Siesta Key Vacation Rentals

Aurora Rossi

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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, $
Siesta Heron Suites & Villas

9.0 / 10

(150 Reviews)

From 179$
Sun And Sea By Beachside Management

8.8 / 10

(26 Reviews)

From 213$
The Inn At Turtle Beach (Adults Only)

8.0 / 10

(108 Reviews)

From 210$
Sea Club II By Beachside Management

5.4 / 10

(16 Reviews)

From 171$
Living The Dream By Beachside Management

9.2 / 10

(22 Reviews)

From 234$

Siesta Key is a premier destination for those seeking a seaside getaway, renowned for its powdery white sandy beaches and crystal-clear waters. This picturesque locale offers an array of vacation rental options that cater to diverse preferences and budgets, ensuring visitors can find the perfect home away from home. From charming beachfront bungalows to luxurious waterfront villas, Siesta Key has something for everyone. Travelers can expect modern amenities, stunning views, and proximity to local attractions, making their stay truly enjoyable. Whether you’re planning a family vacation, a romantic retreat, or a fun getaway with friends, Siesta Key's vacation rentals provide an ideal starting point for your adventures.

Best Siesta Key Vacation Rentals

Table of contents

Siesta Heron Suites & Villas Sun And Sea By Beachside Management The Inn At Turtle Beach (Adults Only) Sea Club II By Beachside Management Beachfront Bungalows: Serenity on the Sand Living The Dream By Beachside Management Beachpoint Cottages Wild Lime Cottage Waterfront Villas: Luxurious Living by the Bay Gulf Holiday By Beachside Management Siesta Key Island Rentals Siesta Key Beach House

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9
Excellent
150 Reviews

Siesta Heron Suites & Villas

📍 8254 Midnight Pass Road

From 179$

Situated in Siesta Key district, Siesta Heron Suites & Villas offers a heated swimming pool. Turtle Beach is settled at 1.7 km distance, while the shaped Crescent Beach is 3.4 km from the venue.

The centre of Siesta Key is nearly 5 km from the villa. You can get to Jamaica Royale in a few minutes by car. The nearest airport is Sarasota Bradenton International, 25 km away from the property.

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8.8
Excellent
26 Reviews

Sun And Sea By Beachside Management

📍 1135 Sun N Sea Drive Unit 1 & 2

From 213$

Sun And Sea Villa is situated at a distance of 3.7 km from Turtle Beach in Siesta Key and offers accommodation with a full kitchen. This venue offers a sun terrace and a picnic area.

The property is 10 minutes' drive from Siesta Key Beach. It is 3 km from the centre of Siesta Key. Sun And Sea Villa is placed in Siesta Key district, within a 5-minute walk of the dessert restaurant Siesta Creamery. You can get to the shaped Crescent Beach in a few minutes by car. The nearest airport is Sarasota Bradenton International, around 20 km away.

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8
Very good
108 Reviews

The Inn At Turtle Beach (Adults Only)

📍 9004 Midnight Pass Road

From 210$

Located in Siesta Key district, The Inn At Turtle Beach is next-door to Turtle Beach and a 10-minute drive from Historic Spanish Point. Canoeing, cycling, and fisheries are available for guests of the property.

The accommodation is placed within a 15-minute drive from Sarasota Square Mall. Take a few minutes' cab ride to see Crescent Arms. This inn is 25 km from Sarasota Bradenton International airport.

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Beachfront Bungalows: Serenity on the Sand

For a truly idyllic vacation, consider one of Siesta Key's charming beachfront bungalows. These cozy accommodations offer direct access to the beach, allowing guests to enjoy sunrises and sunsets right outside their doorstep. Many bungalows feature outdoor patios or decks where you can sip your morning coffee while listening to the waves. With a selection that accommodates various group sizes, these rentals are perfect for couples or small families looking for a relaxed ambiance. The proximity to local restaurants and shops adds to the convenience, ensuring you have everything you need within easy reach.

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5.4
Good
16 Reviews

Sea Club II By Beachside Management

📍 5955 Midnight Pass Road

From 171$

Sea Club II Villa provides guests with a sun deck and a picnic area, and is at a distance of 1.3 km from Siesta Key Beach. South Lido Park is a 15-minute drive away from the venue.

The villa is 1 km from the centre of Siesta Key and in vicinity of Jamaica Royale. An own beach is just metres away. You can get to the shaped Crescent Beach in a few minutes by car. Sea Club II Villa is located about 25 minutes by car from Sarasota Bradenton International airport.

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9.2
Excellent
22 Reviews

Living The Dream By Beachside Management

📍 139 Beach Road

From 234$

Living The Dream Apartment is set 4.3 km from Coolidge Park and 1.7 km from Siesta Key Beach in Siesta Key district. This accommodation features a fully-fitted kitchen, equipped with a microwave, a fridge, and a toaster.

The shaped Crescent Beach can be reached by car in a couple of minutes, while Siesta Key Beach Access # 5 is right by the venue. The city centre is just 2 km away and Sarasota Bradenton International airport is 20 km from the property. The Blase Cafe & Martini Bar and Mojo Risin' Coffee Company can be found within 400 metres of Living The Dream Apartment. Siesta Key Beach Access 2 is one of the main attractions in the area.

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9.1
Excellent
219 Reviews

Beachpoint Cottages

📍 125 Beach Road

From 369$

Beachpoint Cottages Siesta Key, set next to Seaside Vacation Villas, is 20 km from Sarasota Bradenton International airport. The accommodation also includes a fully furnished kitchen with a microwave oven, a refrigerator, and kitchenware.

Sarasota Beach is 0.6 km away and guests can drive to Siesta Key Marina in 10 minutes. The centre of Siesta Key is merely 2 km away. Beachpoint Cottages apartment is set in Siesta Key district, within about 6 minutes' walk of Mojo Risin' Coffee Company and Bonjour French Cafe serving a range of dishes. There is no need to use a car to reach Siesta Key Beach Access 2 as it is a few steps away.

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Waterfront Villas: Luxurious Living by the Bay

If you are seeking a more upscale experience, Siesta Key's waterfront villas provide a lavish escape just steps away from the water. These spacious properties often boast open floor plans, gourmet kitchens, and private pools, making them ideal for entertaining guests. With expansive balconies and patios, you can soak in breathtaking views of the bay while enjoying a glass of wine in the evening. The luxurious amenities found in these villas, such as hot tubs and high-end furnishings, elevate your stay to a new level of comfort. Accessible to both nature and nightlife, these rentals are perfect for those who appreciate both relaxation and excitement.

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9
Excellent
2 Reviews

Wild Lime Cottage

📍 1105 Point Of Rocks Rd

From 309$

Wild Lime Cottage is situated approximately 5 minutes by car from the shaped Crescent Beach in Siesta Key and offers accommodation with a fully furnished kitchen. Featuring pool views, the rooms come with a microwave, a refrigerator, and kitchenware as well as with access to a terrace.

Located in Siesta Key district, the property is 3 km from the centre of Siesta Key. Grand Canal is within 4.1 km of the villa. Offering you Italian flavours, Munchies on the Key is 500 metres away. You can get to Turtle Beach in a few minutes by car. Wild Lime Cottage offers an accommodation within 25 minutes by car from Sarasota Bradenton International airport.

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8.6
Excellent
25 Reviews

Gulf Holiday By Beachside Management

📍 73 Avendia Messina

From 171$

Located in Siesta Key district, Gulf Holiday Apartment is next-door to Siesta Key Beach Access 2 and a 10-minute drive from Siesta Key Beach. The venue offers a kitchen with a microwave oven, a refrigerator, and a stovetop.

This accommodation lies within 20 minutes' walk of the centre of Siesta Key. Lido Key Sandy Beach is approximately 4 km away. Take a few minutes' cab ride to see the shaped Crescent Beach. The nearest airport is Sarasota Bradenton International, which is 20 km away.

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9.1
Excellent
60 Reviews

Siesta Key Island Rentals

📍 515 Beach Road

From 596$

Guests can swim in an outdoor pool or be entertained during sport activities such as snorkelling, diving, and horseback riding when they stay at Siesta Key Island Rentals. Crescent Beach is 2.5 km from the venue, while Jamaica Royale is just 1.7 km away.

The centre of Siesta Key is nearly 2 km from the accommodation. This villa is also set close to Public Beach Access 10. You can get to Sarasota Square in a few minutes by car. Sarasota Bradenton International airport is a 25-minute drive from Siesta Key Island Rentals.

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Family-Friendly Condos: Comfort and Convenience

Siesta Key offers a variety of family-friendly condos that combine ample space with superb amenities. These units typically include multiple bedrooms, making them suitable for families or larger groups. Many condos are situated within resorts that feature pools, playgrounds, and community areas, providing kids with plenty of activities to keep them entertained. The convenience of a full kitchen allows families to prepare meals together, saving on dining costs during your stay. Plus, being close to local attractions such as mini-golf and water sports ensures a fun-filled family vacation.

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8.4
Very good
74 Reviews

Siesta Key Beach House

📍 1232 Derby Lane

From 237$

Featuring a sundeck, a terrace, and a golf course, Siesta Key Bay View Villa is situated nearly 20 minutes on foot from Siesta Key Beach. Local attractions include Jamaica Royale steps away from the venue and city centre 1 km away.

Located in Siesta Key district, the property offers an own beach access. It is set 3.8 km from the friendly Edson Keith Estate Park. You can get to Crescent Beach in a few minutes by car. Siesta Key Bay View Villa offers an accommodation within 25 minutes by car from Sarasota Bradenton International airport.

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Gulf & Bay Bayside- 1260

📍 1260 Siesta Bayside Drive Unit 1260A 1260

At Gulf & Bay Bayside- 1260 Villa you'll be within just a 12-minute stroll of Siesta Beach Pavillion and close to Siesta Key. This accommodation also has 2 bedrooms and includes a fully equipped kitchen with a refrigerator, an oven, and kitchenware.

The venue is 10 minutes' drive from the shaped Crescent Beach. The villa is 1 km from the centre of Siesta Key. Such major Siesta Key sights including Jamaica Royale are also located nearby. You can get to Siesta Key Village in a few minutes by car. The nearest airport is Sarasota Bradenton International, situated 20 km from the property.

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Siesta Bayside Condo 3 Bedroom

📍 1334 Siesta Bayside Dr

From 352$

Siesta Bayside 2Nd Floor Townhome is situated within a 15-minute drive of Saint Armands Circle in Siesta Key and offers accommodation with a full kitchen. Guests staying at this venue have access to Wi-Fi in the rooms.

Lido S Park is approximately 10 minutes' drive away. Siesta Key city centre is 1 km away from the villa. The property is located steps from the shared beach and Siesta Key. You can get to the shaped Crescent Beach in a few minutes by car. Sarasota Bradenton International airport is 25 minutes’ drive away from the venue.

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Pet-Friendly Rentals: Bringing Fido Along

For those who can’t bear to leave their furry friends behind, Siesta Key offers a selection of pet-friendly rentals. These accommodations understand the importance of including your pets in your travel plans, ensuring that both you and your four-legged family members feel at home. Many of these properties feature fenced yards or nearby parks where you can let your pets roam freely. Located near pet-friendly beaches, these rentals allow for enjoyable days in the sun together. With a thoughtful selection of amenities tailored for pets, these spaces provide a seamless blend of comfort and companionship.

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Villa 56 - Premium Plus W&D

📍 6020 Midnight Pass Rd

From 225$

A 25-minute stroll from Villa 56 - Aloha Kai Vacation Villas takes guests to Siesta Key Beach, while Siesta Beach Pavillion is a 20-minute walk away. The venue also comes with a full kitchen, which is equipped with a microwave oven and a refrigerator.

The accommodation is 1 km from the centre of Siesta Key and in vicinity of the shaped Crescent Beach. You can get to Siesta Key Marina in a few minutes by car. Sarasota Bradenton International airport is set 25 km from Villa 56 - Aloha Kai Vacation Villas.

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8.9
Excellent
83 Reviews

Bianco Sands By Beachside Management

📍 1126 Point Of Rocks Road

From 141$

Offering an outdoor pool area and a sunny patio, Bianco Sands Apartment is situated in Siesta Key district, 2.9 km from Siesta Key Beach. The centre of the city is within 3 km of the venue, while the shaped Crescent Beach is at 0.8 km.

There is Miguel's Restaurant serving French dishes a 6-minute walk from the accommodation. The friendly Edson Keith Estate Park is a short taxi ride away. The property offers access to Sarasota Bradenton International airport, located within 25 minutes by car.

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8.5
Very good
25 Reviews

Palm Bay Club By Beachside Management

📍 5960 Midnight Pass Road

From 462$

Situated 1.3 km from Siesta Key Beach, Palm Bay Club Apartment provides accommodation with Wi-Fi in the rooms. The venue has a kitchen, where a microwave oven, a full-sized refrigerator, and a toaster are provided for a comfortable stay.

The apartment is located in Siesta Key district of Siesta Key, a 25-minute drive from Sarasota Bradenton International airport. The shaped Crescent Beach is 1.6 km from this beachfront property. Siesta Key city centre is a 10-minute walk away from the venue. Siesta Key Marina is a short taxi ride away.

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Romantic Getaways: Cozy Retreats for Couples

Siesta Key's romantic getaways offer an enchanting setting ideal for couples. From quaint cottages to luxury waterfront suites, these rentals are designed to create an intimate atmosphere. Imagine cozy evenings spent watching the sunset from your private balcony or indulging in a candlelit dinner prepared in a well-appointed kitchen. With proximity to charming local eateries and serene beaches, these accommodations serve as the perfect backdrop for a memorable escape. Whether celebrating an anniversary or simply wanting to spend quality time together, these rentals invite couples to reconnect and unwind.

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9.1
Excellent
22 Reviews

Siesta Key Beach - Capri 665 #4

📍 665 Beach Road

From 169$

Set in Siesta Key district within 25 minutes' walk of the shaped Crescent Beach, the 33 m² Siesta Key Beach - Capri 665 # 4 Apartment accommodates up to 4 guests. A microwave, a refrigerator, and kitchenware are provided in a fully equipped kitchen of the venue.

Bird Key Park can be reached by car in a couple of minutes, while Public Beach Access 10 is right by the accommodation. It is located 3.5 km from Escape Room Sarasota, very close to Siesta Key Beach. Siesta Key city centre is a 15-minute walk away from the apartment. Sarasota Bradenton International airport is about 25 minutes’ drive away.

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Eco-Friendly Vacations: Sustainably Sourced Rentals

For eco-conscious travelers, Siesta Key presents a selection of eco-friendly vacation rentals that prioritize sustainability. Many of these properties are built with energy-efficient materials and offer eco-friendly amenities designed to reduce your carbon footprint. Enjoy the beauty of nature while knowing that your stay supports environmentally responsible practices. With options that include solar panels, water-saving fixtures, and repurposed furnishings, these rentals provide a comfortable experience while emphasizing the importance of preservation. Choose an eco-friendly rental to enjoy your getaway guilt-free.

Group Retreats: Perfect for Gatherings and Events

Planning a reunion or celebrating a special occasion? Siesta Key’s group retreats cater to larger parties with accommodations that can house multiple guests comfortably. With spacious layouts and communal living areas, these rentals foster a warm and inviting atmosphere for friends and family to gather. Many properties feature outdoor entertainment spaces such as patios, BBQ grills, or pools, making them perfect for hosting events. Located close to local attractions and nightlife, these lodgings allow your group to enjoy both private relaxation and thrilling outings. Ideal for creating enduring memories, group retreats ensure everyone enjoys a memorable time together.

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