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

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)
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

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)
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

$6,002.88 USD total for 3 nights

Sep 23 – 26, 2026

Backyard Oasis: Dive into relaxation with a sparkling pool and spa, surrounded by lush greenery!
Exterior: Vibrant sunsets and lush greenery await you in this stunning Bradenton retreat!
Living room with leather sofa, chairs and coffee table
Fully equipped kitchen with stainless steel appliances including French Door refrigerator with water and ice maker in door, glass electric stove, oven, microwave, coffee maker, electric tea kettle, dishes, cooking and baking pans, pots
Wood dining table

Heated Pool, Spa, BBQ, Games, Fire Pit, Sleeps 10

3 bedrooms·2 baths
Bradenton • Florida
5(75 reviews)
$109 – $756/ night(excl. fees & taxes)
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

$2,297.12 USD total for 3 nights

Sep 23 – 26, 2026

Hubbel Hideaway
Hubbel Hideaway
Hubbel Hideaway
Hubbel Hideaway
Hubbel Hideaway

Hubbel Hideaway

4 bedrooms·3 baths
Bradenton • Florida

$1,502.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Tropical Mediterranean Villa
Tropical Lanai Salt Water Pool - Jacuzzi
Cathedral Great Room
California King
Modern Kitchen

Villa Ocala

3 bedrooms·2 baths
Venice • Florida

$1,378.60 USD $1,322.38 USD total for 5 nights

Sep 23 – 28, 2026

Aerial shot of house and pool.
Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub
Aerial of patio & pool
Pool & outdoor area at night.
Pool & Hot tub at night.

Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub

3 bedrooms·2 baths
Bradenton • Florida
5(50 reviews)

$1,880.00 USD total for 3 nights

Dec 25 – 28, 2026

My Peaceful place on the bay. image 1
My Peaceful place on the bay. image 2
My Peaceful place on the bay. image 3
My Peaceful place on the bay. image 4
My Peaceful place on the bay. image 5

My Peaceful place on the bay.

2 bedrooms·2 baths
Bradenton • Florida
4.99(187 reviews)
$111 – $195/ night(excl. fees & taxes)
Screened heated salt pool, hot tub and patio. Includes new smart TV, patio furniture, picnic table and chaise lounge chairs.
Relax in our bubbling, heated salt hot tub!
Beaches + Htd Pool/Spa + Fenced Yard + Game Room! image 3
Master bedroom with new king bed, smart TV, private attached bathroom, ceiling fan and double closets.
Bedroom offers 2 new twin beds and 1 new full bed. Also includes new smart TV and ceiling fan.

AMI Beaches + Heated Salt Pool + Spa + Large Yard

3 bedrooms·2 baths
Bradenton • Florida
5(49 reviews)

$1,650.00 USD total for 3 nights

Oct 4 – 7, 2026

Family home on Golf Course image 1
Family home on Golf Course image 2
Pool
Family home on Golf Course image 4
Family home on Golf Course image 5

Family home on Golf Course

4 bedrooms·4 baths
Bradenton • Florida

$2,550.00 USD total for 5 nights

Oct 1 – 6, 2026

Dive into your own private paradise! Welcome to your "Happy Place" with a private fully-fenced backyard, surrounded by mature palm trees and a spacious HEATED SALTWATER POOL, plus tons of color changing lights!
Covered patio with fire pit, dining area & BBQ—perfect evenings
The sunlit Family Room with sparkling swimming pool views, an expansive L-shaped couch, oversized ottoman, children's books, games, and Smart TV for endless entertainment options, make it the perfect hub for relaxation and family fun!
Screened pool oasis with loungers, travertine deck & sunset views
Stainless LG appliances Quartz countertops Child & baby-friendly amenities Fully Stocked

Heated Pool+5mile to AMI & IMG+Kid Friendly

4 bedrooms·2 baths
Bradenton • Florida
5(114 reviews)

$1,289.44 USD total for 4 nights

Sep 23 – 27, 2026

DazeOffAMI - Gulf & Bay Views, Walk to Bridge St!
DazeOffAMI - Gulf & Bay Views, Walk to Bridge St!
DazeOffAMI - Gulf & Bay Views, Walk to Bridge St!
DazeOffAMI - Gulf & Bay Views, Walk to Bridge St!
3-story Townhouse (Living areas on 2nd and 3rd Floors)

DazeOffAMI - Gulf & Bay Views, Walk to Bridge St!

3 bedrooms·2½ baths
Bradenton Beach • Florida
5(149 reviews)

$2,682.59 USD total for 7 nights

Sep 26 – Oct 3, 2026

350 feet of waterfront and a pair that extended out 250 feet into the river.
The house all lite up at night. Very peaceful
The Blue Heron Riverfront Retreat
The Blue Heron Riverfront Retreat
The Blue Heron Riverfront Retreat

The Blue Heron Riverfront Retreat

4 bedrooms·4 baths
Ellenton • Florida
5(3 reviews)

$3,433.00 USD total for 5 nights

Sep 23 – 28, 2026

Coastal Palm Hideaway
Coastal Palm Hideaway
Coastal Palm Hideaway
Coastal Palm Hideaway
Coastal Palm Hideaway

Coastal Palm Hideaway

4 bedrooms·2 baths
Bradenton • Florida
4.92(62 reviews)

$1,015.87 USD total for 3 nights

Oct 16 – 19, 2026

Relax and unwind in the covered seating area next to the pool, with comfortable outdoor furniture and a dining table
The incredible outdoor space truly sets this home apart.The new saltwater pool with a spa and sunshelf were completed in spring 2023.
Guests love that the living room flows directly out to the pool and lanai!
The kitchen includes a backsplash made of real shells, floating driftwood shelves made by a local artist, granite countertops, and all the appliances and accessories you will need.
The primary bedroom has a king bed, armoire and dresser for clothing storage, and direct access to the swimming pool.

Palma Janoli

3 bedrooms·2 baths
Bradenton • Florida
5(110 reviews)

$4,063.30 USD total for 4 nights

Dec 26 – 30, 2026

Palma Rosa and Palma Janoli
The incredible outdoor space truly sets this home apart.The new saltwater pool with a spa and sunshelf were completed in spring 2023.
Palma Rosa's outdoor space includes a covered outdoor seating/dining area with an outdoor TV
Easily walk between the two houses.
Relax and unwind in the covered seating area next to the pool, with comfortable outdoor furniture and a dining table

Palma Rosa and Palma Janoli

6 bedrooms·4 baths
Bradenton • Florida
$450 – $1,727/ night(excl. fees & taxes)
Gulf Coast Home w/Private Pool Near AMI & Beaches
Gulf Coast Home w/Private Pool Near AMI & Beaches
Gulf Coast Home w/Private Pool Near AMI & Beaches
Gulf Coast Home w/Private Pool Near AMI & Beaches
Gulf Coast Home w/Private Pool Near AMI & Beaches

Gulf Coast Home w/Private Pool Near AMI & Beaches

4 bedrooms·3 baths
Bradenton • Florida
5(22 reviews)

$3,424.96 USD total for 5 nights

Sep 23 – 28, 2026

Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach

Waterfront Pool Home w/Golf membership, near beach

3 bedrooms·2 baths
Bradenton • Florida

$8,052.00 USD total for 29 nights

Nov 7 – Dec 6, 2026

Poolside meets game time
From the heated pool and hot tub to the game courts, fire pit, and outdoor lounging areas—our backyard is designed for the ultimate getaway experience.
Soak in the hot tub before or after a refreshing dip in the pool—perfect for relaxing mornings, sunset wind-downs, or starlit evenings.
The ultimate bunk room & play space! Featuring 6 queen-size bunk beds, this fun-filled room is perfect for kids, teens, and groups to sleep, play, and make unforgettable memories together.
Enjoy our spacious mini golf course—perfect for friendly competition, family fun, and laid-back afternoons right at the property.

Htd Pool, TikiHut, Pickleball, Golf, 7 mi to AMI

5 bedrooms·3 baths
Bradenton • Florida
$385 – $2,745/ night(excl. fees & taxes)