Fully Equipped Modern 1BR, Grill, Outdoor Lounge
Fully Equipped Modern 1BR, Grill, Outdoor Lounge
Fully Equipped Modern 1BR, Grill, Outdoor Lounge
Fully Equipped Modern 1BR, Grill, Outdoor Lounge
Fully Equipped Modern 1BR, Grill, Outdoor Lounge

Fully Equipped Modern 1BR, Grill, Outdoor Lounge

1 bedroom·1 bath
Seminole • Florida

$ 568,96 USD totaal voor 3 nachten

18–21 nov 2026

Paradiso Banyan
Paradiso Banyan
Paradiso Banyan
Paradiso Banyan
Paradiso Banyan

Paradiso Banyan

2 bedrooms·2 baths
Sarasota • Florida
$150/ nacht(excl. kosten & belastingen)
Sun Haven House - 4 mi to beach! 2 beds/2 baths image 1
Well equipped kitchen with full size appliances including a dishwasher.
King Size Bed; Nectar mattress, light cotton blanket along with linens
Queen size Nectar mattress in master bedroom with walk-in closet and adjoining bathroom with large shower.
Cozy mood lighting to enjoy tropical nights and conversation with a cool drink or two.

Sun Haven House - 4 mi to beach! 2 beds/2 baths

2 bedrooms·2 baths
Sarasota • Florida

$ 4.040,59 USD totaal voor 30 nachten

18 nov – 18 dec 2026

Private Beach Access, Gorgeous Partial Views image 1
Private Beach Access, Gorgeous Partial Views image 2
Private Beach Access, Gorgeous Partial Views image 3
Private Beach Access, Gorgeous Partial Views image 4
Private Beach Access, Gorgeous Partial Views image 5

Private Beach Access, Gorgeous Partial Views

2 bedrooms·2 baths
Indian Shores • Florida
4.89(19 reviews)

$ 1.329,30 USD totaal voor 3 nachten

18–21 nov 2026

Siesta Dunes Pool
Living room - 65" TV, sleeper sofa
Lanai with sliders - "Palm View"
Living room - 65" TV, sleeper sofa
Living room with 65" TV

Palm View at Siesta Dunes

2 bedrooms·2 baths
Siesta Key • Florida
5(15 reviews)

$ 2.580,08 USD totaal voor 7 nachten

28 nov – 5 dec 2026

Back yard with new pool 15x28 ft
Pool Depth 3ft-5ft
Casa Blanca Ranch Home near Siesta Key Beach
15x28 ft pool with spa/hot tub
New Sun Shelves with pool chaises

Casa Blanca Ranch Home near Siesta Key Beach

3 bedrooms·2 baths
Sarasota • Florida
5(18 reviews)

$ 2.264,65 USD totaal voor 5 nachten

18–23 nov 2026

10 Min to Beach-King bed, fenced yard, cozy charm image 1
10 Min to Beach-King bed, fenced yard, cozy charm image 2
Propane fire pit for quick and easy fire ambiance
10 Min to Beach-King bed, fenced yard, cozy charm image 4
10 Min to Beach-King bed, fenced yard, cozy charm image 5

10 Min to Beach-King bed, fenced yard, cozy charm

3 bedrooms·1 bath
Seminole • Florida
4.78(9 reviews)

$ 575,00 USD totaal voor 3 nachten

18–21 nov 2026

5 min walk to the best Beach in America! image 1
5 min walk to the best Beach in America! image 2
5 min walk to the best Beach in America! image 3
5 min walk to the best Beach in America! image 4
5 min walk to the best Beach in America! image 5

5 min walk to the best Beach in America!

1 bedroom·2 baths
Siesta Key • Florida

$ 3.120,00 USD $ 2.823,00 USD totaal voor 30 nachten

18 nov – 18 dec 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 totaal voor 3 nachten

18–21 nov 2026

Screened tropical pool retreat with cozy lighting and resort-style vibes
Twilight backyard retreat with private putting green and screened patio
Coastal-inspired game room with pool table for fun indoor hangouts
Private backyard movie nights under the string lights
Cozy fire pit, outdoor movie nights, and a resort-style screened pool

Sunny Daze Getaway

4 bedrooms·2 baths
Seminole • Florida

$ 1.229,00 USD totaal voor 3 nachten

3–6 dec 2026

Our Private Beach with chairs and umbrellas all included!!
Just a day at our private beach
Sandy's Siesta Key Condo
Sandy's Siesta Key Condo
Sandy's Siesta Key Condo

Sandy's Siesta Key Condo

2 bedrooms·1½ baths
Sarasota County • Florida

$ 1.200,01 USD totaal voor 7 nachten

29 nov – 6 dec 2026

506 Siesta
506 Siesta
506 Siesta
506 Siesta
506 Siesta

506 Siesta

2 bedrooms·2 baths
Sarasota • Florida
Private beach access is 350 steps from property gate
Incredible Pool
Gated access and covered parking
Brand new furnishings make this feel like a retreat
Enjoy meals inside or on the balcony

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

2 bedrooms·2 baths
Siesta Key • Florida
4.67(9 reviews)

$ 1.488,48 USD totaal voor 5 nachten

27 nov – 2 dec 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

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 totaal voor 30 nachten

18 nov – 18 dec 2026

Pool
Outdoor dining
Drone view of Crescent Property.
Beachside
Interior

Crescent Siesta Key Unit 406.

2 bedrooms·2 baths
Siesta Key • Florida
5(76 reviews)

$ 5.422,84 USD $ 5.043,79 USD totaal voor 7 nachten

20–27 dec 2026

Best Deals on Siesta Key image 1
Best Deals on Siesta Key image 2
Best Deals on Siesta Key image 3
Best Deals on Siesta Key image 4
Best Deals on Siesta Key image 5

Best Deals on Siesta Key

1 bedroom·1 bath
Sarasota • Florida
4.72(155 reviews)

$ 532,00 USD totaal voor 3 nachten

22–25 nov 2026

Open-concept living with stylish dining area and stunning ocean-view balcony
Spacious Beachfront Condo with stunning Gulf views
Spacious Beachfront Condo with stunning Gulf views
Spacious Beachfront Condo with stunning Gulf views
Bright beachfront bedroom with private balcony and ocean views

Spacious Beachfront Condo with stunning Gulf views

3 bedrooms·2 baths
Indian Rocks Beach • Florida
4.64(11 reviews)

$ 1.178,52 USD totaal voor 3 nachten

10–13 dec 2026

Beachside Paradise | Steps to Sand & Sunsets image 1
Beachside Paradise | Steps to Sand & Sunsets image 2
Beachside Paradise | Steps to Sand & Sunsets image 3
Beachside Paradise | Steps to Sand & Sunsets image 4
Beachside Paradise | Steps to Sand & Sunsets image 5

Hart's Paradise @ Barefoot Beach

1 bedroom·1 bath
Indian Shores • Florida
4.77(82 reviews)

$ 634,00 USD totaal voor 3 nachten

30 nov – 3 dec 2026

Master bedroom King Size Bed Sliding doors to balcony
Master Bedroom King size bed
Master Bedroom 42" Roku TV
Master bedroom Sliding doors to balcony
Master bedroom Reading chair with view of beach

Sea Gate 206 Beautiful Beach Front Condo/3 BR - 2 BTH

3 bedrooms·2 baths
Indian Shores • Florida
5(180 reviews)

$ 1.339,05 USD totaal voor 3 nachten

30 nov – 3 dec 2026

Bay Shores Yacht & Tennis Club
Bay Shores Yacht & Tennis Club
Bay Shores Yacht & Tennis Club
Bay Shores Yacht & Tennis Club
Bay Shores Yacht & Tennis Club

Bay Shores Yacht & Tennis Club

2 bedrooms·2 baths
Indian Shores • Florida

$ 1.817,04 USD totaal voor 7 nachten

4–11 jan 2027

Family Resort | Pool • Mini Golf • Near Beach image 1
Family Resort | Pool • Mini Golf • Near Beach image 2
Family Resort | Pool • Mini Golf • Near Beach image 3
Family Resort | Pool • Mini Golf • Near Beach image 4
Family Resort | Pool • Mini Golf • Near Beach image 5

Family Resort | Pool • Mini Golf • Near Beach

4 bedrooms·2 baths
Seminole • Florida
5(2 reviews)

$ 1.337,00 USD totaal voor 3 nachten

22–25 nov 2026

Holiday Villa II #103 Beachside Condo
Holiday Villa II #103 Beachside Condo
Holiday Villa II #103 Beachside Condo
Holiday Villa II #103 Beachside Condo
Holiday Villa II #103 Beachside Condo

Holiday Villa II #103 Beachside Condo

2 bedrooms·2 baths
Indian Shores • Florida
5(86 reviews)

$ 1.566,18 USD totaal voor 4 nachten

6–10 dec 2026

No Crossing the Street You are Staying ON THE BEACH
Miles of Powder White Sand
Jump in the Gulf When it's Time for Water Break
Play doubles or 3x3 or 6x6
Living Room w/Recliners

Beach Paradise w/Balcony+Pool

2 bedrooms·2 baths
Indian Rocks Beach • Florida
4.6(5 reviews)

$ 1.985,41 USD totaal voor 4 nachten

4–8 dec 2026