Commonwealth
Commonwealth
Commonwealth
Commonwealth
Commonwealth

Commonwealth

4 bedrooms·3½ baths
Siesta Key • Florida

1.496,25 $ USD σύνολο για 3 νύχτες

30 Νοε – 3 Δεκ 2026

5 min walk to the best Beach in America! image 1
5 min walk to the best Beach in America! image 2
5 min walk to the best Beach in America! image 3
5 min walk to the best Beach in America! image 4
5 min walk to the best Beach in America! image 5

5 min walk to the best Beach in America!

1 bedroom·2 baths
Siesta Key • Florida

3.120,00 $ USD 2.823,00 $ USD σύνολο για 30 νύχτες

18 Νοε – 18 Δεκ 2026

Treasure Boat
Treasure Boat
Treasure Boat
Treasure Boat
Brand new saltwater pool with full sun to lounge. Heated when requested, always during winter months.

Treasure Boat

3 bedrooms·2 baths
Siesta Key • Florida

1.065,75 $ USD σύνολο για 3 νύχτες

28 Νοε – 1 Δεκ 2026

Our Private Beach with chairs and umbrellas all included!!
Just a day at our private beach
Sandy's Siesta Key Condo
Sandy's Siesta Key Condo
Sandy's Siesta Key Condo

Sandy's Siesta Key Condo

2 bedrooms·1½ baths
Sarasota County • Florida

1.200,01 $ USD σύνολο για 7 νύχτες

29 Νοε – 6 Δεκ 2026

506 Siesta
506 Siesta
506 Siesta
506 Siesta
506 Siesta

506 Siesta

2 bedrooms·2 baths
Sarasota • Florida
Private beach access is 350 steps from property gate
Incredible Pool
Gated access and covered parking
Brand new furnishings make this feel like a retreat
Enjoy meals inside or on the balcony

Beach, Bay, Food, Fun - 2BD/2BA

2 bedrooms·2 baths
Siesta Key • Florida
4.67(9 reviews)

1.488,48 $ USD σύνολο για 5 νύχτες

27 Νοε – 2 Δεκ 2026

Back yard with new pool 15x28 ft
Pool Depth 3ft-5ft
Casa Blanca Ranch Home near Siesta Key Beach
15x28 ft pool with spa/hot tub
New Sun Shelves with pool chaises

Casa Blanca Ranch Home near Siesta Key Beach

3 bedrooms·2 baths
Sarasota • Florida
5(18 reviews)

2.264,65 $ USD σύνολο για 5 νύχτες

18–23 Νοε 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 σύνολο για 28 νύχτες

15 Απρ – 13 Μαΐ 2027

Living room with pullout couch
Heated pool
Siesta Key beach
Dusk view of front of building
Front door and porch area

Siesta Key Village Vacation Rental – Walk to Beach

2 bedrooms·1 bath
Sarasota • Florida

745,76 $ USD σύνολο για 3 νύχτες

29 Νοε – 2 Δεκ 2026

Pool
Outdoor dining
Drone view of Crescent Property.
Beachside
Interior

Crescent Siesta Key Unit 406.

2 bedrooms·2 baths
Siesta Key • Florida
5(76 reviews)

5.422,84 $ USD 5.043,79 $ USD σύνολο για 7 νύχτες

20–27 Δεκ 2026

Best Deals on Siesta Key image 1
Best Deals on Siesta Key image 2
Best Deals on Siesta Key image 3
Best Deals on Siesta Key image 4
Best Deals on Siesta Key image 5

Best Deals on Siesta Key

1 bedroom·1 bath
Sarasota • Florida
4.72(155 reviews)

532,00 $ USD σύνολο για 3 νύχτες

22–25 Νοε 2026

Gulf Gate Escape near Siesta Key Beaches
Gulf Gate Escape near Siesta Key Beaches
Gulf Gate Escape near Siesta Key Beaches
Gulf Gate Escape near Siesta Key Beaches
Gulf Gate Escape near Siesta Key Beaches

Gulf Gate Escape near Siesta Key Beaches

2 bedrooms·2 baths
Sarasota • Florida

722,00 $ USD σύνολο για 3 νύχτες

18–21 Νοε 2026

Prime Location: 1 Mile to Siesta Key South Bridge
Prime Location: 1 Mile to Siesta Key South Bridge
Prime Location: 1 Mile to Siesta Key South Bridge
Prime Location: 1 Mile to Siesta Key South Bridge
Prime Location: 1 Mile to Siesta Key South Bridge

Prime Location: 1 Mile to Siesta Key South Bridge

2 bedrooms·1 bath
Sarasota • Florida

3.900,00 $ USD σύνολο για 30 νύχτες

18 Νοε – 18 Δεκ 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)

1.375,73 $ USD σύνολο για 5 νύχτες

27 Νοε – 2 Δεκ 2026

Gulf Gate Paradise near Siesta Key beaches
Gulf Gate Paradise near Siesta Key beaches
Gulf Gate Paradise near Siesta Key beaches
Gulf Gate Paradise near Siesta Key beaches
Gulf Gate Paradise near Siesta Key beaches

Gulf Gate Paradise near Siesta Key beaches

1 bedroom·1 bath
Sarasota • Florida
5(71 reviews)

427,00 $ USD σύνολο για 3 νύχτες

28 Νοε – 1 Δεκ 2026

Sun Haven House - 4 mi to beach! 2 beds/2 baths image 1
Well equipped kitchen with full size appliances including a dishwasher.
King Size Bed; Nectar mattress, light cotton blanket along with linens
Queen size Nectar mattress in master bedroom with walk-in closet and adjoining bathroom with large shower.
Cozy mood lighting to enjoy tropical nights and conversation with a cool drink or two.

Sun Haven House - 4 mi to beach! 2 beds/2 baths

2 bedrooms·2 baths
Sarasota • Florida

4.040,59 $ USD σύνολο για 30 νύχτες

18 Νοε – 18 Δεκ 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(4 reviews)

10.481,85 $ USD 9.993,42 $ USD σύνολο για 7 νύχτες

19–26 Δεκ 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)

2.178,64 $ USD σύνολο για 7 νύχτες

28 Νοε – 5 Δεκ 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 σύνολο για 3 νύχτες

18–21 Νοε 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 σύνολο για 3 νύχτες

1–4 Δεκ 2026

Paradiso Banyan
Paradiso Banyan
Paradiso Banyan
Paradiso Banyan
Paradiso Banyan

Paradiso Banyan

2 bedrooms·2 baths
Sarasota • Florida
$150/ νύχτα(χωρίς χρεώσεις & φόρους)
The tiny home sits on a private 1.5 acre inland peninsula!
[Patio] Shared outdoor living space with fire pit
[Living area] This luxury 270sqft craftsman style tiny home is in the ideal location for your beach getaway.
Outdoor dining options available in the screened in lounge.
[Kitchen] Fully equipped kitchen featuring stainless steel appliances & gas cooktop. Coffee maker for all the coffee lovers out there!

·@Tiffanythetinyhome| island | netflix|bike|hammock

1 bedroom·1 bath
Sarasota • Florida

452,00 $ USD σύνολο για 3 νύχτες

18–21 Νοε 2026

[Living area] Smart TV with Netflix & Hulu
Waterfront tiny home sits on a private 1.5 acre inland peninsula! The perfect location for bird watching & kayaking around the lake.
[Living area] Doorway to the left leads into the main bedroom.
[Kitchen] Fully stocked & equipped kitchen with large farm sink and convection cooktop.
[Living area] French doors open up into the spacious backyard. Sofa converts into a bed for additional sleeping space.

@Shellmateisland |tiny home| island| bikes| kayaks

1 bedroom·1 bath
Sarasota • Florida

574,00 $ USD σύνολο για 3 νύχτες

18–21 Νοε 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
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)

1.328,00 $ USD σύνολο για 3 νύχτες

18–21 Νοε 2026