you never have to cover the windows, it's a private yard.
Pool view from the dining area
TOP WORLD BEACH AND #1 US BEACH
my favorite yellow lifeguard shack. LET'S GO VISIT>>>>> Are you coming????
Dining Room

#1 Siesta Key Beach Glass House w/supplies

2 bedrooms·2 baths
Siesta Key • Florida
4.64(58 reviews)

$2,062.25 USD total for 7 nights

Sep 26 – Oct 3, 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 total for 7 nights

Sep 23 – 30, 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 total for 60 nights

Sep 23 – Nov 22, 2026

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

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

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

View of condo from Sarasota Bay.
View of complex from public beach/Coquina Beach
Community pool
Sunrise over Sarasota Bay from condo decks/bedroom/living room
Sunset of the Gulf from condo and public beach/Coquina Beach

Sunrise/Sunset

2 bedrooms·2 baths
Bradenton Beach • Florida

$2,815.25 USD total for 7 nights

Sep 23 – 30, 2026

The Surof House
The Surof House
The Surof House
The Surof House
The Surof House

The Surof House

2 bedrooms·1 bath
Bradenton Beach • Florida
5(2 reviews)

$2,020.86 USD total for 3 nights

Sep 27 – 30, 2026

Making Waves
Making Waves
Making Waves
Making Waves
Making Waves

Making Waves

3 bedrooms·3 baths
Bradenton Beach • Florida
5(1 review)

$4,194.00 USD total for 4 nights

Sep 29 – Oct 3, 2026