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Vacations by Zumper

Vacation House Rentals In Siesta Key With Beach

Top-Rated Vacation Rentals in Siesta Key, FL

Book a vacation rental in Siesta Key that has the highest visitor rating. Here are 6 of the best vacation rentals in Siesta Key.
Price drop
Canal Upper-Gorgeous 3 bed 3 bath near SK Village
10

Excellent

·
Siesta Key
·
3 br
·
Sleeps 10
·
Beach · Wifi · Hot Tub ·
From
$967/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Beach
Wifi
Hot Tub
Private Pool
Dishwasher
In Unit Laundry
Pool
Air Conditioning
Other spaces
Kitchen, Workspace
Price drop
SIESTA KEY LUXURY BEACH HOME, 80 STEPS to BEACH, RESORT POOL, 6 BED
10

Excellent

·
Siesta Key
·
6 br
·
Sleeps 14
·
Walk In Closets · Pool · Residents Lounge ·
From
$1,371/night
Check availability
Property
House · 6 Beds · 6 baths
Amenities
Walk In Closets
Pool
Residents Lounge
Beach
Dishwasher
Hot Tub
Fitness Center
Waterfront
Other spaces
Balcony, Kitchen
LAST MINUTE 100 feet to THE BEACH SIESTA KEY VACATION BEST VALUE HOUSE!
10

Excellent

·
Siesta Key
·
2 br
·
Sleeps 8
·
Dishwasher · Oven · Fitness Center ·
From
$367/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Dishwasher
Oven
Fitness Center
Furnished
Residents Lounge
Beach
Air Conditioning
Wifi
Other spaces
Kitchen
Beautifully Renovated on Siesta Key, WiFi/Smart TV, Screened Pool & Patio, Small Dog OK
10

Excellent

·
Siesta Beach
·
3 br
·
Sleeps 6
·
Dishwasher · Pool · Swimming Pool ·
From
$307/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Dishwasher
Pool
Swimming Pool
Garage Parking
Oven
Air Conditioning
In Unit Laundry
Residents Lounge
Other spaces
Kitchen
Price drop
Beachfront home with private access to Siesta Key beach and walk to town!
10

Excellent

·
Siesta Key
·
2 br
·
Sleeps 8
·
Air Conditioning · Onsite Management · Kitchen ·
From
$582/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Air Conditioning
Onsite Management
Residents Lounge
Wifi
Hot Tub
On Site Laundry
Furnished
Oven
Other spaces
Kitchen, Workspace, Balcony
Under the Palms 3BR - Private pool, Seafood, Steps to the beach and village!
10

Excellent

·
Siesta Key
·
3 br
·
Sleeps 11
·
Onsite Management · Balcony · Oven ·
From
$1,695/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Onsite Management
Oven
Dishwasher
Residents Lounge
Furnished
Wifi
Private Pool
Assigned Parking
Other spaces
Balcony, Kitchen

Our Recommended Vacation Rentals in Siesta Key, FL

We analyzed vacation rentals in Siesta Key from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Siesta Key to help you find a deal for your next trip.
Price drop
Canal Lower-Gorgeous 3 bed 3 bath near SK Village
9.3

Excellent

·
Siesta Key
·
3 br
·
Sleeps 10
·
Workspace · Hot Tub · Oven ·
From
$966/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Hot Tub
Oven
Swimming Pool
Pool
Wifi
In Unit Laundry
Furnished
Beach
Other spaces
Workspace, Kitchen
Price drop
Avenida Upper
6

Good

·
Siesta Key
·
2 br
·
Sleeps 8
·
Furnished · Air Conditioning · Workspace ·
From
$411/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Furnished
Air Conditioning
In Unit Laundry
Swimming Pool
Hot Tub
Pool
Beach
Dishwasher
Other spaces
Workspace, Kitchen, Balcony
Price drop
Top Gulf

No rating

·
Siesta Key
·
6 br
·
Sleeps 14
·
Dishwasher · Furnished · Assigned Parking ·
From
$2,683/night
Check availability
Property
Apartment · 6 Beds · 6 baths
Amenities
Dishwasher
Furnished
Assigned Parking
Free Parking
Swimming Pool
Wifi
Pool
Private Pool
Other spaces
Balcony, Kitchen
Price drop
The 19th Hole

No rating

·
Siesta Key
·
6 br
·
Sleeps 14
·
Outdoor Space · Furnished · Residents Lounge ·
From
$2,683/night
Check availability
Property
Apartment · 6 Beds · 6 baths
Amenities
Furnished
Residents Lounge
Dishwasher
Air Conditioning
On Site Laundry
Swimming Pool
Free Parking
Beach
Other spaces
Balcony, Kitchen
Price drop
Elevated Perspective

No rating

·
Siesta Key
·
6 br
·
Sleeps 14
·
Balcony · Hot Tub · Private Pool ·
From
$2,683/night
Check availability
Property
Apartment · 6 Beds · 6 baths
Amenities
Hot Tub
Private Pool
Free Parking
Residents Lounge
Pool
Assigned Parking
Wifi
Air Conditioning
Other spaces
Balcony, Kitchen

Budget-Friendly Vacation Rentals in Siesta Key, FL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Siesta Key starting at $100. Use the price filter at the top of the page to search for more specific prices.
Price drop
Private Beach and Community Pool Access
10

Excellent

·
Siesta Key
·
3 br
·
Sleeps 8
·
Kitchen · Swimming Pool · Wifi ·
From
$100/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Swimming Pool
Wifi
Air Conditioning
Package Service
Oven
Beach
Furnished
In Unit Laundry
Other spaces
Kitchen
Tropical Hideaway Bungalow - Walk to Siesta Beach and Village
10

Excellent

·
Siesta Key
·
2 br
·
Sleeps 4
·
Residents Lounge · Kitchen · Air Conditioning ·
From
$117/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Residents Lounge
Air Conditioning
Wifi
In Unit Laundry
On Site Laundry
Oven
Storage
Ceiling Fan
Other spaces
Kitchen, Workspace
Siesta Key Beach - Tropea 665 #3
8.3

Very good

·
Siesta Key
·
1 br
·
Sleeps 4
·
Kitchen · Dishwasher · Beach ·
From
$119/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Dishwasher
Beach
Air Conditioning
In Unit Laundry
Furnished
Oven
Other spaces
Kitchen, Workspace
La Casita Siesta Key Village
10

Excellent

·
Siesta Key
·
1 br
·
Sleeps 3
·
In Unit Laundry · Kitchen · Fitness Center ·
From
$135/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
In Unit Laundry
Fitness Center
Dishwasher
Residents Lounge
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Siesta Key Beach 665 #1
7.5

Very good

·
Siesta Key
·
2 br
·
Sleeps 6
·
Furnished · Kitchen · In Unit Laundry ·
From
$144/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Furnished
In Unit Laundry
Beach
Air Conditioning
Oven
Dishwasher
Other spaces
Kitchen, Workspace
Siesta Key - Private Villa 1/1
10

Excellent

·
Siesta Key
·
1 br
·
Sleeps 4
·
Waterfront · Wifi · Pool ·
From
$164/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Waterfront
Wifi
Pool
Furnished
Dishwasher
In Unit Laundry
Oven
Swimming Pool
Other spaces
Workspace, Kitchen

Family-Friendly Vacation Rentals in Siesta Key, FL

Heading to Siesta Key for your next family vacation? Check out these family-friendly vacation rentals, which have more bedrooms and more space for you and your loved ones. Use the filters at the top of the page to narrow your search and find what you need.
Vinca | Pet Friendly Home Located in Siesta Key Village w/ Heated Pool, Walk to Beach!
10

Excellent

·
Siesta Key
·
1 br
·
Sleeps 4
·
Wifi · Outdoor Space · Residents Lounge ·
From
$354/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Wifi
Residents Lounge
Beach
Furnished
Pool
In Unit Laundry
Oven
Air Conditioning
Other spaces
Balcony, Kitchen
Price drop
Mimosa | Pet Friendly Home Located in Siesta Key Village w/ Heated Pool, Walk to Beach!
10

Excellent

·
Siesta Key
·
1 br
·
Sleeps 4
·
Oven · Dishwasher · On Site Laundry ·
From
$394/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Oven
Dishwasher
On Site Laundry
Wifi
Beach
Furnished
Residents Lounge
Air Conditioning
Other spaces
Kitchen
Sea Coast | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
10

Excellent

·
Siesta Key
·
1 br
·
Sleeps 4
·
Beach · Wifi · On Site Laundry ·
From
$413/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Beach
Wifi
On Site Laundry
Air Conditioning
Residents Lounge
Dishwasher
Furnished
Oven
Other spaces
Kitchen
Expand your search criteria to see more vacation rentals near Siesta Key.
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Updated: October 1, 2023