Siesta Key, FL Vacation Homes from SAR 813

A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

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Our top choices for Siesta Key vacation homes

1. Siesta Key Island Rentals

Siesta Key

Jason

SAR 1,391 total

includes taxes & fees

2 Aug - 3 Aug

House, Lakeside | Living area | 39-inch flat-screen TV with digital channels, TV, streaming services

2. Siesta Heron Suites & Villas

Siesta Key

Christopher Robert

SAR 1,272 total

includes taxes & fees

4 Aug - 5 Aug

Coffee/tea maker, fridge, microwave, oven

3. [lounge like locals] walk to siesta beach +bikes

Siesta Key

John

SAR 1,161 total

includes taxes & fees

3 Aug - 4 Aug

4. Dolphin Villa - Pool - Steps to Siesta Key Village

Siesta Key Village

"Great location to downtown, beach. Kitchen and furnishing updated and in great condition. Negatives would be the lock on the backdoor, air conditioning from the ceiling that could not be controlled from our apartment. The pool was great and had plenty of seating. Only issue with the Dolphin apartment is the many windows, which kind of made it feel like living in a fish bowl. That might not be an issues for others. "

Sandra C.

SAR 1,479 total

includes taxes & fees

5 Aug - 6 Aug

5. The Mermaid at Tiny House Siesta

Sarasota

Kadina A.

SAR 813 total

includes taxes & fees

2 Aug - 3 Aug

6. Island Villa | Cozy Beach Retreat | Walk to Village

Siesta Key Village

Amber B.

SAR 1,798 total

includes taxes & fees

31 Aug - 1 Sep

7. Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Siesta Key

Megan C.

SAR 2,951 total

includes taxes & fees

5 Aug - 6 Aug

8. Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

Siesta Key Village

N A.

9. Siesta beach....one and only

Sarasota

Alexa

SAR 1,836 total

includes taxes & fees

1 Sep - 2 Sep

10. Beautiful 2 Bedroom Duplex Steps Away from the Beach

South Village

"The property is beautiful! It was everything we wanted and needed. Very clean with all the amenities. The hostess responded promptly when ever we contacted them and the check-in and out was so simple! Loved that we could walk to grab a bite to eat or just check out some shopping. The best part was the 3 min walk to the private beach which was very clean and the perfect beach for shelling! We loved this place so much we are concerning rented both 1 and 2 units next season so we can bring our...

Tajsha G.

11. Coastal 2 Bedroom Duplex Steps Away from the Beach

South Village

Haydee C.

12. Sunset - Private Beach Access!

South Village

Jeannette S.

13. Everglades Villa • Sleeps 8 • Walk to Siesta Beach

Siesta Key Village

Kelsey E.

SAR 1,803 total

includes taxes & fees

31 Aug - 1 Sep

Condo (LuLu's Key House Green 1/1 Upstairs) | Exterior

14. Lulu's Key House Green 1/1 Upstairs

Siesta Key Village

SAR 1,977 total

includes taxes & fees

30 Aug - 31 Aug

15. 3-bed 2-bathroom Siesta Key townhome close to village,beaches, city and airport

Siesta Key

Dale R.

SAR 1,179 total

includes taxes & fees

7 Aug - 8 Aug

16. FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

South Village

Barb S.

SAR 2,532 total

includes taxes & fees

2 Aug - 3 Aug

17. 2 Bedroom 2 Bath home near Siesta Key Beach

Sarasota

Linda K.

SAR 1,098 total

includes taxes & fees

1 Sep - 2 Sep

18. Summer Salt – Steps to Siesta Key Village & Beach

Siesta Key Village

Brook M.

SAR 1,950 total

includes taxes & fees

31 Aug - 1 Sep

19. Coastal Home w Hot Tub Firepit and Music Lounge

Siesta Key

SAR 2,652 total

includes taxes & fees

4 Aug - 5 Aug

20. Palm Haven at Cape Leyte

Siesta Key

SAR 2,442 total

includes taxes & fees

6 Aug - 7 Aug

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Top Siesta Key Hotel Reviews

Azul Resort Siesta Key

10/10 Excellent

"Azul was incredibly clean , room , pool , entrance . Towels and covers smell amazing just like home, convenience to walk literally 5 mins to beach. My only concern is food; restaurants are walking distance 10-15 mins but sometimes you want a late snack. Overall l will repeat the experience."

Siesta Key Beachside Villas

10/10 Excellent

"We had a fantastic stay in Siesta Key! The location was perfect, everything was within walking distance, including the beach, restaurants, and shops. The staff was friendly and welcoming, the beds were very comfortable, and the A/C kept the room nice and cool. My only suggestion would be to add a small sign explaining that the stovetop is an induction cooktop. I wasn’t familiar with how it worked, so when I was making breakfast, the burner kept turning off because I was moving the pot slightly. Since the cooking surface is a bit small and the pots are larger, it took me a while to figure out that the pot has to stay properly positioned on the burner for it to heat. A simple note for guests would be very helpful. Other than that, everything was wonderful, and we would absolutely stay here again. Highly recommend!"

Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated

10/10 Excellent

"This was a great experience from start to finish! The villa was centrally located and a short walk to a beautiful private beach! Complimentary parking right in front of the exterior door was very convenient! Communication with the owners was excellent. I received replies within minutes. We appreciated all the beach accessories to help make our vacation even more enjoyable! We could tell the unit was recently renovated and all the appliances were brand new! The free trolley to Siesta Village was amazing! We are hoping to come back in the future! Thank you for an amazing stay!"

The Inn On Siesta Key

10/10 Excellent

"I can’t say enough about Paige and the Inn on Siesta Key. She was an amazing host, and the Inn is the perfect place for a beach getaway. The rooms were immaculate, well stocked with essentials and came with a full kitchen. What really made they stay, aside from a gracious early check-in, were the beach accessories available as a courtesy. We had daily access to wagons, chairs, umbrellas, toys, ice coolers and bikes! Beach access is directly across the street and a pretty easy walk with the wagon. The village is a short walk also, but golf carts seemed to be a big hit for mobbing around without getting too much sun in the process. We will definitely return and hope you love this place as much as we did!!"

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Siesta Key vacation homes

1. Siesta Key Island Rentals

2. Siesta Heron Suites & Villas

3. [lounge like locals] walk to siesta beach +bikes

4. Dolphin Villa - Pool - Steps to Siesta Key Village

5. The Mermaid at Tiny House Siesta

6. Island Villa | Cozy Beach Retreat | Walk to Village

7. Condo with Private Beach Access, Great Shared Amenities - Private Beach House

8. Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

9. Siesta beach....one and only

10. Beautiful 2 Bedroom Duplex Steps Away from the Beach

11. Coastal 2 Bedroom Duplex Steps Away from the Beach

12. Sunset - Private Beach Access!

13. Everglades Villa • Sleeps 8 • Walk to Siesta Beach

14. Lulu's Key House Green 1/1 Upstairs

15. 3-bed 2-bathroom Siesta Key townhome close to village,beaches, city and airport

16. FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

17. 2 Bedroom 2 Bath home near Siesta Key Beach

18. Summer Salt – Steps to Siesta Key Village & Beach

19. Coastal Home w Hot Tub Firepit and Music Lounge

20. Palm Haven at Cape Leyte

Find vacation rentals that suit your style

Top Siesta Key Hotel Reviews

Azul Resort Siesta Key

Siesta Key Beachside Villas

The Capri at Siesta

Captiva Beach Resort

The Residences at Siesta Key Beach by Hyatt Vacation Club

Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated

Siesta Key Island Rentals

The Inn On Siesta Key

The Ringling Beach House

Search Vacation Homes in Siesta Key

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Siesta Key vacation homes

1. Siesta Key Island Rentals

2. Siesta Heron Suites & Villas

3. [lounge like locals] walk to siesta beach +bikes

4. Dolphin Villa - Pool - Steps to Siesta Key Village

5. The Mermaid at Tiny House Siesta

6. Island Villa | Cozy Beach Retreat | Walk to Village

7. Condo with Private Beach Access, Great Shared Amenities - Private Beach House

8. Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

9. Siesta beach....one and only

10. Beautiful 2 Bedroom Duplex Steps Away from the Beach

11. Coastal 2 Bedroom Duplex Steps Away from the Beach

12. Sunset - Private Beach Access!

13. Everglades Villa • Sleeps 8 • Walk to Siesta Beach

14. Lulu's Key House Green 1/1 Upstairs

15. 3-bed 2-bathroom Siesta Key townhome close to village,beaches, city and airport

16. FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

17. 2 Bedroom 2 Bath home near Siesta Key Beach

18. Summer Salt – Steps to Siesta Key Village & Beach

19. Coastal Home w Hot Tub Firepit and Music Lounge

20. Palm Haven at Cape Leyte

Find vacation rentals that suit your style

Top Siesta Key Hotel Reviews

Azul Resort Siesta Key