Vacation Rentals in Siesta, FL

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Siesta, FL

Book a vacation rental in Siesta that has the highest visitor rating. Here are 6 of the best vacation rentals in Siesta.
Contemporary Home with Private Pool & Hot Tub, Central AC, and Washer/Dryer
10

Excellent

·
Siesta
·
4 br
·
Sleeps 10
·
Furnished · Dishwasher · Residents Lounge ·
From
$454/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Furnished
Dishwasher
Residents Lounge
Ceiling Fan
In Unit Laundry
Private Pool
Free Parking
Pool
Other spaces
Workspace, Kitchen
Price drop
Private Pool home w/ garden near the beach!
10

Excellent

·
Siesta
·
2 br
·
Sleeps 4
·
Pool · In Unit Laundry · Swimming Pool ·
From
$267/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Pool
In Unit Laundry
Swimming Pool
On Site Laundry
Oven
Carpet
Wifi
Furnished
Other spaces
Kitchen, Workspace
Breathtaking Pet Friendly 4Bed Home w Private Pool!
10

Excellent

·
Siesta
·
4 br
·
Sleeps 10
·
Workspace · Furnished · Balcony ·
From
$1,052/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Furnished
In Unit Laundry
Residents Lounge
Dishwasher
Wifi
Private Pool
Onsite Management
Swimming Pool
Other spaces
Workspace, Balcony, Kitchen
Price drop
REMODELED, Heated Pool and Spa, POOL Table, games, bikes included!
10

Excellent

·
Siesta
·
4 br
·
Sleeps 10
·
Dishwasher · Wifi · Private Pool ·
From
$409/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Dishwasher
Wifi
Private Pool
Air Conditioning
Oven
Pool
Swimming Pool
Onsite Management
Other spaces
Kitchen, Workspace
Price drop
🏝Tropical Siesta Key Home with Incredible Pool & HotTub Patio
10

Excellent

·
Siesta
·
5 br
·
Sleeps 10
·
Workspace · Air Conditioning · Private Pool ·
From
$634/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
Air Conditioning
Private Pool
Furnished
Beach
Garage Parking
Oven
Lake
Hot Tub
Other spaces
Workspace, Kitchen
SERENITY SIESTA/OLD FLORIDA FEEL
10

Excellent

·
Siesta
·
5 br
·
Sleeps 8
·
Ocean · Air Conditioning · Dishwasher ·
From
$525/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Ocean
Air Conditioning
Dishwasher
Furnished
Garage Parking
Oven
Residents Lounge
In Unit Laundry
Other spaces
Kitchen

Our Recommended Vacation Rentals in Siesta, FL

We analyzed vacation rentals in Siesta 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 to help you find a deal for your next trip.
Price drop
Sky Spacious Bungalow walking distance from beach!Name Sky Side A

No rating

·
Siesta
·
1 br
·
Sleeps 2
·
On Site Laundry · Furnished · Air Conditioning ·
From
$174/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
On Site Laundry
Furnished
Air Conditioning
Wifi
Other spaces
Kitchen
Price drop
Palm Paradise | Pet Friendly Home on Siesta Key w/ Large Heated Private Pool & Outdoor Area!

No rating

·
Siesta
·
5 br
·
Sleeps 10
·
Residents Lounge · Outdoor Space · Beach ·
From
$552/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Residents Lounge
Beach
Wifi
Pool
Dishwasher
In Unit Laundry
Furnished
Garage Parking
Other spaces
Kitchen, Balcony
Price drop
Paradise with Tiki Bar and Heated Pool, Just Remodeled!

No rating

·
Siesta
·
4 br
·
Sleeps 10
·
Kitchen · Dishwasher · Private Pool ·
From
$355/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Dishwasher
Private Pool
In Unit Laundry
Swimming Pool
On Site Laundry
Onsite Management
Wifi
Pool
Other spaces
Kitchen, Workspace, Balcony

Budget-Friendly Vacation Rentals in Siesta, FL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Siesta starting at $146. Use the price filter at the top of the page to search for more specific prices.
Price drop
Siesta Key bungalow walking distance to beach ! name: Siesta Side (A)
10

Excellent

·
Siesta
·
1 br
·
Sleeps 3
·
Kitchen · Air Conditioning · Furnished ·
From
$146/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Price drop
3360 Higel Avenue- Awesome pool private home!
10

Excellent

·
Siesta
·
4 br
·
Sleeps 10
·
Furnished · In Unit Laundry · Hot Tub ·
From
$225/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Furnished
In Unit Laundry
Hot Tub
Private Pool
Pool
Swimming Pool
Oven
Air Conditioning
Other spaces
Kitchen
Waterfront Beach House- Pool - Kayaks - Bikes - Boat Ramp
10

Excellent

·
Siesta
·
2 br
·
Sleeps 4
·
Swimming Pool · Dishwasher · In Unit Laundry ·
From
$249/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Swimming Pool
Dishwasher
In Unit Laundry
Furnished
Hot Tub
Private Pool
Waterfront
Oven
Other spaces
Kitchen, Balcony
Price drop
2-Story Siesta Key Family Home with Private Pool. 3 Bedrooms + Bonus Room. Small Dogs Considered
10

Excellent

·
Siesta
·
3 br
·
Sleeps 8
·
On Site Laundry · Walk In Closets · Onsite Management ·
From
$264/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
On Site Laundry
Walk In Closets
Onsite Management
Wifi
Garage Parking
Fitness Center
Hot Tub
Oven
Other spaces
Balcony, Kitchen
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Updated: October 3, 2023