COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Houses Siesta Key

Updating...

age 0-16
350 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

350 houses

Canal Home on Siesta Key w/ Pool, Wifi, Renovated 1950 Style Sarasota School of

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$319

Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

“What a great view” We usually rent a house one block from the main Siesta Key beach area. This year friends rented the house and my husband and I stayed in this condo for a week. Loved the view of the beach from the living room! Loved the lani! Location was great. Pool was massive compared to our usual house pool, however we did have to walk thru parking lot to get there. The noise from the hall was annoying. And I did miss my temperpedic mattress, but had a great relaxing time.

Match: Rental types

All filters match

Price per night from

$263

5 Bedroom Beachfront Home on Siesta Beach!! 49 Beach Rd

Siesta Key house

5 bedrooms / 4 bathrooms / sleeps 14

Match: Rental types

All filters match

Price per night from

$1,764

Lakefront Oasis 3 Bdrm House with Heated Pool minutes from village and beach

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$573

Our Tropical Island Home

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$132

The Treehouse

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$401

Cape Aqua

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 6

“Great place, super location” We thoroughly enjoyed our stay at your home. It was very spacious, clean and inviting. We had everything we needed and the location is wonderful. Thanks and we would definitly recommend your home to others

Match: Rental types

All filters match

Price per night from

$127

Big Pass Hideaway

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$161

Palm Oasis - Relax in Comfort - 1 rental per calendar month

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 10

“Beautiful home for a quiet -relaxing getaway!” Fantastic location! House had all you could ever need and the space was perfect! The only downside was not being able to maximize the outside into the evening. Our first full day it had rained but it was humid! We spent the entire day shopping and dining out. We returned around 10:30pm & the rain stopped so we took full advantage of the outside, which is just as lovely at night. There were only 4 of us, and at 11;30 it was just my sister N law and I, no music -just taking & laughing and thats when the neighbor directly behind us loudly announced for us to "keep it down and that we were in a residential area!" The other neighbor to the right didn't hear a thing! After a long, cold, Maine winter... being outside is the #1 goal, so that was unfortunate. Virginia was very pleasant to work with.

Responds fast! avg. 3 hours 5 minutes

Match: Rental types

All filters match

Price per night from

$630

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms / 5 bathrooms / sleeps 14

Match: Rental types

All filters match

Price per night from

$999

2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

“Great Location, Very Well Appointed” This house is perfectly located right in Siesta Key Village within an easy walk to shops and restaurants. It is also just a block from the beach. No parking hassles! The house is very well appointed. The owner has thoughtfully provided more than enough coffee for the Keurig, lots of towels, and all needed kitchen utensils, dishes, containers, and cooking supplies, in addition to a beach wagon and chairs. Although not luxurious, this is a very comfortable rental. We also liked the privacy of having our own house. The only negatives were the lack of towel racks in the bathrooms and the lack of hot water in the bathroom with the tub (it remained only warm, even after running for a very long time). The water in the other bathroom was fine.

Match: Rental types

All filters match

Price per night from

$315

Our Beach House

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 5 minutes

Match: Rental types

All filters match

Price per night from

$350

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

Match: Rental types

All filters match

Price per night from

$275

1 Block from Siesta Key Beach, Wifi & YTube TV, Private Heat Optional Pool, Nea

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$169

Tiny House Siesta - Red Lifeguard Stand

Siesta Key house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 55 minutes

Match: Rental types

All filters match

Price per night from

$145

Tiny House Siesta - Tiny House Amy

Siesta Key house

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 55 minutes

Match: Rental types

All filters match

Price per night from

$149

Shell Beach Home

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$287

Another Day in Paradise

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 29 minutes

Match: Rental types

All filters match

Price per night from

$544

Beach, Village, Dock, Private Heated Pool... Fantastic Location, No Car Needed!

Siesta Key house

2 bedrooms / 3 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$457

Brand new with rooftop terrace. Directly across from Siesta Beach! 641 Beach Rd

Siesta Key house

4 bedrooms / 6 bathrooms / sleeps 10

Match: Rental types

All filters match

Price per night from

$1,764

Siesta Summer

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$406

EXCLUSIVE! #1 USA Beach Siesta Key Beach _HOUSE

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 4

Match: Rental types

All filters match

Price per night from

$258

Siesta Beach House - Cottage B

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$115

Beach house for rent in siesta key beach.

Siesta Key house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 3 hours 0 minutes

Match: Rental types

All filters match

Price per night from

$2,846

Walk to Siesta Key Beach, Pool/Spa/Tiki Bar, WiFi, Close to Village Shops, Laund

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$330

Updated Home, Heated Saltwater Pool/Spa, Sits on a Small Lake, 6 min Bike Ride t

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$221

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$277

Siesta Beach House - Cottage C

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$172

Beach Road

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$115

Edgemere

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Rental types

All filters match

Price per night from

$255

Sandy Shore

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$134

Lovely Siesta Key house with heated pool - A block away from Siesta beach!

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$434

Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa

Siesta Key house

5 bedrooms / 4 bathrooms / sleeps 13

Match: Rental types

All filters match

Price per night from

$654

PALM'S HOUSE

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 14 minutes

Match: Rental types

All filters match

Price per night from

$192

Three bedroom house directly on beach with gulf vi

Siesta Key house

3 bedrooms / 4 bathrooms / sleeps 7

Match: Rental types

All filters match

Price per night from

$401

Siesta Key Waterfront Estate W Pool Privacy!

Siesta Key house

5 bedrooms / 4 bathrooms / sleeps 15

Match: Rental types

All filters match

Price per night from

$974

Siesta Key 4 Bedroom, Walk to Siesta Key Beach in 7 mins, Canal Home, Heated Spl

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$298

Walk to Village, Heated Saltwater Pool, Bike/Walk to Beach, WiFi/Cable, Custom

Siesta Key house

3 bedrooms / 4 bathrooms / sleeps 6

“Beautiful and clean private home with pool and close to everything!” The home was in walking distance to village and beach. Beautiful and clean home with private pool. The home had everything that we could ask for. We had an outstanding time on our vacation. We will definitely return to this home again.

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$189

Viewing 38 of 350
houses in Siesta Key

×

Also consider