Siesta Key Vacation House Rentals

Your Personal Resort-7BR, Pool, Tennis, Boating & so much more!

No reviews

·
Siesta
·
7 br
·
Sleeps 15
·
Fireplace · Balcony · Hot Tub ·
From
$1,375/night
Check availability
Property
House · 7 Beds · 5 baths
Amenities
Fireplace
Hot Tub
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Wifi
Other spaces
Balcony, Workspace, Kitchen
Casa Tranquila - Siesta Key
10

Excellent

·
Siesta Key
·
3 br
·
Sleeps 10
·
Free Parking · Dishwasher · Oven ·
From
$1,030/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Free Parking
Dishwasher
Oven
Wifi
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
4931 Canal Front, Pool Home

No reviews

·
Siesta Beach
·
3 br
·
Sleeps 6
·
High Ceilings · Walk In Closets · Beach ·
From
$344/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
High Ceilings
Walk In Closets
Beach
In Unit Laundry
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
3360 Higel Avenue- Awesome pool private home!

No reviews

·
Siesta
·
4 br
·
Sleeps 10
·
Hot Tub · Private Pool · Pool ·
From
$481/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Hot Tub
Private Pool
Pool
Beach
In Unit Laundry
Oven
Wifi
Air Conditioning
Other spaces
Kitchen
Siesta Key Vacation Property W/Heated Pool and Beach Access
9.5

Excellent

·
Siesta
·
3 br
·
Sleeps 6
·
Hardwood Floor · Walk In Closets · Fitness Center ·
From
$310/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Hardwood Floor
Walk In Closets
Fitness Center
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Other spaces
Balcony, Kitchen
New Listing! The Birdhouse | Private Siesta Key Home w/ Heated Pool, Minutes Away From Beach!

No reviews

·
Siesta Beach
·
3 br
·
Sleeps 6
·
Private Pool · Pool · In Unit Laundry ·
From
$1,660/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Gift From The Sea: Exquisite 3 BR Pool Home In Siesta Key
8.4

Very good

·
Siesta Beach
·
3 br
·
Sleeps 6
·
High Ceilings · Free Parking · Private Pool ·
From
$402/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
High Ceilings
Free Parking
Private Pool
Pool
In Unit Laundry
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
Siesta Key bungalow walking distance to beach ! name: Siesta Side A
7

Very good

·
Siesta
·
1 br
·
Sleeps 2
·
Assigned Parking · Free Parking · Wifi ·
From
$155/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Free Parking
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen

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Newly Remodeled Open Concept Home with Pool in the heart of Siesta Key
9.7

Excellent

·
Siesta Beach
·
3 br
·
Sleeps 8
·
Walk In Closets · Workspace · Private Pool ·
From
$250/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Walk In Closets
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Workspace, Kitchen
Walk to the Beach / Ride to the Village / Pool Home in Siesta Key - Free WiFi
8.5

Very good

·
Siesta
·
4 br
·
Sleeps 8
·
Private Pool · Pool · Beach ·
From
$799/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Kitchen
Floritas Key | Pet Friendly Home on Siesta Key w/ Large Heated Private Pool & Outdoor Area!
9.3

Excellent

·
Siesta
·
5 br
·
Sleeps 10
·
Balcony · Private Pool · Pool ·
From
$535/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Balcony, Kitchen
Commonwealth Casas
4

Good

·
Siesta Beach
·
1 br
·
Sleeps 4
·
On Site Laundry · Outdoor Space · Oven ·
From
$194/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Oven
Wifi
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
Canal Lower-Gorgeous 3 bed 3 bath near SK Village
10

Excellent

·
Siesta Key
·
3 br
·
Sleeps 10
·
Hot Tub · Workspace · Private Pool ·
From
$853/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Hot Tub
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Wifi
Other spaces
Workspace, Kitchen
Avenida Lower
7

Very good

·
Siesta Key
·
2 br
·
Sleeps 8
·
Hot Tub · Workspace · Private Pool ·
From
$628/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Hot Tub
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Workspace, Kitchen
Avenida Upper
6

Good

·
Siesta Key
·
2 br
·
Sleeps 8
·
Balcony · Hot Tub · Workspace ·
From
$553/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Hot Tub
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Wifi
Other spaces
Balcony, Workspace, Kitchen
Canal Upper-Gorgeous 3 bed 3 bath near SK Village
10

Excellent

·
Siesta Key
·
3 br
·
Sleeps 10
·
Hot Tub · Workspace · Private Pool ·
From
$803/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Hot Tub
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Wifi
Other spaces
Workspace, Kitchen
New Listing | Pet Friendly Home on Siesta Key w/ Outdoor Patio & Private Screened-In Heated Pool!

No reviews

·
Siesta Beach
·
3 br
·
Sleeps 8
·
Waterfront · Private Pool · Pool ·
From
$773/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Waterfront
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Retreat Half-Mile to Beach and Siesta Key Village
5

Good

·
Siesta Key
·
2 br
·
Sleeps 6
·
Outdoor Space · Free Parking · Beach ·
From
$443/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Free Parking
Beach
Dishwasher
Oven
Wifi
Air Conditioning
Furnished
Residents Lounge
Other spaces
Kitchen
The Pink Palm on Siesta Key

No reviews

·
Siesta
·
3 br
·
Sleeps 8
·
Fitness Center · On Site Laundry · Private Pool ·
From
$538/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Fitness Center
On Site Laundry
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
Canal-front home with a dock, GULF VIEWS, Shell Beach access.
10

Excellent

·
Siesta
·
3 br
·
Sleeps 6
·
Waterfront · On Site Laundry · Balcony ·
From
$380/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Waterfront
On Site Laundry
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Balcony, Workspace, Kitchen
Siesta Key Retreat Sarasota Florida
9.8

Excellent

·
Siesta Beach
·
4 br
·
Sleeps 12
·
Fitness Center · Waterfront · Workspace ·
From
$1,500/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Fitness Center
Waterfront
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Other spaces
Workspace, Kitchen
Fabulous Custom Home in Siesta Key!
10

Excellent

·
Siesta Beach
·
4 br
·
Sleeps 10
·
Private Pool · Pool · Wifi ·
From
$1,200/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Private Pool
Pool
Wifi
Air Conditioning
Furnished
Swimming Pool
Sweetwater * 4 BR * Pool * Hot Tub * Minutes to Beach
10

Excellent

·
Siesta Beach
·
4 br
·
Sleeps 12
·
Carpet · Hardwood Floor · Walk In Closets ·
From
$610/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Carpet
Hardwood Floor
Walk In Closets
On Site Laundry
Private Pool
Pool
Beach
In Unit Laundry
Other spaces
Kitchen
:: Vacation Villa located in the heart of Siesta Key ::
10

Excellent

·
Siesta Beach
·
3 br
·
Sleeps 6
·
Private Pool · Pool · Beach ·
From
$393/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Kitchen
3 Bedroom House North End of Siesta Key - Short Walk To Shell Beach
9.8

Excellent

·
Siesta
·
3 br
·
Sleeps 6
·
Outdoor Space · Beach · In Unit Laundry ·
From
$332/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Beach
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Furnished
Wheelchair Accessible
Other spaces
Kitchen
Beach House - Hot Tub - Pool - Minutes to Beach

No reviews

·
Siesta Beach
·
4 br
·
Sleeps 12
·
Carpet · Hardwood Floor · Walk In Closets ·
From
$517/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Carpet
Hardwood Floor
Walk In Closets
On Site Laundry
Private Pool
Pool
Beach
In Unit Laundry
Other spaces
Kitchen
The Rooftop

No reviews

·
Siesta Key
·
6 br
·
Sleeps 16
·
On Site Laundry · Free Parking · Private Pool ·
From
$1,840/night
Check availability
Property
Apartment · 6 Beds · 5 baths
Amenities
On Site Laundry
Free Parking
Private Pool
Pool
In Unit Laundry
Dishwasher
Wifi
Air Conditioning
Other spaces
Kitchen
The Upper Deck
10

Excellent

·
Siesta Key
·
6 br
·
Sleeps 16
·
On Site Laundry · Hot Tub · Outdoor Space ·
From
$1,840/night
Check availability
Property
Apartment · 6 Beds · 5 baths
Amenities
On Site Laundry
Hot Tub
Free Parking
Pool
Beach
Dishwasher
Wifi
Air Conditioning
Other spaces
Kitchen
The Oasis

No reviews

·
Siesta Key
·
7 br
·
Sleeps 18
·
Ocean · Waterfront · Balcony ·
From
$2,300/night
Check availability
Property
Apartment · 7 Beds · 7 baths
Amenities
Ocean
Waterfront
Free Parking
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Other spaces
Balcony, Kitchen
Top Gulf

No reviews

·
Siesta Key
·
6 br
·
Sleeps 14
·
On Site Laundry · Balcony · Assigned Parking ·
From
$1,898/night
Check availability
Property
Apartment · 6 Beds · 6 baths
Amenities
On Site Laundry
Assigned Parking
Hot Tub
Free Parking
Private Pool
Pool
Beach
Dishwasher
Other spaces
Balcony, Kitchen
The 19th Hole

No reviews

·
Siesta Key
·
6 br
·
Sleeps 14
·
On Site Laundry · Balcony · Assigned Parking ·
From
$1,898/night
Check availability
Property
Apartment · 6 Beds · 6 baths
Amenities
On Site Laundry
Assigned Parking
Hot Tub
Free Parking
Pool
Beach
Dishwasher
Wifi
Other spaces
Balcony, Kitchen
Spacious Updated Condo Just 2 Blocks to Siesta Key Beach
9

Excellent

·
Siesta Key
·
2 br
·
Sleeps 8
·
Outdoor Space · Free Parking · Beach ·
From
$274/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Free Parking
Beach
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Walk to Beach, Updated Condo, Private Patio and Grill
9

Excellent

·
Siesta Key
·
1 br
·
Sleeps 4
·
Workspace · Free Parking · Beach ·
From
$274/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Free Parking
Beach
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
Newly Fully Updated and Modern, Short Walk to BEACH
9.3

Excellent

·
Siesta Key
·
1 br
·
Sleeps 4
·
Workspace · Free Parking · Beach ·
From
$292/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Free Parking
Beach
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
NEW! Siesta Key-Luxury 4 BR Home w/Heated Pool

No reviews

·
Siesta Key
·
4 br
·
Sleeps 10
·
Workspace · Outdoor Space · Private Pool ·
From
$435/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Workspace, Kitchen
LUXURY HOUSE BY THE CANAL
9.7

Excellent

·
Siesta Beach
·
3 br
·
Sleeps 6
·
Fitness Center · Waterfront · Outdoor Space ·
From
$548/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fitness Center
Waterfront
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
Our tropical island home
9.8

Excellent

·
Siesta Beach
·
2 br
·
Sleeps 4
·
Fitness Center · Hot Tub · Outdoor Space ·
From
$160/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Fitness Center
Hot Tub
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Bay Isle Bliss | Pet Friendly Home w/ Private Pool & Walking Distance to Shell Beach
9.6

Excellent

·
Siesta
·
3 br
·
Sleeps 8
·
Fireplace · Hot Tub · Private Pool ·
From
$481/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fireplace
Hot Tub
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
Stunning Siesta Key,, .2 blocks to Shell Beach
9.8

Excellent

·
Siesta
·
5 br
·
Sleeps 14
·
Fitness Center · Hot Tub · Outdoor Space ·
From
$849/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Fitness Center
Hot Tub
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
NEW! Charming 3/2 Siesta Key House w/ pool and close to beach!

No reviews

·
Siesta Beach
·
3 br
·
Sleeps 6
·
Fitness Center · Assigned Parking · Outdoor Space ·
From
$279/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fitness Center
Assigned Parking
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Spacious Siesta Key Canal Front Vacation Rental House with Large Heated Pool
7.7

Very good

·
Siesta Beach
·
4 br
·
Sleeps 10
·
Fireplace · Waterfront · Private Pool ·
From
$209/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Fireplace
Waterfront
Private Pool
Pool
Beach
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
Casa Vacacional con Piscina en siesta key sarasota

No reviews

·
Siesta Key
·
2 br
·
Sleeps 4
·
On Site Laundry · Private Pool · Pool ·
From
$3,225/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
On Site Laundry
Private Pool
Pool
Furnished
Swimming Pool
Other spaces
Kitchen
Walk to the Beach or Village in minutes!
7.3

Very good

·
Siesta Key
·
2 br
·
Sleeps 4
·
Assigned Parking · Free Parking · Beach ·
From
$254/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
Beach
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Siesta Key - Miramar 1216
7.7

Very good

·
Siesta Key
·
4 br
·
Sleeps 10
·
Free Parking · Private Pool · Pool ·
From
$300/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Free Parking
Private Pool
Pool
Beach
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Siesta Key Beach - Tropea 665 #3
8.3

Very good

·
Siesta Key
·
1 br
·
Sleeps 4
·
Assigned Parking · Free Parking · Beach ·
From
$119/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Free Parking
Beach
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Siesta Key Beach 665 #1
6.5

Good

·
Siesta Key
·
2 br
·
Sleeps 6
·
Assigned Parking · Free Parking · Beach ·
From
$144/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
Beach
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Bay Oaks Ground Floor
6

Good

·
Siesta Key
·
1 br
·
Sleeps 6
·
Assigned Parking · Free Parking · Pool ·
From
$240/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Free Parking
Pool
Beach
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Kitchen
Gulf View at Our House At The Beach
9.3

Excellent

·
Siesta Key
·
1 br
·
Sleeps 5
·
Assigned Parking · Free Parking · Pool ·
From
$351/night
Check availability
Property
Apartment · 1 Bed · 2 baths
Amenities
Assigned Parking
Free Parking
Pool
Beach
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Kitchen
Fanta-Sea on the Beach 55 by Beachside Management
8.2

Very good

·
Siesta Key
·
4 br
·
Sleeps 10
·
Ocean · Waterfront · Balcony ·
From
$989/night
Check availability
Property
Apartment · 4 Beds · 4 baths
Amenities
Ocean
Waterfront
Assigned Parking
Free Parking
Beach
In Unit Laundry
Dishwasher
Oven
Other spaces
Balcony, Kitchen
Fanta-Sea on the Beach 49 by Beachside Management
8.2

Very good

·
Siesta Key
·
5 br
·
Sleeps 13
·
Ocean · Waterfront · Balcony ·
From
$549/night
Check availability
Property
Apartment · 5 Beds · 4 baths
Amenities
Ocean
Waterfront
Assigned Parking
Free Parking
Beach
In Unit Laundry
Dishwasher
Oven
Other spaces
Balcony, Workspace, Kitchen
Showing 1 - 50 of 82 results
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Home > Florida Vacation Rentals > Siesta Key Vacation Rentals > Siesta Key house Vacation Rentals
Updated: March 29, 2023

Learn about vacation rentals in

Siesta Key

Explore 127 vacation rentals near Siesta Key, Florida. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Siesta Key, you can see photos of Siesta Key vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Siesta Key vacation rentals in specific areas. Whether you’re looking for a Siesta Key staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Siesta Key is $119 per night and the highest price is $3,225 per night.
83 of the vacation rentals near Siesta Key are houses. The average bathroom count for a vacation house near Siesta Key is 3. The average price for vacation houses near Siesta Key is $736 per night. There are 60 vacation homes under this price. The most common amenities for vacation rentals near Siesta Key are: furnished, air conditioning, and kitchen. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

26 available

2 bed rentals

41 available

3 bed rentals

26 available

4+ bed rentals

32 available

Which price range for vacation rentals is considered a good deal in Siesta Key, FL area?

Vacation Rental Price Information in Siesta Key, FL

The graph shows the percentages of vacation homes in each price bucket. Siesta Key, FL has the largest percentage (38.39%) of homes in $500+ price range.
$0 - $50
2
units
$50 - $100
16
units
$100 - $150
87
units
$150 - $200
78
units
$200 - $250
53
units
$250 - $300
51
units
$300 - $350
31
units
$350 - $400
28
units
$400 - $450
28
units
$500+
233
units

Siesta Key Vacation House Rentals FAQ

How many house vacation rentals in Siesta Key are available?

As of March 29, 2023, there are 83 house vacation rentals in Siesta Key available.

Do any Siesta Key house rentals have internet access?

There are 77 house rentals in Siesta Key that have internet access.

Are there any pet friendly house rentals in Siesta Key?

There are 29 pet friendly house rentals in Siesta Key. A pet friendly rental allows pets such as dogs or cats. We recommend contacting the listing owner for more specific pet details.

Are there any house rentals in Siesta Key with more than 1 bedroom?

There are 83 house rentals in Siesta Key with more than 1 bedroom. Use the filters on Vacations by Zumper to find more specific rental properties.

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