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 gesamt für 3 Nächte

8.–11. Sept. 2026

3BR Coastal Oasis: Waterfront Home with Pool
3BR Coastal Oasis: Waterfront Home with Pool
3BR Coastal Oasis: Waterfront Home with Pool
3BR Coastal Oasis: Waterfront Home with Pool
3BR Coastal Oasis: Waterfront Home with Pool

3BR Coastal Oasis: Waterfront Home with Pool

3 bedrooms·2 baths
Port Charlotte • Florida
$150 – $1.000/ Nacht(zzgl. Gebühren & Steuern)
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool

2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool

3 bedrooms·2 baths
North Port • Florida
4.44(18 reviews)

612,00 $ USD gesamt für 3 Nächte

8.–11. 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)
$350/ Nacht(zzgl. Gebühren & Steuern)
Enjoy the outdoor oasis with a dip in relaxation heaven, surrounded by the lush botanical of Florida!
Enjoy the light and airy space for chilling, sleeping, or hanging out!
This space offers ample room for relaxation with the family for a TV night or sleeping arrangements with a pullout extra bed.
Living room image 3
Living room image 4

Pineapple Paradise SWFL

2 bedrooms·2 baths
Port Charlotte • Florida
5(3 reviews)
$199/ Nacht(zzgl. Gebühren & Steuern)
Waterfront • Canal View • Games • King Bed
Waterfront • Canal View • Games • King Bed
Waterfront • Canal View • Games • King Bed
Waterfront • Canal View • Games • King Bed
Waterfront • Canal View • Games • King Bed

Waterfront • Canal View • Games • King Bed

2 bedrooms·2 baths
Port Charlotte • Florida
$80 – $1.000/ Nacht(zzgl. Gebühren & Steuern)
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)

1.266,73 $ USD gesamt für 3 Nächte

23.–26. Sept. 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)

932,25 $ USD gesamt für 3 Nächte

22.–25. Sept. 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)

781,96 $ USD gesamt für 3 Nächte

15.–18. Sept. 2026

Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views

Golf Course and Private Pool Views

2 bedrooms·2 baths
Manatee County • Florida

13.700,00 $ USD gesamt für 60 Nächte

8. Sept. – 7. Nov. 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
$190/ Nacht(zzgl. Gebühren & Steuern)
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

1.052,03 $ USD 1.010,73 $ USD gesamt für 3 Nächte

12.–15. Sept. 2026

Dockside and Waterfront with Pool in Charlotte Harbor
Dockside and Waterfront with Pool in Charlotte Harbor
Dockside and Waterfront with Pool in Charlotte Harbor
Dockside and Waterfront with Pool in Charlotte Harbor
Dockside and Waterfront with Pool in Charlotte Harbor

Dockside and Waterfront with Pool in Charlotte Harbor

2 bedrooms·2 baths
Port Charlotte • Florida
$82 – $3.000/ Nacht(zzgl. Gebühren & Steuern)
Our home is in the left side of the picture.
The front of our home.
Sunset View
Established 2019
Entry

Craig House with Heated Pool

3 bedrooms·2 baths
Bradenton • Florida
4.8(107 reviews)

1.150,60 $ USD 1.104,12 $ USD gesamt für 5 Nächte

10.–15. Sept. 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)

600,00 $ USD gesamt für 3 Nächte

8.–11. Sept. 2026

Sunset from the condo
Walkway to public beach
Brand new kitchen w/ spices, plenty of plates, pots, pans and utensils.
Start your morning w/ a homemade latte or espresso, French press or just coffee!
Large dining table for dinner or a family game night.

Waterfront Island Condo on Boca Grande-Pure Bliss

2 bedrooms·2 baths
Boca Grande • Florida
$447 – $527/ Nacht(zzgl. Gebühren & Steuern)
Heated Pool • 9BR/Sleeps32• Pickle/Basketball • Theater
Heated Pool • 9BR/Sleeps32• Pickle/Basketball • Theater
Heated Pool • 9BR/Sleeps32• Pickle/Basketball • Theater
Heated Pool • 9BR/Sleeps32• Pickle/Basketball • Theater
Heated Pool • 9BR/Sleeps32• Pickle/Basketball • Theater

Heated Pool • 9BR/Sleeps32• Pickle/Basketball • Theater

9 bedrooms·3 baths
Bradenton • Florida
$875 – $4.500/ Nacht(zzgl. Gebühren & Steuern)
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 gesamt für 3 Nächte

21.–24. Sept. 2026

Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater
Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater
Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater
Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater
Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater

Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater

6 bedrooms·4 baths
Bradenton • Florida
$303 – $1.499/ Nacht(zzgl. Gebühren & Steuern)
Community Pool & Courts
Condo 6 miles from breathtaking Anna Maria Island
Condo 6 miles from breathtaking Anna Maria Island
View from Lanai
Ground Floor Condo

Condo 6 miles from breathtaking Anna Maria Island

2 bedrooms·2 baths
Bradenton • Florida
$55/ Nacht(zzgl. Gebühren & Steuern)
Welcome to Paradise
Welcome to Paradise
Welcome to Paradise
Welcome to Paradise
Welcome to Paradise

Welcome to Paradise

3 bedrooms·2 baths
Bradenton • Florida
$170/ Nacht(zzgl. Gebühren & Steuern)
Screened Lanai - Heated Saltwater Pool - Hot Tub - Canal
Furnished outdoor lanai with TV, pool, hot tub, grill
Relaxing by the pool
Lounge and dining lanai area
03 270 Delido Ct Twilight-1

Villa Tranquility | Waterfront Pool & Spa Retreat Near Fishermen’s Village

3 bedrooms·2 baths
Punta Gorda • Florida
4.83(23 reviews)

1.282,20 $ USD gesamt für 3 Nächte

8.–11. Sept. 2026

Gulf Access
Gulf Access
Gulf Access
Gulf Access
Gulf Access

Gulf Access

4 bedrooms·4½ baths
Longboat Key • Florida
$2.000/ Nacht(zzgl. Gebühren & Steuern)
Sitting Area w/fireplace and desk
Floorplan layout
Workspace w/2GB Fiber Internet
Full kitchen w/new appliances
Coffee Bar w/K-cups, tea, sugar

Bradenton Boho Bungalow

3 bedrooms·2 baths
Bradenton • Florida
$300/ Nacht(zzgl. Gebühren & Steuern)