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

3113,26 $ USD total por 7 noches

23–30 sept 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
$133 – $239/ noche(sin comisiones ni impuestos)
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 total por 120 noches

23 sept 2026 – 21 ene 2027

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 total por 3 noches

23–26 sept 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)

1394,40 $ USD total por 7 noches

23–30 sept 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
$72 – $239/ noche(sin comisiones ni impuestos)
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
$64 – $230/ noche(sin comisiones ni impuestos)
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
$196/ noche(sin comisiones ni impuestos)
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

8425,50 $ USD total por 60 noches

23 sept – 22 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

2130,00 $ USD total por 7 noches

23–30 sept 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)
$140 – $165/ noche(sin comisiones ni impuestos)
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)

1310,80 $ USD total por 3 noches

27–30 sept 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)

1141,30 $ USD total por 3 noches

23–26 sept 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)

1333,40 $ USD total por 3 noches

23–26 sept 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)

1406,85 $ USD total por 3 noches

23–26 sept 2026

Even Hotel, Sarasota, FL Double Studio image 1
Even Hotel, Sarasota, FL Double Studio image 2
Even Hotel, Sarasota, FL Double Studio image 3
Even Hotel, Sarasota, FL Double Studio image 4
Even Hotel, Sarasota, FL Double Studio image 5

Even Hotel, Sarasota, FL Double Studio

1 bedroom·1 bath
Sarasota • Florida
$146 – $358/ noche(sin comisiones ni impuestos)
Even Hotel, Sarasota, FL King Studio image 1
Even Hotel, Sarasota, FL King Studio image 2
Even Hotel, Sarasota, FL King Studio image 3
Even Hotel, Sarasota, FL King Studio image 4
Even Hotel, Sarasota, FL King Studio image 5

Even Hotel, Sarasota, FL King Studio

1 bedroom·1 bath
Sarasota • Florida
$146 – $358/ noche(sin comisiones ni impuestos)
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)

1227,18 $ USD total por 3 noches

29 sept – 2 oct 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)
$189 – $290/ noche(sin comisiones ni impuestos)
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)

861,06 $ USD total por 3 noches

24–27 sept 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
$170 – $800/ noche(sin comisiones ni impuestos)
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
$170 – $800/ noche(sin comisiones ni impuestos)
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 total por 120 noches

23 sept 2026 – 21 ene 2027

Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo

Golf Course Condo

2 bedrooms·2 baths
Sarasota • Florida

3665,00 $ USD total por 30 noches

23 sept – 23 oct 2026