Location

Dates

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Vacation rentals in Bradenton, Florida, United States

Living room from hallway

Seasonal Golf-Course Townhome in The Meadows – Fully Furnished

Fully equipped kitchen opens on courtyard

Patio with golf view

Seasonal Golf-Course Townhome in The Meadows – Fully Furnished

3 bedrooms·2 baths

Sarasota • Florida

4(1 review)

14 362,15 $ USD total por 75 noites

02/01/2027 – 18/03/2027

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 por 120 noites

26/10/2026 – 23/02/2027

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

600,00 $ USD total por 3 noites

26/10/2026 – 29/10/2026

Sarasota vacation rental

Sarasota vacation rental

Sarasota vacation rental

Sarasota vacation rental

Sarasota vacation rental

Sarasota vacation rental

3 bedrooms·2 baths

Sarasota • Florida

500,00 $ USD total por 3 noites

26/10/2026 – 29/10/2026

Spotless & Tranquil Bungalow (Allergen Friendly)

Ra the Tortoise, he loves cucumbers so bring some snackies!

Spotless & Tranquil Bungalow (Allergen Friendly)

Spotless & Tranquil Bungalow (Allergen Friendly)

Spotless & Tranquil Bungalow (Allergen Friendly)

Spotless & Tranquil Bungalow (Allergen Friendly)

1 bedroom·1 bath

Parrish • Florida

5(82 reviews)

718,80 $ USD total por 3 noites

01/03/2027 – 04/03/2027

Palmetto House

3 bedrooms·3 baths

Sarasota • Florida

2230,86 $ USD 2036,45 $ USD total por 7 noites

09/11/2026 – 16/11/2026

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)

1282,00 $ USD total por 3 noites

08/11/2026 – 11/11/2026

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)

1862,55 $ USD total por 3 noites

07/11/2026 – 10/11/2026

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(2 reviews)

11 383,59 $ USD 10 850,06 $ USD total por 7 noites

19/12/2026 – 26/12/2026

FlipFlopsOn III Vacation Rental • 3 Blocks to the water • FL’s Gulf Coast • Sleeps 6

Your boutique Mediterranean-style 2BR bungalow (4 beds) — resort level comfort + coastal charm!

Your own private resort — located on a serene palm-lined lain in Sarasota’s coveted coastal district!

Half a mile to the Siesta Key, home of Siesta Key Beach — experience the sugar white sands of America’s #1 beach!

A Mediterranean-meets-California retreat where natural textures and curated details invite beautiful living

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Gulf

2 bedrooms·1 bath

Sarasota • Florida

5(2 reviews)

2095,02 $ USD total por 7 noites

26/10/2026 – 02/11/2026

Heated Saltwater Pool

The pool and surrounding area features enough lighting to enjoy the Florida evenings in style!

Catch the game on the 75" TV from the HOT TUB!

Newly remodeled kitchen with new stainless steel appliances (refrigerator, induction cook top, built in microwave/oven and dishwasher).

Living Room featuring a large sectional sofa and a 55" smart TV. Sit and enjoy the abundance of natural light.

The Funky Fish House

2 bedrooms·2 baths

Sarasota • Florida

4.99(156 reviews)

1544,50 $ USD total por 5 noites

28/10/2026 – 02/11/2026

Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 1

Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 2

Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 3

Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 4

Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 5

Lovely room 5 miles from Siesta Key w/ Pool & Spa!

1 bedroom·1 bath

Sarasota • Florida

4.87(60 reviews)

225,00 $ USD total por 3 noites

01/11/2026 – 04/11/2026

Cozy Room 5 miles from beaches! image 1

Cozy Room 5 miles from beaches! image 2

Cozy Room 5 miles from beaches! image 3

Cozy Room 5 miles from beaches! image 4

Cozy Room 5 miles from beaches! image 5

Cozy Room 5 miles from beaches!

1 bedroom·1 bath

Sarasota • Florida

4.95(75 reviews)

225,00 $ USD total por 3 noites

01/11/2026 – 04/11/2026

Siesta Key beach

Dusk view of front of building

Front door and porch area

Front door and sliding glass doors

Siesta Key Village Vacation Rental – Walk to Beach

2 bedrooms·1 bath

Sarasota • Florida

749,30 $ USD total por 3 noites

26/10/2026 – 29/10/2026

Welcome to your private paradise just minutes from the beach—where relaxation begins the moment you pull in.

Big group? No problem. Our extendable dining table fits up to 10—perfect for family feasts, card nights, or celebratory toasts.

Get the best of both worlds: soft and firm pillows, a private ensuite, blackout blinds for restful sleep, and a king bed made for unwinding. Plus, a smart TV for ultimate relaxation.

When the beach is a few blocks away but the pool is right here. Welcome to the best of both worlds.

Skip the restaurants (if you want to). This kitchen’s got everything: oven, microwave, fridge, dishwasher—even a TV so you don’t miss a moment.

Siesta Key Home | Heated Pool, Theater & Arcade

4 bedrooms·3 baths

Siesta Key • Florida

5(36 reviews)

3610,66 $ USD total por 3 noites

26/10/2026 – 29/10/2026

Village Canal home short walk to Beach with pool

Village Canal home short walk to Beach with pool

Village Canal home short walk to Beach with pool

Village Canal home short walk to Beach with pool

Village Canal home short walk to Beach with pool

Village Canal home short walk to Beach with pool

3 bedrooms·2 baths

Siesta Key • Florida

5(26 reviews)

14 950,00 $ USD total por 28 noites

15/04/2027 – 13/05/2027

Paradiso Banyan

Paradiso Banyan

Paradiso Banyan

Paradiso Banyan

Paradiso Banyan

Paradiso Banyan

2 bedrooms·2 baths

Sarasota • Florida

$150/ noite(excl. taxas & impostos)

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

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

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

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

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

Blanca Cottage| Private 2BR Pool Home Near Siesta

2 bedrooms·2 baths

Siesta Key • Florida

5(2 reviews)

13 392,70 $ USD total por 14 noites

12/12/2026 – 26/12/2026

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????

#1 Siesta Key Beach Glass House w/supplies

2 bedrooms·2 baths

Siesta Key • Florida

4.64(58 reviews)

2141,35 $ USD total por 7 noites

31/10/2026 – 07/11/2026

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)

3580,96 $ USD 3083,03 $ USD total por 7 noites

11/11/2026 – 18/11/2026

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)

7345,33 $ USD 6281,34 $ USD total por 28 noites

01/12/2026 – 29/12/2026

2 Bedroom/2 Bath, One Floor condominium

2 Bedroom/2 Bath, One Floor condominium

2 Bedroom/2 Bath, One Floor condominium

2 Bedroom/2 Bath, One Floor condominium

2 Bedroom/2 Bath, One Floor condominium

2 Bedroom/2 Bath, One Floor condominium

2 bedrooms·2 baths

Sarasota • Florida

$100/ noite(excl. taxas & impostos)

The Sapphire Escape

The Sapphire Escape

The Sapphire Escape

The Sapphire Escape

The Sapphire Escape

The Sapphire Escape

1 bedroom·1 bath

Sarasota • Florida

2053,91 $ USD total por 14 noites

26/10/2026 – 09/11/2026

Relaxed lounge area, kick back, stream, and recharge.

Open living space designed for comfort, light, and flow.

Inviting dining space with subtle coastal tones for shared meals and relaxed evenings.

Fully equipped kitchen, perfect for easy meals or longer stays.

Modern kitchen with clean lines and coastal-inspired finishes.

The Indigo Escape

2 bedrooms·2 baths

Sarasota • Florida

6757,67 $ USD total por 14 noites

26/10/2026 – 09/11/2026