Chalets in Siesta Key

The Official Guide to Chalets in Siesta Key – Your Trusted Source for the Best Stays!

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Up to $100
$100 - 200
From: $200
Excellent
9+
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5.4
Good
16 Reviews

From

171$/night

Sea Club II By Beachside Management

5955 Midnight Pass Road

The 2-room Sea Club II By Beachside Management Siesta Key apartment is also located just 6 minutes' walk from Jamaica Royale. The apartment offers parking on site and modern comforts like Wi-Fi.

A kitchen has a fridge, a toaster, and kitchenware allowing guests to cook their own meals.

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8.8
Excellent
26 Reviews

From

213$/night

Sun And Sea By Beachside Management

1135 Sun N Sea Drive Unit 1 & 2

Situated nearly 5 minutes' walk from Green Turtle Shell & Gift City, Sun And Sea By Beachside Management Siesta Key villa offers easy access to numerous tourist spots in the area. Providing guests with Wi-Fi and a car park, this accommodation is 4.5 km from Siesta Key Beach Access 2.

Guests are welcome to prepare meals in a kitchen or dine at a dining area. There is also coffee and tea makers, kitchenware, and a dishwasher available in the kitchen. Offering American specialties, seafood restaurant Captain Curt's Crab & Oyster Bar is 300 metres away.

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8
Very good
7 Reviews

From

286$/night

Canal 309 - Right In Siesta Key Village!

309 Canal Road

The 2-bedroom Canal 309 - Right In Siesta Key Village! villa is located within 300 metres of The Gallery on Siesta Key and features a private pool and a patio for a relaxing stay. Featuring bicycle rentals, the accommodation invites guests to visit Siesta Key Beach, situated 5 minutes away by car.

At the villa you'll be approximately 10 minutes' drive from Lido Key Beach and within minutes of Siesta Key Beach Access 7. Canal 309 - Right In Siesta Key Village! villa is also a mere 8 minutes' walk from Siesta Key Beach Access 2. The nearest airport is Sarasota Bradenton International, located 20 km away from the Siesta Key accommodation.

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7.5
Very good
2 Reviews

6415 Midnight Pass #606

6415 Midnight Pass Road

Located a mere 600 metres from Siesta Key Marina, the 2-bedroom 6415 Midnight Pass #606 Villa Siesta Key offers guests to relax in a Jacuzzi, or enjoy windsurfing, snorkelling, and mini golf. This Siesta Key holiday home can host up to 6 guests and offers quick access to Green Turtle Shell & Gift City, located only a 6-minute walk away.

The kitchen amenities at 6415 Midnight Pass #606 Villa feature tea and coffee making facilities, a fridge, and kitchenware, provided in a dining area. The accommodation is right around the corner from seafood restaurant Clayton's Siesta Grille.

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9.1
Excellent
10 Reviews

From

753$/night

Crescent Arms Condominiums

6312 Midnight Pass Rd. Unit Number 603 S

The 2-bedroom Crescent Arms Condominiums Point O'Rocks villa enjoys a beachfront location just 5 minutes' walk from the shaped Crescent Beach, and invites guests to spend time on a patio. Located a short way from Jamaica Royale, the holiday home provides Wi-Fi and a private parking lot.

The 2-bathroom villa also features a fully-fitted kitchen with a refrigerator, an oven, and glassware. The Point O'Rocks property is not far from seafood restaurant Captain Curt's Crab & Oyster Bar.

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3Br- 360 Canal Rd

360 Canal Road

Located 350 metres from Seaside Vacation Villas, 3Br- 360 Canal Rd Villa Siesta Key offers quick access to various city attractions in the vicinity.

Lido Key Sandy Beach is 4.9 km away, and Siesta Key Beach Access #5 is within walking distance of the villa. This accommodation is 20 minutes on foot from Siesta Key Village.

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8.4
Very good
74 Reviews

From

237$/night

Siesta Key Beach House

1232 Derby Lane

Located a 20-minute walk from Siesta Key Drum Circle, Siesta Key Beach House villa offers karaoke for guests' leisure. The 3-bedroom villa features opportunities for windsurfing, canoeing, and fishing in the area, 4.5 km from Bee Ridge Park.

Siesta Key Beach House villa is fitted with an electric kettle, a fridge, and kitchenware in a full kitchen.

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From

324$/night

Minorga On The Gulf

5144 Calle Minorga

The 2-bedroom Minorga On The Gulf Villa Siesta Key is located merely 5 minutes' stroll from the co-op Gallery on Siesta Key and features a swimming pool and a patio for a relaxing stay. Hosting up to 6 guests, the Siesta Key holiday home offers a prime location within a 3-km distance of South Lido Park.

The kitchen amenities at the Siesta Key accommodation feature a refrigerator, a toaster, and kitchenware, provided in an outdoor dining area. Guests can try Southwestern cuisine at The Hub Baja Grill, located only 300 metres away.

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9.1
Excellent
60 Reviews

From

596$/night

Siesta Key Island Rentals

515 Beach Road

Offering an indoor pool for a relaxing experience, Siesta Key Island Rentals villa is located 3.1 km from Shell Beach. Providing guests with Wi-Fi and a private parking lot, this holiday home is in the vicinity of Siesta Key Beach.

Lido Key Tiki Bar ?, serving a wide range of meals, is a 13-minute walk away.

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8
Very good
1 Reviews

From

529$/night

Sandy Cabana - 1104N

1104 Crescent St

At the 3-bedroom Sandy Cabana - 1104N Siesta Key, guests can enjoy snorkelling, horseback riding, and fishing as well as a location a mere 7 minutes' walk from Siesta Key Marina. Located 2.9 km from Siesta Key Beach, this 2-bathroom villa provides Wi-Fi and private car parking.

At Sandy Cabana - 1104N, self-catering amenities include a refrigerator and an oven available in a fully furnished kitchen. Guests are invited to dine at Big Water Fish Market, located 12 minutes' walk away.

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8
Very good
1 Reviews

From

765$/night

Endless Views - 532

532 Canal Road

Staying at the 3-bedroom Endless Views - 532 Villa Siesta Key, guests can visit Siesta Key Beach, which is only 1.1 km away. Offering horse riding tours, the Siesta Key holiday home can accommodate up to 6 people.

Endless Views - 532 Villa offers a full kitchen with all necessary appliances, like a fridge and an oven. Lido Key Tiki Bar ?, serving a wide range of meals, is only 1 km away.

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From

5540$/night

The Plaza

5458 Plaza De Las Palmas

The 1-bedroom The Plaza Villa Siesta Key is nestled within 5 minutes' walk of Public Beach Access 10 and entices guests with a hot tub. Offering Wi-Fi, this Siesta Key villa is located within a few blocks of Siesta Beach Pavillion.

Guests are welcome to prepare meals in a fully furnished kitchen or dine at a dining area. The kitchen also offers coffee and tea making machines, a fridge, and kitchenware.

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2Br- Calle Minorga

5116 Calle Minorga

Staying at 2Br- Calle Minorga Villa Siesta Key, guests can visit Crescent Arms, which is approximately 10 minutes' drive away.

You'll be around a 10-minute walk from Siesta Key Beach Access 2 and a mere 200 metres from The Gallery on Siesta Key. The Siesta Key villa is within 25 minutes' walk of Shell Beach.

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Villa 4 - Aloha Kai Vacation Villas

6020 Midnight Pass Rd

Offering a location 2.5 km from Siesta Key Beach Access 7, Villa 4 - Aloha Kai Vacation Villas Siesta Key gives access to various tourist spots in the area.

The villa is approximately a 10-minute drive from Grand Canal and relatively close to Crescent Arms. Guests may also visit Red Bug Slough Preserve, situated a 10-minute ride away. The nearest airport is Sarasota Bradenton International, about 25 minutes' drive from the property.

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Exclusive Complex - Private Heated Pool - 100 Steps To Beach - Village 5 Minute Walk

5316 Calle De La Siesta, Siesta Key, Fl 34242, Usa

Overlooking the pool, Exclusive Complex - Private Heated Pool - 100 Steps To Beach - Village 5 Minute Walk Siesta Key villa enjoys a convenient setting 5 minutes' walk from Sarasota Beach. The 5-bedroom holiday home features opportunities for hiking and cycling in the area, 3.5 km from Bay Island.

The kitchen amenities feature tea and coffee making facilities, a fridge, and kitchenware, provided in a dining area. Guests can dine at The Blase Cafe & Martini Bar, located 5 minutes' stroll away.

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10
Excellent
1 Reviews

From

334$/night

Sand Dollar Suite - 632A

632 Calle Del Otono Apt A

Sand Dollar Suite - 632A Siesta Key villa provides easy access to various city attractions, such as Public Beach Access 10, situated 300 metres away.

Siesta Key Marina is located 3.3 km from Sand Dollar Suite - 632A villa, while Siesta Key Beach Access 2 is 16 minutes' stroll away. The 1-bedroom villa is a few minutes' drive from Siesta Key Beach. This property is around 25 minutes' drive from Sarasota Bradenton International airport.

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9.7
Excellent
16 Reviews

From

386$/night

Canal 313 - Right In Siesta Key Village!

313 Canal Road

Up to 6 guests can stay at Canal 313 - Right In Siesta Key Village! villa and enjoy Siesta Key Beach Access 7, located 6 minutes' walk away. Located 3.1 km from Grand Canal, the 2-bedroom holiday home provides Wi-Fi and private car parking.

The kitchen amenities feature tea and coffee making equipment, a fridge, and kitchenware, provided in a dining area. Offering American dishes, The Hub Baja Grill is situated within 200 metres of the 2-bathroom villa.

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7
Good
1 Reviews

Villa 11 - Premium

6020 Midnight Pass Rd

Located a mere 9 minutes' walk from Crescent Arms, the 1-bedroom Villa 11 - Premium Siesta Key boasts an outdoor swimming pool and can accommodate up to 4. Providing guests with Wi-Fi and a private parking lot, this 1-bathroom villa is 2.2 km from Siesta Key Village.

A full kitchen with tea and coffee making equipment, a refrigerator, and kitchenware is provided at the property.

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Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004

6415 Midnight Pass Rd

Located just 7 minutes' walk from Siesta Key Marina, the 1-bedroom Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa offers an outdoor swimming pool for guests to relax by. Offering a sauna, the property is within a few blocks of Christopher Wheeler Park.

At a fully-equipped kitchen cooking is allowed and guests can use an electric kettle, a refrigerator, and an oven provided for free. Serving American dishes, Daiquiri Deck South Siesta Key is 650 metres away.

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8.3
Very good
62 Reviews

From

200$/night

Beautiful Property On Siesta Key

1234 Derby Lane

The 2-bedroom Beautiful Property On Siesta Key villa offers proximity to nearby tourist spots, such as Siesta Key Beach, situated approximately a 20-minute walk away. This Siesta Key villa accommodates up to 4 guests and provides karaoke to keep them entertained.

Beautiful Property On Siesta Key villa provides a fully-equipped kitchen along with an electric kettle, a fridge, and glassware on site.

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10
Excellent
4 Reviews

From

1323$/night

Southern Exposure

91 Avenida Veneccia, Us

Nestled within a 5-minute drive of Big Sarasota Pass, the 4-bedroom Southern Exposure Villa Siesta Key entices guests to explore various tourist destinations nearby.

This 4-bathroom villa is approximately 10 minutes by car from Siesta Key Marina and really close to Siesta Key Beach Access 2. The villa is nearly a 5-minute drive from Siesta Beach Pavillion. The Siesta Key property is also accessible from Sarasota Bradenton International airport, which is about 20 km away.

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9
Excellent
3 Reviews

Beachside Vacation Rental Condo On Siesta Key With Pool Access

5950 Midnight Pass Road

The 2-bedroom Beachside Vacation Rental Condo On Siesta Key With Pool Access villa accommodates up to 4 guests and offers proximity to Crescent Arms, located just a 9-minute walk away. This Siesta Key holiday home features opportunities for bowling, mini golf, and fishing in the area, 2.6 km from Nontando.

In a fully equipped kitchen at Beachside Vacation Rental Condo On Siesta Key With Pool Access villa, there is an electric kettle, a fridge, and kitchenware. Guests can try American dishes in the fast food restaurant Siesta Key Beach Pavilion, located 18 minutes' stroll away.

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From

1599$/night

Sea Spray

538 Canal Rd, Us

The 6-bedroom Sea Spray Villa Siesta Key offers easy access to such tourist spots as Sarasota Beach, located only a 6-minute walk away. Providing guests with Wi-Fi and a free private car park, this accommodation is within 10 minutes' drive of Crescent Beach.

The villa is approximately 6 km from Saint Armands Circle, and Crescent Arms is about a 10-minute drive away. Sarasota Bradenton International airport is situated 20 km from the Siesta Key property.

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10
Excellent
1 Reviews

From

431$/night

Siesta Sea Gem

5955 Midnight Pass Road

Located a mere 7 minutes' stroll from Jamaica Royale, the spacious 70 m² Siesta Sea Gem Apartment Siesta Key accommodates up to 4 guests. Enjoying a convenient setting, the 2-bedroom apartment lies 4.5 km from Bay Island and 3.1 km from Siesta Key Beach Access 2.

Alongside self-catering amenities like a fully-fitted kitchen, the property offers guests a dining area where they can savour their meals.

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From

433$/night

Central - Edgemere 738

738 Edgemere Lane

Located only 8 minutes' walk from Grand Canal, the 4-bedroom Central - Edgemere 738 Siesta Key villa offers a private pool for guests to relax by. This property features opportunities for fishing in the area, 2.4 km from Siesta Key Beach.

The Siesta Key property comes with a full kitchen, as well as a fridge and an oven for you to prepare meals. Guests can dine in Lido Key Tiki Bar ?, around 10 minutes by car from the accommodation.

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7.2
Good
34 Reviews

From

134$/night

Cottage By The Sea By Beachside Management

303 Beach Road

Situated only 5 minutes' walk from Sarasota Beach, Cottage By The Sea By Beachside Management Siesta Key offers quick access to numerous city landmarks nearby.

At the Siesta Key villa you'll be within 5 minutes' walk of Public Beach Access 10 and at a distance of 3.2 km from Shell Beach. The nearest beach is only a 12-minute walk from the accommodation, while Lido Key Beach is a 10-minute ride away. Sarasota Bradenton International airport is located a 25-minute drive from the Siesta Key property.

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Chalets in Siesta Key

**Why Choose Chalet When Traveling to Siesta Key in the United States**

Siesta Key, nestled along Florida’s Gulf Coast, is a tropical paradise renowned for its pristine beaches, crystal-clear waters, and vibrant local culture. Whether you’re seeking relaxation beneath swaying palm trees, adventure through water sports, or culinary delights at waterfront restaurants, Siesta Key offers a little something for everyone. When planning your getaway to this idyllic destination, choosing the right accommodations can greatly enhance your experience, and that’s where Chalet comes into play.

Chalet is more than just a place to stay; it embodies the essence of what makes a vacation truly unforgettable. With a blend of luxury, comfort, and convenience, this unique lodging option provides visitors with all the amenities needed for a perfect coastal retreat. From tastefully furnished rooms that reflect the island's ambiance to amenities that cater to both relaxation and adventure, Chalet stands out as a top choice for those seeking to immerse themselves in the stunning beauty of Siesta Key.

One of the key advantages of staying at Chalet is its prime location. Situated just moments away from the world-famous Siesta Beach, guests can easily access one of the finest white-sand beaches in the United States. Imagine starting your day with a walk along the beach, taking in the breathtaking sunrise, or sipping coffee while listening to the gentle surf. Not only does Chalet provide proximity to natural beauty, but it also places visitors near the vibrant heart of the island, where shops, restaurants, and local attractions abound.

Lastly, Chalet embraces a philosophy of creating memorable experiences for its guests. With personalized service and tailored recommendations, the staff ensures that whether you're a first-time visitor or a returning traveler, your stay is smooth and enjoyable. From organizing water sports to offering insights into local hidden gems, the Chalet team is dedicated to making your Siesta Key vacation not just a trip, but an experience that lingers long after the journey ends. So, if you’re considering a getaway to this slice of paradise, Chalet should be at the top of your list for an unforgettable stay in Siesta Key.

Location

Siesta Key, Florida, United States, 34242

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