Palmetto House
Palmetto House
Palmetto House
Palmetto House
Palmetto House

Palmetto House

3 bedrooms·3 baths
Sarasota • Florida

$ 2.369,29 USD $ 2.161,04 USD totaal voor 7 nachten

30 sep – 7 okt 2026

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

29 sep – 6 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 totaal voor 27 nachten

30 dec 2026 – 26 jan 2027

Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month

Art Deco Masterpiece High Season Multi-Month

2 bedrooms·2 baths
Sarasota • Florida

$ 31.480,00 USD totaal voor 120 nachten

29 sep 2026 – 27 jan 2027

House at the Beach E-402
House at the Beach E-402
House at the Beach E-402
House at the Beach E-402
House at the Beach E-402

House at the Beach E-402

2 bedrooms·2 baths
Sarasota • Florida
5(1 review)
$220/ nacht(excl. kosten & belastingen)
Heated pool & spa
Bathroom 1 bath/shower
Bathroom 2 walk in shower
Bedroom 1
Bedroom 3

Heated Pool & Spa 3bd/2bth, near Siesta Key Beach

3 bedrooms·2 baths
Sarasota • Florida
$120 – $360/ nacht(excl. kosten & belastingen)
Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental

Sarasota vacation rental

3 bedrooms·2 baths
Sarasota • Florida

$ 500,00 USD totaal voor 3 nachten

29 sep – 2 okt 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

29 sep – 6 okt 2026

La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 1
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 2
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 3
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 4
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 5

La Quinta Sarasota 2 Double | Breakfast, Gym&Pool

1 bedroom·1 bath
Sarasota • Florida

$ 253,12 USD totaal voor 3 nachten

29 sep – 2 okt 2026

La Quinta Sarasota King Std | Breakfast, Gym&Pool image 1
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 2
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 3
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 4
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 5

La Quinta Sarasota King Std | Breakfast, Gym&Pool

1 bedroom·1 bath
Sarasota • Florida

$ 222,61 USD totaal voor 3 nachten

29 sep – 2 okt 2026

Property grounds
Terrace/patio
Bathroom
Bathroom
Bathroom

Beautiful 2 Bed/2 Bath Cozy Cottage Retreat — Your Home Away From Home

1 bedroom·1 bath
Sarasota • Florida

$ 713,00 USD totaal voor 3 nachten

29 sep – 2 okt 2026

Paradise at Seaplace on Longboat Key!
Paradise at Seaplace on Longboat Key!
Paradise at Seaplace on Longboat Key!
Paradise at Seaplace on Longboat Key!
Paradise at Seaplace on Longboat Key!

Paradise at Seaplace on Longboat Key!

2 bedrooms·2 baths
Longboat Key • Florida

$ 8.425,50 USD totaal voor 60 nachten

29 sep – 28 nov 2026

Private pool
Dinning room and kitchen
Fully stocked kitchen
Full stocked kitchen
Full stocked kitchen

Tropical Escape Sarasota

3 bedrooms·2 baths
Sarasota • Florida

$ 2.130,00 USD totaal voor 7 nachten

29 sep – 6 okt 2026

Living room from hallway
Seasonal Golf-Course Townhome in The Meadows – Fully Furnished
Fully equipped kitchen opens on courtyard
Courtyard
Patio with golf view

Seasonal Golf-Course Townhome in The Meadows – Fully Furnished

3 bedrooms·2 baths
Sarasota • Florida
4(1 review)

$ 14.362,15 USD totaal voor 75 nachten

2 jan – 18 mrt 2027

Welcome to The Beach, Unit 222!
The Beach complex from the waterfront - only 15 units, nice and quiet!
Pleasant!
View to the South - sit and stay a while!
Float the day away!

Condo with a View on Longboat Key

0 bedrooms·1 bath
Longboat Key • Florida
4.98(122 reviews)

$ 1.310,80 USD totaal voor 3 nachten

29 sep – 2 okt 2026

Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!

Ground Floor, Direct Oceanview on LBK!

0 bedrooms·1 bath
Longboat Key • Florida
5(28 reviews)

$ 1.141,30 USD totaal voor 3 nachten

29 sep – 2 okt 2026

Welcome to The Beach on Longboat Key, Unit 224!
Warm and cozy!
Located mid-island, gulfside!
It's the good life.
White sand and turquoise waters!

Condo With a View 4: On the Beach!

1 bedroom·1 bath
Longboat Key • Florida
4.96(26 reviews)

$ 1.333,40 USD totaal voor 3 nachten

29 sep – 2 okt 2026

Perfect Sarasota Getaway:Close to all /Heated Pool
Perfect Sarasota Getaway:Close to all /Heated Pool
Perfect Sarasota Getaway:Close to all /Heated Pool
Perfect Sarasota Getaway:Close to all /Heated Pool
Perfect Sarasota Getaway:Close to all /Heated Pool

Perfect Sarasota Getaway:Close to all /Heated Pool

3 bedrooms·2 baths
Sarasota • Florida
4.89(18 reviews)

$ 1.406,85 USD totaal voor 3 nachten

29 sep – 2 okt 2026

balcony + Gulf view
Living room with Gulf view
059-Unit 401-5
060-Unit 401-6
Beachfront Escape – Private Balcony, Gulf Views image 5

Panoramic Gulf View with Amazing Sunset.

1 bedroom·1 bath
Longboat Key • Florida
4.87(223 reviews)

$ 1.227,18 USD totaal voor 3 nachten

29 sep – 2 okt 2026

Renovated Beach Paradise. Ground Floor unit 64 image 1
052-Unit 64-2
059-Unit 64-9
058-Unit 64-8
060-Unit 64-10

Turtle Crawl Inn 64

1 bedroom·1 bath
Longboat Key • Florida
4.88(73 reviews)

$ 949,20 USD totaal voor 3 nachten

7–10 okt 2026

Right on the beach.Renovated ground Floor unit 63. image 1
020-Unit 63-4
023-Unit 63-7
024-Unit 63-8
Right on the beach.Renovated ground Floor unit 63. image 5

Turtle Crawl Inn 63

0 bedrooms·1 bath
Longboat Key • Florida
4.74(88 reviews)

$ 815,86 USD totaal voor 3 nachten

29 sep – 2 okt 2026

Sunny Bradenton Double Queen: Breakfast, Pool &Gym image 1
Sunny Bradenton Double Queen: Breakfast, Pool &Gym image 2
Sunny Bradenton Double Queen: Breakfast, Pool &Gym image 3
Sunny Bradenton Double Queen: Breakfast, Pool &Gym image 4
Sunny Bradenton Double Queen: Breakfast, Pool &Gym image 5

Sunny Bradenton Double Queen: Breakfast, Pool &Gym

1 bedroom·1 bath
Bradenton • Florida

$ 586,50 USD totaal voor 3 nachten

29 sep – 2 okt 2026

Sunny Bradenton King Studio: Breakfast, Pool & Gym image 1
Sunny Bradenton King Studio: Breakfast, Pool & Gym image 2
Sunny Bradenton King Studio: Breakfast, Pool & Gym image 3
Sunny Bradenton King Studio: Breakfast, Pool & Gym image 4
Sunny Bradenton King Studio: Breakfast, Pool & Gym image 5

Sunny Bradenton King Studio: Breakfast, Pool & Gym

1 bedroom·1 bath
Bradenton • Florida

$ 586,50 USD totaal voor 3 nachten

29 sep – 2 okt 2026

Gulf-to-Bay Living on Longboat Key
Gulf-to-Bay Living on Longboat Key
Gulf-to-Bay Living on Longboat Key
Gulf-to-Bay Living on Longboat Key
Gulf-to-Bay Living on Longboat Key

Gulf-to-Bay Living on Longboat Key

2 bedrooms·2 baths
Longboat Key • Florida

$ 25.878,00 USD totaal voor 120 nachten

29 sep 2026 – 27 jan 2027