Holiday rentals in Siesta Beach

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Top-rated holiday rentals in Siesta Beach

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

Guest house in Sarasota
Storybook Cottage With Pool Near the Bay & Beach
Storybook one-bedroom cottage on historic street of 1920's homes, less than 15 minutes from Siesta Key and just steps from Old Sarasota Bay. Ideal, quiet location close to parks, shopping, restaurants and more. Minutes from Historic Spanish Point, Bay Preserve and Oscar Scherer State Park. Bring your kayak and launch from the end of the road. Perfect retreat for nature lovers. Completely non-smoking property, inside and out. Some pets welcome with prior approval.
₹7,756 per night
SUPERHOST
Rental unit in Siesta Key
☀️ Beach & Pool Open! Direct Beachfront. Sunset View!
Amazing direct Gulf view from this 4th floor front corner condo. Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. We are right on the beach with lounge chairs provided. As close as you can get to the Gulf without being in the water! We can comfortably accommodate 6 people. There are 2 double beds in one room and 1 King in the other.
₹15,512 per night
SUPERHOST
Apartment in Siesta Key
Siesta key getaway!
perfect and very comfortable 4th floor condo with elevator, screened in lanai, fully stocked kitchen and full bath. laundry facilities on the premises, a tennis court. We supply beach chairs, umbrellas, a rolling cooler and big beach bag. There is a beautiful dock on the intercoastal side of us with picnic chairs, grills, and you may even see dolphins playing !
₹9,272 per night
SUPERHOST

Holiday rentals for every style

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Stay near Siesta Beach's top sights

Photo of Public Beach Access 8
Public Beach Access 87 locals recommend
Photo of Daiquiri Deck Siesta Key Village
Daiquiri Deck Siesta Key Village42 locals recommend
Photo of Another Broken Egg Cafe
Another Broken Egg Cafe27 locals recommend
Photo of Siesta Key Oyster Bar
Siesta Key Oyster Bar81 locals recommend
Photo of Gilligan's Island Bar & Grill
Gilligan's Island Bar & Grill17 locals recommend
Photo of RESTAURANT BONJOUR FRENCH CAFE
RESTAURANT BONJOUR FRENCH CAFE9 locals recommend

Other great holiday rentals in Siesta Beach

Apartment in Siesta Key
LUXURY BEACH CABANA ON SIESTA KEY!
₹16,492 per night
Home in Sarasota
Sarasota Modern, sun filled soothing environment.
₹10,205 per night
SUPERHOST
Apartment in Sarasota
5213B Calle Menorca - Siesta Key Village Condo
₹17,134 per night
SUPERHOST
Guest suite in Sarasota
Adorable studio close to Siesta beach!
₹6,532 per night
SUPERHOST
Apartment in Sarasota
Sarasota Retreat @ Pelican Cove
₹6,940 per night
SUPERHOST
Guest suite in Sarasota
SUPER CLEAN 100% Private Downtown Location
₹5,633 per night
SUPERHOST
Apartment in Siesta Key
Siesta Key Beach Front Condo!
₹20,411 per night
Guest house in Sarasota
Pura Vida Cabin in Sarasota
₹7,290 per night
SUPERHOST
Guest suite in Sarasota
Private, cozy, studio 2 miles from Siesta Key!
₹7,266 per night
SUPERHOST
Apartment in Siesta Key
Siesta Key Gulf Coast Condo
₹12,247 per night
Guest suite in Sarasota
Cozy little guest suite- 6 miles from Siesta Beach
₹7,079 per night
SUPERHOST
Private room in Sarasota
Cheerful beach room in a home with a pool.
₹4,117 per night
SUPERHOST
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Nearby destinations

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Siesta Beach