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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 .
For Pricing & Rates, follow the "Search Availability" or "View Rental" button, which will take you directly on our partner website.......All bookings are securely completed on our partners website!
9.6 Star Rating
Siesta Key - Beachfront Condo - 2 Br – Free Boat Docks - Upscale - Renovated
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
10.0 Star Rating
4th Floor Crescent Beach Condo Offering Full Unobstructed Gulf Views.
Condo in Siesta Key
2 Bedrooms -- Sleeps 4
10.0 Star Rating
Firethorn 611- 2-bedroom, 2-bath Ground Floor Unit On Bay Side
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
8.2 Star Rating
Ground Floor At Bay Oaks In Siesta Key - Watch Dolphin In The Bay - Fish From The Pier. Un
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
8.8 Star Rating
Newly Refurnished Tropical Townhouse - Watch Dolphin In The Bay, Fish From The Docks! Unit
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 7
9.0 Star Rating
Sprinkle Of Irish Charm, Beautifully Updated, Siesta Dunes 8-205
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
9.0 Star Rating
Firethorn 322-beachfront 2br/1.5ba Condo On Gorgeous Siesta Key
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 4
9.0 Star Rating
Screened Balcony Living | Bayfront Siesta Key | Sunrise Views & Easy Beach Access At Bay O
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
8.0 Star Rating
New Listing! Ground Floor, Easy Access To The Pool And Beach! Siesta Dunes 2-104
Condo in Siesta Key
2 Bedrooms -- Sleeps 4
9.6 Star Rating
Turtle Beach - Gulf-front Condo - 2br - Free Boat Docks - Siesta Key
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
9.6 Star Rating
Newly Remodeled! On World Famous Crescent Beach
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
9.8 Star Rating
Beach View Corner Condo W/ Gulf Views & 2 Balconies
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
9.8 Star Rating
Firethorn 330- Fabulous Direct Beachfront 2br Condo
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 4
6.0 Star Rating
Chinaberry 473-2 Bedroom/2 Bath With Fantastic Gulf Of Mexico And Crescent Beach Views
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
6.8 Star Rating
Chinaberry 415-great Ground Floor, Gulf Side 2 Bed/2 Bath Unit.
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
7.6 Star Rating
Doveplum 121- 2 Bedroom 2.5 Bath Beachfront Condo
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 6
6.0 Star Rating
Chinaberry 413-ground Floor 2/2 With Slider Glass Enclosed Lanai For A Little More Privacy
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
10.0 Star Rating
Firethorn 311- Beachfront, Ground Floor 2br/1.5ba Unit
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 4
10.0 Star Rating
Chinaberry 455-beautiful 5th Floor 2 Bed/2 Bath Unit With Spectacular View Of The Gulf
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
6.0 Star Rating
Firethorn 111- Gorgeous, Fully Remodeled 2br/2ba Beachfront
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 6
10.0 Star Rating
Doveplum 621- Newly Remodeled And Refurnished 2br/2.5ba Townhome
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 6
7.0 Star Rating
Firethorn 310- 2bedroom 2 Bath Beachfront Condo Short Walking Distance To Restaurants
Condo in Siesta Key
2 Bedrooms -- Sleeps 4
10.0 Star Rating
Firethorn 612- 2br/2ba Canal-front Unit That Sleeps 6 People Maximum
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
10.0 Star Rating
Chinaberry 414-beautiful 2bed/2bath On First Floor Close To Pool
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
8.8 Star Rating
Firethorn 722- 2nd Floor Unit. 2 Bedroom And 1.5 Baths Overlooking Canal W/private Beach A
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 4
7.0 Star Rating
Doveplum 524- 2 Bed/2.5 Bath Second Floor, Townhouse Overlooks The Tranquil Waters Of The
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 6
6.0 Star Rating
Chinaberry 453-2 Bed 2 Bath Unit Overlooking Pool And Gulf
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
10.0 Star Rating
Chinaberry 941-2 Bedroom 2 Bath With Spectacular Views Of Bay
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
10.0 Star Rating
Chinaberry 426- Beautifully Updated And Redecorated Unit On The 2nd Floor
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
10.0 Star Rating
Chinaberry 475-2 Bedroom 2 Bath With Beautiful, Views Of The Gulf
Condo in Siesta Key
2 Bedrooms -- Sleeps 4
10.0 Star Rating
Firethorn 712- 2 Bedroom/1.5 Bath First Floor Unit, Overlooking Canal ,w/private Beach Acc
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 6
10.0 Star Rating
Firethorn 333- 2 Bed/2 Bath Third Floor Unit With Gorgeous Views Of Siesta Key Beach
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 6
8.0 Star Rating
Chinaberry 423-gorgeous 2 Bedroom 2 Full Bath Unit On The 2nd Floor
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
8.4 Star Rating
Firethorn 331- 2 Bedroom/2 Bath Third Floor Walk-up Condo On Beautiful Siesta Key
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 4
Doveplum 624- 2br/2.5ba Overlooking The Serene Canal Waters And Boat Docks.
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 6
Doveplum 723- Bright And Sunny Multi-level 2 Bedroom, 2 1/2 Bath Unit Features An Open Liv
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 6
9.2 Star Rating
Chinaberry 435-gorgeous Third Floor Unit With Great View Of Crystal Sands
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
9.6 Star Rating
Firethorn 320- Fabulous Beachfront 2br/1.5ba Second Floor
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 4
10.0 Star Rating
Chinaberry 924-2br/2ba Bay View Condo That Sleeps 6.
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 6
Firethorn 323- 2 Bedroom 2 Bath Beach Front Condo Located On Siesta Key
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 4
10.0 Star Rating
Chinaberry 433- 2 Bed/2bath Gulf View From This Third Floor Unit In Mid-rise Building.
Condo in Siesta Key
2 Bedrooms -- Sleeps 4
Chinaberry 443- Very Cheerful 2 Bedroom/2 Bathroom Overlooking Pool And Gulf
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
10.0 Star Rating
Chinaberry 436- 2 Bedroom 2 Bath, Gulf Front Condo Overlooking Beautiful Siesta Key Beach
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
9.0 Star Rating
Chinaberry 922- 2-bedroom / 2-bathroom Unit Feat Breath Taking Views Of Sarasota's Intraco
Condo in Siesta Key
2 Bedrooms -- Sleeps 6
Firethorn 312- 2 Bedroom,2 Bath Direct Beachfront First Floor Unit.
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 6
10.0 Star Rating
Firethorn 313- 2bedroom 2 Bath Direct Beachfront First Floor Unit.
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 4
Chinaberry 943-2 Bedroom/2 Full Bath Unit On 4th Floor Overlooking Bay
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 6
4.0 Star Rating
Firethorn 232- Fantastic Gulf Side 2 Bedroom/2 Bath, Third Floor Walk-up!
Vacation Home in Siesta Key
2 Bedrooms -- Sleeps 4