Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
5900 Midnight Pass Rd
Check-in / Checkout
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Florida
Florida
Europe
Europe
Italy
Italy
Caribbean
Caribbean
Mexico
Mexico
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Amazing pools
Countryside
Beachfront
Amazing views
Rooms
Lake
Play
Lakefront
New
National parks
Chef's kitchens
Trending
Camping
Tiny homes
Cabins
Design
Farms
Bed & breakfasts
Grand pianos
Beach
Golfing
Surfing
Filters
0
Show map
Search results; Over 1,000 places in Sarasota
Over 1,000 places in Sarasota
Condo in Siesta Key
Vacation Condo on Siesta Key, FL
3-min walk
3-min walk
Jun. 26 – Jul. 1
Jun. 26 – Jul. 1
$313 CAD
night
$313 CAD per night
·
$1,564 CAD total
$1,564 CAD total
Show price breakdown
4.72 out of 5 average rating, 164 reviews
4.72 (164)
Guest favourite
Guest favourite
Condo in Siesta Key
Siesta Key Condo! Steps from Private Beach & Pool!
4-min walk
4-min walk
Apr. 20 – 25
Apr. 20 – 25
$705 CAD
$427 CAD
night
$427 CAD per night, originally $705 CAD
·
$2,134 CAD total
$2,134 CAD total
Show price breakdown
4.83 out of 5 average rating, 65 reviews
4.83 (65)
Guest favourite
Guest favourite
Cottage in Siesta Key
Cottage on Siesta Key Beach
3-min walk
3-min walk
Aug. 3 – 8
Aug. 3 – 8
$389 CAD
night
$389 CAD per night
·
$1,945 CAD total
$1,945 CAD total
Show price breakdown
4.87 out of 5 average rating, 288 reviews
4.87 (288)
Villa in Siesta Key
Siesta Key at Sunset-2nd Floor
4-min walk
4-min walk
Jul. 31 – Aug. 7
Jul. 31 – Aug. 7
$773 CAD
night
$773 CAD per night
·
$5,414 CAD total
$5,414 CAD total
Show price breakdown
New place to stay
New
Superhost
Superhost
Apartment in Siesta Key
Siesta Key Condo. Sit by the water !
3-min walk
3-min walk
May 3 – 8
May 3 – 8
$356 CAD
night
$356 CAD per night
·
$1,781 CAD total
$1,781 CAD total
Show price breakdown
4.67 out of 5 average rating, 166 reviews
4.67 (166)
Guest favourite
Guest favourite
Condo in Siesta Key
Palm Bay Club Most Desirable Spot on Siesta Key!
3-min walk
3-min walk
Apr. 29 – May 4
Apr. 29 – May 4
$747 CAD
night
$747 CAD per night
·
$3,735 CAD total
$3,735 CAD total
Show price breakdown
4.98 out of 5 average rating, 62 reviews
4.98 (62)
Guest favourite
Guest favourite
Apartment in Siesta Key
Renovated beachside condo-direct beach access
4-min walk
4-min walk
Apr. 28 – May 3
Apr. 28 – May 3
$586 CAD
$498 CAD
night
$498 CAD per night, originally $586 CAD
·
$2,492 CAD total
$2,492 CAD total
Show price breakdown
4.94 out of 5 average rating, 36 reviews
4.94 (36)
Superhost
Superhost
Condo in Siesta Key
Siesta Key Studio - on the BEACH!
7-min walk
7-min walk
Apr. 27 – May 2
Apr. 27 – May 2
$529 CAD
$383 CAD
night
$383 CAD per night, originally $529 CAD
·
$1,917 CAD total
$1,917 CAD total
Show price breakdown
4.92 out of 5 average rating, 53 reviews
4.92 (53)
Guest favourite
Guest favourite
Apartment in Siesta Key
Siesta Sunsets Suite
4-min walk
4-min walk
May 11 – 16
May 11 – 16
$375 CAD
$342 CAD
night
$342 CAD per night, originally $375 CAD
·
$1,712 CAD total
$1,712 CAD total
Show price breakdown
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Superhost
Superhost
Home in Siesta Key
Bright & Modern ~ Heated Pool ~ Gated Beach ~ Pkg!
4-min walk
4-min walk
Apr. 19 – 24
Apr. 19 – 24
$722 CAD
$615 CAD
night
$615 CAD per night, originally $722 CAD
·
$3,074 CAD total
$3,074 CAD total
Show price breakdown
4.83 out of 5 average rating, 53 reviews
4.83 (53)
Guest favourite
Guest favourite
Condo in Siesta Key
Sea Club 2-Relaxing Siesta Key Condo-Mermaids Rest
3-min walk
3-min walk
Apr. 13 – 20
Apr. 13 – 20
$371 CAD
$217 CAD
night
$217 CAD per night, originally $371 CAD
·
$1,516 CAD total
$1,516 CAD total
Show price breakdown
4.94 out of 5 average rating, 137 reviews
4.94 (137)
Superhost
Superhost
Condo in Sarasota
The Palm Bay Club on Siesta key Beach
3-min walk
3-min walk
May 5 – 10
May 5 – 10
$441 CAD
night
$441 CAD per night
·
$2,203 CAD total
$2,203 CAD total
Show price breakdown
4.79 out of 5 average rating, 81 reviews
4.79 (81)
Guest favourite
Guest favourite
Condo in Siesta Key
Private Siesta Key Escape
5-min walk
5-min walk
Apr. 29 – May 4
Apr. 29 – May 4
$657 CAD
night
$657 CAD per night
·
$3,283 CAD total
$3,283 CAD total
Show price breakdown
4.92 out of 5 average rating, 212 reviews
4.92 (212)
Guest favourite
Guest favourite
Condo in Siesta Key
Renovated Siesta Key Condo, beach/pool access
3-min walk
3-min walk
Apr. 28 – May 3
Apr. 28 – May 3
$546 CAD
$465 CAD
night
$465 CAD per night, originally $546 CAD
·
$2,326 CAD total
$2,326 CAD total
Show price breakdown
4.94 out of 5 average rating, 51 reviews
4.94 (51)
Guest favourite
Guest favourite
Condo in Siesta Key
Bright and Beachy - Steps to the Water!
4-min walk
4-min walk
May 15 – 20
May 15 – 20
$657 CAD
night
$657 CAD per night
·
$3,287 CAD total
$3,287 CAD total
Show price breakdown
4.92 out of 5 average rating, 179 reviews
4.92 (179)
Guest favourite
Guest favourite
Condo in Siesta Key
2 Bed/2 Bath Condo Resort View on Siesta Key Beach
2-min walk
2-min walk
May 20 – 25
May 20 – 25
$622 CAD
night
$622 CAD per night
·
$3,108 CAD total
$3,108 CAD total
Show price breakdown
4.96 out of 5 average rating, 102 reviews
4.96 (102)
Guest favourite
Guest favourite
Condo in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
2-min walk
2-min walk
May 18 – 23
May 18 – 23
$630 CAD
night
$630 CAD per night
·
$3,152 CAD total
$3,152 CAD total
Show price breakdown
4.91 out of 5 average rating, 76 reviews
4.91 (76)
Superhost
Superhost
Condo in Siesta Key
Super Clean Siesta Townhouse private beach
2-min walk
2-min walk
May 5 – 10
May 5 – 10
$681 CAD
night
$681 CAD per night
·
$3,403 CAD total
$3,403 CAD total
Show price breakdown
4.94 out of 5 average rating, 18 reviews
4.94 (18)
1
2
3
4
…
15