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Vacation rental beach houses in Siesta Key

Vacation rental beach houses in Siesta Key

Book beachfront vacation rental houses, apartments, and more on Airbnb

Top-rated houses in Siesta Key

Guests agree: these stays are highly rated for location, cleanliness, and more.

★Monthly Discount★Pool + SmartTVs★Great location!★
SUPERHOST
Entire house · 6 guests · 3 beds · 1 bath

★Monthly Discount★Pool + SmartTVs★Great location!★** READ NEXT SECTION FOR IMPORTANT COVID-19 UPDATE** - Well decorated house packed with amenities and in a fantastic location close to all essential businesses including several grocery stores. - Ideal for small / medium sized families and groups of travelers - Indoor area is completely private, however the outdoor area and laundry room is considered a shared space (your friendly host lives in the attached mother in law suite). - On site washer and dryer for your convenience

Coolest House in Siesta Key Village
Entire house · 5 guests · 2 beds · 2.5 baths

Coolest House in Siesta Key VillageThis house is a perfectly decorated and maintained mid century modern masterpiece. The Sarasota School of Architecture style permiates all living spaces, indoors and out. Artwork added to the property in past several years keeps the mid century sex appeal alive and fresh.(Rothko, Calder,Kline,etc.). 8-10 min walk to beach. 1-2 minutes using our 6 3 1 bikes. Cruise back from a day out and enjoy Agnelli built pool and spa. Privacy, Style, Beach and Village, is that what you are looking for?

Sunset Beach Studio Newly Renovated In The Village
SUPERHOST
Entire house · 2 guests · 1 bed · 1 bath

Sunset Beach Studio Newly Renovated In The VillageA delightful studio apartment on second floor. Features comfortable queen bed, private bath, full kitchen and outdoor dining table with a partial view of Siesta Key Beach.

Vacation rentals for every style

Get the amount of space that is right for you

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Popular house amenities in Siesta Key

  • Pool
  • Pets allowed
  • Air conditioning
  • Kitchen
  • Wifi

Apartments in Siesta Key

The Secret in the Springs Hideaway
SUPERHOSTEntire apartment
The Secret in the Springs Hideaway
Price:ﺩ.ﺇ223 / night
Siesta Key Village Suite 1: a block to the beach!
SUPERHOSTEntire apartment
Siesta Key Village Suite 1: a block to the beach!
Price:ﺩ.ﺇ853 / night
☀️ Beach & Pool Open! Direct Beachfront. Sunset View!
SUPERHOSTEntire apartment
☀️ Beach & Pool Open! Direct Beachfront. Sunset View!
Price:ﺩ.ﺇ680 / night
Here’s The Beach Lido Key St Armand's Renovated
SUPERHOSTEntire apartment
Here’s The Beach Lido Key St Armand's Renovated
Price:ﺩ.ﺇ586 / night
VILLA 4 · POOL Walk to Beach 1 king bed Villa SPECIALS V4
SUPERHOSTEntire apartment
VILLA 4 · POOL Walk to Beach 1 king bed Villa SPECIALS V4
Price:ﺩ.ﺇ479 / night
Fabiola's Studio
SUPERHOSTEntire apartment
Fabiola's Studio
Price:ﺩ.ﺇ165 / night
Private 2 Bedroom Suite with Kitchenette
SUPERHOSTEntire apartment
Private 2 Bedroom Suite with Kitchenette
Price:ﺩ.ﺇ407 / night
Charming Apt. in old Florida home
SUPERHOSTEntire apartment
Charming Apt. in old Florida home
Price:ﺩ.ﺇ193 / night
Art Nouveau Room Downtown w/ Private Bath
SUPERHOSTPrivate room
Art Nouveau Room Downtown w/ Private Bath
Price:ﺩ.ﺇ178 / night
Bohemian Getaway near the Bay Beach
Private room
Bohemian Getaway near the Bay Beach
Price:ﺩ.ﺇ184 / night
Sarasota Downtown close to Lido Beach
SUPERHOSTEntire apartment
Sarasota Downtown close to Lido Beach
Price:ﺩ.ﺇ260 / night
🏖️LUXURY STUDIO w PRIVATE HEATED POOL SIESTA BEACH
Entire apartment
🏖️LUXURY STUDIO w PRIVATE HEATED POOL SIESTA BEACH
Price:ﺩ.ﺇ798 / night
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Pet-friendly houses

Bright 3/2 Bungalow Close to Downtown & Beaches
Entire house
Bright 3/2 Bungalow Close to Downtown & Beaches
Price:ﺩ.ﺇ397 / night
Private cozy home surrounded by oaks and pines.
Private room
Private cozy home surrounded by oaks and pines.
Price:ﺩ.ﺇ135 / night
Home on Indian Beach Sapphire Shores Neighborhood.
SUPERHOSTEntire house
Home on Indian Beach Sapphire Shores Neighborhood.
Price:ﺩ.ﺇ400 / night
Cozy Florida Pool Home located near Siesta Key
SUPERHOSTEntire house
Cozy Florida Pool Home located near Siesta Key
Price:ﺩ.ﺇ349 / night
10 min walk to Siesta from this 1bedroom/1b house
SUPERHOSTEntire house
10 min walk to Siesta from this 1bedroom/1b house
Price:ﺩ.ﺇ550 / night
The Key Lime Cottage 2 miles from Siesta Key Beach
SUPERHOSTEntire house
The Key Lime Cottage 2 miles from Siesta Key Beach
Price:ﺩ.ﺇ327 / night
Spacious 3/2 home with large pool and yard.
Entire house
Spacious 3/2 home with large pool and yard.
Price:ﺩ.ﺇ444 / night
Quiet Ranch Central Sarasota with 3 Rescue Dogs
SUPERHOSTPrivate room
Quiet Ranch Central Sarasota with 3 Rescue Dogs
Price:ﺩ.ﺇ166 / night
Large 2000sqf Fully Remodeled Pool House! 30%OFF
Entire house
Large 2000sqf Fully Remodeled Pool House! 30%OFF
Price:ﺩ.ﺇ533 / night
Private Home-Walk 2 Village/Beach-Heated Pool/Spa
SUPERHOSTEntire house
Private Home-Walk 2 Village/Beach-Heated Pool/Spa
Price:ﺩ.ﺇ1,091 / night
Fido Friendly, Saltwater Pool, Only 1 mile to SK Beach, Close to the Village, Shops and Restaurants
SUPERHOSTEntire house
Fido Friendly, Saltwater Pool, Only 1 mile to SK Beach, Close to the Village, Shops and Restaurants
Price:ﺩ.ﺇ561 / night
Updated Home w/ Pvt Pool < 10 Mins to Siesta Key
Entire house
Updated Home w/ Pvt Pool < 10 Mins to Siesta Key
Price:ﺩ.ﺇ656 / night
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Houses with pools

Gorgeous lanai and heated pool.
SUPERHOSTEntire house
Gorgeous lanai and heated pool.
Price:ﺩ.ﺇ731 / night
Beachfront Getaway in Siesta Key
Entire house
Beachfront Getaway in Siesta Key
Price:ﺩ.ﺇ649 / night
Sea Club II Garden House
SUPERHOSTEntire house
Sea Club II Garden House
Price:ﺩ.ﺇ959 / night
Sarasota Artists' Home in Tropical Setting
SUPERHOSTPrivate room
Sarasota Artists' Home in Tropical Setting
Price:ﺩ.ﺇ514 / night
The Cottage At Central Park
SUPERHOSTEntire house
The Cottage At Central Park
Price:ﺩ.ﺇ692 / night
Your private retreat near Siesta Key Beach.
SUPERHOSTEntire house
Your private retreat near Siesta Key Beach.
Price:ﺩ.ﺇ705 / night
One-of-a-kind*Beach, Village, Dock & Private Pool!
SUPERHOSTEntire house
One-of-a-kind*Beach, Village, Dock & Private Pool!
Price:ﺩ.ﺇ1,495 / night
Pool House Paradise - New Home from a Proven Host
SUPERHOSTEntire house
Pool House Paradise - New Home from a Proven Host
Price:ﺩ.ﺇ716 / night
4 Bedroom/ 4 Bath Beach House-Directly on Beach!
Entire house
4 Bedroom/ 4 Bath Beach House-Directly on Beach!
Price:ﺩ.ﺇ2,426 / night
The Palms-Heated Private Pool Hot Tub-5mi to beach
SUPERHOSTEntire house
The Palms-Heated Private Pool Hot Tub-5mi to beach
Price:ﺩ.ﺇ637 / night
THE BEST LOCATION ON SIESTA KEY BEACH & VILLAGE! !
Entire house
THE BEST LOCATION ON SIESTA KEY BEACH & VILLAGE! !
Price:ﺩ.ﺇ1,591 / night
Private heated pool home 2 miles to Siesta Key
SUPERHOSTEntire house
Private heated pool home 2 miles to Siesta Key
Price:ﺩ.ﺇ582 / night
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Nearby destinations