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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.

2 Bedrooms/1.5 bath in Historic Home Near Downtown
SUPERHOSTPrivate room · 4 guests · 2 beds · 1.5 baths
2 Bedrooms/1.5 bath in Historic Home Near Downtown

We are offering 2 bedrooms and 1.5 bathrooms for guests traveling together that prefer two private rooms. The price stated on the listing is for both rooms. For 2 to 4 guests. No pets. No children. Please note: you are booking two rooms, not the entire house. Our listings are not handicapped accessible. The other room can be viewed here: https://abnb.me/0wDq0BVHs8

What guests are saying:

“Mark's place is a beautifully maintained historic home, close to restaurants and theaters; a short walk to the bay (which is full of diving pelicans!). The room was lovely and quite comfortable. Mark was very available to offer suggestions for dining and exploring, without in ay way impinging on our sense of privacy. We would be happy to return to this place.”

Large Room and Private Bath, Centrally Located
SUPERHOSTPrivate room · 2 guests · 1 bed · 1.5 baths
Large Room and Private Bath, Centrally Located

A large, private room on the 1st floor in a historic home near downtown, museums, beaches and most everything Sarasota has to offer. We live in a diverse neighborhood, both racially and economically. Check-in is 3:00-9:00. What time will you be arriving? Between 5-5:30, for example. No children. No pets. “Nicest house in the neighborhood,” more than one guest noted. We treat all guests with respect.

What guests are saying:

“Mark and Mark were both great hosts. They happened to be out of town on the day that I arrived but made arrangements with a very nice gentleman to be there to help with my check in. The location of the home is also great and the room was very spacious and had everything needed.”

Sarasota Indian Beach Retreat
SUPERHOSTEntire house · 5 guests · 3 beds · 1 bath
Sarasota Indian Beach Retreat

Welcome to the “Indian Beach Retreat,” a lovely property located in the historic Indian Beach Sapphire Shores Neighborhood. Located near the Ringling Museum, this charming 3 bed - 1 bath home, perfect for adults and families, is situated in a beautiful safe neighborhood with an eclectic array of homes spanning waterfront estates and charming artist bungalows. *Your health and safety are paramount. We are taking every precaution to ensure a very clean, healthy environment for our guests.

What guests are saying:

“This experience was incredible! Manos is very passionate and knowledgeable about sculpting, and he is also very patient, warm and attentive. I thoroughly enjoyed the hour I spent with him in his workshop exploring the artwork, learning about sculpting, and creating my own sculpture. I enjoyed the activity so much that I have even booked myself onto a sculpting class in my home city :) If you're looking for a unique and very memorable experience - and an interesting souvenir- you should definitely book this!”

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

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:GYD11,973 / night
Sweet Apartment in Sarasota FL
SUPERHOSTEntire apartment
Sweet Apartment in Sarasota FL
Price:GYD9,852 / night
Gillespie On The Park, Walk to Downtown
SUPERHOSTEntire apartment
Gillespie On The Park, Walk to Downtown
Price:GYD13,585 / night
#4 Downtown Fun, Secure & Cute Sleeping Studio
SUPERHOSTEntire apartment
#4 Downtown Fun, Secure & Cute Sleeping Studio
Price:GYD20,691 / night
Fabiola's Studio
SUPERHOSTEntire apartment
Fabiola's Studio
Price:GYD10,331 / night
Siesta Cool: one block to beach!
SUPERHOSTEntire apartment
Siesta Cool: one block to beach!
Price:GYD28,513 / night
Private 2 Bedroom Suite with Kitchenette
SUPERHOSTEntire apartment
Private 2 Bedroom Suite with Kitchenette
Price:GYD17,495 / night
Charming Apt. in old Florida home
SUPERHOSTEntire apartment
Charming Apt. in old Florida home
Price:GYD11,495 / night
Lido Beach House - cute retro studio.
SUPERHOSTEntire apartment
Lido Beach House - cute retro studio.
Price:GYD28,961 / night
Perfect Getaway Studio,  15 min from Siesta Key
SUPERHOSTEntire apartment
Perfect Getaway Studio, 15 min from Siesta Key
Price:GYD13,765 / night
Large modern space in a historic Spanish villa.
SUPERHOSTEntire apartment
Large modern space in a historic Spanish villa.
Price:GYD20,900 / night
Sarasota Downtown close to Lido Beach
SUPERHOSTEntire apartment
Sarasota Downtown close to Lido Beach
Price:GYD13,733 / night
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Pet-friendly houses

The McClellan House - Close to Everything
SUPERHOSTEntire house
The McClellan House - Close to Everything
Price:GYD24,482 / night
Centrally located oasis.
SUPERHOSTEntire house
Centrally located oasis.
Price:GYD28,363 / night
Home away from home mins to Beach!
SUPERHOSTEntire house
Home away from home mins to Beach!
Price:GYD34,754 / night
Private cozy home surrounded by oaks and pines.
Private room
Private cozy home surrounded by oaks and pines.
Price:GYD8,151 / night
One of a kind 1926 Spanish Bungalow /NO PET FEE
SUPERHOSTEntire house
One of a kind 1926 Spanish Bungalow /NO PET FEE
Price:GYD31,141 / night
Kensington Park Cozy Room 25 Min From Siesta Key
SUPERHOSTPrivate room
Kensington Park Cozy Room 25 Min From Siesta Key
Price:GYD9,913 / night
Tropical Escape
SUPERHOSTEntire house
Tropical Escape
Price:GYD30,225 / night
Mad Men Retreat! Mid Century-esque 3/2 home!
SUPERHOSTEntire house
Mad Men Retreat! Mid Century-esque 3/2 home!
Price:GYD23,138 / night
The Key Lime Cottage 2 miles from Siesta Key Beach
SUPERHOSTEntire house
The Key Lime Cottage 2 miles from Siesta Key Beach
Price:GYD16,153 / night
Modern Funky Pool Home - Sleeps 10!!
SUPERHOSTEntire house
Modern Funky Pool Home - Sleeps 10!!
Price:GYD26,125 / night
Siesta Beach House
Entire house
Siesta Beach House
Price:GYD36,574 / night
Central Location in Sarasota with bonus amenities
SUPERHOSTEntire house
Central Location in Sarasota with bonus amenities
Price:GYD20,900 / night
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Houses with pools

Sarasota house with Pool
SUPERHOSTEntire house
Sarasota house with Pool
Price:GYD21,915 / night
The Oasis-Heated Private Pool Hot Tub-5mi to beach
SUPERHOSTEntire house
The Oasis-Heated Private Pool Hot Tub-5mi to beach
Price:GYD31,350 / night
Close to downtown Sarasota home with pool
SUPERHOSTPrivate room
Close to downtown Sarasota home with pool
Price:GYD11,315 / night
Beachfront Getaway in Siesta Key
Entire house
Beachfront Getaway in Siesta Key
Price:GYD36,963 / night
"Safe & Clean"  Our Beach House
SUPERHOSTEntire house
"Safe & Clean" Our Beach House
Price:GYD54,233 / night
Private home with pool close to everything
SUPERHOSTEntire house
Private home with pool close to everything
Price:GYD20,929 / night
Southern Comfort
SUPERHOSTEntire house
Southern Comfort
Price:GYD31,260 / night
★Monthly Discount★Pool + SmartTVs★Great location!★
SUPERHOSTEntire house
★Monthly Discount★Pool + SmartTVs★Great location!★
Price:GYD20,900 / night
The Cottage At Central Park
SUPERHOSTEntire house
The Cottage At Central Park
Price:GYD34,424 / night
Heated pool,  extra clean, extra supplies. WIFI
SUPERHOSTEntire house
Heated pool, extra clean, extra supplies. WIFI
Price:GYD37,201 / night
Mid Century Modern near Siesta Key w/ Heated Pool!
SUPERHOSTEntire house
Mid Century Modern near Siesta Key w/ Heated Pool!
Price:GYD45,770 / night
Private Getaway & Bayside Retreat
SUPERHOSTEntire house
Private Getaway & Bayside Retreat
Price:GYD55,324 / night
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