185,000 +
Curated Listing
1300+
Destinations
24/7
Support
100%
Tailored for You
Home » Destinations » Siesta Key »
2 Bedroom Vacation Rentals in Siesta Key
We offer Vacation Rentals: Book your 2 Bedroom Home securely here and save!
Stay steps from the sand in a Siesta Key rentals designed for convenience, coastal style, and those perfect Gulf sunsets — ideal for couples, families, and anyone who wants a seamless beach getaway.
Vacation Rentals by Owner in Florida.
We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for places to stay in .
To book a selected property, follow the "Search Availability" button or "View Rental" for Pricing & Rates, which will take you directly on our partner website. All bookings are securely completed on our partner websites.
Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Upscale - Renovated
9.6 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
4th Floor Crescent Beach Condo Offering Full Unobstructed Gulf Views.
10.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 4
Firethorn 611 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided,
10.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Luxury On Crescent Beach - Great Location!
9.8 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 4
Ground Floor At Bay Oaks In Siesta Key - Watch Dolphin In The Bay - Fish From The Pier. Un
8.2 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Newly Refurnished Tropical Townhouse - Watch Dolphin In The Bay, Fish From The Docks! Unit
8.8 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 7
Sprinkle Of Irish Charm, Beautifully Updated, Siesta Dunes 8-205
9.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Firethorn 322 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided,
9.0 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 4
Screened Balcony Living | Bayfront Siesta Key | Sunrise Views & Easy Beach Access At Bay O
9.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
New Listing! Ground Floor, Easy Access To The Pool And Beach! Siesta Dunes 2-104
8.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 4
Turtle Beach - Gulf-Front Condo - 2BR - Free Boat Docks - Siesta Key
9.6 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
NEWLY REMODELED! On World Famous Crescent Beach
9.6 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Stunning Siesta Key Beach Views From 2 Bedroom Condo!
9.8 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Firethorn 330 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided,
9.6 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 4
Chinaberry 473 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
6.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Chinaberry 415 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
6.8 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Doveplum 121- 2 Story, 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Pr
7.6 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 6
Chinaberry 413 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
6.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Firethorn 311 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided,
10.0 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 4
Chinaberry 455 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Firethorn 111 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided,
6.0 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 6
Doveplum 621- 2 Story, 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Pr
10.0 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 6
Firethorn 310 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
7.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 4
Firethorn 612 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided,
10.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Chinaberry 414 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
10.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Firethorn 722 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
8.8 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 4
Doveplum 524- 2 Story, 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Pr
7.0 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 6
Chinaberry 453 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provide
6.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Chinaberry 941 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
10.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Chinaberry 426 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
10.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Chinaberry 475 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
10.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 4
Firethorn 712 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided,
10.0 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 6
Doveplum 120- 2 Story, 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Pr
10.0 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 4
Firethorn 333 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided,
10.0 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 6
Chinaberry 423 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
8.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Firethorn 331 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided,
9.0 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 4
Doveplum 624- 2 Story, 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Pr
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 6
Doveplum 723- 2 Story, 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Pr
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 6
Light & Bright 3rd Floor Unit, 2BR/2BA, Screened Lanai, Great Crescent Beach View, Chinabe
9.2 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Firethorn 320 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided,
9.6 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 4
Chinaberry 924 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
10.0 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 6
Firethorn 323 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided,
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 4
Chinaberry 433 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
10.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 4
Chinaberry 443 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Chinaberry 436 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
10.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Chinaberry 922 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided
9.0 Star Rating
Siesta Key Condo
2 Bedroom(s) Sleeps 6
Firethorn 312 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided,
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 6
Firethorn 313 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided,
10.0 Star Rating
Siesta Key Vacation Home
2 Bedroom(s) Sleeps 4