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Vacation rentals in Sarasota County, Florida, United States

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

8.733,20 $ USD gesamt für 90 Nächte

23. Okt. 2026 – 21. Jan. 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 gesamt für 30 Nächte

23. Okt. – 22. Nov. 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 gesamt für 3 Nächte

23.–26. Okt. 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 gesamt für 7 Nächte

23.–30. Okt. 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 gesamt für 30 Nächte

23. Okt. – 22. Nov. 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 gesamt für 7 Nächte

23.–30. Okt. 2026

Beautiful Resort-Style Gran Paradiso Townhouse

Gran Paradiso Community

Beautiful Resort-Style Gran Paradiso Townhouse

3 bedrooms·2½ baths

Venice • Florida

$150/ Nacht(zzgl. Gebühren & Steuern)

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 gesamt für 7 Nächte

23.–30. Okt. 2026

Unit 379

2 bedrooms·2 baths

Venice • Florida

4.6(30 reviews)

5.508,75 $ USD gesamt für 30 Nächte

31. März – 30. Apr. 2027

Unit 171

2 bedrooms·2 baths

Venice • Florida

4.67(9 reviews)

5.593,50 $ USD gesamt für 30 Nächte

31. März – 30. Apr. 2027

Unit 270

2 bedrooms·2 baths

Venice • Florida

3.096,20 $ USD gesamt für 29 Nächte

30. Apr. – 29. Mai 2027

[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

589,00 $ USD gesamt für 3 Nächte

23.–26. Okt. 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

462,00 $ USD gesamt für 3 Nächte

23.–26. Okt. 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

1.318,00 $ USD gesamt für 7 Nächte

26. Okt. – 2. Nov. 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 gesamt für 3 Nächte

23.–26. Okt. 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 gesamt für 27 Nächte

30. Dez. 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 gesamt für 7 Nächte

31. Okt. – 7. Nov. 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 gesamt für 3 Nächte

23.–26. Okt. 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 gesamt für 3 Nächte

25.–28. Okt. 2026

Paradiso Banyan

Paradiso Banyan

Paradiso Banyan

Paradiso Banyan

Paradiso Banyan

Paradiso Banyan

2 bedrooms·2 baths

Sarasota • Florida

$150/ Nacht(zzgl. Gebühren & Steuern)

Tropical Mediterranean Villa

Tropical Lanai Salt Water Pool - Jacuzzi

Cathedral Great Room

California King

Villa Ocala

3 bedrooms·2 baths

Venice • Florida

1.378,60 $ USD 1.322,38 $ USD gesamt für 5 Nächte

23.–28. Okt. 2026

Prime Location: 1 Mile to Siesta Key South Bridge

Prime Location: 1 Mile to Siesta Key South Bridge

Prime Location: 1 Mile to Siesta Key South Bridge

Prime Location: 1 Mile to Siesta Key South Bridge

Prime Location: 1 Mile to Siesta Key South Bridge

Prime Location: 1 Mile to Siesta Key South Bridge

2 bedrooms·1 bath

Sarasota • Florida

3.900,00 $ USD gesamt für 30 Nächte

23. Okt. – 22. Nov. 2026

Gulf Gate Escape near Siesta Key Beaches

Gulf Gate Escape near Siesta Key Beaches

Gulf Gate Escape near Siesta Key Beaches

Gulf Gate Escape near Siesta Key Beaches

Gulf Gate Escape near Siesta Key Beaches

Gulf Gate Escape near Siesta Key Beaches

2 bedrooms·2 baths

Sarasota • Florida

722,00 $ USD gesamt für 3 Nächte

25.–28. Okt. 2026

Eclectic painted house

Plush furniture

Easy Access Living Area

Plenty of Seating

356 Azure

3 bedrooms·2 baths

Venice • Florida

740,15 $ USD gesamt für 7 Nächte

1.–8. Dez. 2026