Siesta Key Vacation Rentals

Icon
Icon
2 Bedroom/2 Bath, One Floor condominium
Icon

Come enjoy all of Sarasota and Siesta Key amenities without the congestion and just minutes to Siesta Key Beach.

2 Bedrooms
2 Bathrooms
$100 / night (excl. fees & taxes)
Icon
Icon
Palm View at Siesta Dunes
Icon

Updated 2/2 condo Wifi Pool~Private beach access!

2 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
8 reviews
$263 - $500 / night (excl. fees & taxes)
Icon
Icon
#1 Siesta Key Beach, Pool GlassHouse
Icon

(3) E-Z Payments, beach supply & more

2 Bedrooms
2 Bathrooms
4.57IconIconIconIconIcon
49 reviews
$225 / night (excl. fees & taxes)
Icon
Icon
Beach, Bay, Food, Fun - 2BD/2BA
Icon

Beach, Bay, Food, Fun - 2BD/2BA

2 Bedrooms
2 Bathrooms
4.67IconIconIconIconIcon
9 reviews
$174 - $189 / night (excl. fees & taxes)
Icon
Icon
Casa Blanca Ranch Home near Siesta Key Beach
Icon

Casa Blanca Ranch Home near Siesta Key Beach

3 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
18 reviews
$329 - $399 / night (excl. fees & taxes)
Icon
Icon
Prime Location: 1 Mile  to Siesta Key South Bridge
Icon

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)
Icon
Icon
The Funky Fish House
Icon

Tropical Oasis Heated Pool Hot Tub Near Siesta Key

2 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
90 reviews
$200 - $580 / night (excl. fees & taxes)
Icon
Icon
Gulf Gate Paradise near Siesta Key beaches
Icon

Close to the beach with a hot tub and garden

1 Bedroom
1 Bathroom
5IconIconIconIconIcon
71 reviews
$147 - $254 / night (excl. fees & taxes)
Icon
Icon
Siesta Key Beachfront Condo
Icon

The closest condo to the Gulf of Mexico on Siesta Key

2 Bedrooms
2 Bathrooms
$292 / night (excl. fees & taxes)
Icon
Icon
Art Deco Masterpiece High Season Multi-Month
Icon

Art Deco/Mid-Century Modern Masterpiece in the Heart of Downtown--Across from the Marina! Multi-Month High Season Only

2 Bedrooms
2 Bathrooms
$259 / night (excl. fees & taxes)
Icon
Icon
Sarasota Home w/ Swimming Pool near Siesta Key
Icon

Available Jan, Feb. to March 15th. Snowbird Rental w/heated pool in Palmer Ranch in Sarasota! 2 months minimum.

3 Bedrooms
2 Bathrooms
$185 / night (excl. fees & taxes)
Icon
Icon
Icon
Downtown Compound |Pet Friendly | Families |Groups
Icon

Downtown Compound |Pet Friendly | Families |Groups

8 Bedrooms
9 Bathrooms
$941 - $2970 / night (excl. fees & taxes)
Icon
Icon
Icon
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Icon

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
5IconIconIconIconIcon
7 reviews
$128 - $378 / night (excl. fees & taxes)
Icon
Icon
Icon
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Icon

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
4.9IconIconIconIconIcon
20 reviews
$128 - $378 / night (excl. fees & taxes)
Icon
Icon
Icon
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Icon

Beach-town Pet-Friendly Downtown Sarasota Home @ 10 acre Gillespie Park with tennis, pickle ball & basketball courts, playground & two dog parks.

3 Bedrooms
3 Bathrooms
5IconIconIconIconIcon
43 reviews
$198 - $545 / night (excl. fees & taxes)
Icon
Icon
Icon
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Icon

Beach Downtown Sarasota Pet-friendly Home @ 10 acre Gillespie Park with tennis, pickle ball & basketball courts, playground & two dog parks.

3 Bedrooms
3 Bathrooms
5IconIconIconIconIcon
28 reviews
$198 - $524 / night (excl. fees & taxes)
Icon
Icon
Condo with a View on Longboat Key
Icon

Kick Back and Relax

0 Bedroom
1 Bathroom
4.98IconIconIconIconIcon
122 reviews
$275 / night (excl. fees & taxes)
Icon
Icon
Turtle Crawl Inn 64
Icon

Beach Front One Bedroom Condo Paradise. Fully Remodeled.

1 Bedroom
1 Bathroom
4.88IconIconIconIconIcon
73 reviews
$180 - $320 / night (excl. fees & taxes)
Icon
Icon
Panoramic Gulf View with Amazing Sunset.
Icon

Spacious Condo, 1 huge Bedroom, 2 very comfortable Queen beds. One Sofa sleeper in the living room. What you see is what you get to view every day.

1 Bedroom
1 Bathroom
4.84IconIconIconIconIcon
188 reviews
$155 - $390 / night (excl. fees & taxes)
Icon
Icon
Turtle Crawl Inn 63
Icon

Beach Front Condo Paradise. Ground Floor. Studio.

0 Bedroom
1 Bathroom
4.74IconIconIconIconIcon
88 reviews
$179 - $285 / night (excl. fees & taxes)
    1 – 20 Rentals