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Siesta Key, Florida, United States of America

Siesta Key villa rentals

We’ve found 276 villas – enter your dates for availability

Find the best villa to stay in – Siesta Key

104 Tranquil location 2 bedroom condo minutes from #1 beach with private access!

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
AU$ 395 avg/night
(43)

Newly Remodeled Luxury Beach Villa! Nearest Stand-Alone Villa on Siesta Key!

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
AU$ 489 avg/night
(42)

NEW! Villa w/ Pool, Walk to Stunning Siesta Key!

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
AU$ 204 avg/night
(13)

Jamaica Royale 042 Awesomely updated!

Sleeps 4 · 1 Bedroom · 1 Bathroom
AU$ 407 avg/night
(2)

“MOONMIST” Siesta Key villa with private hot tub in a 'jungle' setting

Sleeps 5 · 2 Bedrooms · 2 Bathrooms
AU$ 237 avg/night
(50)

Vacation Special - Remodeled in 2017 - Crescent/Siesta Beach

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
AU$ 318 avg/night
(2)

Search 276 villas

Recent reviews of Siesta Key villa rentals
Stayed Apr 2021

Sensational Siesta Key beach 🏝

Jamaica Royale condos and resort area staff and pools and beach were fantastic. And our owner of Tranquil 104, Rita, had every gadget, gizmo, and gallery of appliances and furnishings for inside and the beach that we could have asked for! Wonderful s...

Deb T.
Deb T.
Stayed Apr 2021

Very nice!

We had a lovely stay at this property at Polynesian Gardens. The house was clean, very well equipped, spacious and has a fairly recent updated decor. Loved how quiet it is, and close proximity to the nice pool. The owner responded timely to our quest...

Deb R.
Deb R.

Grand Haven, Mi.

Stayed Mar 2021

Perfect location

We absolutely loved our stay in Siesta Key. The rental was a block from the beach. It was clean and just the right size. The kitchen contained all of the comforts of home. The beach wagon held everything so we didn't have to carry it all to the beach...

Lynette B.
Lynette B.
Stayed Mar 2021

Perfect for our vacation!

My family stayed here for spring break. The villa was beautiful. It was very spacious and comfortable. The area that it is in is convenient. We were able to walk to wherever we wanted or catch the free trolley at the stop right outside the gate. The ...

Victoria M.
Victoria M.
Stayed Mar 2021

Just right villa

We loved our stay at Islandhouse Villas. V7 was show perfect. Our two kids enjoyed the twin beds. Super clean and had all the supplies we needed. I’m glad I brought 8 beach towels. The sand was amazingly soft. We didn’t know the pool was heated and k...

Amber A.
Amber A.
Stayed Feb 2021

Could not ask for any better

When we arrived property was even nicer than the pictures. Very Clean well appointed. Everything worked just fine . The pool was fantastic. The location was close enough to main drag in Siesta but far enough away that you could have your serenity and...

Jonathan P.
Jonathan P.
Stayed Feb 2021

"Mancave" Villa

We really enjoyed our stay. The location was perfect. The villa is just beautiful! It is the most well-stocked villa/condo we have ever stayed in. They thought of everything! All the homeowners and renters we talked to were very nice! If I could ever...

James L.
James L.
Stayed Feb 2021

Wonderful stay on the most beautiful beach

This place is on the best beach, lovely walk out my patio door, past palm trees, and swimming pools, to get to the beach--deepest beach area on Crescent Beach! Very well run and responsive management. Lovely updated room with everything I needed. Nic...

Marguerite W.
Marguerite W.

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