Vacation House Rentals In Siesta Key With Beach

Mid-Century Meets Boaters’ Dream
10

Excellent

·
Siesta Beach
·
2 br
·
Waterfront · Outdoor Space · In Unit Laundry ·
From
$195/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Waterfront
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Furnished
Wifi
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 · Pool ·
From
$600/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Hot Tub
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
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/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
High Ceilings
Walk In Closets
In Unit Laundry
Oven
Air Conditioning
Beach
Furnished
Wifi
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
In Unit Laundry
Oven
Air Conditioning
Beach
Furnished
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
In Unit Laundry
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 · Pool · In Unit Laundry ·
From
$799/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Furnished
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
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Furnished
Other spaces
Balcony, 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
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Other spaces
Workspace, Kitchen

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Avenida Upper
6

Good

·
Siesta Key
·
2 br
·
Sleeps 8
·
Hot Tub · Balcony · Workspace ·
From
$553/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Hot Tub
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
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
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
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
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Other spaces
Kitchen
Retreat Half-Mile to Beach and Siesta Key Village
5

Good

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

No reviews

·
Siesta
·
3 br
·
Sleeps 8
·
On Site Laundry · Fitness Center · Private Pool ·
From
$538/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
On Site Laundry
Fitness Center
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Other spaces
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
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Other spaces
Workspace, Kitchen
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
In Unit Laundry
Dishwasher
Other spaces
Kitchen
:: Vacation Villa located in the heart of Siesta Key ::
10

Excellent

·
Siesta Beach
·
3 br
·
Sleeps 6
·
Private Pool · Pool · In Unit Laundry ·
From
$393/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
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 · In Unit Laundry · Dishwasher ·
From
$332/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Furnished
Wifi
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
In Unit Laundry
Dishwasher
Other spaces
Kitchen
The Upper Deck
10

Excellent

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

No reviews

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

No reviews

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

Excellent

·
Siesta Key
·
2 br
·
Sleeps 8
·
Free Parking · Outdoor Space · In Unit Laundry ·
From
$274/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Free Parking
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Furnished
Wifi
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/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Free Parking
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Furnished
Wifi
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/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Free Parking
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Furnished
Wifi
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
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Furnished
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
In Unit Laundry
Dishwasher
Oven
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
$481/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fireplace
Hot Tub
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Air Conditioning
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
In Unit Laundry
Dishwasher
Oven
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/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Fireplace
Waterfront
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Air Conditioning
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 · Air Conditioning ·
From
$254/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
Air Conditioning
Beach
Furnished
Wifi
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
Oven
Air Conditioning
Beach
Furnished
Wifi
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/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Free Parking
Oven
Air Conditioning
Beach
Furnished
Wifi
Other spaces
Kitchen
Siesta Key Beach 665 #1
6.5

Good

·
Siesta Key
·
2 br
·
Sleeps 6
·
Assigned Parking · Free Parking · Oven ·
From
$144/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
Oven
Air Conditioning
Beach
Furnished
Wifi
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
Dishwasher
Oven
Air Conditioning
Beach
Furnished
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
Dishwasher
Oven
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
Fanta-Sea on the Beach 55 by Beachside Management
8.2

Very good

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

Very good

·
Siesta Key
·
5 br
·
Sleeps 13
·
Ocean · Assigned Parking · Balcony ·
From
$549/night
Check availability
Property
Apartment · 5 Beds · 4 baths
Amenities
Ocean
Assigned Parking
Waterfront
Free Parking
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Other spaces
Balcony, Workspace, Kitchen
Fanta-Sea on the Beach 53 by Beachside Management
9.5

Excellent

·
Siesta Key
·
4 br
·
Sleeps 8
·
Hardwood Floor · Ocean · Assigned Parking ·
From
$1,099/night
Check availability
Property
Apartment · 4 Beds · 1 bath
Amenities
Hardwood Floor
Ocean
Assigned Parking
Waterfront
Free Parking
In Unit Laundry
Dishwasher
Oven
Other spaces
Balcony, Workspace, Kitchen
The Lookout by Beachside Management
7.3

Very good

·
Siesta Key
·
4 br
·
Sleeps 8
·
Ocean · On Site Laundry · Assigned Parking ·
From
$908/night
Check availability
Property
Apartment · 4 Beds · 4 baths
Amenities
Ocean
On Site Laundry
Assigned Parking
Waterfront
Free Parking
Private Pool
Pool
In Unit Laundry
Other spaces
Balcony, Workspace, Kitchen
Exclusive! #1-USA Beach SIESTA KEY, Island Pool House
9.4

Excellent

·
Siesta Beach
·
2 br
·
Sleeps 4
·
Ski In Ski Out · Ocean · On Site Laundry ·
From
$223/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Ski In Ski Out
Ocean
On Site Laundry
Fitness Center
Waterfront
Private Pool
Pool
In Unit Laundry
Other spaces
Workspace, Kitchen
Siesta Key vacation rental home close to village with swimming pool and free wifi
10

Excellent

·
Siesta Beach
·
2 br
·
Sleeps 10
·
Private Pool · Pool · In Unit Laundry ·
From
$424/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
SIESTA KEY BEACH COTTAGE, 5 Minute walk to Sunset on the Beach

No reviews

·
Siesta
·
3 br
·
Sleeps 8
·
Ocean · Fitness Center · Hot Tub ·
From
$507/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Ocean
Fitness Center
Hot Tub
Assigned Parking
Waterfront
Private Pool
Pool
In Unit Laundry
Other spaces
Workspace, Kitchen
NEW LISTING - Modern Luxury Private Home with Pool in Siesta Key

No reviews

·
Siesta Beach
·
2 br
·
Sleeps 6
·
Outdoor Space · Private Pool · Pool ·
From
$467/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Furnished
Other spaces
Kitchen
Canal front cottage on Siesta Key!

No reviews

·
Siesta Beach
·
2 br
·
Sleeps 4
·
Waterfront · Workspace · In Unit Laundry ·
From
$213/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Waterfront
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Furnished
Wifi
Other spaces
Workspace, Kitchen
Siesta Dream House | Siesta Key Home w/ Private Heated Pool & Spa, Walk to Shell Beach!

No reviews

·
Siesta
·
4 br
·
Sleeps 10
·
Balcony · Workspace · Private Pool ·
From
$335/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Beach
Furnished
Other spaces
Balcony, Workspace, Kitchen
Luxurious Waterfront Retreat minutes from Beach, bay front SPECIAL RATES FEB-MAR
10

Excellent

·
Siesta
·
4 br
·
Sleeps 8
·
Fireplace · Fitness Center · Balcony ·
From
$900/night
Check availability
Property
House · 4 Beds · 6 baths
Amenities
Fireplace
Fitness Center
Waterfront
Private Pool
Pool
In Unit Laundry
Dishwasher
Oven
Other spaces
Balcony, Workspace, Kitchen
Siesta Key Oceanfront Palace with Private Beach
10

Excellent

·
Siesta
·
5 br
·
Sleeps 12
·
Heated Indoor Pool · Ocean · Fitness Center ·
From
$7,000/night
Check availability
Property
House · 5 Beds · 7 baths
Amenities
Heated Indoor Pool
Ocean
Fitness Center
Waterfront
Private Pool
Pool
In Unit Laundry
Dishwasher
Other spaces
Balcony, Kitchen
Showing 1 - 47 of 47 results
Home > Florida Vacation Rentals > Siesta Key Vacation Rentals > Siesta Key house Vacation Rentals
Updated: March 30, 2023

Learn about vacation rentals in

Siesta Key

Explore 129 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 $7,000 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, 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

43 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 (36.44%) of homes in $500+ price range.
$0 - $50
1
units
$50 - $100
8
units
$100 - $150
75
units
$150 - $200
54
units
$200 - $250
28
units
$250 - $300
28
units
$300 - $350
16
units
$350 - $400
13
units
$400 - $450
16
units
$500+
137
units

Vacation House Rentals In Siesta Key With Beach FAQ

How many house rentals in Siesta Key with beach are available?

As of March 30, 2023, there are 47 house vacation rentals in Siesta Key with a beach availble to rent.

Do any house rentals in Siesta Key with beach have internet access?

There are 47 house rentals in Siesta Key with a beach that have internet access. Use the filters on Vacations by Zumper to find more specific properties.

Are there any pet friendly house rentals in Siesta Key with a beach?

Currently, there are 16 pet friendly house vacation rentals in Siesta Key with a beach.

How many house rentals in Siesta Key with a beach have more than 1 bedroom?

There are 47 house rentals 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, amenities, and date availabilities.

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