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

Oct 26 – Dec 25, 2026

Pool/Waterfront View
Outdoor Patio Living Space & Outdoor BBQ
Tiki Hut/Dock view
Queen Bedroom, access to lanai
2nd bathroom with tub & shower

Florida's Sunshine Paradise

4 bedrooms·2 baths
Florida
5(3 reviews)

$9,765.00 USD total for 30 nights

Apr 1 – May 1, 2027

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

$1,267.22 USD total for 3 nights

Jan 2 – 5, 2027

Secluded sunset views
Large island for dining or entertainment
Centrally located
Guest Registry
Fully equipped kitchen

Herda Hideaway on Little Gasparilla Island

2 bedrooms·2 baths
Little Gasparilla Island • Florida
5(40 reviews)

$931.00 USD $817.60 USD total for 3 nights

Oct 26 – 29, 2026

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

$543.90 USD total for 3 nights

Oct 26 – 29, 2026

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)

$762.00 USD total for 3 nights

Oct 26 – 29, 2026

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 total for 3 nights

Oct 26 – 29, 2026

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

Golf Course Condo

2 bedrooms·2 baths
Sarasota • Florida

$3,665.00 USD total for 30 nights

Oct 26 – Nov 25, 2026

Modern, elegant, and luxurious. image 1
Modern, elegant, and luxurious. image 2
Modern, elegant, and luxurious. image 3
Modern, elegant, and luxurious. image 4
Modern, elegant, and luxurious. image 5

Southwest Florida Modern Retreat

3 bedrooms·2 baths
Port Charlotte • Florida
5(9 reviews)

$797.44 USD total for 3 nights

Oct 26 – 29, 2026

Float the day away!
View from our lanai - straight on out!
The sweet life!
Nice and airy!
Relax!

Condo with a View on Longboat Key

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

$971.80 USD total for 3 nights

Oct 26 – 29, 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)

$971.80 USD total for 3 nights

Oct 26 – 29, 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

Oct 26 – 29, 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

$1,968.00 USD $1,878.60 USD total for 4 nights

Oct 26 – 30, 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

Nov 16 – 19, 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 total for 3 nights

Oct 26 – 29, 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 total for 3 nights

Oct 27 – 30, 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

$750.40 USD total for 4 nights

Oct 26 – 30, 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 total for 120 nights

Oct 26, 2026 – Feb 23, 2027

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 total for 60 nights

Oct 26 – Dec 25, 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

$911.91 USD $877.62 USD total for 3 nights

Nov 8 – 11, 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 total for 3 nights

Oct 26 – 29, 2026

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 total for 5 nights

Oct 30 – Nov 4, 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)

$994.40 USD total for 3 nights

Oct 26 – 29, 2026

Kitchen
Aerial
Guest Bedroom converted to a king bed
Beach Access
Living Area

Sea Club III #4 2B / 2B Direct Beachfront Condo by RVA

2 bedrooms·2 baths
Longboat Key • Florida

$1,820.00 USD total for 5 nights

Oct 26 – 31, 2026