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Vacation Rentals by Tropical Sands Accommodations - The largest vacation rental management company on Siesta Key!

Showing 1-48 of 431 Rentals

1010-1012 Point of Rocks-by...
Duplex in Siesta Key Florida
Pool
$385/night

313-315 Canal Rd- Awesome v...
Duplex in Sarasota Florida
313
$275/night

309-311 Canal Rd- Awesome v...
Duplex in Sarasota Florida
309
$275/night

534 Avanti Villa on Grand C...
Townhouse in Sarasota Florida
Main Living Area
$189/night

Oasis Beach Villa S-2 - Ult...
Condo in Sarasota Florida
$500/night

Sea Club II Unit 2A - Amazi...
Cottage in Sarasota Florida
Sunrise View from Cottage!
$196/night

Siesta Beach House Cottage...
Cottage in Siesta Key Florida
Living Room
$160/night

436 Avenida de Mayo-Private...
Home in Siesta Key Florida
Living Room
$235/night

1012 Point of Rocks Road-ne...
Duplex in Siesta Key Florida
$175/night

5607 Canal Front Home, One...
Siesta Key Florida
$175/night

602 Beach Rd - Beautifully...
Duplex in Sarasota Florida
$400/night

6536 South Village Pool Hom...
Home in Siesta Key Florida
$175/night

$229/night

Gulf and Bay Club- F506 Awe...
Condo in Sarasota Florida
$261/night

Siesta Beach House Cottage...
Cottage in Siesta Key Florida
$160/night

1150 Windsong-gulf side of...
Siesta Key Florida
$271/night

357 Tierra Mar Lane - Villa...
Townhouse in Sarasota Florida
House with Garage
$315/night

Hyatt Siesta Key- Awesome p...
Siesta Key Florida
$457/night

Crescent Siesta Key - 503 W...
Condo in Siesta Key Florida
Living Area
$290/night

1225 Gulf and Bay Bayside-c...
Condo in Sarasota Florida
2nd floor condo with garage
$175/night

4931 Canal Front, Pool Home
Home in Siesta Key Florida
Family Room
$250/night

5409 Azure Way- Beautifully...
Home in Sarasota Florida
Living Area
$179/night

Aloha Kai - Unit 52N Close...
Duplex in Sarasota Florida
$235/night

Gulf and Bay Club- A201- Up...
Condo in Sarasota Florida
View
$233/night

Gulf and Bay Club- A701 Bes...
Condo in Sarasota Florida
South view!
$261/night

Gulf and Bay Club- B601- To...
Condo in Sarasota Florida
$261/night

Gulf and Bay Club- C611 Nic...
Condo in Sarasota Florida
$261/night

Gulf and Bay Club- E108- Gr...
Condo in Sarasota Florida
Beautifully updated kitchen
$233/night

Gulf and Bay Club- F401 Ama...
Condo in Sarasota Florida
$261/night

Gulf and Bay Club- F406 Ama...
Condo in Sarasota Florida
$247/night

Jamaica Royale 501 Nicely u...
Condo in Sarasota Florida
View of the kitchen. Updated in 2016.
$357/night

Gulf and Bay Club- M100
Condo in Sarasota Florida
$151/night

Siesta Beach House #319 Abs...
Townhouse in Siesta Key Florida
Living Room
$115/night

Tivoli by the Sea-Unit 203-...
Condo in Siesta Key Florida
$150/night

315 Canal Rd- Awesome villa...
Duplex in Sarasota Florida
$190/night

Tivoli by the Sea-Unit 206...
Condo in Siesta Key Florida
$150/night

313 Canal Rd- Awesome villa...
Duplex in Sarasota Florida
$190/night

Siesta Beach House #211 Bea...
Condo in Siesta Key Florida
$110/night

Siesta Beach House #306 Upd...
Townhouse in Siesta Key Florida
Living Room
$115/night

Siesta Beach House #312 Min...
Townhouse in Siesta Key Florida
$115/night

Tivoli by the Sea-Unit 307...
Condo in Siesta Key Florida
$150/night

Gulf and Bay Club- C311
Condo in Sarasota Florida
Kitchen
$150/night

Gulf and Bay Club- C504 BEA...
Condo in Sarasota Florida
$167/night

Hyatt Fractional- #402 No...
Condo in Sarasota Florida
$428/night

Siesta Beach House #305 Abs...
Townhouse in Siesta Key Florida
Living Room
$135/night

Hyatt Residences (MH)
Condo in Siesta Key Florida
$757/night

1376 Gulf & Bay Bayside -To...
Condo in Siesta Key Florida
Beautiful Bay View from Lanai
$161/night

$180/night