Siesta Key Vacation Rentals 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
$1,078/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
The Upper Deck
10

Excellent

·
Siesta Key
·
6 br
·
Sleeps 13
·
Pool · Wifi · Dishwasher ·
From
$2,588/night
Check availability
Property
Apartment · 6 Beds · 5 baths
Amenities
Pool
Wifi
Dishwasher
Residents Lounge
Free Parking
Swimming Pool
On Site Laundry
Beach
Other spaces
Kitchen
Direct Access to Splendid White Sands at Siesta Beach, Rated Best Beach in USA
10

Excellent

·
Siesta Key
·
2 br
·
Sleeps 6
·
Beach · Swimming Pool · Dishwasher ·
From
$243/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Beach
Swimming Pool
Dishwasher
Fitness Center
Wifi
Pool
Furnished
Elevator
Other spaces
Kitchen, Balcony
Enjoy the Beach & the Bay! Sensational Condo & Fantastic Amenities at Palm Bay Club 335
10

Excellent

·
Siesta Key
·
2 br
·
Sleeps 6
·
On Site Laundry · Beach · Pool ·
From
$283/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
On Site Laundry
Beach
Pool
Fitness Center
Hot Tub
Furnished
Elevator
Air Conditioning
Other spaces
Kitchen, Balcony
LuLu’s Green in the Heart of Siesta Key Village, 4 Minute Walk to Beach, Pool, Washer/dryer
10

Excellent

·
Siesta Key
·
1 br
·
Sleeps 4
·
Pool · Air Conditioning · On Site Laundry ·
From
$274/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Pool
Air Conditioning
On Site Laundry
Swimming Pool
Furnished
Assigned Parking
Residents Lounge
Dishwasher
Other spaces
Workspace, Kitchen
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
$1,075/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

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
Walk to the beach and village - Gulf Villa

No rating

·
Siesta Key
·
2 br
·
Sleeps 6
·
Wifi · In Unit Laundry · On Site Laundry ·
From
$709/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Wifi
In Unit Laundry
On Site Laundry
Smoking Allowed
Air Conditioning
Furnished
Dishwasher
Private Pool
Other spaces
Kitchen
Price drop
Retreat Half-Mile to Beach and Siesta Key Village
5

Good

·
Siesta Key
·
2 br
·
Sleeps 6
·
Furnished · Beach · Waterfront ·
From
$416/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Furnished
Beach
Waterfront
Ocean
Oven
Dishwasher
Free Parking
Wifi
Other spaces
Kitchen
Price drop
Avenida Upper
6

Good

·
Siesta Key
·
2 br
·
Sleeps 8
·
Furnished · Air Conditioning · Workspace ·
From
$473/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

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 $86. Use the price filter at the top of the page to search for more specific prices.
Price drop
SUPER SPECIAL RATES at Harbor Towers Aug 5 - Aug 19
10

Excellent

·
Siesta Key
·
2 br
·
Sleeps 6
·
Ocean · Outdoor Space · Waterfront ·
From
$86/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Ocean
Waterfront
Furnished
Oven
Residents Lounge
Air Conditioning
Assigned Parking
In Unit Laundry
Other spaces
Kitchen, Balcony
Siesta Key Beach - Bari 665 #2
7.5

Very good

·
Siesta Key
·
1 br
·
Sleeps 3
·
Kitchen · Workspace · Air Conditioning ·
From
$95/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Furnished
In Unit Laundry
Beach
Other spaces
Kitchen, Workspace
Age restrictedPrice drop
Fall Discount$$$ on 7+nights for Seniors, Active Military-Police-Fire-Healthcare
10

Excellent

·
Siesta Key
·
2 br
·
Sleeps 4
·
Oven · Outdoor Space · Kitchen ·
From
$99/night
Check availability
Property
Condo · 2 Beds · 1 bath
Amenities
Oven
Swimming Pool
Furnished
Pool
Dishwasher
Air Conditioning
Hot Tub
On Site Laundry
Other spaces
Kitchen
Garden Terrace Studio Cottage - Walk To Siesta Beach & Village - Pets Welcome!
10

Excellent

·
Siesta Key
·
1 br
·
Sleeps 2
·
On Site Laundry · Beach · Residents Lounge ·
From
$109/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Beach
Residents Lounge
Oven
Air Conditioning
Fitness Center
Wifi
Furnished
Other spaces
Kitchen
Age restricted
Siesta Harbor Beach Access Only a 6 Min Walk, Canal Views, WiFi, Pool/Hot Tub, Corner Unit
10

Excellent

·
Siesta Key
·
2 br
·
Sleeps 4
·
Fitness Center · Kitchen · Outdoor Space ·
From
$112/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Fitness Center
Pool
Swimming Pool
On Site Laundry
Elevator
Oven
Air Conditioning
Furnished
Other spaces
Kitchen, Workspace
Walk to Beaches, Bay Complex, Heated Pool, Wifi, Ground Floor, Renovated, Patio, Parking
10

Excellent

·
Siesta Key
·
2 br
·
Sleeps 6
·
Pool · On Site Laundry · Air Conditioning ·
From
$113/night
Check availability
Property
Condo · 2 Beds · 1 bath
Amenities
Pool
On Site Laundry
Air Conditioning
Ceiling Fan
Dishwasher
Oven
Wifi
Furnished
Other spaces
Kitchen

Furnished Vacation Rentals in Siesta Key, FL

We've collected furnished vacation rentals in Siesta Key so you can spend more time relaxing and enjoying your trip.
CJs on Siesta - 104

No rating

·
Siesta Key
·
6 br
·
Sleeps 24
·
Dishwasher · Outdoor Space · Air Conditioning ·
From
$3,328/night
Check availability
Property
Apartment · 6 Beds · 6 baths
Amenities
Dishwasher
Air Conditioning
Free Parking
Assigned Parking
On Site Laundry
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen, Workspace
Vinca - 5251D

No rating

·
Siesta Key
·
1 br
·
Sleeps 4
·
Air Conditioning · Kitchen · Assigned Parking ·
From
$398/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Assigned Parking
Free Parking
Furnished
Oven
Swimming Pool
In Unit Laundry
On Site Laundry
Other spaces
Kitchen, Workspace
Plumbago - 5251C

No rating

·
Siesta Key
·
2 br
·
Sleeps 6
·
Swimming Pool · Kitchen · Oven ·
From
$598/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Swimming Pool
Oven
Furnished
Air Conditioning
Wifi
Free Parking
On Site Laundry
Assigned Parking
Other spaces
Kitchen, Workspace

Vacation Rentals With AC and/or Heat in Siesta Key, FL

Whether you need air conditioning or central heating, these vacation rentals are for you.
Price drop
Cozy Siesta Key Vacation Rental
10

Excellent

·
Siesta Key
·
Studio
·
Sleeps 3
·
Swimming Pool · Oven · Central Heat ·
From
$241/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Swimming Pool
Oven
Central Heat
Dishwasher
Beach
Pool
On Site Laundry
Wifi
Other spaces
Kitchen
Price drop
Siesta Key Condo w/ Balcony - Walk to Beach + Bay!
10

Excellent

·
Siesta Key
·
2 br
·
Sleeps 6
·
Outdoor Space · Furnished · Fitness Center ·
From
$116/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Furnished
Fitness Center
Central Heat
Swimming Pool
Air Conditioning
Wifi
Residents Lounge
Pool
Other spaces
Balcony, Kitchen
Island House Beach Resort V13
10

Excellent

·
Siesta Key
·
2 br
·
Sleeps 6
·
Wifi · Furnished · On Site Laundry ·
From
$237/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Wifi
Furnished
On Site Laundry
Central Heat
Beach
Swimming Pool
Air Conditioning
Carpet
Other spaces
Kitchen
Expand your search criteria to see more vacation rentals near Siesta Key.
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Updated: September 27, 2023