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.

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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

Villa 27 - Aloha Kai Vacation Villas Siesta Key

Map1000 yd from City Centre1600 yd from Siesta Beach

Select

Our House At The Beach 502E By Beachside Management

4 adults

2 bedrooms

3 beds

MapRight across from the beach600m

Plunge pool with sea views
Two bedrooms and private entrance
Steps from Siesta Key Beach

Plunge pool
Private entrance
Outdoor pool

Beachfront resort with family-friendly amenities

FromUS$ 444 /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

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

Beach Residences On Siesta, Aka The Hyatt

6 adults

3 bedrooms

2 beds

Map1.5 mi from City Centre300 yd from

FromUS$ 509 /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

Siesta Key Beach - Capri 665 #4

4 adults

1 bedroom

1 bed

Map1100 yd from City Centre300 yd from Siesta Beach

FromUS$ 169 /nightSelect

Siesta Key Beach - Bari 665 #2

3 adults

1 bedroom

1 bed

Map1100 yd from City Centre300 yd from Siesta Beach

FromUS$ 177 /nightSelect

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$ 1 248 /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$ 286 /nightSelect

Sea Club II By Beachside Management

The largest option:

4 adults

1 bedroom

2 beds

Map800 yd from City Centre1600 yd from Siesta Beach

FromUS$ 171 /nightSelect

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

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

6 adults

2 bedrooms

3 beds

MapCrescent Beach300m

Heated pool just steps from room
Rooms with private pool views
Free parking for guests available

Heated pool
Private pool
Barbecue area

Family-friendly resort with barbecue facilities and terrace

FromUS$ 233 /nightSelect

Newly Remodeled 8-Steps To Sand Path Of Beach!

Map1.6 mi from City Centre

Select

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

Palm Bay Club By Beachside Management

The largest option:

5 adults

2 bedrooms

2 beds

FromUS$ 518 /nightSelect

Our House At The Beach 501W By Beachside Management

6 adults

2 bedrooms

3 beds

MapClose to Siesta Key Beach600m

Plunge pool with sea views
Two spacious bedrooms available
Private entrance for added privacy

Plunge pool
Sea views
Outdoor area

Beachfront resort with two-bedroom accommodations

FromUS$ 330 /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$ 537 /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$ 452

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:

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:

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.