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/ night(excl. fees & taxes)
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/ night(excl. fees & taxes)
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 total for 60 nights

Sep 23 – Nov 22, 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 total for 7 nights

Sep 23 – 30, 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/ night(excl. fees & taxes)
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 total for 3 nights

Sep 27 – 30, 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 total for 3 nights

Sep 23 – 26, 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 total for 3 nights

Sep 23 – 26, 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 total for 3 nights

Sep 23 – 26, 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/ night(excl. fees & taxes)
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/ night(excl. fees & taxes)
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 total for 3 nights

Sep 29 – Oct 2, 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/ night(excl. fees & taxes)
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 for 3 nights

Sep 24 – 27, 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/ night(excl. fees & taxes)
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/ night(excl. fees & taxes)
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 for 120 nights

Sep 23, 2026 – Jan 21, 2027

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 total for 7 nights

Sep 23 – 30, 2026

Exterior
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 total for 30 nights

Sep 23 – Oct 23, 2026

IMG Academy, Heated Pool, Huge Game Room & Golf! image 1
IMG Academy, Heated Pool, Huge Game Room & Golf! image 2
IMG Academy, Heated Pool, Huge Game Room & Golf! image 3
IMG Academy, Heated Pool, Huge Game Room & Golf! image 4
IMG Academy, Heated Pool, Huge Game Room & Golf! image 5

Sunny Bradenton Oasis, Pool/ Near Beaches & Golf!

4 bedrooms·2 baths
Bradenton • Florida

$853.15 USD $821.80 USD total for 3 nights

Sep 28 – Oct 1, 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!!!
Living room
Private ground floor patio/lanai.

Resort Living Turnkey Carriage Home, waterfront

2 bedrooms·2 baths
Venice • Florida

$7,400.00 USD total for 90 nights

Sep 23 – Dec 22, 2026

Casa Milly image 1
Casa Milly image 2
Casa Milly image 3
Casa Milly image 4
Casa Milly image 5

Casa Milly

2 bedrooms·1 bath
Bradenton • Florida
5(36 reviews)
$150/ night(excl. fees & taxes)
Just at the bottom of the stairs! The beach awaits...!
Welcome to Silver Sands, Unit 256 on Longboat Key!
We're right on the Gulf! No need to cross a busy street to get to the beach!
A bird's eye view!
Silver Sands Gulf Beach Resort -- iconic, well-known (and loved!), old Florida charm, located on Gulf of Mexico Dr., beach side, just 35 units!

Tropical Beach Condo!

1 bedroom·1 bath
Longboat Key • Florida
5(11 reviews)

$1,153.60 USD total for 3 nights

Oct 16 – 19, 2026

Beautiful Resort-Style Gran Paradiso Townhouse
Hot Tub
Gran Paradiso Community
Community Pool
Sports Courts

Beautiful Resort-Style Gran Paradiso Townhouse

3 bedrooms·2½ baths
Venice • Florida
$150/ night(excl. fees & taxes)