Siesta Key Vacation Rentals With Pool
Commonwealth Casas
4
Good
·
Siesta Beach
·
1 br
·
Sleeps 4
·
Outdoor Space · On Site Laundry · Oven ·
From
$174/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Oven
Air Conditioning
Wifi
Furnished
Swimming Pool
Other spaces
Kitchen
Canal Upper-Gorgeous 3 bed 3 bath near SK Village
10
Excellent
·
Siesta Key
·
3 br
·
Sleeps 10
·
Workspace · Hot Tub · Beach ·
From
$732/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Hot Tub
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Air Conditioning
Other spaces
Workspace, Kitchen
Avenida Lower
7
Very good
·
Siesta Key
·
2 br
·
Sleeps 8
·
Workspace · Hot Tub · Private Pool ·
From
$564/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Hot Tub
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Air Conditioning
Wifi
Other spaces
Workspace, Kitchen
Avenida Upper
6
Good
·
Siesta Key
·
2 br
·
Sleeps 8
·
Workspace · Hot Tub · Balcony ·
From
$497/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Hot Tub
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
Bay Oaks 75
9.5
Excellent
·
Siesta Key
·
1 br
·
Sleeps 4
·
Hot Tub · Balcony · Outdoor Space ·
From
$175/nightProperty
Hotel · 1 Bed · 1 bath
Amenities
Hot Tub
On Site Laundry
Dishwasher
Oven
In Unit Laundry
Pool
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
Parrot Beach Cottages
6.8
Good
·
Siesta Key
·
1 br
·
Sleeps 2
·
Outdoor Space · On Site Laundry · Pool ·
From
$188/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Pool
Air Conditioning
Wifi
Furnished
Swimming Pool
Other spaces
Kitchen
Siesta Key Resort Home Just Steps To The Beach! estate
1
Poor
·
Siesta Key
·
6 br
·
Sleeps 15
·
Lake · Fireplace · Waterfront ·
From
$1,177/nightProperty
Apartment · 6 Beds · 3 baths
Amenities
Lake
Fireplace
Waterfront
Assigned Parking
Free Parking
On Site Laundry
Beach
Private Pool
Other spaces
Workspace, Balcony, Kitchen
Parrot Beach Cottages Suite #2
9
Excellent
·
Siesta Key
·
1 br
·
Sleeps 2
·
Outdoor Space · On Site Laundry · Oven ·
From
$189/nightProperty
Hotel · 1 Bed · 1 bath
Amenities
On Site Laundry
Oven
Pool
Air Conditioning
Wifi
Furnished
Swimming Pool
Other spaces
Kitchen
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Casa Tranquila - Siesta Key
10
Excellent
·
Siesta Key
·
3 br
·
Sleeps 10
·
Free Parking · Dishwasher · Oven ·
From
$430/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Free Parking
Dishwasher
Oven
Air Conditioning
Wifi
Furnished
Swimming Pool
Other spaces
Kitchen
Siesta Key Vacation Rental Near Village!
No reviews
·
Siesta Key
·
2 br
·
Sleeps 6
·
Free Parking · In Unit Laundry · Pool ·
From
$374/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Free Parking
In Unit Laundry
Pool
Wifi
Furnished
Swimming Pool
Residents Lounge
Other spaces
Kitchen
Island House Beach Resort 9S
No reviews
·
Siesta Key
·
2 br
·
Sleeps 4
·
Balcony · On Site Laundry · In Unit Laundry ·
From
$394/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
On Site Laundry
In Unit Laundry
Pool
Air Conditioning
Wifi
Furnished
Swimming Pool
Other spaces
Balcony, Kitchen
Island House Beach Resort 11
No reviews
·
Siesta Key
·
2 br
·
Sleeps 6
·
On Site Laundry · In Unit Laundry · Pool ·
From
$305/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
On Site Laundry
In Unit Laundry
Pool
Air Conditioning
Wifi
Furnished
Swimming Pool
Other spaces
Kitchen
Island House Beach Resort 18
No reviews
·
Siesta Key
·
2 br
·
Sleeps 4
·
On Site Laundry · In Unit Laundry · Pool ·
From
$305/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
On Site Laundry
In Unit Laundry
Pool
Air Conditioning
Wifi
Furnished
Swimming Pool
Other spaces
Kitchen
Island House Beach Resort 32
No reviews
·
Siesta Key
·
2 br
·
Sleeps 6
·
On Site Laundry · In Unit Laundry · Pool ·
From
$305/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
On Site Laundry
In Unit Laundry
Pool
Air Conditioning
Wifi
Furnished
Swimming Pool
Other spaces
Kitchen
Island House Beach Resort 9N
No reviews
·
Siesta Key
·
3 br
·
Sleeps 6
·
Balcony · On Site Laundry · In Unit Laundry ·
From
$394/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
On Site Laundry
In Unit Laundry
Pool
Air Conditioning
Wifi
Furnished
Swimming Pool
Other spaces
Balcony, 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
Beach
Oven
In Unit Laundry
Pool
Air Conditioning
Wifi
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
$333/nightProperty
House · 3 Beds · 2 baths
Amenities
Walk In Closets
Hardwood Floor
Fitness Center
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Other spaces
Balcony, Kitchen
Fabulous Custom Home in Siesta Key!
10
Excellent
·
Siesta Beach
·
4 br
·
Sleeps 10
·
Private Pool · Pool · Air Conditioning ·
From
$1,200/nightProperty
House · 4 Beds · 5 baths
Amenities
Private Pool
Pool
Air Conditioning
Wifi
Furnished
Swimming Pool
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 · Dishwasher · Oven ·
From
$1,618/nightProperty
House · 3 Beds · 2 baths
Amenities
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Air Conditioning
Wifi
Furnished
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
Beach
Private Pool
Dishwasher
Oven
Other spaces
Kitchen
Canal Lower-Gorgeous 3 bed 3 bath near SK Village
10
Excellent
·
Siesta Key
·
3 br
·
Sleeps 10
·
Workspace · Hot Tub · Beach ·
From
$777/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Hot Tub
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Air Conditioning
Other spaces
Workspace, Kitchen
Island House Beach Resort V6 villa
6.8
Good
·
Siesta Key
·
2 br
·
Sleeps 6
·
On Site Laundry · In Unit Laundry · Pool ·
From
$305/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
On Site Laundry
In Unit Laundry
Pool
Air Conditioning
Wifi
Furnished
Swimming Pool
Other spaces
Kitchen
:: Vacation Villa located in the heart of Siesta Key ::
10
Excellent
·
Siesta Beach
·
3 br
·
Sleeps 6
·
Beach · Private Pool · Dishwasher ·
From
$393/nightProperty
House · 3 Beds · 2 baths
Amenities
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Air Conditioning
Wifi
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
$428/nightProperty
House · 3 Beds · 2 baths
Amenities
High Ceilings
Free Parking
Private Pool
Oven
In Unit Laundry
Pool
Air Conditioning
Furnished
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
Beach
Private Pool
Dishwasher
Oven
Other spaces
Kitchen
The Rooftop
No reviews
·
Siesta Key
·
6 br
·
Sleeps 16
·
Free Parking · On Site Laundry · Private Pool ·
From
$1,840/nightProperty
Apartment · 6 Beds · 5 baths
Amenities
Free Parking
On Site Laundry
Private Pool
Dishwasher
In Unit Laundry
Pool
Air Conditioning
Wifi
Other spaces
Kitchen
The Upper Deck
10
Excellent
·
Siesta Key
·
6 br
·
Sleeps 16
·
Hot Tub · Free Parking · Outdoor Space ·
From
$1,840/nightProperty
Apartment · 6 Beds · 5 baths
Amenities
Hot Tub
Free Parking
On Site Laundry
Beach
Dishwasher
Pool
Air Conditioning
Wifi
Other spaces
Kitchen
The Oasis
No reviews
·
Siesta Key
·
7 br
·
Sleeps 18
·
Ocean · Waterfront · Free Parking ·
From
$2,300/nightProperty
Apartment · 7 Beds · 7 baths
Amenities
Ocean
Waterfront
Free Parking
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Other spaces
Balcony, Kitchen
Top Gulf
No reviews
·
Siesta Key
·
6 br
·
Sleeps 14
·
Assigned Parking · Hot Tub · Free Parking ·
From
$1,898/nightProperty
Apartment · 6 Beds · 6 baths
Amenities
Assigned Parking
Hot Tub
Free Parking
On Site Laundry
Beach
Private Pool
Dishwasher
Pool
Other spaces
Balcony, Kitchen
The 19th Hole
No reviews
·
Siesta Key
·
6 br
·
Sleeps 14
·
Assigned Parking · Hot Tub · Free Parking ·
From
$1,898/nightProperty
Apartment · 6 Beds · 6 baths
Amenities
Assigned Parking
Hot Tub
Free Parking
On Site Laundry
Beach
Dishwasher
Pool
Air Conditioning
Other spaces
Balcony, Kitchen
Enchanted Beach Cottage on Gulf: Perfect Getaway, Lush Garden, 44" private pool
9
Excellent
·
Siesta
·
1 br
·
Sleeps 2
·
Ocean · Hardwood Floor · Waterfront ·
From
$464/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Ocean
Hardwood Floor
Waterfront
Fitness Center
Beach
Private Pool
Dishwasher
Oven
Other spaces
Kitchen
NEW! Siesta Key-Luxury 4 BR Home w/Heated Pool
No reviews
·
Siesta Key
·
4 br
·
Sleeps 10
·
Workspace · Outdoor Space · Beach ·
From
$435/nightProperty
House · 4 Beds · 3 baths
Amenities
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Air Conditioning
Wifi
Other spaces
Workspace, Kitchen
LUXURY HOUSE BY THE CANAL
9.7
Excellent
·
Siesta Beach
·
3 br
·
Sleeps 6
·
Waterfront · Fitness Center · Outdoor Space ·
From
$548/nightProperty
House · 3 Beds · 2 baths
Amenities
Waterfront
Fitness Center
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
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 · Beach · Private Pool ·
From
$431/nightProperty
House · 5 Beds · 3 baths
Amenities
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
Our tropical island home
9.8
Excellent
·
Siesta Beach
·
2 br
·
Sleeps 4
·
Fitness Center · Hot Tub · Outdoor Space ·
From
$160/nightProperty
House · 2 Beds · 2 baths
Amenities
Fitness Center
Hot Tub
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
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 · Beach ·
From
$482/nightProperty
House · 3 Beds · 2 baths
Amenities
Fireplace
Hot Tub
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Other spaces
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 · Beach · Private Pool ·
From
$741/nightProperty
House · 3 Beds · 2 baths
Amenities
Waterfront
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Air Conditioning
Other spaces
Kitchen
The Pink Palm on Siesta Key
No reviews
·
Siesta
·
3 br
·
Sleeps 8
·
Fitness Center · On Site Laundry · Beach ·
From
$560/nightProperty
House · 3 Beds · 3 baths
Amenities
Fitness Center
On Site Laundry
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
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/nightProperty
House · 5 Beds · 5 baths
Amenities
Fitness Center
Hot Tub
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
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/nightProperty
House · 3 Beds · 2 baths
Amenities
Fitness Center
Assigned Parking
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Air Conditioning
Other spaces
Kitchen
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
$395/nightProperty
House · 3 Beds · 2 baths
Amenities
Walk In Closets
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Air Conditioning
Wifi
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
·
Beach · Private Pool · Dishwasher ·
From
$542/nightProperty
House · 4 Beds · 2 baths
Amenities
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Air Conditioning
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 · Beach ·
From
$209/nightProperty
House · 4 Beds · 3 baths
Amenities
Fireplace
Waterfront
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Pool
Other spaces
Kitchen
Apartamento con Piscina en Sarasota
No reviews
·
Siesta Key
·
2 br
·
Sleeps 4
·
On Site Laundry · Private Pool · Pool ·
From
$1,740/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
On Site Laundry
Private Pool
Pool
Furnished
Swimming Pool
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/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
On Site Laundry
Private Pool
Pool
Furnished
Swimming Pool
Other spaces
Kitchen
Sand Dollar House - A private and tranquil oasis
9.9
Excellent
·
Siesta Beach
·
3 br
·
Sleeps 6
·
Walk In Closets · Hardwood Floor · Fitness Center ·
From
$450/nightProperty
House · 3 Beds · 2 baths
Amenities
Walk In Closets
Hardwood Floor
Fitness Center
Beach
Private Pool
Dishwasher
Oven
In Unit Laundry
Other spaces
Workspace, Kitchen
Siesta Cool: Only Minutes Walk to Siesta Beach!
9.4
Excellent
·
Siesta Key
·
1 br
·
Sleeps 3
·
Assigned Parking · Free Parking · Balcony ·
From
$277/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Free Parking
On Site Laundry
Beach
Oven
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
Siesta Cooler: Only Minutes Walk to Siesta Beach!
9.7
Excellent
·
Siesta Key
·
1 br
·
Sleeps 3
·
Assigned Parking · Workspace · Free Parking ·
From
$277/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Free Parking
On Site Laundry
Beach
Oven
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Workspace, Balcony, Kitchen
Stay Siesta Dunes, #300; by Beachside Management
8.7
Very good
·
Siesta Key
·
2 br
·
Sleeps 5
·
Hardwood Floor · Assigned Parking · Hot Tub ·
From
$208/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Hardwood Floor
Assigned Parking
Hot Tub
Free Parking
On Site Laundry
Beach
Dishwasher
Oven
Other spaces
Balcony, Kitchen
Heated Pool-Short Walk to Beach, FREE trolley around Siesta Key!
6.2
Good
·
Siesta Key
·
2 br
·
Sleeps 4
·
Assigned Parking · Workspace · Free Parking ·
From
$208/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
Oven
In Unit Laundry
Pool
Air Conditioning
Wifi
Furnished
Other spaces
Workspace, Balcony, Kitchen
Showing 1 - 50 of 96 results
Updated: March 22, 2023
Learn about vacation rentals in
Siesta Key
Explore 126 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 $160 per night and the highest price is $3,225 per night.
33 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 20 vacation units under this
price. 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 $855 per night. There are 67 vacation homes under this price. The most common
amenities for vacation rentals near Siesta Key are: furnished, swimming pool, 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
25 available
2 bed rentals
40 available
3 bed rentals
27 available
4+ bed rentals
32 available
Siesta Key Vacation Rentals With Pool FAQ
How many Siesta Key rentals with a pool are available?
There are 97 Siesta Key rentals with a pool available to rent. To view more property amenities use the filters on Vacations by Zumper.
Do any vacation rentals in Siesta Key with pool have internet access?
As of March 22, 2023, there are 86 vacation rentals in Siesta Key with pool 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 pool available?
Currently, there are 24 pet friendly vacation rentals in Siesta Key with a pool available.
Are there any rentals in Siesta Key with pool that have more than 1 bedroom?
There are 96 vacation rentas in Siesta Key with a pool 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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