Siesta Key Luxury 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, $
Sun And Sea By Beachside Management

9.0 / 10

(22 Reviews)

From 213$
Crescent Arms Condominiums

9.1 / 10

(11 Reviews)

From 240$
Casa Del Miramar By Beachside Management Villa

7.1 / 10

(30 Reviews)

From 159$
Cottage By The Sea By Beachside Management

7.2 / 10

(34 Reviews)

From 134$
Wild Lime Cottage

9.0 / 10

(2 Reviews)

From 309$

Siesta Key, located off the coast of Sarasota, Florida, boasts a collection of luxurious villas that epitomize upscale coastal living. From stunning oceanfront estates to stylish modern retreats, Siesta Key offers a diverse range of luxury accommodations for discerning travelers. Each villa is meticulously designed to provide a lavish escape, featuring top-of-the-line amenities, breathtaking views, and unparalleled comfort. Whether you seek a private oasis for relaxation or a sophisticated setting for entertaining, Siesta Key's luxury villas cater to every desire.

Siesta Key Accommodation lists:

Table of contents

Sun And Sea By Beachside Management Crescent Arms Condominiums Casa Del Miramar By Beachside Management Villa Cottage By The Sea By Beachside Management Oceanfront Elegance: Luxurious Villas with Panoramic Views Harbor Towers, 4Th Floor, Modern With Den Villa Classic Siesta Key Beachfront Home Wild Lime Cottage Modern Architectural Marvels: Cutting-Edge Luxury Villas Sea Club II By Beachside Management Bay Oaks - 6157 #E01 Villa Sea Club II Cottages By Beachside Management

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9
Excellent
22 Reviews

Sun And Sea By Beachside Management

📍 1135 Sun N Sea Drive Unit 1 & 2

From 213$

Set close to Green Turtle Shell & Gift City, this 2-bedroom Sun And Sea By Beachside Management Villa is 2.8 km to Siesta Key Beach. Featuring complimentary private parking, an outdoor swimming pool and a picnic area on site, the villa is located in the Siesta Key district of Siesta Key.

Red Bug Slough Preserve lies 4.8 km of the property. Furthermore, the centre of Siesta Key is 25 minutes away from the 1-bathroom villa. Within a 5-minute walk guests can dine in Toasted Mango Cafe and 7-Eleven. You can get to Turtle Beach nearly a 10-minute drive away. Sarasota Bradenton International airport is set 20 km from Sun And Sea By Beachside Management Villa.

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9.1
Excellent
11 Reviews

Crescent Arms Condominiums

📍 6312 Midnight Pass Rd. Unit Number 603 S

From 240$

Crescent Arms Condominiums offers beachfront accommodation within 1.7 km from Nontando. This villa is located in the Siesta Key district of Siesta Key and consists of 2 bedrooms, a fully-fitted kitchen and 2 bathrooms.

Siesta Key Beach lies 25 minutes by foot from the property. Guests can reach the centre of Siesta Key within 20 minutes' walk. Serving American specialities, Spearfish Grill is nearly a 5-minute walk away. Crescent Arms Condominiums is near Crescent Arms in Siesta Key. This villa is located in Siesta Key just 20 km from Sarasota Bradenton International airport.

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Popular Luxury villas destinations

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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 a 10-minute ride away from Jamaica Royale and 10 minutes' ride from Lido S Park.

Casa Del Miramar By Beachside Management Villa is situated in the Siesta Key district, in the vicinity of Siesta Key Beach Access 2. Guests can reach the centre of Siesta Key within 20 minutes' walk. Restaurant Bonjour French Cafe as a dining choice is 250 metres of this villa. You can get to Siesta Key Beach approximately a 20-minute walk away. Sarasota Bradenton International airport is 20 km away.

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Oceanfront Elegance: Luxurious Villas with Panoramic Views

Siesta Key's oceanfront villas offer the epitome of luxury living, with expansive windows that frame sweeping views of the Gulf of Mexico. These elegant retreats feature spacious living areas, gourmet kitchens, and private balconies overlooking the azure waters. Pamper yourself in a relaxing spa-like bathroom or unwind on a sun-drenched terrace as you watch the sun set over the horizon. Experience unparalleled comfort and sophistication in these exclusive oceanfront villas.

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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 is at 2.6 km distance from the shaped Crescent Beach and within walking distance of Sarasota Beach. Featuring free self-parking and a patio on site, this property is located in the Siesta Key district of Siesta Key.

Siesta Key Beach lies a 15-minute walk of the villa. The accommodation is 2 km from the heart of Siesta Key. For dining options, bar serving meals of American cuisine is available approximately a 5-minute walk away. Cottage By The Sea is set a mere 1.3 km of St. Boniface Episcopal Church Labyrinth. Sarasota Bradenton International airport is set 20 km from the Siesta Key accommodation.

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Harbor Towers, 4Th Floor, Modern With Den Villa

📍 5855 Midnight Pass Road #203

From 252$

This 1-bedroom Harbor Towers Villa is located 25 minutes by foot from Escape Room Sarasota and offers quick access to Jamaica Royale. While staying in the property, guests are welcome to use a kitchen with a microwave oven and refrigerator for self-catering.

The villa is situated in a residential area of Siesta Key. This 3-bathroom villa is also 1 km from Siesta Key Drum Circle. It takes 10 minutes on foot to reach Siesta Key city centre. Harbor Towers Villa is set 1.7 km to Crescent Arms. Sarasota Bradenton International airport is within 26 minutes by car from this Siesta Key accommodation.

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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
Best reviews Hotel ❤️ Sun And Sea By Beachside Management
Best Price Hotel 🤑 Crescent Arms Condominiums
Best mid-range Hotel 🌴 Casa Del Miramar By Beachside Management Villa

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Classic Siesta Key Beachfront Home

📍 552 Beach Road

Classic Siesta Key Beachfront Home is a mere 0.8 km from Siesta Key Beach, while the shaped Crescent Beach is nearly a 25-minute stroll away. Guests, staying at the accommodation, can use a kitchen with a freezer and an oven to prepare home-cooked meals.

The villa is a property in Siesta Key, not far from Public Beach Access 10. This villa is set 2 km from the centre of Siesta Key. The Siesta Key accommodation is located at 0.7 km distance from the beach. Classic Siesta Key Beachfront Home is set 6 km to the upscale Saint Armands Circle Outdoor Mall. Getting to Sarasota Bradenton International airport will take about 25 minutes by car.

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Modern Architectural Marvels: Cutting-Edge Luxury Villas

Step into the realm of modern luxury with Siesta Key's collection of architectural marvels. Sleek lines, innovative design, and state-of-the-art technology define these contemporary villas, offering a blend of style and comfort. Indulge in open-concept living spaces, high-end finishes, and seamless indoor-outdoor integration that creates a harmonious flow throughout the home. Immerse yourself in the epitome of contemporary luxury living in these exceptional villas.

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9
Excellent
2 Reviews

Wild Lime Cottage

📍 1105 Point Of Rocks Rd

From 309$

The 1-bedroom Wild Lime Cottage is located in Siesta Key, only 1.6 km from the shaped Crescent Beach as well as 3.1 km to Siesta Key Beach. This Siesta Key villa also comes with a full kitchen, which is equipped with a microwave oven, a fridge and kitchenware.

Situated in the Siesta Key district, the accommodation right next to Green Turtle Shell & Gift City and a 10-minute ride from Turtle Beach. The villa is nestled 3 km from the centre of Siesta Key. American and Italian dishes are offered at City Pizza Bar & Grill, reachable at 0.3 km away. Near Wild Lime Cottage you'll find Siesta Key Marina. The nearest airport is Sarasota Bradenton International airport, about 20 km away.

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5.7
Good
29 Reviews

Sea Club II By Beachside Management

📍 5955 Midnight Pass Road

From 171$

Sea Club II By Beachside Management Villa is set in Siesta Key, merely 1.7 km of the shaped Crescent Beach and 4.2 km from Sarasota Square. Providing free parking, an outdoor swimming pool and a picnic area, the Siesta Key villa also features Wi-Fi in the business centre.

The accommodation is located in the Siesta Key district, where guests can admire Siesta Key Beach within a short walk from Jamaica Royale. The Siesta Key property is set approximately a 10-minute stroll from the own beach. The villa is nestled 1 km from the centre of Siesta Key. Sea Club II By Beachside Management Villa is nestled near Siesta Harbour Condominium Apt Harbor. A drive to Sarasota Bradenton International airport will take a bit over 25 minutes.

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6.7
Good
3 Reviews

Bay Oaks - 6157 #E01 Villa

📍 6157 Midnight Pass Road

From 344$

The 2-bedroom Bay Oaks - 6157 #E01 Villa is 10 minutes' ride away from Siesta Key Beach, and a few steps from Siesta Harbour Condominium Apt Harbor. Set close to Crescent Beach, the property is 2.6 km to Siesta Key Drum Circle.

The villa is located in the Siesta Key district of Siesta Key, 25 minutes' drive from Sarasota Bradenton International airport. This accommodation is nestled 2 km from the centre of Siesta Key. The specialty food market Crescent Beach Grocery Store can be reached after nearly a 13-minute walk away. Bay Oaks - 6157 #E01 Villa is set at 4.7 km distance from Turtle Beach.

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Tropical Paradise Retreats: Exotic Luxury Villas

Escape to a tropical paradise with Siesta Key's exotic luxury villas, secluded amidst lush foliage and swaying palm trees. These enchanting retreats offer a serene oasis where you can unwind and recharge in ultimate privacy. Relax in a sparkling infinity pool, lounge in a shaded cabana, or dine al fresco under the stars in your own private paradise. Embrace the tranquility and beauty of Siesta Key in these exclusive tropical villa retreats.

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7.8
Very good
24 Reviews

Sea Club II Cottages By Beachside Management

📍 5955 Midnight Pass Road

From 251$

This 7-room Sea Club II Cottages By Beachside Management is situated in the Siesta Key district, in a 15-minute drive from Lido S Park and 20 minutes' walk of Siesta Key Marina. The villa is located in Siesta Key and includes free self parking, an outdoor swimming pool and a picnic area.

The property is a property in Siesta Key, not far from Siesta Harbour Condominium Apt Harbor. The villa is nestled 1 km from the centre of Siesta Key. It is near a beach. You can get to Siesta Key Beach approximately 16 minutes' walk away. Sarasota Bradenton International airport is within 20 km from Sea Club II Cottages By Beachside Management.

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8.3
Very good
67 Reviews

Siesta Key Beach House

📍 1232 Derby Lane

From 237$

The 3-bedroom Siesta Key/ Derby Bay Villa is a villa with a heated swimming pool located in the Siesta Key district of Siesta Key. Jamaica Royale is 10 minutes' stroll away.

Attractions within 2.3 km to Siesta Key/ Derby Bay Villa include Grand Canal, and Siesta Harbour Condominium Apt Harbor is also nearby. The beaches of Siesta Key are close to the accommodation. The property is about 10 minutes' walk from the centre of Siesta Key. Siesta Key/ Derby Bay Villa awaits you near Crescent Beach. A drive to Sarasota Bradenton International airport will take a bit over 26 minutes.

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8.7
Excellent
28 Reviews

Siesta Key Beach - Tropea 665 #3

📍 665 Beach Road

From 271$

This 1-bedroom Siesta Key Beach - Tropea 665 #4 Villa is located 1.9 km from Siesta Key Beach Access 2 and 20 km from Sarasota Bradenton International airport. The villa also has a kitchen with a microwave and refrigerator.

Situated in the Siesta Key district, the property right next to Sarasota Beach and within 3.6 km to Shell Beach. Saint Armands Circle is a 15-minute drive away and Siesta Key city centre is 1 km from the 1-bathroom villa. The nearest beach is 2 km away from this Siesta Key accommodation. Popular points of interest close to Siesta Key Beach - Tropea 665 #4 Villa include Siesta Key Beach. The airport is 26 minutes drive away.

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Mediterranean-Inspired Splendor: Timeless Luxury Villas

Transport yourself to the Mediterranean with Siesta Key's collection of timeless luxury villas, inspired by the allure of coastal European villas. These stately retreats boast classic architecture, grand interiors, and luxurious amenities that exude Old-World charm and sophistication. Revel in the opulence of marble floors, ornate fixtures, and elegant furnishings that create a sense of grandeur and refinement. Experience the timeless beauty and elegance of the Mediterranean in these exquisite luxury villas.

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9
Excellent
3 Reviews

Coriander Cottage

📍 1105 Point Of Rocks Road

From 223$

At the 1-bedroom Coriander Cottage you'll be at 3.3 km distance from Turtle Beach. Attractions only minutes from the accommodation include Siesta Key Beach, and Green Turtle Shell & Gift City is also nearby.

The villa is located in the Siesta Key district, where guests can admire Crescent Beach within a short walk from Siesta Key Marina. The property is about 30 minutes' walk from the centre of Siesta Key. It is in 5 minutes' stroll from 7-Eleven. Sarasota Bradenton International airport is set within a 25-minute drive of Coriander Cottage.

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8
Very good
61 Reviews

Beautiful Property On Siesta Key

📍 1234 Derby Lane

From 200$

Set close to Siesta Harbour Condominium Apt Harbor, this 2-bedroom Beautiful Property On Siesta Key is 1.6 km to Siesta Key Marina. Featuring a golf course, karaoke and a swimming pool, the villa offers accommodation in the Siesta Key district.

Grand Canal lies in 5 minutes' drive from the property. The 1-bathroom villa is 1 km from the centre of Siesta Key. Such major Siesta Key sights including Crescent Beach are also located nearby. You can get to Siesta Key Beach a 15-minute stroll away. Sarasota Bradenton International airport is 25 km away from Beautiful Property On Siesta Key.

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6.8
Good
5 Reviews

Siesta Key Casa Serena With Private Pool And Lanai!

📍 Siesta Key, FL, 34242

From 253$

This 3-bedroom Siesta Key Casa Serena With Private Pool And Lanai! Villa is set in the Siesta Key district, a 25-minute stroll from Siesta Key Beach and 25 minutes' walk of Siesta Beach Pavillion. The family villa provides a tennis court, a private swimming pool and live performances.

The accommodation is a 20-minute walk from the centre of Siesta Key. This family property is set 25 minutes' walk from Siesta Key Village. Sarasota Bradenton International airport is approximately 21 minutes' drive away.

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Island Paradise Hideaways: Secluded Luxury Villas

Discover the ultimate in exclusivity and seclusion with Siesta Key's hidden luxury villas, tucked away in serene and private settings. These intimate hideaways offer a retreat from the world, where you can bask in solitude and tranquility surrounded by nature's beauty. Enjoy the sounds of rustling palms, the scent of tropical flowers, and the gentle ocean breeze as you relax in your own personal sanctuary. Escape to a world of peace and serenity in these secluded island paradise hideaways.

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10
Excellent
1 Reviews

Fanta-Sea 53 By Beachside Management

📍 53 Beach Road

From 848$

This 4-bedroom Fanta-Sea On The Beach 53 By Beachside Management Villa is situated 3.3 km of Crescent Beach and about a 20-minute walk from Siesta Key Drum Circle. Featuring a free car park, a sun deck and a private beach area on site, the villa is located in the Siesta Key district of Siesta Key.

Set in Siesta Key, 100 metres of an own beach, the property offers accommodation in vicinity of Siesta Key Craft Festival Museum. This beachfront 1-bathroom villa is about 20 minutes' walk from the centre of Siesta Key. Guests will enjoy American and Cajun & Creole cuisine of Another Broken Egg Cafe, which is about 5 minutes' walk away. Fanta-Sea On The Beach 53 By Beachside Management Villa is set at 2.8 km distance from Shell Beach. This beachfront accommodation is located in Siesta Key just 20 km from Sarasota Bradenton International airport.

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Siesta Key Luxury Villas FAQ
What are the top cheap holiday villas in Siesta Key?
One of the best places is Sun And Sea By Beachside Management, set a 30-minute walk from Siesta Beach Pavillion. This property offers a tennis court, an outdoor swimming pool and a picnic area on site. Another good deal is Siesta Heron Suites & Villas for 119US$ per night, providing canoeing, 24-hour reception and a heated swimming pool.
What are the best beachfront villas for rent in Siesta Key?
If you're searching for a beachfront property, travelingliz.org offers 5 options to consider. You may book Crescent Arms Condominiums for 358US$ per night. This nice holiday property offers an outdoor swimming pool, a picnic area and windsurfing on site.
What are the best villas in Siesta Key providing a pool?
Consider booking Siesta Heron Suites & Villas set 5 km from Siesta Key Beach. As an alternative, book Crescent Arms Condominiums for 358US$ per night, featuring an outdoor swimming pool, a picnic area and windsurfing on site.
What are the top holiday villas in Siesta Key with spa?
We recommend Casa Serena With Private Pool And Lanai! at the price of 253US$ per night.
How much does it cost to book a 1-bedroom, 2-bedroom, 3-bedroom villa in Siesta Key?
One of the best 2-bedroom villas is Siesta Beach Cottage, Sleeps 6, Walk To Beach, Stores, & Restaurants, it costs 119US$ per night. Also, guests enjoy staying at 3-bedroom villas. Beach - Cape Aqua 5545 is one of the best options at the price of 180US$ per night.
What are the best villas in Siesta Key that allow dogs?
You may book Wild Lime Cottage at the cost of 279US$ per night, providing an outdoor swimming pool, free private parking and a free car park on site. Also you may book Fiddle Fig Cottage with an outdoor swimming pool, a picnic area and a free private car park on site for 199US$ per night.
What are the best villas in Siesta Key with hot tubs?
Alternatively, book Avenida Lower at the cost of 286US$ per night, featuring a Jacuzzi, 24-hour front desk assistance and ironing on site.

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