Find and Book Top Vacation rentals in Siesta Key

Search among 26 available vacation rentals in Siesta Key from 50+ providers

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8.4
Great5 reviews
7 adults
3 bedrooms
4 beds
MapView on map2.9 mi from City Center
From   US$ 179 /nightSelect
8.0
Great2 reviews
5 adults
2 bedrooms
3 beds
MapView on map1.0 mi from City Center
From   US$ 560 /nightSelect
800 yd from City Center1600 yd from Siesta Beach
From   US$ 171 /nightSelect
1.4 mi from City Center
From   US$ 213 /nightSelect
800 yd from City Center1600 yd from Siesta Beach
From   US$ 251 /nightSelect
600 yd from City Center1500 yd from Siesta Beach
From   US$ 279 /nightSelect
8.6
Great20 reviews
1.3 mi from City Center400 yd from Siesta Key Village
From   US$ 369 /nightSelect
8.4
Great22 reviews
1.5 mi from City Center400 yd from Siesta Key Village
From   US$ 171 /nightSelect
8.8
Great16 reviews
1100 yd from City Center300 yd from Siesta Beach
From   US$ 183 /nightSelect
8.6
Great21 reviews
1.5 mi from City Center
From   US$ 487 /nightSelect
7.6
Very good2 reviews
1.3 mi from City Center400 yd from Siesta Key Village
From   US$ 234 /nightSelect
1000 yd from City Center1.0 mi from Siesta Beach
From   US$ 237 /nightSelect
6.6
Nice2 reviews
800 yd from City Center1600 yd from Siesta Beach
From   US$ 250 /nightSelect
7.6
Very good2 reviews
600 yd from City Center1100 yd from Siesta Beach
From   US$ 849 /nightSelect
600 yd from City Center1000 yd from Siesta Beach
From   US$ 246 /nightSelect
1400 yd from City Center1.1 mi from Siesta Beach
From   US$ 212 /nightSelect
1100 yd from City Center300 yd from Siesta Beach
From   US$ 161 /nightSelect
8.4
Great22 reviews
1.6 mi from City Center
From   US$ 273 /nightSelect
100 yd from City Center1000 yd from Siesta Beach
From   US$ 211 /nightSelect
1700 yd from City Center800 yd from Siesta Key Village
From   US$ 366 /nightSelect
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Best vacation rentals in Siesta Key

Why visit?

Siesta Key is a stunning barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida. Known for its powdery white sand beaches, crystal-clear waters, and vibrant sunsets, Siesta Key is a popular destination for beach lovers and outdoor enthusiasts. The island is home to the famous Siesta Beach, ranked as the number one beach in the United States, and the picturesque Point of Rocks, a prime spot for snorkeling and diving.

Why is choosing vacation rentals in Siesta Key better than staying in a hotel?

Space and Privacy: Vacation rentals offer more room to spread out and privacy that hotels cant match.

Local Experience: Staying in a vacation rental allows you to live like a local, shop at neighborhood markets, and immerse yourself in the community.

Unique Accommodations: Siesta Key vacation rentals come in various styles, from beachfront condos to luxurious villas, offering a one-of-a-kind experience.

Savings on Dining: With a kitchen in your vacation rental, you can save money by preparing meals and enjoying dining in.

Amenities: Many vacation rentals come with amenities such as private pools, outdoor spaces, and beach access, adding value to your stay.

Vacation rentals in Siesta Key:

Apartments:

Siesta Key Luxury Rental: Modern beachfront apartment with panoramic views and upscale amenities.

Tropical Oasis: Spacious and stylish apartment located within walking distance to Siesta Beach.

Sunsets on Siesta: Charming apartment with a private balcony and easy access to the village and beaches.

House:

Serene Sanctuary: Beautifully appointed 3-bedroom house with a private backyard and close proximity to the beach.

Tranquil Retreat: Cozy 2-bedroom house nestled in a quiet neighborhood, perfect for a relaxing getaway.

Beach Breeze Villa: Bright and airy 4-bedroom house with a large patio, just steps away from the shore.

Townhouse:

Sea Glass Townhome: Elegant 3-bedroom townhouse featuring beach-inspired interiors and a private garage.

Coastal Escape: Stylish 2-bedroom townhouse with a coastal-themed decor and easy beach access.

Luxury rentals:

Siesta Key Jewel: Exquisite waterfront estate with a private pool, stunning views, and luxurious amenities.

Paradise Found: Lavish beachfront villa with a private spa, outdoor kitchen, and exclusive beach access.

Homes with a pool:

Island Oasis: Inviting 4-bedroom home boasting a resort-style pool and lush tropical landscaping.

Coastal Haven: Elegant 3-bedroom home with a spacious pool deck and a serene outdoor living area.

Waterfront / Near beachfront:

Beachfront Bliss: Breathtaking 5-bedroom beachfront home with a private boardwalk leading to the shore.

Gulfside Getaway: Quaint 2-bedroom cottage offering stunning views and direct access to the Gulf of Mexico.

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