Siesta Key Vacation Rentals With Beach
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
$200/nightProperty
House · 4 Beds · 3 baths
Amenities
Fireplace
Waterfront
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Enchanted Beach Cottage on Gulf: Perfect Getaway, Lush Garden, 44" private pool
9
Excellent
·
Siesta
·
1 br
·
Sleeps 2
·
Ocean · Hardwood Floor · Fitness Center ·
From
$400/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Ocean
Hardwood Floor
Fitness Center
Waterfront
Private Pool
In Unit Laundry
Pool
Dishwasher
Other spaces
Kitchen
Siesta Key Resort Home Just Steps To The Beach! estate
1
Poor
·
Siesta Key
·
6 br
·
Sleeps 15
·
Lake · Fireplace · Balcony ·
From
$2,505/nightProperty
Apartment · 6 Beds · 3 baths
Amenities
Lake
Fireplace
Waterfront
On Site Laundry
Assigned Parking
Private Pool
Free Parking
In Unit Laundry
Other spaces
Balcony, 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
$424/nightProperty
House · 4 Beds · 3 baths
Amenities
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Beach
Other spaces
Workspace, Kitchen
LUXURY HOUSE BY THE CANAL
9.7
Excellent
·
Siesta Beach
·
3 br
·
Sleeps 6
·
Fitness Center · Waterfront · Outdoor Space ·
From
$561/nightProperty
House · 3 Beds · 2 baths
Amenities
Fitness Center
Waterfront
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
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 · In Unit Laundry ·
From
$495/nightProperty
House · 5 Beds · 3 baths
Amenities
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Beach
Other spaces
Balcony, 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 · In Unit Laundry ·
From
$814/nightProperty
House · 3 Beds · 2 baths
Amenities
Waterfront
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Air Conditioning
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
$473/nightProperty
House · 3 Beds · 2 baths
Amenities
Fireplace
Hot Tub
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Other spaces
Kitchen
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The Pink Palm on Siesta Key
No reviews
·
Siesta
·
3 br
·
Sleeps 8
·
Fitness Center · On Site Laundry · Private Pool ·
From
$583/nightProperty
House · 3 Beds · 3 baths
Amenities
Fitness Center
On Site Laundry
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Mid-Century Meets Boaters’ Dream
10
Excellent
·
Siesta Beach
·
2 br
·
Waterfront · Outdoor Space · In Unit Laundry ·
From
$195/nightProperty
House · 2 Beds · 2 baths
Amenities
Waterfront
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
Hidden Treasure | Located on Siesta Key w/ Private Heated Pool/Hot Tub & Spacious Outdoor Area
10
Excellent
·
Siesta Beach
·
4 br
·
Sleeps 8
·
Hot Tub · Private Pool · In Unit Laundry ·
From
$600/nightProperty
House · 4 Beds · 3 baths
Amenities
Hot Tub
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Kitchen
Beachside Vacation Cottage at Beach Palms in Siesta Key
No reviews
·
Siesta Key
·
2 br
·
Sleeps 5
·
Hot Tub · On Site Laundry · In Unit Laundry ·
From
$212/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Hot Tub
On Site Laundry
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Kitchen
4931 Canal Front, Pool Home
No reviews
·
Siesta Beach
·
3 br
·
Sleeps 6
·
High Ceilings · Walk In Closets · In Unit Laundry ·
From
$344/nightProperty
House · 3 Beds · 3 baths
Amenities
High Ceilings
Walk In Closets
In Unit Laundry
Oven
Wifi
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
3360 Higel Avenue- Awesome pool private home!
No reviews
·
Siesta
·
4 br
·
Sleeps 10
·
Hot Tub · Private Pool · In Unit Laundry ·
From
$481/nightProperty
House · 4 Beds · 3 baths
Amenities
Hot Tub
Private Pool
In Unit Laundry
Pool
Oven
Wifi
Air Conditioning
Beach
Other spaces
Kitchen
Siesta Key Vacation Property W/Heated Pool and Beach Access
9.5
Excellent
·
Siesta
·
3 br
·
Sleeps 6
·
Walk In Closets · Hardwood Floor · Fitness Center ·
From
$310/nightProperty
House · 3 Beds · 2 baths
Amenities
Walk In Closets
Hardwood Floor
Fitness Center
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Other spaces
Balcony, 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 · In Unit Laundry · Pool ·
From
$799/nightProperty
House · 4 Beds · 2 baths
Amenities
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Beach
Other spaces
Kitchen
Beachfront Property
No reviews
·
Siesta Key
·
2 br
·
Sleeps 6
·
Pool · Wifi · Air Conditioning ·
From
$275/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Pool
Wifi
Air Conditioning
Beach
Furnished
Swimming Pool
Canal Lower-Gorgeous 3 bed 3 bath near SK Village
10
Excellent
·
Siesta Key
·
3 br
·
Sleeps 10
·
Workspace · Hot Tub · Private Pool ·
From
$853/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Hot Tub
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Workspace, Kitchen
Avenida Upper
6
Good
·
Siesta Key
·
2 br
·
Sleeps 8
·
Balcony · Workspace · Hot Tub ·
From
$553/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Hot Tub
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Balcony, Workspace, Kitchen
Canal Upper-Gorgeous 3 bed 3 bath near SK Village
10
Excellent
·
Siesta Key
·
3 br
·
Sleeps 10
·
Workspace · Hot Tub · Private Pool ·
From
$803/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Hot Tub
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Workspace, Kitchen
Retreat Half-Mile to Beach and Siesta Key Village
5
Good
·
Siesta Key
·
2 br
·
Sleeps 6
·
Outdoor Space · Free Parking · Dishwasher ·
From
$443/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Free Parking
Dishwasher
Oven
Wifi
Air Conditioning
Beach
Furnished
Residents Lounge
Other spaces
Kitchen
Wake up, fall out of bed...
No reviews
·
Siesta Key
·
2 br
·
Sleeps 6
·
Ocean · Waterfront · Workspace ·
From
$400/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Ocean
Waterfront
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Other spaces
Workspace, Kitchen
Siesta Key Retreat Sarasota Florida
9.8
Excellent
·
Siesta Beach
·
4 br
·
Sleeps 12
·
Fitness Center · Waterfront · Workspace ·
From
$1,500/nightProperty
House · 4 Beds · 3 baths
Amenities
Fitness Center
Waterfront
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Other spaces
Workspace, Kitchen
Siesta Key Studio - on the BEACH!
9.9
Excellent
·
Siesta Key
·
Studio
·
Sleeps 3
·
Ocean · Waterfront · Outdoor Space ·
From
$249/nightProperty
Apartment · Studio · 1 bath
Amenities
Ocean
Waterfront
In Unit Laundry
Pool
Oven
Wifi
Air Conditioning
Beach
Other spaces
Kitchen
Sweetwater * 4 BR * Pool * Hot Tub * Minutes to Beach
10
Excellent
·
Siesta Beach
·
4 br
·
Sleeps 12
·
Carpet · Walk In Closets · Hardwood Floor ·
From
$610/nightProperty
House · 4 Beds · 4 baths
Amenities
Carpet
Walk In Closets
Hardwood Floor
On Site Laundry
Private Pool
In Unit Laundry
Pool
Dishwasher
Other spaces
Kitchen
:: Vacation Villa located in the heart of Siesta Key ::
10
Excellent
·
Siesta Beach
·
3 br
·
Sleeps 6
·
Private Pool · In Unit Laundry · Pool ·
From
$393/nightProperty
House · 3 Beds · 2 baths
Amenities
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Beach
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 · In Unit Laundry · Dishwasher ·
From
$332/nightProperty
House · 3 Beds · 3 baths
Amenities
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Beach
Furnished
Wheelchair Accessible
Other spaces
Kitchen
Beach House - Hot Tub - Pool - Minutes to Beach
No reviews
·
Siesta Beach
·
4 br
·
Sleeps 12
·
Carpet · Walk In Closets · Hardwood Floor ·
From
$517/nightProperty
House · 4 Beds · 4 baths
Amenities
Carpet
Walk In Closets
Hardwood Floor
On Site Laundry
Private Pool
In Unit Laundry
Pool
Dishwasher
Other spaces
Kitchen
The Upper Deck
10
Excellent
·
Siesta Key
·
6 br
·
Sleeps 16
·
Hot Tub · On Site Laundry · Outdoor Space ·
From
$1,840/nightProperty
Apartment · 6 Beds · 5 baths
Amenities
Hot Tub
On Site Laundry
Free Parking
Pool
Dishwasher
Wifi
Air Conditioning
Beach
Other spaces
Kitchen
Top Gulf
No reviews
·
Siesta Key
·
6 br
·
Sleeps 14
·
Balcony · Hot Tub · On Site Laundry ·
From
$1,898/nightProperty
Apartment · 6 Beds · 6 baths
Amenities
Hot Tub
On Site Laundry
Assigned Parking
Private Pool
Free Parking
Pool
Dishwasher
Wifi
Other spaces
Balcony, Kitchen
The 19th Hole
No reviews
·
Siesta Key
·
6 br
·
Sleeps 14
·
Balcony · Hot Tub · On Site Laundry ·
From
$1,898/nightProperty
Apartment · 6 Beds · 6 baths
Amenities
Hot Tub
On Site Laundry
Assigned Parking
Free Parking
Pool
Dishwasher
Wifi
Air Conditioning
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 · In Unit Laundry ·
From
$274/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Free Parking
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
Walk to Beach, Updated Condo, Private Patio and Grill
9
Excellent
·
Siesta Key
·
1 br
·
Sleeps 4
·
Workspace · Free Parking · In Unit Laundry ·
From
$274/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Free Parking
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Beach
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 · In Unit Laundry ·
From
$292/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Free Parking
In Unit Laundry
Dishwasher
Oven
Wifi
Air Conditioning
Beach
Furnished
Other spaces
Workspace, 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/nightProperty
House · 5 Beds · 5 baths
Amenities
Fitness Center
Hot Tub
Private Pool
In Unit Laundry
Pool
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Siesta Cool: Only Minutes Walk to Siesta Beach!
9.4
Excellent
·
Siesta Key
·
1 br
·
Sleeps 3
·
Balcony · On Site Laundry · Outdoor Space ·
From
$277/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Assigned Parking
Free Parking
In Unit Laundry
Oven
Wifi
Air Conditioning
Beach
Other spaces
Balcony, Kitchen
Siesta Cooler: Only Minutes Walk to Siesta Beach!
9.7
Excellent
·
Siesta Key
·
1 br
·
Sleeps 3
·
Balcony · Workspace · On Site Laundry ·
From
$277/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Assigned Parking
Free Parking
In Unit Laundry
Oven
Wifi
Air Conditioning
Beach
Other spaces
Balcony, Workspace, Kitchen
Walk to the Beach or Village in minutes!
7.3
Very good
·
Siesta Key
·
2 br
·
Sleeps 4
·
Assigned Parking · Free Parking · Wifi ·
From
$254/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
Wifi
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
Stay Siesta Dunes, #300; by Beachside Management
8.7
Very good
·
Siesta Key
·
2 br
·
Sleeps 5
·
Hardwood Floor · Balcony · Hot Tub ·
From
$208/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Hardwood Floor
Hot Tub
On Site Laundry
Assigned Parking
Free Parking
Pool
Dishwasher
Oven
Other spaces
Balcony, Kitchen
Direct Beachfront Delight by Beachside Management
8.5
Very good
·
Siesta Key
·
2 br
·
Sleeps 4
·
Carpet · Ocean · Balcony ·
From
$398/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Carpet
Ocean
Waterfront
On Site Laundry
Assigned Parking
Free Parking
In Unit Laundry
Dishwasher
Other spaces
Balcony, Workspace, Kitchen
Jamaica Royale 101, 2 Bedrooms, 3 Heated Pools, WiFi, Sleeps 6
8.8
Very good
·
Siesta Key
·
2 br
·
Sleeps 6
·
Assigned Parking · Free Parking · Pool ·
From
$289/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Beach
Other spaces
Kitchen
Jamaica Royale 91, 3 Heated Pools, 2 Bedrooms, WiFi, Sleeps 6
7.3
Very good
·
Siesta Key
·
2 br
·
Sleeps 6
·
Assigned Parking · Free Parking · Pool ·
From
$289/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Beach
Other spaces
Kitchen
Siesta Key - Miramar 1216
7.7
Very good
·
Siesta Key
·
4 br
·
Sleeps 10
·
Private Pool · Free Parking · Pool ·
From
$300/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Private Pool
Free Parking
Pool
Oven
Wifi
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
Siesta Key Beach - Bari 665 #2
7.1
Very good
·
Siesta Key
·
1 br
·
Sleeps 3
·
Assigned Parking · Free Parking · Oven ·
From
$95/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Free Parking
Oven
Wifi
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
Siesta Key Beach - Tropea 665 #3
8.3
Very good
·
Siesta Key
·
1 br
·
Sleeps 4
·
Assigned Parking · Free Parking · Oven ·
From
$119/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Free Parking
Oven
Wifi
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
Siesta Key Beach - Capri 665 #4
8.4
Very good
·
Siesta Key
·
1 br
·
Sleeps 4
·
Assigned Parking · Free Parking · Oven ·
From
$143/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Free Parking
Oven
Wifi
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
Siesta Key Beach 665 #1
6.5
Good
·
Siesta Key
·
2 br
·
Sleeps 6
·
Assigned Parking · Free Parking · Oven ·
From
$144/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
Oven
Wifi
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
BeachPoint Cottages
9.1
Excellent
·
Siesta Key
·
1 br
·
Sleeps 4
·
Smoking Allowed · Fireplace · On Site Laundry ·
From
$199/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Smoking Allowed
Fireplace
On Site Laundry
Assigned Parking
Free Parking
Wifi
Air Conditioning
Beach
Other spaces
Kitchen
Bay Oaks Ground Floor
6
Good
·
Siesta Key
·
1 br
·
Sleeps 6
·
Assigned Parking · Free Parking · Pool ·
From
$240/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Free Parking
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Beach
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/nightProperty
Apartment · 1 Bed · 2 baths
Amenities
Assigned Parking
Free Parking
Pool
Dishwasher
Oven
Wifi
Air Conditioning
Beach
Other spaces
Kitchen
Showing 1 - 50 of 71 results
Updated: April 2, 2023
Learn about vacation rentals in
Siesta Key
Explore 136 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 $95 per night and the highest price is $2,505 per night.
38 of the vacation rentals near Siesta Key are
apartments or condos. The average bathroom count for this property type is 2. The median price for these vacation
units is $277 per night. There are
currently 22 vacation units under this
price. 84 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 $600 per night. There are 59 vacation homes under this price. The most common
amenities for vacation rentals near Siesta Key are: furnished, beach, and air conditioning. 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
50 available
3 bed rentals
27 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 (24.37%) of homes in $100 - $150 price range.
$0 - $50
3
units
$50 - $100
64
units
$100 - $150
357
units
$150 - $200
271
units
$200 - $250
196
units
$250 - $300
197
units
$300 - $350
73
units
$350 - $400
60
units
$400 - $450
50
units
$500+
194
units
Siesta Key Vacation Rentals With Beach FAQ
How many Siesta Key rentals with a beach are available?
There are 71 Siesta Key rentals with a beach available to rent. To view more property amenities use the filters on Vacations by Zumper.
Do any vacation rentals in Siesta Key with beach have internet access?
As of April 2, 2023, there are 68 vacation rentals in Siesta Key with beach available to rent. Use the filters on Vacations by Zumper to find specific date availabiities and other features.
Are there any pet friendly rentals in Siesta Key with beach available?
Currently, there are 22 pet friendly vacation rentals in Siesta Key with a beach available.
Are there any rentals in Siesta Key with beach that have more than 1 bedroom?
There are 70 vacation rentas in Siesta Key with a beach that have more than 1 bedroom. Use the filters on Vacations by Zumper to find more specific property features and amenities.
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