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)

1333,40 $ USD total por 3 noches

8–11 sept 2026

Welcome to The Beach, Unit 222!
The Beach complex from the waterfront - only 15 units, nice and quiet!
Pleasant!
View to the South - sit and stay a while!
Float the day away!

Condo with a View on Longboat Key

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

1310,80 $ USD total por 3 noches

13–16 sept 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)

1141,30 $ USD total por 3 noches

8–11 sept 2026

Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool

Gorgeous Beach Home with heated pool

3 bedrooms·3 baths
Holmes Beach • Florida
5(7 reviews)

1529,61 $ USD total por 3 noches

8–11 sept 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

281,37 $ USD total por 3 noches

8–11 sept 2026

Cancelación gratuita
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

250,86 $ USD total por 3 noches

8–11 sept 2026

Cancelación gratuita
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

8425,50 $ USD total por 60 noches

8 sept – 7 nov 2026

Stunning Gulf Views, Elevator to All Floors, Mini Golf, Heated Pool/Spa
Fun in the sun starts here - Hosted by RentAnnaMaria
Sunset Views from Shore to Please! - Hosted by RentAnnaMaria
Shore to Please - Hosted by RentAnnaMaria
Amazing Views! Main Living Space (3rd Floor) - Elevator to All Floors - Hosted by RentAnna Maria

Shore to Please

5 bedrooms·4½ baths
Anna Maria • Florida
5(11 reviews)

3719,82 $ USD total por 4 noches

8–12 nov 2026

Cancelación gratuita
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

586,50 $ USD total por 3 noches

8–11 sept 2026

Cancelación gratuita
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

586,50 $ USD total por 3 noches

8–11 sept 2026

Cancelación gratuita
Even Hotel, Sarasota, FL Double Studio image 1
Even Hotel, Sarasota, FL Double Studio image 2
Even Hotel, Sarasota, FL Double Studio image 3
Even Hotel, Sarasota, FL Double Studio image 4
Even Hotel, Sarasota, FL Double Studio image 5

Even Hotel, Sarasota, FL Double Studio

1 bedroom·1 bath
Sarasota • Florida
$146 – $347/ noche(sin comisiones ni impuestos)
Even Hotel, Sarasota, FL King Studio image 1
Even Hotel, Sarasota, FL King Studio image 2
Even Hotel, Sarasota, FL King Studio image 3
Even Hotel, Sarasota, FL King Studio image 4
Even Hotel, Sarasota, FL King Studio image 5

Even Hotel, Sarasota, FL King Studio

1 bedroom·1 bath
Sarasota • Florida
$146 – $347/ noche(sin comisiones ni impuestos)
Living room from hallway
Seasonal Golf-Course Townhome in The Meadows – Fully Furnished
Fully equipped kitchen opens on courtyard
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 noches

2 ene – 18 mar 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 noches

8 sept 2026 – 6 ene 2027

Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental

Sarasota vacation rental

3 bedrooms·2 baths
Sarasota • Florida
$100/ noche(sin comisiones ni impuestos)
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 noches

8–11 sept 2026

Cancelación gratuita
Palmetto House
Palmetto House
Palmetto House
Palmetto House
Palmetto House

Palmetto House

3 bedrooms·3 baths
Sarasota • Florida

2096,79 $ USD 1915,78 $ USD total por 7 noches

8–15 sept 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)

11.453,21 $ USD 10.916,18 $ USD total por 7 noches

19–26 dic 2026

Cancelación gratuita
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)

2384,30 $ USD total por 7 noches

24–31 oct 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)

1679,51 $ USD total por 5 noches

10–15 sept 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 noches

8–11 sept 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 noches

8–11 sept 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 noches

15 abr – 13 may 2027

Cancelación gratuita
Paradiso Banyan
Paradiso Banyan
Paradiso Banyan
Paradiso Banyan
Paradiso Banyan

Paradiso Banyan

2 bedrooms·2 baths
Sarasota • Florida
$150/ noche(sin comisiones ni impuestos)