Vacation Rentals in Siesta Key, United States from 155US$/Night

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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Ten35 Seaside Rentals Sarasota

Map1.4 mi from City Centre

FromUS$ 347 /nightSelect

7.6

Very good

Parrot Beach Cottages Suite #2 Siesta Key

Map1.5 mi from City Centre500 yd from Siesta Key Village

FromUS$ 236 /nightSelect

8.6

Great

Beachpoint Cottages

Map1.3 mi from City Centre400 yd from Siesta Key Village

FromUS$ 299 /nightSelect

Our House At The Beach 502E By Beachside Management

7.0

Very good

Our House At The Beach 502E By Beachside Management

Map400 yd from City Centre600 yd from Siesta Beach

FromUS$ 550 /nightSelect

6.6

Nice

Siesta Key Condo - On The Water !

Map800 yd from City Centre1600 yd from Siesta Beach

FromUS$ 310 /nightSelect

Beachfront Getaway In Siesta Key

Map1.4 mi from City Centre

FromUS$ 224 /nightSelect

8.4

Great

Gulf Holiday By Beachside Management

Map1.5 mi from City Centre400 yd from Siesta Key Village

FromUS$ 171 /nightSelect

Living The Dream By Beachside Management

7.6

Very good

Living The Dream By Beachside Management

Map1.3 mi from City Centre400 yd from Siesta Key Village

FromUS$ 234 /nightSelect

Beachfront Siesta Key Condo W/ Enclosed Patio

Map800 yd from City Centre200 yd from Siesta Beach

FromUS$ 428 /nightSelect

Siesta Key Escape Ground Floor Steps To Heated Pool And Free Trolley

9.0

Perfect

Siesta Key Escape Ground Floor Steps To Heated Pool And Free Trolley

Map1400 yd from City Centre1.1 mi from Siesta Beach

FromUS$ 242 /nightSelect

Siesta Cooler: Only Minutes Walk To Siesta Beach!

8.0

Great

Siesta Cooler: Only Minutes Walk To Siesta Beach!

Map1.2 mi from City Centre200 yd from Siesta Key Village

FromUS$ 286 /nightSelect

Siesta Cool: Only Minutes Walk To Siesta Beach!

6.4

Nice

Siesta Cool: Only Minutes Walk To Siesta Beach!

Map1.2 mi from City Centre200 yd from Siesta Key Village

FromUS$ 312 /nightSelect

Jamaica Royale Beachfront Tower By Beachside Management

7.6

Very good

Jamaica Royale Beachfront Tower By Beachside Management

Map600 yd from City Centre1100 yd from Siesta Beach

FromUS$ 420 /nightSelect

Beachside Studio Located Across From Main Beach And Half Mile To Village

9.0

Perfect

Beachside Studio Located Across From Main Beach And Half Mile To Village

Map1100 yd from City Centre300 yd from Siesta Beach

FromUS$ 177 /nightSelect

Studio Retreat Across The Street From Beautiful Siesta Key Beach

8.8

Great

Studio Retreat Across The Street From Beautiful Siesta Key Beach

Map1100 yd from City Centre300 yd from Siesta Beach

FromUS$ 169 /nightSelect

Siesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex With Heated Swimming Pool

8.4

Great

Siesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex With Heated Swimming Pool

Map1400 yd from City Centre1.2 mi from Siesta Beach

FromUS$ 428 /nightSelect

Gertrude'S Siesta | 1 Min Walk To Beach Path | 4 Min To Dining, Music & Sunsets!

Map1.6 mi from City Centre

FromUS$ 1 193 /nightSelect

Midnight Cove #532, Bayside In Siesta Key, Fl

8.6

Great

Midnight Cove #532, Bayside In Siesta Key, Fl

Map1.2 mi from City Centre

FromUS$ 372 /nightSelect

Our House At The Beach 501W By Beachside Management

7.4

Very good

Our House At The Beach 501W By Beachside Management

Map400 yd from City Centre600 yd from Siesta Beach

FromUS$ 330 /nightSelect

Newly Remodeled 8-Steps To Sand Path Of Beach! Unit A

Map1.6 mi from City Centre

FromUS$ 676 /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

USD 8 366

⬇️ The lowest price

USD 155

💸 Average price for

Apartments

USD 555

Top vacation homes in Siesta Key

Based on guest reviews from the past 12 months

Beachfront Oasis:

Beachfront Siesta Key Condo W/ Enclosed Patio

Tropical Retreat:

A Somewhere Is Here By Beachside Management

Luxurious Suites:

Heated Pool-Short Walk To Beach, Free Trolley Around Siesta Key!

Family Friendly:

Bay Oaks E74 Siesta Key

Quaint Escapes:

A Tide That Binds Us By Beachside Management

Charming Cottages:

Beachpoint Cottages

Active Adventures:

Gertrude'S Siesta | 1 Min Walk To Beach Path | Free Bikes, Boards & Trolley!

Villa Style Living:

Aloha Kai Villa 27 - Sun, Sea & Your Perfect Stay W&D

Village Vibes:

Gertrude'S Village House - In The Top Location!

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.