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)

$ 753,00 USD totaal voor 3 nachten

15–18 nov 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 totaal voor 3 nachten

26–29 okt 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 totaal voor 3 nachten

23–26 okt 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 totaal voor 3 nachten

23–26 okt 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 totaal voor 3 nachten

23–26 okt 2026

Private heated pool and spacious fenced backyard with artificial turf, colorful seating, and an outdoor dining area.
La Casita | Private Heated Pool
La Casita | Private Heated Pool
La Casita | Private Heated Pool
La Casita | Private Heated Pool

La Casita | Private Heated Pool

3 bedrooms·2 baths
Bradenton • Florida

$ 1.201,50 USD totaal voor 3 nachten

23–26 okt 2026

Bradenton Riverfront 4BR: Heated Pool, Spa, Dock
Bradenton Riverfront 4BR: Heated Pool, Spa, Dock
Bradenton Riverfront 4BR: Heated Pool, Spa, Dock
Bradenton Riverfront 4BR: Heated Pool, Spa, Dock
Bradenton Riverfront 4BR: Heated Pool, Spa, Dock

Bradenton Riverfront 4BR: Heated Pool, Spa, Dock

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

$ 3.111,95 USD $ 2.841,19 USD totaal voor 5 nachten

23–28 okt 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 totaal voor 5 nachten

30 okt – 4 nov 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 totaal voor 60 nachten

23 okt – 22 dec 2026

Hubbel Hideaway
Hubbel Hideaway
Hubbel Hideaway
Hubbel Hideaway
Hubbel Hideaway

Hubbel Hideaway

4 bedrooms·3 baths
Bradenton • Florida

$ 1.630,00 USD totaal voor 3 nachten

23–26 okt 2026

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

$ 6.961,92 USD totaal voor 3 nachten

23–26 okt 2026

Landscape lighting and firepit in the front of the house
View of the canal in the back of the house
Sunrise over the pool and covered outdoor seating.
Large pull out sectional facing the fireplace and flatscreen TV
Living room with pull out couch, flatscreen and dining table

Tropi-Casa

4 bedrooms·2 baths
Bradenton • Florida

$ 862,50 USD totaal voor 3 nachten

23–26 okt 2026

Property grounds
Terrace/patio
Bathroom
Bathroom
Bathroom

Beautiful 2 Bed/2 Bath Cozy Cottage Retreat — Your Home Away From Home

1 bedroom·1 bath
Sarasota • Florida

$ 680,00 USD totaal voor 3 nachten

23–26 okt 2026

Perfect place to relax, read a book, and cool down with a dip in crystal clear pool with water fall feature
Front of house
Front entry way
Sun Soaked Paradise - Heated Pool image 5
Living room with ample seating large television.

Sun Soaked Paradise - Heated Pool

3 bedrooms·2 baths
Bradenton • Florida
5(1 review)

$ 1.010,00 USD $ 938,50 USD totaal voor 3 nachten

23–26 okt 2026

Oceanview Gulf-Front 2BR/2BA | Pass-a-Grille Beach
Front of house.
Oceanview Gulf-Front 2BR/2BA | Pass-a-Grille Beach
Oceanview Gulf-Front 2BR/2BA | Pass-a-Grille Beach
Beautiful day at the beach

Oceanview Gulf-Front 2BR/2BA | Pass-a-Grille Beach

2 bedrooms·2 baths
St. Pete Beach • Florida
4.99(71 reviews)

$ 4.173,38 USD $ 3.586,60 USD totaal voor 7 nachten

11–18 nov 2026

Pass-a-Grille Gulf Front Cottage, Ocean View
Pass-a-Grille Gulf Front Cottage, Ocean View
Pass-a-Grille Gulf Front Cottage, Ocean View
Pass-a-Grille Gulf Front Cottage, Ocean View
Beach. Steps from the cottage

Pass-a-Grille Gulf Front Cottage, Ocean View

1 bedroom·1 bath
St. Pete Beach • Florida
4.85(27 reviews)

$ 7.476,17 USD $ 6.392,55 USD totaal voor 28 nachten

1–29 dec 2026

Private screened salt water pool
Sundays on Putnam | Private Heated Pool
Sundays on Putnam | Private Heated Pool
Bright designer kitchen with farmhouse sink, chic pink fridge, and a gas stove.
Sundays on Putnam | Private Heated Pool

Sundays on Putnam | Private Heated Pool

2 bedrooms·2½ baths
Sarasota • Florida

$ 1.582,00 USD totaal voor 7 nachten

23–30 okt 2026

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

$ 403,41 USD totaal voor 3 nachten

23–26 okt 2026

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

$ 372,90 USD totaal voor 3 nachten

23–26 okt 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 totaal voor 30 nachten

23 okt – 22 nov 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 totaal voor 7 nachten

23–30 okt 2026

Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month

Art Deco Masterpiece High Season Multi-Month

2 bedrooms·2 baths
Sarasota • Florida

$ 31.480,00 USD totaal voor 120 nachten

23 okt 2026 – 20 feb 2027

Cozy coastal living with Smart TV & relaxing vibe
Lido Beach Pool & Pavilion, The 25-meter lap pool is open Friday through Sunday, from 10:00 am to 4:30 pm, weather permitting. Fees apply.
Primary queen suite with private ensuite and plenty of natural light
Lido Key Beach
Sunny dining area for morning coffee or family dinners

Lido Key | Steps to Beach, Walk to St. Armands

2 bedrooms·2 baths
Sarasota • Florida
4.97(39 reviews)

$ 1.282,00 USD totaal voor 3 nachten

8–11 nov 2026

Main living room with ample seating, dining today and bright sunshine gracing the windows.
Move the additional seating over to the couch after sitting down for dinner.
Lido Key Beach
Dinner for 4. Quick and easy access to the full size kitchen for home cooked meals while on vacay.
Queen bed, with additional ceiling fans if you like it really cold and of course your very own private full bathroom. Also, ample closet space to fully stretch out.

Lido Key Beach Escape | 2 Private Suites

2 bedrooms·2 baths
Sarasota • Florida
4.95(21 reviews)

$ 1.862,55 USD totaal voor 3 nachten

7–10 nov 2026