Vacation Rentals in Siesta Key, FL
Commonwealth Casas
4
Good
·
Siesta Beach
·
1 br
·
Sleeps 4
·
On Site Laundry · Outdoor Space · Oven ·
From
$179/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Oven
Wifi
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
Retreat Half-Mile to Beach and Siesta Key Village
5
Good
·
Siesta Key
·
2 br
·
Sleeps 6
·
Free Parking · Outdoor Space · Beach ·
From
$393/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Free Parking
Beach
Dishwasher
Oven
Wifi
Air Conditioning
Furnished
Residents Lounge
Other spaces
Kitchen
Avenida Upper
6
Good
·
Siesta Key
·
2 br
·
Sleeps 8
·
Balcony · Hot Tub · Workspace ·
From
$483/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Hot Tub
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Oven
Wifi
Other spaces
Balcony, Workspace, Kitchen
Parrot Beach Cottages
6.8
Good
·
Siesta Key
·
1 br
·
Sleeps 2
·
On Site Laundry · Outdoor Space · Pool ·
From
$196/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Pool
Wifi
Air Conditioning
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
$1,156/nightProperty
Apartment · 6 Beds · 3 baths
Amenities
Lake
Fireplace
Waterfront
Assigned Parking
On Site Laundry
Free Parking
Private Pool
Beach
Other spaces
Balcony, Workspace, Kitchen
Parrot Beach Cottages Suite #2
9
Excellent
·
Siesta Key
·
1 br
·
Sleeps 2
·
On Site Laundry · Outdoor Space · Pool ·
From
$194/nightProperty
Hotel · 1 Bed · 1 bath
Amenities
On Site Laundry
Pool
Oven
Wifi
Air Conditioning
Furnished
Swimming Pool
Other spaces
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
$724/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Hot Tub
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Oven
Wifi
Other spaces
Workspace, 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
$777/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Hot Tub
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Oven
Wifi
Other spaces
Workspace, Kitchen
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Avenida Lower
7
Very good
·
Siesta Key
·
2 br
·
Sleeps 8
·
Hot Tub · Workspace · Private Pool ·
From
$540/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Hot Tub
Private Pool
Dishwasher
In Unit Laundry
Pool
Oven
Wifi
Air Conditioning
Other spaces
Workspace, Kitchen
Bay Oaks 75
9.5
Excellent
·
Siesta Key
·
1 br
·
Sleeps 4
·
Balcony · Hot Tub · On Site Laundry ·
From
$157/nightProperty
Hotel · 1 Bed · 1 bath
Amenities
Hot Tub
On Site Laundry
Dishwasher
In Unit Laundry
Pool
Oven
Wifi
Air Conditioning
Other spaces
Balcony, Kitchen
Siesta Key Vacation Rental Near Village!
No reviews
·
Siesta Key
·
2 br
·
Sleeps 6
·
Free Parking · In Unit Laundry · Pool ·
From
$368/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 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
Wifi
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
:: Vacation Villa located in the heart of Siesta Key ::
10
Excellent
·
Siesta Beach
·
3 br
·
Sleeps 6
·
Private Pool · Beach · Dishwasher ·
From
$393/nightProperty
House · 3 Beds · 2 baths
Amenities
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Oven
Wifi
Air Conditioning
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
In Unit Laundry
Pool
Oven
Air Conditioning
Furnished
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 · Dishwasher ·
From
$332/nightProperty
House · 3 Beds · 3 baths
Amenities
Beach
Dishwasher
In Unit Laundry
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 · 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
Beach
Dishwasher
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/nightProperty
Apartment · 6 Beds · 5 baths
Amenities
On Site Laundry
Free Parking
Private Pool
Dishwasher
In Unit Laundry
Pool
Wifi
Air Conditioning
Other spaces
Kitchen
The Upper Deck
10
Excellent
·
Siesta Key
·
6 br
·
Sleeps 16
·
Hot Tub · On Site Laundry · Free Parking ·
From
$1,840/nightProperty
Apartment · 6 Beds · 5 baths
Amenities
Hot Tub
On Site Laundry
Free Parking
Beach
Dishwasher
Pool
Wifi
Air Conditioning
Other spaces
Kitchen
The Oasis
No reviews
·
Siesta Key
·
7 br
·
Sleeps 18
·
Ocean · Waterfront · Balcony ·
From
$2,300/nightProperty
Apartment · 7 Beds · 7 baths
Amenities
Ocean
Waterfront
Free Parking
Private Pool
Dishwasher
In Unit Laundry
Pool
Oven
Other spaces
Balcony, Kitchen
Siesta Dreams 6BR
No reviews
·
Siesta Key
·
Studio
·
Sleeps 16
·
Ocean · Waterfront · Free Parking ·
From
$1,941/nightProperty
Apartment · Studio · 4 baths
Amenities
Ocean
Waterfront
Free Parking
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Kitchen
Casa Tranquila - Siesta Key
No reviews
·
Siesta Key
·
3 br
·
Sleeps 10
·
Free Parking · Dishwasher · Oven ·
From
$560/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Free Parking
Dishwasher
Oven
Wifi
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
Top Gulf
No reviews
·
Siesta Key
·
6 br
·
Sleeps 14
·
Assigned Parking · Balcony · Hot Tub ·
From
$1,898/nightProperty
Apartment · 6 Beds · 6 baths
Amenities
Assigned Parking
Hot Tub
On Site Laundry
Free Parking
Private Pool
Beach
Dishwasher
Pool
Other spaces
Balcony, Kitchen
The 19th Hole
No reviews
·
Siesta Key
·
6 br
·
Sleeps 14
·
Assigned Parking · Balcony · Hot Tub ·
From
$1,898/nightProperty
Apartment · 6 Beds · 6 baths
Amenities
Assigned Parking
Hot Tub
On Site Laundry
Free Parking
Beach
Dishwasher
Pool
Wifi
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
Private Pool
Beach
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Spacious Updated Condo Just 2 Blocks to Siesta Key Beach
9
Excellent
·
Siesta Key
·
2 br
·
Sleeps 8
·
Free Parking · Outdoor Space · Beach ·
From
$274/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Free Parking
Beach
Dishwasher
In Unit Laundry
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/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Free Parking
Beach
Dishwasher
In Unit Laundry
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/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Free Parking
Beach
Dishwasher
In Unit Laundry
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/nightProperty
House · 4 Beds · 3 baths
Amenities
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Oven
Wifi
Air Conditioning
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
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Oven
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 · Beach ·
From
$431/nightProperty
House · 5 Beds · 3 baths
Amenities
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Oven
Wifi
Air Conditioning
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
In Unit Laundry
Pool
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
$482/nightProperty
House · 3 Beds · 2 baths
Amenities
Fireplace
Hot Tub
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Oven
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 · Private Pool · Beach ·
From
$741/nightProperty
House · 3 Beds · 2 baths
Amenities
Waterfront
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Oven
Wifi
Other spaces
Kitchen
The Pink Palm on Siesta Key
No reviews
·
Siesta
·
3 br
·
Sleeps 8
·
Fitness Center · On Site Laundry · Private Pool ·
From
$560/nightProperty
House · 3 Beds · 3 baths
Amenities
Fitness Center
On Site Laundry
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
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/nightProperty
House · 5 Beds · 5 baths
Amenities
Fitness Center
Hot Tub
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Oven
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
$321/nightProperty
House · 3 Beds · 2 baths
Amenities
Walk In Closets
Hardwood Floor
Fitness Center
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Other spaces
Balcony, 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
In Unit Laundry
Pool
Oven
Wifi
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
$616/nightProperty
House · 4 Beds · 4 baths
Amenities
Carpet
Walk In Closets
Hardwood Floor
On Site Laundry
Private Pool
Beach
Dishwasher
In Unit Laundry
Other spaces
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 · Dishwasher · In Unit Laundry ·
From
$1,659/nightProperty
House · 3 Beds · 2 baths
Amenities
Private Pool
Dishwasher
In Unit Laundry
Pool
Oven
Wifi
Air Conditioning
Furnished
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
In Unit Laundry
Pool
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 · Beach · Dishwasher ·
From
$542/nightProperty
House · 4 Beds · 2 baths
Amenities
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Oven
Wifi
Air Conditioning
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/nightProperty
House · 4 Beds · 3 baths
Amenities
Fireplace
Waterfront
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Oven
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
Private Pool
Beach
Dishwasher
In Unit Laundry
Pool
Other spaces
Workspace, Kitchen
Siesta Cool: Only Minutes Walk to Siesta Beach!
9.4
Excellent
·
Siesta Key
·
1 br
·
Sleeps 3
·
Assigned Parking · Balcony · On Site Laundry ·
From
$277/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
On Site Laundry
Free Parking
Beach
In Unit Laundry
Oven
Wifi
Air Conditioning
Other spaces
Balcony, Kitchen
Siesta Cooler: Only Minutes Walk to Siesta Beach!
9.7
Excellent
·
Siesta Key
·
1 br
·
Sleeps 3
·
Assigned Parking · Balcony · Workspace ·
From
$277/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
On Site Laundry
Free Parking
Beach
In Unit Laundry
Oven
Wifi
Air Conditioning
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 · Beach ·
From
$254/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
Beach
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Stay Siesta Dunes, #300; by Beachside Management
8.7
Very good
·
Siesta Key
·
2 br
·
Sleeps 5
·
Hardwood Floor · Assigned Parking · Balcony ·
From
$208/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Hardwood Floor
Assigned Parking
Hot Tub
On Site Laundry
Free Parking
Beach
Dishwasher
Pool
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 · Balcony · Workspace ·
From
$208/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
In Unit Laundry
Pool
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Balcony, Workspace, Kitchen
Showing 1 - 50 of 119 results
Updated: March 21, 2023
Learn about vacation rentals in
Siesta Key
Situated between Sarasota and the Gulf of Mexico, the barrier island of Siesta Key offers an eight-mile span of paradise. The sparkling quartz sands, soft warm waves, and gently swaying palms make this a tropical escape like none other. If you want to see local wildlife up close, visit the Mote Aquarium where you'll find sharks, sea turtles, otters, and manatees. Siesta Key is the perfect place for fresh seafood, with outstanding oyster bars and waterfront grilles serving fresh-from-the-ocean feasts.
Siesta Key, Florida: What to know before you go
Siesta Key is accessible via two bridges from the mainland. Once on the island, you'll find the shopping, dining, and beaches extremely walkable. For beachgoing, it's best to visit between March and May when you'll enjoy temperatures between 70 and 80 degrees Fahrenheit and minimal rainfall. Temperatures fall between 80 and 90 degrees from June through August. Though the weather cools slightly in autumn, hurricane season runs from June through November.
Vacation Rentals in Siesta Key, FL FAQ
How many vacation rentals in Siesta Key are available?
There are currently 121 vacation rentals in Siesta Key available. Our vacation rentals in Siesta Key include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.
Are there any pet friendly vacation rentals in Siesta Key?
Yes, right now there are 36 pet friendly vacation rentals in Siesta Key. A pet friendly vacation rental in Siesta Key means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.
Are there any vacation rentals in Siesta Key with a pool?
Yes there are vacation rentals with a pool available in Siesta Key, FL. View more detailed vacation spots on Vacations by Zumper.
Are there any vacation rentals in Siesta Key with internet access?
As of March 21, 2023, there are vacation rentals with internet access available in Siesta Key, Florida. Check out more enjoyable destinations on Vacations by Zumper.
