
Siesta Key vacation rentals
We found 6,777 vacation rentals — enter your dates for availability
Discover a selection of 394 homes, 81 apartments, and other vacation rentals in Siesta Key that are perfect for your trip. Vacation homes offer the best amenities for your stay with friends, family, or just your pet, such as WiFi and a pool. At the end of the day, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Siesta Key
Showing deals for:Jun 19 - Jun 26
Image gallery for Beautiful house close to IMG, Anna Maria Island and Siesta Key.

9.69.6 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Beautiful house close to IMG, Anna Maria Island and Siesta Key.
Bradenton
7% off
Price is $392
$392
$2,743 for 7 nights
$2,743 for 7 nights
All fees included
Image gallery for Modern Sarasota Retreat ★ 10 Min to Beach ★ Family Friendly no cleaning fee

1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Modern Sarasota Retreat ★ 10 Min to Beach ★ Family Friendly no cleaning fee
Sarasota
9% off
Price is $229
$229
$1,603 for 7 nights
$1,603 for 7 nights
All fees included
Image gallery for Heated Private Pool! Recently Updated! Well Stocked Property! Mins to Beach

1010 out of 10, Exceptional, (50 reviews)
Exceptional
(50 reviews)
Heated Private Pool! Recently Updated! Well Stocked Property! Mins to Beach
Sarasota
9% off
Price is $297
$297
$2,077 for 7 nights
$2,077 for 7 nights
All fees included
Image gallery for Close to beaches and downtown, Quiet, Impeccable home

9.89.8 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)
Close to beaches and downtown, Quiet, Impeccable home
Sarasota
7% off
Price is $180
$180
$1,257 for 7 nights
$1,257 for 7 nights
All fees included
Image gallery for Great Value!!! Immaculate, minutes from the beach, With heated pool !!

9.89.8 out of 10, Exceptional, (228 reviews)
Exceptional
(228 reviews)
Great Value!!! Immaculate, minutes from the beach, With heated pool !!
Sarasota
8% off
Price is $219
$219
$1,532 for 7 nights
$1,532 for 7 nights
All fees included
Image gallery for Casa del Siesta— Mediterranean Luxury by the Beach with Pool, Spa & Private Dock

1010 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Casa del Siesta— Mediterranean Luxury by the Beach with Pool, Spa & Private Dock
Siesta Key
8% off
Price is $952
$952
$6,664 for 7 nights
$6,664 for 7 nights
All fees included
Image gallery for SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail

8.48.4 out of 10, Very Good, (161 reviews)
Very Good
(161 reviews)
SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail
Sarasota
8% off
Price is $88
$88
$618 for 7 nights
$618 for 7 nights
All fees included
Image gallery for Tropical Backyard Downtown Prime Location Near Main St & Trolley to Lido Beach!

1010 out of 10, Exceptional, (124 reviews)
Exceptional
(124 reviews)
Tropical Backyard Downtown Prime Location Near Main St & Trolley to Lido Beach!
Sarasota
8% off
Price is $177
$177
$1,240 for 7 nights
$1,240 for 7 nights
All fees included
Image gallery for Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches

9.89.8 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches
Sarasota
9% off
Price is $289
$289
$2,026 for 7 nights
$2,026 for 7 nights
All fees included
Image gallery for Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL

8.68.6 out of 10, Excellent, (144 reviews)
Excellent
(144 reviews)
Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
Sarasota
8% off
Price is $89
$89
$626 for 7 nights
$626 for 7 nights
All fees included
Image gallery for Getaway Mins to Lido Beach, Siesta Key, Sarasota Downtown, Ringling College

1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Getaway Mins to Lido Beach, Siesta Key, Sarasota Downtown, Ringling College
Sarasota
8% off
Price is $270
$270
$1,889 for 7 nights
$1,889 for 7 nights
All fees included
Image gallery for Downtown Sarasota Florida Vacation Rental 3BR House, Pet-Friendly, Near Beaches

8.08.0 out of 10, Very Good, (9 reviews)
Very Good
(9 reviews)
Downtown Sarasota Florida Vacation Rental 3BR House, Pet-Friendly, Near Beaches
Sarasota
8% off
Price is $123
$123
$861 for 7 nights
$861 for 7 nights
All fees included
Image gallery for Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!

9.89.8 out of 10, Exceptional, (92 reviews)
Exceptional
(92 reviews)
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!
Siesta Key
6% off
Price is $456
$456
$3,192 for 7 nights
$3,192 for 7 nights
All fees included
Image gallery for Siesta Key Village pet friendly w heated pool & arcade. Short walk to the beach

9.29.2 out of 10, Wonderful, (12 reviews)
Wonderful
(12 reviews)
Siesta Key Village pet friendly w heated pool & arcade. Short walk to the beach
Siesta Key
9% off
Price is $364
$364
$2,548 for 7 nights
$2,548 for 7 nights
All fees included
Image gallery for Tropical paradise with large heated pool near #1 award-winning Siesta Key Beach

9.69.6 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
Tropical paradise with large heated pool near #1 award-winning Siesta Key Beach
Sarasota
8% off
Price is $335
$335
$2,344 for 7 nights
$2,344 for 7 nights
All fees included
Image gallery for Ingram House 2

1010 out of 10, Exceptional, (60 reviews)
Exceptional
(60 reviews)
Ingram House 2
Sarasota
8% off
Price is $203
$203
$1,424 for 7 nights
$1,424 for 7 nights
All fees included
Image gallery for 3-bed 2-bathroom Siesta Key townhome close to village,beaches, city and airport

8.88.8 out of 10, Excellent, (13 reviews)
Excellent
(13 reviews)
3-bed 2-bathroom Siesta Key townhome close to village,beaches, city and airport
Siesta Key
9% off
Price is $320
$320
$2,240 for 7 nights
$2,240 for 7 nights
All fees included
Image gallery for Downtown Sarasota, Casa de Zara

1010 out of 10, Exceptional, (30 reviews)
Exceptional
(30 reviews)
Downtown Sarasota, Casa de Zara
Sarasota
9% off
Price is $242
$242
$1,693 for 7 nights
$1,693 for 7 nights
All fees included
Image gallery for Adorable Lido Beach Home- walk to beach and St. Armand's

1010 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
Adorable Lido Beach Home- walk to beach and St. Armand's
Sarasota
9% off
Price is $452
$452
$3,165 for 7 nights
$3,165 for 7 nights
All fees included
Image gallery for The Nautilus Casita

9.89.8 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
The Nautilus Casita
Nokomis
8% off
Price is $136
$136
$951 for 7 nights
$951 for 7 nights
All fees included
Image gallery for WATERFRONT STUDIO UNIT 107 at the Ramada Inn Sara Bay Marina 7150 N Tamiami Tr

8.08.0 out of 10, Very Good, (145 reviews)
Very Good
(145 reviews)
WATERFRONT STUDIO UNIT 107 at the Ramada Inn Sara Bay Marina 7150 N Tamiami Tr
Sarasota
8% off
Price is $110
$110
$770 for 7 nights
$770 for 7 nights
All fees included
Image gallery for Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!

1010 out of 10, Exceptional, (47 reviews)
Exceptional
(47 reviews)
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Siesta Key
9% off
Price is $348
$348
$2,434 for 7 nights
$2,434 for 7 nights
All fees included
Image gallery for SIESTA KEY BEACH HOUSE ~ WALK TO Siesta Village restaurants , shops & beach !!!

1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
SIESTA KEY BEACH HOUSE ~ WALK TO Siesta Village restaurants , shops & beach !!!
Siesta Key
17% off
Price is $519
$519
$3,633 for 7 nights
$3,633 for 7 nights
All fees included
Image gallery for Sarasota “Executive Waterfront Suite” A hotel rm # 103 on Sara Bay Marina

8.48.4 out of 10, Very Good, (152 reviews)
Very Good
(152 reviews)
Sarasota “Executive Waterfront Suite” A hotel rm # 103 on Sara Bay Marina
Sarasota
8% off
Price is $109
$109
$760 for 7 nights
$760 for 7 nights
All fees included
Find spaces that suit your style
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Condo/Apartment
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Cottage
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Find properties near top attractions in Siesta Key
Map Attractions

6
Jim Neville Marine Preserve

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