km from St. Boniface Episcopal Church Labyrinth.

The villa is 15 minutes' walk from Siesta Key city centre. It is 5 minutes’ walk from the beach. The closest beach is 350 metres away. Siesta Key Beach Access 7 is situated a short stroll from the property.

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7.9
Very good
51 Reviews

The Hummingbird By Beachside Management

📍 5251 Calle Menorca

From 167$

Featuring free self parking, an outdoor swimming pool and a patio, The Hummingbird By Beachside Management offers accommodation in Siesta Key district of Siesta Key. Edson Keith Estate Park is 3.3 km from the venue, while Sarasota Beach is just 0.5 km away.

The villa is located within 2 km of the city centre. It is 15 minutes’ walk from the beach. If you prefer to eat out, 3.14 Pi Craft Beer can be found a 5-minute walk away. The Hummingbird By Beachside Management is set a few minutes' drive from Siesta Key Village.

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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
Hotel with balcony 🌤️ Beachpoint Cottages
Best reviews Hotel ❤️ Cottage By The Sea By Beachside Management
Best mid-range Hotel 🌴 Crescent Arms Condominiums

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8.4
Very good
5 Reviews

Wild Lime Cottage

📍 1105 Point Of Rocks Rd

From 309$

Wild Lime Cottage is set in Siesta Key district of Siesta Key and offers accommodation with free parking, an outdoor swimming pool and a patio. Turtle Beach is 3.3 km from this venue.

Jamaica Royale is settled 10 minutes’ drive from the villa. It is 15 minutes’ walk from the beach. Toasted Mango Cafe serves American dishes, to reach it you'll need to take a 5-minute walk. Siesta Key Marina is set nearby.

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Siesta Key Villa Rentals

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8
Very good
37 Reviews

Sea Club II By Beachside Management

📍 5955 Midnight Pass Road

From 133$

At Sea Club II By Beachside Management Villa you'll be within just a 16-minute stroll of Siesta Key Beach and close to Siesta Harbour Condominium Apt Harbor. The accommodation features air conditioner, a dining area and a sofa set in the rooms.

Located in Siesta Key district, the venue is 1 km from the centre of Siesta Key. You can also walk to Siesta Key Village, which is about 20 minutes away. It is 15 minutes’ walk from the beach. You can get to Sarasota Square in a few minutes by car.

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6.3
Good
9 Reviews

Wild Coffee Villa

📍 1105 Point Of Rocks Rd

From 279$

Wild Coffee Villa features accommodation with an outdoor swimming pool, a sunbathing terrace and a patio and is nestled 3.3 km from Turtle Beach. Popular points of interest near the venue include Siesta Key Marina and Green Turtle Shell & Gift City.

The property is 10 minutes' drive from Sarasota Beach. The centre of Siesta Key is about 30 minutes' walk away. You can taste American and Italian cuisine in City Pizza Bar & Grill, located 5 minutes' stroll from Wild Coffee Villa. You can get to Jamaica Royale in a few minutes by car.

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7.5
Very good
26 Reviews

Crescent Street Villas By Beachside Management

📍 1126 Crescent Street

From 245$

Crescent Street Villas By Beachside Management is situated approximately 10 minutes’ drive from Turtle Beach and offers accommodation with a free carpark, a golf course and a patio. Guests can take advantage of concierge service and grocery delivery service as well as free WiFi throughout the property.

Set in Siesta Key district, the villa is located 30 minutes' walk from the centre of Siesta Key. Siesta Key Beach is set within 3.2 km from the venue. Toasted Mango Cafe and 7-Eleven can be found 450 metres from the property. Crescent Street Villas By Beachside Management is close by Green Turtle Shell & Gift City.

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All Inclusive Villas in Siesta Key

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8.6
Excellent
21 Reviews

Beautiful Property On Siesta Key

📍 1234 Derby Lane

From 240$

Offering a golf course and a flat screen TV, Beautiful Property On Siesta Key is situated in Siesta Key district, 1.4 km from Siesta Key Beach. The venue is also fitted with 2 bedrooms and includes an equipped kitchen with dishwasher, coffee/tea making machines and kitchenware.

The villa is 10 minutes' drive from Sarasota Square. Siesta Key city centre is a 10-minute walk away. Another plus point is that Beautiful Property On Siesta Key is adjacent to Siesta Harbour Condominium Apt Harbor.

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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, Sea Club II By Beachside Management provides free self-parking, an outdoor swimming pool and a picnic area at 1.3 km from Siesta Key Beach. This villa comes with multi-channel television, a dining area and a seating area and a kitchen with fridges and kitchenware.

Edson Keith Estate Park is approximately 10 minutes' drive away. The centre of Siesta Key is a 10-minute walk away. It is 10 minutes’ walk from the beach. A short stroll will lead you to Jamaica Royale and Siesta Harbour Condominium Apt Harbor.

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8.9
Excellent
29 Reviews

Sun And Sea By Beachside Management

📍 1135 Sun And Sea Drive

From 157$

Sun And Sea By Beachside Management Villa is set 2.8 km from Siesta Key Beach and represents a 2-bedroom venue with a patio. This accommodation has free shuttle bus service, concierge service and grocery delivery service provided for the guests.

The villa is located a 25-minute walk from the heart of Siesta Key, near Siesta Key Marina. Turtle Beach is at a 3.6-km distance. Offering American meals, Toasted Mango Cafe is situated 150 metres of the property. Popular points of interest close to Sun And Sea By Beachside Management Villa include Crescent Arms.

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Villas in Siesta Key with Private pool

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6.3
Good
26 Reviews

Bay Oaks - 6157 #E01 Villa

📍 6157 Midnight Pass Road

From 150$

Bay Oaks - 6157 # E01 Villa is situated approximately 10 minutes’ drive from Turtle Beach and offers accommodation with free parking and an outdoor swimming pool. This venue comes with 2 bathrooms, as well as air conditioner, a dining area and a sitting area in the rooms.

Set in Siesta Key district, the property is located 15 minutes' walk from the centre of Siesta Key. The friendly Edson Keith Estate Park is at a 1.4-km distance. The closest beach is 500 metres away. Within a short walk from the villa, guests can find Siesta Harbour Condominium Apt Harbor and the shaped Crescent Beach too.

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8.1
Very good
55 Reviews

Siesta Key Bay View Villa

📍 1232 Derby Lane

From 270$

Siesta Key/ Derby Bay Villa offers accommodation with a nightclub, a tennis court and a golf course for guests' convenience in Siesta Key. The venue is set in Siesta Key district and gives easy access to Sarasota Square, located 4.3 km away.

Local attractions include the shaped Crescent Beach steps away from the villa and city centre 1 km away. Crescent Arms is 15 minutes' walk away. Guests can relax on a beach close to the property. Siesta Key/ Derby Bay Villa is located close to Siesta Harbour Condominium Apt Harbor.

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10
Excellent
1 Reviews

Harbor Towers, 4Th Floor, Modern With Den Villa

📍 5855 Midnight Pass Road #203

From 222$

Harbor Towers Villa is a 1-bedroom venue, which can accommodate up to 8 guests in Siesta Key district of Siesta Key. Rooms at this accommodation offer a kitchen and are fully equipped with a TV with satellite channels, air conditioner and a stone fireplace.

The villa is situated a 15-minute walk from Siesta Key Beach, 20 km from Sarasota Bradenton International airport. It takes a 10-minute drive to visit Sarasota Square. The city centre is 1 km away. The property offers proximity to Jamaica Royale.

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8.9
Excellent
10 Reviews

Mulberry Cottage

📍 1105 Point Of Rocks Rd

From 199$

At Mulberry Cottage you'll be within just a 20-minute stroll of Nontando and close to Green Turtle Shell & Gift City. The property includes a flat-screen TV with satellite channels, tea/coffee making equipment and a sitting area in the rooms.

Located in Siesta Key district of Siesta Key, it is a 25-minute drive from Sarasota Bradenton International airport. It is 3.1 km from Siesta Beach Pavillion. Miguel's Restaurant treats guests with French meals and is about 300 metres away. You can get to Turtle Beach in a few minutes by car.

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9.9
Excellent
3 Reviews

Fins Up Villa

📍 110 Avenida Veneccia, 34242, Siesta Key, Us

From 694$

The 3-bedroom Fins Up Villa is less than a 20-minute walk from Siesta Key Beach. The accommodation features a flat-screen TV with satellite channels, air conditioning and a sofa set.

Located in Siesta Key district of Siesta Key, it is a 25-minute drive from Sarasota Bradenton International airport. The upscale Saint Armands Circle Outdoor Mall is 6 km from the venue. Gidget's Coastal Provisions and The Cottage, serving different delicacies, are about 250 metres away. The property offers proximity to Siesta Key Beach Access 2.

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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 located 20 minutes' walk from Siesta Key Beach and 10 minutes' walk away from Siesta Key Beach Access 7. Overlooking the sea, the accommodation features a kitchen with tea/coffee making equipment and kitchenware.

The centre of Siesta Key is nearly 2 km from the venue. The beach is 700 metres away. A variety of dishes is served in Jo-To Japanese Restaurant and Gidget's Coastal Provisions, which are only 5 minutes’ walk away. Guests can visit Siesta Key Beach Access 2 situated not far from the property.

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8.7
Excellent
9 Reviews

Sea Club II 5955 #8E Villa

📍 5955 Midnight Pass Road

From 263$

Sea Club II 5955 # 8E Venue is a 2-bedroom villa, which can accommodate up to 5 guests in Siesta Key district of Siesta Key. It includes free Wi-Fi in the rooms along with a free car park and an outdoor swimming pool on-site.

Edson Keith Estate Park is 3.9 km away, while Siesta Key Beach is 1.3 km from the property. The city centre is 1 km away. This venue is also set close to Siesta Harbour Condominium Apt Harbor. Sea Club II 5955 # 8E Villa is set in the vicinity of Jamaica Royale.

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7.8
Very good
3 Reviews

Aruba Villa

📍 5255 Calle Menorca, 34242, Siesta Key, Us

From 690$

Situated in Siesta Key district, Aruba Villa provides a tennis court, a patio and a swimming pool at 1.3 km from Siesta Key Beach. The venue consists of 3 bedrooms and 2 bathrooms.

The centre of Siesta Key is nearly 2 km from the accommodation. A stroll of 10 minutes will take guests to Sarasota Beach. Offering various dining options, Flavio's Brick Oven and Bar, and Gilligan's Island Bar and Grill are about 5-minute walk away. The proximity to Seaside Vacation Villas is a perk for those staying at Aruba Villa.

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8
Very good
3 Reviews

Steps To #1 Beach In America Siesta Beach!

📍 5306 Calle De La Siesta

From 277$

Situated in Siesta Key, 400 metres from Sarasota Beach, Steps To #1 Beach In America Siesta Beach! Venue provides accommodation with complimentary parking, a tennis court and a patio. The 111 m² villa comes with a multi-channel TV, a dining area and a seating area in the rooms.

Siesta Key Beach Access 2 lies within a 15-minute walk of the property. It is 15 minutes’ walk from the beach. Guests can dine at The Blase Cafe & Martini Bar within 250 metres from the venue. Seaside Vacation Villas is nearby as well.

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8.9
Excellent
5 Reviews

Dockside Delight By Beachside Management Villa

📍 325 Avenida Madera, 34242, Siesta Key, Us

From 478$

Dockside Delight By Beachside Management Villa is located within a 25-minute walk from Sarasota Beach and a 20-minute walk away from Siesta Key Marina. The accommodation is equipped with climate control, an iron/ironing board and a sofa.

The venue is 10 minutes' walk from the centre of Siesta Key. It is 15 minutes’ walk from the beach. Siesta Harbour Condominium Apt Harbor is a stone's throw away from Dockside Delight By Beachside Management Villa.

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9.4
Excellent
5 Reviews

Fanta-Sea On The Beach 53 By Beachside Management

📍 53 Beach Road

From 748$

Situated in Siesta Key district, Fanta-Sea On The Beach 53 By Beachside Management Villa provides a free car park and a patio at 6 km from the upscale Saint Armands Circle Outdoor Mall. This venue comes with 1 bathroom, as well as a cable TV, a kitchenette and a dressing room in the rooms.

Popular points of interest near the accommodation include Siesta Key Beach Access 2 and Siesta Key Craft Festival Museum. Siesta Key city centre is a 20-minute walk away. A fast food restaurant can offer American menu and is set 450 metres away. Fanta-Sea On The Beach 53 By Beachside Management Villa is set a few minutes' drive from Siesta Key Village.

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5.9
Good
15 Reviews

A Shore Thing By Beachside Management Villa

📍 603 Beach Road, Fl 34242, Siesta Key, Us

From 392$

Featuring a free carpark and a golf course, A Shore Thing By Beachside Management Villa offers accommodation in Siesta Key district of Siesta Key. Crescent Arms is 2.8 km from the venue, while Siesta Key Beach Access 7 is 250 metres away.

The property is located within 2 km of the city centre. It is 5 minutes’ walk from the beach. Dessert restaurant Big Olaf Creamery is open nearby. Another plus point is that A Shore Thing By Beachside Management Villa is adjacent to Public Beach Access 10.

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9
Excellent
3 Reviews

Beach Club Breeze Villa

📍 302 Canal Blvd, 34242, Siesta Key, Us

From 682$

A 20-minute stroll from Beach Club Breeze Villa takes guests to Siesta Key Beach, while Siesta Key Beach Access 2 is a 10-minute walk away. This accommodation includes a multi-channel TV, a dining area and a sofa set.

Set in Siesta Key district, the venue is located 15 minutes' walk from the centre of Siesta Key. It is 5 minutes’ walk from the beach. A few steps away, pizzeria Flavio's Brick Oven and Bar serves Italian meals. Beach Club Breeze Villa is set a few minutes' drive from Shell Beach.

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1 Reviews

Siesta Beach House By Beachside Management Villa

📍 5950 Midnight Pass Road

A 10-minute stroll from Siesta Beach House By Beachside Management Villa takes guests to Jamaica Royale, while Siesta Key Beach is a 15-minute walk away. The accommodation features a flat-screen TV with satellite channels, air conditioning and a dressing room.

The venue is located a 10-minute walk from the heart of Siesta Key, near Siesta Harbour Condominium Apt Harbor. The beach is 850 metres away. It is 10 minutes’ walk from the beach. Siesta Beach House By Beachside Management Villa is set in the vicinity of the shaped Crescent Beach.

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