Siesta Key Vacation Rentals
Craig House with Heated Pool
2 Bedrooms
2 Bathrooms
4.8
105 reviews$155 - $198 / night
(excl. fees & taxes)
Featured
Beach, Bay, Food, Fun - 2BD/2BA
2 Bedrooms
2 Bathrooms
4.67
9 reviews$174 - $195 / night
(excl. fees & taxes)
(3) E-Z Payments, beach supply & more
2 Bedrooms
2 Bathrooms
4.57
49 reviews$225 / night
(excl. fees & taxes)
Zach’s Siesta Key Beach House - Pet Friendly
3 Bedrooms
2 Bathrooms
$300 - $1381 / night
(excl. fees & taxes)
Casa Blanca Ranch Home near Siesta Key Beach
3 Bedrooms
2 Bathrooms
5
18 reviews$299 - $449 / night
(excl. fees & taxes)
Very spacious & comfortable house. Centrally located, just 10 min walk to Gulf Gate Village, and Pavilion Mall, a collection of shops & restaurants
2 Bedrooms
1 Bathroom
$125 / night
(excl. fees & taxes)
Tropical Oasis Heated Pool Hot Tub Near Siesta Key
2 Bedrooms
2 Bathrooms
5
65 reviews$234 - $575 / night
(excl. fees & taxes)
Close to the beach with a hot tub and garden
1 Bedroom
1 Bathroom
5
71 reviews$189 - $254 / night
(excl. fees & taxes)
Beach Downtown Sarasota Pet-friendly Home @ 10 acre Gillespie Park with tennis, pickle ball & basketball courts, playground & two dog parks.
3 Bedrooms
3½ Bathrooms
5
22 reviews$213 - $534 / night
(excl. fees & taxes)
Beach-town Pet-Friendly Downtown Sarasota Home @ 10 acre Gillespie Park with tennis, pickle ball & basketball courts, playground & two dog parks.
3 Bedrooms
3½ Bathrooms
5
28 reviews$213 - $534 / night
(excl. fees & taxes)
Beach Downtown Pet-friendly 1 Bedroom Apartment at 10 acre Gillespie Park with tennis, pickle ball & basketball courts, playground, and two dog parks.
1 Bedroom
1 Bathroom
4.89
19 reviews$95 - $292 / night
(excl. fees & taxes)
Real Florida Up Close!
3 Bedrooms
2 Bathrooms
$135 - $274 / night
(excl. fees & taxes)
NO CLEANING FEE-Heated Pool-Completely Remodeled-King Beds-Close to IMG, restaurants & beaches-2GB Fiber Internet-10% off 7+ nights
3 Bedrooms
2 Bathrooms
$300 - $365 / night
(excl. fees & taxes)
Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub
3 Bedrooms
2 Bathrooms
5
50 reviews$400 - $575 / night
(excl. fees & taxes)
Anna Maria Island Direct Beach/ Gulf Views
2 Bedrooms
1 Bathroom
$375 - $1035 / night
(excl. fees & taxes)
Almost Beachfront, private pool/spa backyard oasis, Gulf views!
3 Bedrooms
3 Bathrooms
$1000 / night
(excl. fees & taxes)
Heated Pool/Walk to Anna Maria Beaches/Restaurants
3 Bedrooms
3 Bathrooms
$658 - $900 / night
(excl. fees & taxes)
Poolside paradise LillyBug Lane LLC
5 Bedrooms
4 Bathrooms
4.89
9 reviews$300 - $650 / night
(excl. fees & taxes)
Prime location+Private HTD Saltwater Pool+Spacious Master Suite w/private pool access. New Furniture, Appliances, Quartz Countertops, Travertine Patio
4 Bedrooms
2 Bathrooms
5
12 reviews$209 - $874 / night
(excl. fees & taxes)
Relaxing Riverhouse - free parking pass in Pass A Grille beach- 30 min. drive
4 Bedrooms
3 Bathrooms
5
3 reviews$500 - $600 / night
(excl. fees & taxes)
*Tropical Paradise*Heated Pool*Anna Maria Island*
4 Bedrooms
2 Bathrooms
$183 - $1105 / night
(excl. fees & taxes)
Rent 2 homes right next to each other! Perfect for multiple families and friends. Both homes are 3BR/2 bath with pools.
6 Bedrooms
4 Bathrooms
$798 - $1043 / night
(excl. fees & taxes)
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