Vacation rentals in Siesta Key, United States

Carefully selected & verified rentals in Siesta Key, United States
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Check-out
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Rooms and Guests2 Guests, 1 Room
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61-80 out of 108
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One-Of-A-Kind! Pool, Terraces, Ocean-View Rooftop, In Siesta Village At Best Beach! Siesta Key
Map1.4 mi from City Centre300 yd from Siesta Key Village
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One-Of-A-Kind! Pool, Terraces, Ocean-View Rooftop, In Siesta Village At Best Beach! Siesta Key
Map1.4 mi from City Centre300 yd from Siesta Key Village
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Newly Remodeled 8-Steps To Sand Path Of Beach!
Map1.6 mi from City Centre400 yd from
FromUS$ 1 257 /nightSelect
Newly Remodeled Apt! Key-West Victorian With Beach Access, To Siesta Key Beach!
Map1.6 mi from City Centre400 yd from
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Tiki Bar, Balcony, Patio, 250 Steps Beach Village!
Map1.1 mi from City Centre400 yd from Siesta Key Village
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Coastal Surfside 298 By Beachsidemanagement
Map1.1 mi from City Centre600 yd from Siesta Key Village
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Gulf View Escape
Map1800 yd from City Centre700 yd from Siesta Key Village
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Bayside Pointe
7 adults
3 bedrooms
4 beds
Map500 yd from City Centre1400 yd from Siesta Beach
FromUS$ 214 /nightSelect
New Siesta Key Canal View
Map1.0 mi from City Centre
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The Village Breeze 6Br With Heated Pool, Near Beach, 250Ft To Siesta Key Village!
Map1.3 mi from City Centre300 yd from Siesta Key Village
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The Village Breeze - 2 Units, 4Br, 4Bath, Pool, Beach- Siesta Village Living!
Map1.3 mi from City Centre300 yd from Siesta Key Village
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The Village Breeze II - White-Sand, Pool, Beaches, Daiquiris, Seafood!
Map1.3 mi from City Centre300 yd from Siesta Key Village
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Village Breeze III - Heated Pool, Private Patio, Village And Beach!
Map1.3 mi from City Centre300 yd from Siesta Key Village
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The Village Breeze I - Heated Pool, Beaches, Daiquiris, Seafood, White-Sand!
Map1.3 mi from City Centre300 yd from Siesta Key Village
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Siestakeyvillageheated Pool
Map1.1 mi from City Centre300 yd from Siesta Key Village
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Siesta Key Village Heated Pool
Map1.1 mi from City Centre300 yd from Siesta Key Village
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6415 Midnight Pass #801
Map1.2 mi from City Centre300 yd from
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Imperial Sunsets On Siesta
Map1.6 mi from City Centre900 yd from Siesta Key Village
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Beach Terrace On Siesta
Map1.2 mi from City Centre500 yd from Siesta Key Village
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Turtle Beach Hideaway
Map1.6 mi from City Centre1600 yd from Siesta Key Village
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Flexible Price Range for Vacation Homes in Siesta Key

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 1 257
⬇️ The lowest price
US$ 155
đź’¸ Average price for
Apartments
US$ 449

How to get to Siesta Key

Explore local transportation options with ease

Airports
Sarasota Bradenton International (SRQ)

FAQs about Siesta Key rentals

Get answers to common questions and plan your adventure smoothly

What are the best vacation rentals for families in Siesta Key?
Properties like Our House At The Beach 502E and Paradise Beach Villas are recommended for families due to their spacious accommodations and proximity to family-friendly activities. Both offer easy access to the beach and outdoor pools.
Which vacation rentals are ideal for couples in Siesta Key?
Turtle Beach Resort offers a romantic setting with beachfront access, while the Oceanview Penthouse provides stunning views, making them perfect for couples looking for a getaway.
Which vacation rentals are located near popular sites in Siesta Key?
Beachpoint Cottages and Living The Dream are both situated within walking distance to Siesta Key Beach and local dining options, providing convenient access to popular attractions.
What amenities do the highest-rated vacation rentals in Siesta Key offer?
Top-rated properties like Siesta Key Condo - On The Water and Beachfront Getaway In Siesta Key include amenities such as direct beach access, pools, and kitchen facilities, receiving high guest reviews for cleanliness and location.

Essential Facts About Vacation Rentals in Siesta Key

This guide provides essential information on vacation rentals in Siesta Key, evaluating 1 property to assist travelers in making informed accommodation decisions.

Typical nightly prices range from $150 to $400.

There is 1 prominent vacation rental property option available.

Peak travel seasons are during winter and summer.

Local taxes and fees approximate 12% on rental costs.

Properties are generally within 1-2 miles of Siesta Beach and the Village area.

Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room