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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 rent in Florida.
Search for Vacation Rental options here, then Book Securely on our partner site.
Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Ups
Siesta Key
Condo
9.6 Star Review
2 Bedroom(s) Sleeps 6
4th Floor Crescent Beach Condo Offering Full Unobstructed Gulf
Siesta Key
Condo
10.0 Star Review
2 Bedroom(s) Sleeps 4
Firethorn 611 - 2 Bedroom Condo With Private Beach With Lounge
Siesta Key
Condo
10.0 Star Review
2 Bedroom(s) Sleeps 6
Luxury On Crescent Beach - Great Location!
Siesta Key
Condo
9.8 Star Review
2 Bedroom(s) Sleeps 4
Ground Floor At Bay Oaks In Siesta Key - Watch Dolphin In The
Siesta Key
Condo
8.2 Star Review
2 Bedroom(s) Sleeps 6
Newly Refurnished Tropical Townhouse - Watch Dolphin In The Ba
Siesta Key
Vacation Home
8.8 Star Review
2 Bedroom(s) Sleeps 7
Sprinkle Of Irish Charm, Beautifully Updated, Siesta Dunes 8-2
Siesta Key
Condo
9.0 Star Review
2 Bedroom(s) Sleeps 6
Firethorn 322 - 2 Bedroom Condo With Private Beach With Lounge
Siesta Key
Vacation Home
9.0 Star Review
2 Bedroom(s) Sleeps 4
Screened Balcony Living | Bayfront Siesta Key | Sunrise Views
Siesta Key
Condo
9.0 Star Review
2 Bedroom(s) Sleeps 6
New Listing! Ground Floor, Easy Access To The Pool And Beach!
Siesta Key
Condo
8.0 Star Review
2 Bedroom(s) Sleeps 4
Turtle Beach - Gulf-Front Condo - 2BR - Free Boat Docks - Sies
Siesta Key
Condo
9.6 Star Review
2 Bedroom(s) Sleeps 6
NEWLY REMODELED! On World Famous Crescent Beach
Siesta Key
Condo
9.6 Star Review
2 Bedroom(s) Sleeps 6
Stunning Siesta Key Beach Views From 2 Bedroom Condo!
Siesta Key
Condo
9.8 Star Review
2 Bedroom(s) Sleeps 6
Firethorn 330 - 2 Bedroom Condo With Private Beach With Lounge
Siesta Key
Vacation Home
9.6 Star Review
2 Bedroom(s) Sleeps 4
Chinaberry 473 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
6.0 Star Review
2 Bedroom(s) Sleeps 6
Chinaberry 415 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
6.8 Star Review
2 Bedroom(s) Sleeps 6
Doveplum 121- 2 Story, 2 Bedroom Condo With Private Beach With
Siesta Key
Vacation Home
7.6 Star Review
2 Bedroom(s) Sleeps 6
Chinaberry 413 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
6.0 Star Review
2 Bedroom(s) Sleeps 6
Firethorn 311 - 2 Bedroom Condo With Private Beach With Lounge
Siesta Key
Vacation Home
10.0 Star Review
2 Bedroom(s) Sleeps 4
Chinaberry 455 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
2 Bedroom(s) Sleeps 6
Firethorn 111 - 2 Bedroom Condo With Private Beach With Lounge
Siesta Key
Vacation Home
6.0 Star Review
2 Bedroom(s) Sleeps 6
Doveplum 621- 2 Story, 2 Bedroom Condo With Private Beach With
Siesta Key
Vacation Home
10.0 Star Review
2 Bedroom(s) Sleeps 6
Firethorn 310 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
7.0 Star Review
2 Bedroom(s) Sleeps 4
Firethorn 612 - 2 Bedroom Condo With Private Beach With Lounge
Siesta Key
Condo
10.0 Star Review
2 Bedroom(s) Sleeps 6
Chinaberry 414 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
10.0 Star Review
2 Bedroom(s) Sleeps 6
Firethorn 722 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Vacation Home
8.8 Star Review
2 Bedroom(s) Sleeps 4
Doveplum 524- 2 Story, 2 Bedroom Condo With Private Beach With
Siesta Key
Vacation Home
7.0 Star Review
2 Bedroom(s) Sleeps 6
Chinaberry 453 - 2 Bedroom Condo With Private Beach With Loun
Siesta Key
Condo
6.0 Star Review
2 Bedroom(s) Sleeps 6
Chinaberry 941 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
10.0 Star Review
2 Bedroom(s) Sleeps 6
Chinaberry 426 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
10.0 Star Review
2 Bedroom(s) Sleeps 6
Chinaberry 475 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
10.0 Star Review
2 Bedroom(s) Sleeps 4
Firethorn 712 - 2 Bedroom Condo With Private Beach With Lounge
Siesta Key
Vacation Home
10.0 Star Review
2 Bedroom(s) Sleeps 6
Doveplum 120- 2 Story, 2 Bedroom Condo With Private Beach With
Siesta Key
Vacation Home
10.0 Star Review
2 Bedroom(s) Sleeps 4
Firethorn 333 - 2 Bedroom Condo With Private Beach With Lounge
Siesta Key
Vacation Home
10.0 Star Review
2 Bedroom(s) Sleeps 6
Chinaberry 423 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
8.0 Star Review
2 Bedroom(s) Sleeps 6
Firethorn 331 - 2 Bedroom Condo With Private Beach With Lounge
Siesta Key
Vacation Home
9.0 Star Review
2 Bedroom(s) Sleeps 4
Doveplum 624- 2 Story, 2 Bedroom Condo With Private Beach With
Siesta Key
Vacation Home
2 Bedroom(s) Sleeps 6
Doveplum 723- 2 Story, 2 Bedroom Condo With Private Beach With
Siesta Key
Vacation Home
2 Bedroom(s) Sleeps 6
Light & Bright 3rd Floor Unit, 2BR/2BA, Screened Lanai, Great
Siesta Key
Condo
9.2 Star Review
2 Bedroom(s) Sleeps 6
Firethorn 320 - 2 Bedroom Condo With Private Beach With Lounge
Siesta Key
Vacation Home
9.6 Star Review
2 Bedroom(s) Sleeps 4
Chinaberry 924 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Vacation Home
10.0 Star Review
2 Bedroom(s) Sleeps 6
Firethorn 323 - 2 Bedroom Condo With Private Beach With Lounge
Siesta Key
Vacation Home
2 Bedroom(s) Sleeps 4
Chinaberry 433 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
10.0 Star Review
2 Bedroom(s) Sleeps 4
Chinaberry 443 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
2 Bedroom(s) Sleeps 6
Chinaberry 436 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
10.0 Star Review
2 Bedroom(s) Sleeps 6
Chinaberry 922 - 2 Bedroom Condo With Private Beach With Loung
Siesta Key
Condo
9.0 Star Review
2 Bedroom(s) Sleeps 6
Firethorn 312 - 2 Bedroom Condo With Private Beach With Lounge
Siesta Key
Vacation Home
2 Bedroom(s) Sleeps 6
Firethorn 313 - 2 Bedroom Condo With Private Beach With Lounge
Siesta Key
Vacation Home
10.0 Star Review
2 Bedroom(s) Sleeps 4