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

1-20 out of 132

Sort by:

Price: low to high
Price: high to low
Guest rating: high to low
Popularity: high to low

Villa 27 - Aloha Kai Vacation Villas Siesta Key

Map900 m from City Centre1.4 km from Siesta Beach

Select

Crescent Arms Condominiums Siesta Key

5 adults

2 bedrooms

3 beds

MapCrescent Beach300m

Private beach access for relaxation
Outdoor pool with sun loungers available
Fully equipped kitchens in spacious rooms

Private beach
Outdoor pool
BBQ area

Beachfront resort with modern amenities and activities

FromUS$ 240 /nightSelect

Living The Dream By Beachside Management

The largest option:

6 adults

2 bedrooms

3 beds

Map2.1 km from City Centre300 m from Siesta Key Village

FromUS$ 234 /nightSelect

Siesta Key Condo - On The Water !

4 adults

1 bedroom

2 beds

MapCrescent Beach500m

Outdoor swimming pool with stunning views
Fishing opportunities nearby for leisure
Fully equipped kitchen for family meals

Heated pool
Barbecue area
Fishing access

Waterfront resort with recreational amenities and comfort

FromUS$ 234 /nightSelect

Palm Bay Club By Beachside Management

The largest option:

5 adults

2 bedrooms

2 beds

FromUS$ 518 /nightSelect

Jamaica Royale Beachfront Tower By Beachside Management

The largest option:

6 adults

2 bedrooms

3 beds

Map500 m from City Centre1000 m from Siesta Beach

FromUS$ 1 248 /nightSelect

Jamaica Royale 101

6 adults

2 bedrooms

2 beds

Map500 m from City Centre900 m from Siesta Beach

FromUS$ 246 /nightSelect

Siesta Cooler: Only Minutes Walk To Siesta Beach!

MapSiesta Key Beach300m

Walk to Siesta Key Beach
Bicycle and car rental services
Spacious balcony with city views

Private Parking
Air Conditioning
Outdoor Activities

Hotel close to the beach with recreational activities

FromUS$ 266 /nightSelect

Beach Residences On Siesta, Aka The Hyatt

6 adults

3 bedrooms

2 beds

Map2.3 km from City Centre300 m from

FromUS$ 509 /nightSelect

Siesta Key Beach - Bari 665 #2

3 adults

1 bedroom

1 bed

Map1000 m from City Centre300 m from Siesta Beach

FromUS$ 177 /nightSelect

Midnight Cove #532, Bayside In Siesta Key, Fl

4 adults

2 bedrooms

2 beds

MapCrescent Beach nearby500m

Direct beach access and private area
Two outdoor swimming pools available
Fitness center with garden views

Outdoor pools
Fitness center
Tennis court

Charming resort with beach access and family-friendly activities

FromUS$ 273 /nightSelect

Jamaica Royale 91

6 adults

2 bedrooms

3 beds

Map500 m from City Centre900 m from Siesta Beach

FromUS$ 539 /nightSelect

Siesta-Retreats - Key West Unit

MapNearby Siesta Key Beach500m

Heated outdoor swimming pool
Access to picnic area
Canoeing and fishing options

Outdoor pool
Picnic area
Play areas

Resort with spacious rooms and family-friendly activities

FromUS$ 271 /nightSelect

Luxury Waterfront Views - Heated Pool - 1400Sf Duplex - Minutes To The Beach

6 adults

2 bedrooms

3 beds

MapCrescent Beach400m

Heated pool for year-round enjoyment
Close proximity to Crescent Beach
Includes outdoor cooking facilities

Heated pool
Outdoor BBQ
Tennis court

Hotel with luxury waterfront views and heated pool area

FromUS$ 395 /nightSelect

Just Beachy By Beachside Management

Map1.5 km from City Centre800 m from Siesta Key Village

FromUS$ 1 194 /nightSelect

Coastal Surfside By Beachside Management

MapProximity to Siesta Key Beach300m

Private entrance for added privacy
Fully equipped kitchen with modern appliances
On-site swimming pool and sun loungers

Swimming pool
Private entrance
Fully equipped kitchen

Hotel with spacious rooms near Siesta Key Beach

FromUS$ 423 /nightSelect

Walk To The Beach And Village - Hibiscus Villa

Map1.7 km from City Centre400 m from Siesta Key Village

FromUS$ 441 /nightSelect

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

5 adults

2 bedrooms

3 beds

Map1.2 km from City Centre1.9 km from Siesta Beach

FromUS$ 490 /nightSelect

Siesta Key Inn

The largest option:

5 adults

2 bedrooms

3 beds

Map2.6 km from City Centre400 m from

FromUS$ 422 /nightSelect

Beachfront Condo Complex, Heated Pool, Gulfview!

Map1.7 km from City Centre400 m from

FromUS$ 309 /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$ 1 551

⬇️ The lowest price

US$ 155

💸 Average price for

Apartments

US$ 458

Top vacation homes in Siesta Key

Based on guest reviews from the past 12 months

Beachfront Oasis:

Beachfront Siesta Key Condo With Pool Access!

Tropical Retreat:

Living The Dream By Beachside Management

Luxurious Suites:

One-Of-A-Kind! Pool, Terraces, Ocean-View Rooftop, In Siesta Village At Best Beach

Family Friendly:

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

Quaint Escapes:

Just Beachy By Beachside Management

Charming Cottages:

Beachpoint Cottages

Active Adventures:

Oceanside! Free Bikes & Paddle-Boards, In Village!

Villa Style Living:

Villa 27 - Aloha Kai Vacation Villas

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.