Location

Dates

Guests

Vacation rentals in Bradenton Beach

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)

$639.00 USD total for 3 nights

Nov 15 – 18, 2026

Private courtyard patio with dining for 4.

Private courtyard patio

Courtyard patio

Exterior detail

Comforts of Home in Secure Gated Community Just 2 Miles from Anna Maria Island

2 bedrooms·2 baths

Bradenton • Florida

5(2 reviews)

$6,302.00 USD total for 30 nights

Nov 9 – Dec 9, 2026

32” TV with streaming device Comfortable couch.

Kitchen, diningroom, livingroom area

Gulf Coast Paradise Hideaway

Queen bed, night stand with usb plug, and lamp. 32”TV with streaming device sits on top of Armoire with plenty of storage. Bedroom does have closet with hangers.

Gulf Coast Paradise Hideaway

Gulf Coast Paradise Hideaway

1 bedroom·1 bath

Palmetto • Florida

$989.85 USD $911.32 USD total for 7 nights

Nov 9 – 16, 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

Nov 9 – 12, 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

Nov 9 – 12, 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

Nov 9, 2026 – Jan 8, 2027

cozy private patio for your enjoyment

Welcome to Sea Turtle Cove!

Adjustable king size bed. Very comfortable.

Upgraded kitchen space with convection cooktop and lovely light. I added air fryer/toaster oven.

Sea Turtle Cove private oasis near beaches image 5

Sea Turtle Cove private oasis near beaches

1 bedroom·1 bath

Sarasota • Florida

4.94(70 reviews)

$432.00 USD total for 3 nights

Nov 9 – 12, 2026

Private heated pool and spacious fenced backyard with artificial turf, colorful seating, and an outdoor dining area.

Bradenton Getaway | Pool & BBQ | Near the Island

Bradenton Getaway | Pool & BBQ | Near the Island

Bradenton Getaway | Pool & BBQ | Near the Island

Bradenton Getaway | Pool & BBQ | Near the Island

Bradenton Getaway | Pool & BBQ | Near the Island

3 bedrooms·2 baths

Bradenton • Florida

$1,258.00 USD total for 3 nights

Nov 9 – 12, 2026

Our home is in the left side of the picture.

The front of our home.

Established 2019

Craig House with Heated Pool

3 bedrooms·2 baths

Bradenton • Florida

4.8(107 reviews)

$1,437.32 USD $1,376.50 USD total for 5 nights

Jan 14 – 19, 2027

Hubbel Hideaway

Hubbel Hideaway

Hubbel Hideaway

Hubbel Hideaway

Hubbel Hideaway

Hubbel Hideaway

4 bedrooms·3 baths

Bradenton • Florida

$1,738.00 USD total for 3 nights

Nov 9 – 12, 2026

Riverfront 4BR: Boat Dock, Heated Pool

Riverfront 4BR: Boat Dock, Heated Pool

Riverfront 4BR: Boat Dock, Heated Pool

Riverfront 4BR: Boat Dock, Heated Pool

Riverfront 4BR: Boat Dock, Heated Pool

Riverfront 4BR: Boat Dock, Heated Pool

4 bedrooms·4 baths

Ellenton • Florida

5(3 reviews)

$3,544.46 USD total for 5 nights

Nov 30 – Dec 5, 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

$1,747.00 USD total for 7 nights

Nov 9 – 16, 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 total for 3 nights

Nov 9 – 12, 2026

Perfect place to relax, read a book, and cool down with a dip in crystal clear pool with water fall feature

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(2 reviews)

$970.00 USD $902.50 USD total for 3 nights

Nov 9 – 12, 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

Nov 9 – Dec 9, 2026

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

Nov 17 – 24, 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 total for 120 nights

Nov 9, 2026 – Mar 9, 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

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)

$1,318.00 USD total for 3 nights

Nov 15 – 18, 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.

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)

$1,239.92 USD total for 3 nights

Nov 30 – Dec 3, 2026

Chasing the Sun- Downtown Burns Court image 1

Chasing the Sun- Downtown Burns Court image 2

Chasing the Sun- Downtown Burns Court image 3

Chasing the Sun- Downtown Burns Court image 4

Chasing the Sun- Downtown Burns Court image 5

Chasing the Sun- Downtown Burns Court

2 bedrooms·1 bath

Sarasota • Florida

4.95(62 reviews)

$149 – $374/ night(excl. fees & taxes)

Heated pool & spa

Bathroom 1 bath/shower

Bathroom 2 walk in shower

Heated Pool & Spa 3bd/2bth, near Siesta Key Beach

3 bedrooms·2 baths

Sarasota • Florida

$960.00 USD total for 3 nights

Jan 1 – 4, 2027

Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 1

Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 2

Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 3

Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 4

Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 5

Villa Blanca | Luxury 5BR Pool Home on Siesta Key

5 bedrooms·4 baths

Sarasota • Florida

5(4 reviews)

$10,594.58 USD $10,100.49 USD total for 7 nights

Dec 19 – 26, 2026

Palmetto House

3 bedrooms·3 baths

Sarasota • Florida

$2,593.12 USD total for 7 nights

Nov 29 – Dec 6, 2026

Lovely Lakeview Golf Club Condo image 1

Lovely Lakeview Golf Club Condo image 2

Lovely Lakeview Golf Club Condo image 3

Lovely Lakeview Golf Club Condo image 4

Lovely Lakeview Golf Club Condo image 5

Lovely Lakeview Golf Club Condo

2 bedrooms·2 baths

Bradenton • Florida

5(2 reviews)

$2,825.00 USD total for 30 nights

May 1 – 31, 2027