Vacation rentals in Siesta Key, United States

Carefully selected & verified rentals in Siesta Key, United States
Check-in
30Apr2026Select date
Check-out
01May2026Select date
Rooms and Guests2 Guests, 1 Room
Siesta Key features stunning beaches like Siesta Beach and Turtle Beach, where you can unwind and soak up the sun. For waterfront activities, try out the fishing at the just-north of the siesta key beach - Point of Rocks. You'll find a range of beachfront hotels like the Hyatt Beach Hotel offering breathtaking ocean views. Other popular beach hotels on the beach feature exclusive amenities and local experiences. When booking your stay, consider doing it early, especially during peak season, and explore the island by bike or on foot for the best adventure.
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1-20 out of 494
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.0
Great
5 adults
2 bedrooms
3 beds
Map1.0 mi from City Centre500 yd from
FromUS$ 240 /nightSelect
Villa 27 - Aloha Kai Vacation Villas Siesta Key
Map1000 yd from City Centre1600 yd from Siesta Beach
Select
8.6
Great
Beachpoint Cottages
The largest option:
6 adults
2 bedrooms
3 beds
Map1.3 mi from City Centre400 yd from Siesta Key Village
FromUS$ 369 /nightSelect
7.0
Very good
Our House At The Beach 502E By Beachside Management
4 adults
2 bedrooms
3 beds
Map400 yd from City Centre600 yd from Siesta Beach
FromUS$ 550 /nightSelect
7.6
Very good
Living The Dream By Beachside Management
The largest option:
6 adults
2 bedrooms
3 beds
Map1.3 mi from City Centre400 yd from Siesta Key Village
FromUS$ 234 /nightSelect
8.6
Great
Beach Residences On Siesta, Aka The Hyatt
6 adults
3 bedrooms
2 beds
Map1.5 mi from City Centre300 yd from
FromUS$ 509 /nightSelect
7.6
Very good
Jamaica Royale Beachfront Tower By Beachside Management
The largest option:
6 adults
2 bedrooms
3 beds
Map600 yd from City Centre1100 yd from Siesta Beach
FromUS$ 743 /nightSelect
The largest option:
4 adults
1 bedroom
2 beds
Map800 yd from City Centre1600 yd from Siesta Beach
FromUS$ 171 /nightSelect
Newly Remodeled 8-Steps To Sand Path Of Beach! Unit D
Map1.6 mi from City Centre400 yd from
FromUS$ 520 /nightSelect
8.4
Great
Siesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex With Heated Swimming Pool
5 adults
2 bedrooms
3 beds
Map1400 yd from City Centre1.2 mi from Siesta Beach
FromUS$ 428 /nightSelect
Newly Remodeled 8-Steps To Sand Path Of Beach!
Map1.6 mi from City Centre400 yd from
FromUS$ 363 /nightSelect
Newly Remodeled 8-Steps To Sand Path Of Beach!
Map1.6 mi from City Centre400 yd from
FromUS$ 355 /nightSelect
7.4
Very good
Our House At The Beach 501W By Beachside Management
6 adults
2 bedrooms
3 beds
Map400 yd from City Centre600 yd from Siesta Beach
FromUS$ 330 /nightSelect
8.4
Great
Palm Bay Club By Beachside Management
The largest option:
5 adults
2 bedrooms
2 beds
FromUS$ 357 /nightSelect
Walk To The Beach And Village - Hibiscus Villa
Map1.1 mi from City Centre400 yd from Siesta Key Village
FromUS$ 441 /nightSelect
Just Beachy By Beachside Management
Map1700 yd from City Centre800 yd from Siesta Key Village
FromUS$ 1 194 /nightSelect
Newly Remodeled 8-Steps To Sand Path Of Beach! Unit A
Map1.6 mi from City Centre400 yd from
FromUS$ 676 /nightSelect
Beachside Of The Village By Beachside Management
Map1.3 mi from City Centre300 yd from Siesta Key Village
FromUS$ 904 /nightSelect
Our House At The Beach 604E By Beachside Management
Map400 yd from City Centre600 yd from Siesta Beach
FromUS$ 423 /nightSelect
8.4
Great
Siesta Key Inn
The largest option:
5 adults
2 bedrooms
3 beds
Map1.6 mi from City Centre400 yd from
FromUS$ 370 /nightSelect

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$ 1 611
⬇️ The lowest price
US$ 155
💸 Average price for
Apartments
US$ 452

Top vacation homes in Siesta Key

Based on guest reviews from the past 12 months

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.

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Check-in
30Apr2026Select date
Check-out
01May2026Select date
Rooms and Guests2 Guests, 1 Room