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Siesta Key, Florida, United States of America

Siesta Key family rentals

We found 1,788 rentals perfect for families — enter your dates for availability

Explore Siesta Key family-friendly rentals

Gulf-side Beautiful Condo With Pool Overlooking the Gulf!

Sleeps 4 · 1 Bedroom · 1 Bathroom
$109 avg/night
(93)

Unit 94- Amazing Beach View from 9th floor Open Balcony! Totally Renovated.

Sleeps 4 · 1 Bedroom · 1 Bathroom
$179 avg/night
(89)

New remodel. Steps to Siesta Beach! Poolside,1st flr. Walk to Siesta Village

Sleeps 4 · 2 Bedrooms · 1 Bathroom
$171 avg/night
(41)

Crescent Arms - 502N

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$214 avg/night
(40)

Welcome To Our Beach Getaway That Is A Home Away From Home! Heated Pool!

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$304 avg/night
(28)

Beachfront Penthouse - Views! Beach & Pool Open! Wifi, Screened Lanai, Clean

Sleeps 5 · 2 Bedrooms · 2 Bathrooms
$175 avg/night
(111)

Search 1,788 family friendly properties

Recent reviews of Siesta Key family-friendly rentals
Stayed Jul 2021

A Perfect Place

Couldn’t ask for a better location, a better set-up or more responsive property owner. This cottage is decorated so lovely. Everything was clean and easily accessible. There was an abundance of supplies and everything was labeled. The host anticipate...

Robyn M.
Robyn M.
Stayed Jul 2021

Peaceful location

This was the perfect unit for my family. We had an amazing time. All the other families visiting were all very friendly..such a great place for families and close to all other beaches we wanted to visit. My boys were so sad to leave as was i..we will...

Natasha M.
Natasha M.

Canton ohio

Stayed Jul 2021

The location couldn’t have been better! We were on the 3rd floor and loved the view on both sides!

We loved that we were literally right on the beach and it wasn’t overly crowded. The location was perfect. We’ve been to Siesta Key Beach many times, and although Turtle Beach doesn’t have the white powdery sand like Siesta, I would definitely pick F...

Jodi M.
Jodi M.
Stayed Jul 2021

Awesome place to stay!

This property was equipped with everything you could possibly need! It was nice since traveling by plane and not having to worry about buying a bunch of stuff when we arrived. The kitchen is absolutely gorgeous and the lanai is a dream! I would recom...

TONYA C.
TONYA C.
Stayed Jul 2021

Wonderful Condo, Great Location

We had a wonderful stay at your condo! It was beautifully decorated just like the photos indicate. There is a great view of the beach too. So beautiful. It was our first time to Siesta Key and this location is great because it is on a more “private...

Robin W.
Robin W.
Stayed Jun 2021

Great Week at the Beach

What a fantastic experience renting this condo. Communication, location, cleanliness, layout, etc was perfect. The convenience of this particular condo was amazing. A screened in porch leading right to the pool made going to and from the beach and ...

Andy C.
Andy C.
Stayed Jun 2021

Lovely Family Vacation!

My family (2 adults, 1 teen & his friend) really enjoyed the condo for our family vacation! Perfect location, clean, and easily accessible! I especially enjoyed the kitchen being well stocked with good cookware, knives, and gadgets! One of our favori...

Rebecca C.
Rebecca C.

Winston Salem, USA

Stayed Jun 2021

Siesta Key, Crescent Arms, 402S

Beautiful condo with breathtaking views of the ocean and right on the beach, which is so convenient. You can come and go quickly from the condo to the beach chair or relax on the lanai and see and hear the ocean waves. The only thing the condo could ...

Christine C.
Christine C.
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