Location

Dates

Guests

Vacation rentals in Sarasota County, Florida, United States

Uitgelicht

Private courtyard patio with dining for 4.

Private courtyard patio

Courtyard patio

Exterior detail

Comforts of Home in Secure Gated Community Just 2 Miles from Anna Maria Island

2 bedrooms·2 baths

Bradenton • Florida

5(2 reviews)

$ 6.302,00 USD totaal voor 30 nachten

8 nov – 8 dec 2026

Carriage homes, four to a building. Ours is bottom right with light blue car in driveway/garage area.

Enjoy fishing or kayaking from our lakes, this lake is connected to four other lakes accessible via kayak.

Spacious living room with Smart TV and the VIEW!!!

Private ground floor patio/lanai.

Resort Living Turnkey Carriage Home, waterfront

2 bedrooms·2 baths

Venice • Florida

$ 9.799,76 USD totaal voor 90 nachten

8 nov 2026 – 6 feb 2027

Kings Gate Mobile Home

Kings Gate Mobile Home

Kings Gate Mobile Home

Kings Gate Mobile Home

Kings Gate Mobile Home

1 bedroom·1 bath

Nokomis • Florida

$ 3.275,00 USD totaal voor 30 nachten

8 nov – 8 dec 2026

Close to beautiful Venice Beach

Close to beautiful Venice Beach

Close to beautiful Venice Beach

Close to beautiful Venice Beach

Close to beautiful Venice Beach

Close to beautiful Venice Beach

1 bedroom·1 bath

Venice • Florida

$ 240,00 USD totaal voor 3 nachten

8–11 nov 2026

Screened in patio, table with seating for 8 and 2 bedrooms look out onto pool as well as the main living space.

Well maintained exterior with new roof and hurricane windows.

Master Bedroom, King bed with french doors to pool and screened in patio

Master Bedroom, King bed, ceiling fan and bedside lamps touch control with USB ports.

Master Bath walk in shower

3BR/2B Vacation Pool Home, Nokomis Fl Rental

3 bedrooms·2 baths

Nokomis • Florida

5(3 reviews)

$ 2.052,50 USD $ 1.872,25 USD totaal voor 7 nachten

8–15 nov 2026

Lake Sarasota image 1

Lake Sarasota image 2

Lake Sarasota image 3

Lake Sarasota image 4

Lake Sarasota image 5

Lake Sarasota

4 bedrooms·2 baths

Sarasota • Florida

4.77(53 reviews)

$ 991,01 USD totaal voor 3 nachten

8–11 nov 2026

Osprey Harbor Village 216

Osprey Harbor Village 216

Osprey Harbor Village 216

Osprey Harbor Village 216

Osprey Harbor Village 216

Osprey Harbor Village 216

3 bedrooms·2 baths

Osprey • Florida

$ 8.340,00 USD totaal voor 30 nachten

8 nov – 8 dec 2026

View from front yard

Short walk to fishing pier

Fishing pier before hurricane Milton - now open but shorter than this photo.

Newly remodeled kitchen

Renovated Waterfront Home

Renovated Waterfront Home

3 bedrooms·2 baths

Osprey • Florida

4.4(5 reviews)

$ 1.394,40 USD totaal voor 7 nachten

8–15 nov 2026

Venice Pool Home | Easy Drive to Beach image 1

Venice Pool Home | Easy Drive to Beach image 2

Venice Pool Home | Easy Drive to Beach image 3

Venice Pool Home | Easy Drive to Beach image 4

Venice Pool Home | Easy Drive to Beach image 5

Venice Pool Home | Easy Drive to Beach

3 bedrooms·2 baths

Venice • Florida

$ 815,00 USD totaal voor 3 nachten

15–18 nov 2026

Beautiful Resort-Style Gran Paradiso Townhouse

Gran Paradiso Community

Beautiful Resort-Style Gran Paradiso Townhouse

3 bedrooms·2½ baths

Venice • Florida

$150/ nacht(excl. kosten & belastingen)

Beautiful Sarasota villa in a quiet tropical setting with a screened lanai for comfortable outdoor living. Surrounded by palm trees and lush landscaping, this peaceful retreat offers privacy and relaxation just minutes from beaches and attractions.

Sarasota Villa with Pool Access Tennis Near Beach image 2

Sarasota Villa with Pool Access Tennis Near Beach image 3

Sarasota Villa with Pool Access Tennis Near Beach image 4

Sarasota Villa with Pool Access Tennis Near Beach image 5

Sarasota Villa with Pool Access Tennis Near Beach

2 bedrooms·2 baths

Sarasota • Florida

5(5 reviews)

$ 1.543,58 USD totaal voor 7 nachten

8–15 nov 2026

Unit 379

2 bedrooms·2 baths

Venice • Florida

4.6(30 reviews)

$ 5.508,75 USD totaal voor 30 nachten

31 mrt – 30 apr 2027

Unit 171

2 bedrooms·2 baths

Venice • Florida

4.67(9 reviews)

$ 5.593,50 USD totaal voor 30 nachten

31 mrt – 30 apr 2027

Unit 270

2 bedrooms·2 baths

Venice • Florida

$ 3.096,20 USD totaal voor 29 nachten

30 apr – 29 mei 2027

Gorgeous heated pool/spa near beach & downtown image 1

Gorgeous heated pool/spa near beach & downtown image 2

Gorgeous heated pool/spa near beach & downtown image 3

Gorgeous heated pool/spa near beach & downtown image 4

Gorgeous heated pool/spa near beach & downtown image 5

Gorgeous heated pool/spa near beach & downtown

3 bedrooms·2 baths

Venice • Florida

5(27 reviews)

$ 2.950,00 USD totaal voor 7 nachten

12–19 nov 2026

[Living area] Smart TV with Netflix & Hulu

Waterfront tiny home sits on a private 1.5 acre inland peninsula! The perfect location for bird watching & kayaking around the lake.

[Living area] Doorway to the left leads into the main bedroom.

[Kitchen] Fully stocked & equipped kitchen with large farm sink and convection cooktop.

[Living area] French doors open up into the spacious backyard. Sofa converts into a bed for additional sleeping space.

@Shellmateisland |tiny home| island| bikes| kayaks

1 bedroom·1 bath

Sarasota • Florida

$ 554,00 USD totaal voor 3 nachten

8–11 nov 2026

The tiny home sits on a private 1.5 acre inland peninsula!

[Patio] Shared outdoor living space with fire pit

[Living area] This luxury 270sqft craftsman style tiny home is in the ideal location for your beach getaway.

Outdoor dining options available in the screened in lounge.

[Kitchen] Fully equipped kitchen featuring stainless steel appliances & gas cooktop. Coffee maker for all the coffee lovers out there!

·@Tiffanythetinyhome| island | netflix|bike|hammock

1 bedroom·1 bath

Sarasota • Florida

$ 436,00 USD totaal voor 3 nachten

8–11 nov 2026

7th-Floor Water-View Getaway on Siesta Key

7th-Floor Water-View Getaway on Siesta Key

7th-Floor Water-View Getaway on Siesta Key

7th-Floor Water-View Getaway on Siesta Key

7th-Floor Water-View Getaway on Siesta Key

7th-Floor Water-View Getaway on Siesta Key

1 bedroom·1 bath

Siesta Key • Florida

$ 1.300,00 USD totaal voor 7 nachten

11–18 dec 2026

Entire home in North Port, Florida

Entire home in North Port, Florida

Entire home in North Port, Florida

Entire home in North Port, Florida

Entire home in North Port, Florida

Entire home in North Port, Florida

4 bedrooms·1 bath

North Port • Florida

5(25 reviews)

$ 560,00 USD totaal voor 3 nachten

8–11 nov 2026

Relax in the spacious living room while enjoying breathtaking Gulf views through floor-to-ceiling sliding glass doors leading out to the screened/glassed lanai

Spacious living room with comfortable leather seating, a large smart TV, and direct access to the screened/glassed lanai.

Beautifully updated gourmet kitchen featuring granite countertops, stainless steel appliances, and plenty of room to prepare meals.

Designed with extended stays in mind, this spacious kitchen offers abundant cabinetry and generous workspace.

The open dining area comfortably seats six and flows seamlessly into the beautifully updated kitchen.

Gulf Front on Siesta Key - Fishermans Haven 403

2 bedrooms·2 baths

Sarasota • Florida

$ 7.734,34 USD totaal voor 27 nachten

30 dec 2026 – 26 jan 2027

Located directly on the beach! Morning coffee on the lanai overlooking Gulf and beach!

New living room furniture with views!

Siesta Key Beachfront Condo

Siesta Key Beachfront Condo

Siesta Key Beachfront Condo

Siesta Key Beachfront Condo

2 bedrooms·2 baths

Siesta Key • Florida

$ 3.113,26 USD totaal voor 7 nachten

28 nov – 5 dec 2026

Quiet 3BD/2BA Home near Warm Mineral Springs Park image 2

Quiet 3BD/2BA Home near Warm Mineral Springs Park image 1

Quiet 3BD/2BA Home near Warm Mineral Springs Park image 3

Quiet 3BD/2BA Home near Warm Mineral Springs Park image 4

Quiet 3BD/2BA Home near Warm Mineral Springs Park image 5

Quiet 3BD/2BA Home near Warm Mineral Springs Park

3 bedrooms·2 baths

North Port • Florida

4.92(12 reviews)

$ 608,00 USD totaal voor 3 nachten

8–11 nov 2026

Gulf Gate Paradise near Siesta Key beaches

Gulf Gate Paradise near Siesta Key beaches

Gulf Gate Paradise near Siesta Key beaches

Gulf Gate Paradise near Siesta Key beaches

Gulf Gate Paradise near Siesta Key beaches

Gulf Gate Paradise near Siesta Key beaches

1 bedroom·1 bath

Sarasota • Florida

5(71 reviews)

$ 427,00 USD totaal voor 3 nachten

28 nov – 1 dec 2026

Paradiso Banyan

Paradiso Banyan

Paradiso Banyan

Paradiso Banyan

Paradiso Banyan

Paradiso Banyan

2 bedrooms·2 baths

Sarasota • Florida

$150/ nacht(excl. kosten & belastingen)