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Best Vacation Rentals in Siesta Key, FL

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1Siesta Key Luxury Rental Properties

4.7
664 reviews
5111 Ocean Blvd. Suite B, C & D, C & D, Siesta Key, FL, 34242
  • Open
  • Closes 6:00 p.m.
Real EstateVacation Rentals

2The Cottages On the Key

4.8
500 reviews
5011 Ocean Blvd #303, Ste 303, Siesta Key, FL, 34242
  • Open
  • Closes 5:00 p.m.
Real EstateVacation Rentals

3Fisherman's Cove

4.6
337 reviews
9000 Blind Pass Rd, Siesta Key, FL, 34242
  • Open
  • Closes 6:00 p.m.
Real EstateVacation Rentals

4ITrip Vacations Siesta Key & Sarasota

4.7
253 reviews
6547 Midnight Pass Rd #60, Siesta Key, FL, 34242
  • Open
  • Closes 12:00 a.m. tomorrow
Real EstateVacation Rentals

5Gulf & Bay Club Bayside

4.6
171 reviews
1200 Siesta Bayside Dr, Siesta Key, FL, 34242
  • Open
  • Closes 5:00 p.m.
Real EstateVacation Rentals

6Our House at the Beach

4.6
117 reviews
1001 Beach Rd, Ste W103, Siesta Key, FL, 34242
  • Open
  • Closes 5:00 p.m.
Real EstateVacation Rentals

7Siesta Sunset Royale Hotel

4.8
67 reviews
5322 Calle De La Siesta, Siesta Key, FL, 34242
  • Open
  • Closes 9:30 p.m.
Real EstateVacation Rentals

8Gumbo Limbo Vacation Rentals

4.6
35 reviews
664 Calle Del Otono, Siesta Key, FL, 34242
  • Open
  • Closes 6:00 p.m.
Real EstateVacation Rentals

9Siesta Key Beachfront Penthouse Vacation Rental

4.8
33 reviews
711 Beach Rd #412, Siesta Key, FL, 34242
  • Open
  • Closes 8:00 p.m.
Real EstateVacation Rentals

10Crescent Siesta Key

4.6
5 reviews
6512 Midnight Pass Rd, Siesta Key, FL, 34242
  • Open
  • Closes 6:00 p.m.
Real EstateVacation Rentals

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