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)

$ 1.239,92 USD totaal voor 3 nachten

30 nov – 3 dec 2026

Palmetto House
Palmetto House
Palmetto House
Palmetto House
Palmetto House

Palmetto House

3 bedrooms·3 baths
Sarasota • Florida

$ 2.593,12 USD totaal voor 7 nachten

29 nov – 6 dec 2026

Beautiful Sarasota villa in a quiet tropical setting with a screened lanai for comfortable outdoor living. Surrounded by palm trees and lush landscaping, this peaceful retreat offers privacy and relaxation just minutes from beaches and attractions.
Sarasota Villa with Pool Access Tennis Near Beach image 2
Sarasota Villa with Pool Access Tennis Near Beach image 3
Sarasota Villa with Pool Access Tennis Near Beach image 4
Sarasota Villa with Pool Access Tennis Near Beach image 5

Sarasota Villa with Pool Access Tennis Near Beach

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

$ 1.543,58 USD totaal voor 7 nachten

1–8 dec 2026

Located directly on the beach! Morning coffee on the lanai overlooking Gulf and beach!
New living room furniture with views!
Siesta Key Beachfront Condo
Siesta Key Beachfront Condo
Siesta Key Beachfront Condo

Siesta Key Beachfront Condo

2 bedrooms·2 baths
Siesta Key • Florida

$ 3.113,26 USD totaal voor 7 nachten

28 nov – 5 dec 2026

Relax in the spacious living room while enjoying breathtaking Gulf views through floor-to-ceiling sliding glass doors leading out to the screened/glassed lanai
Spacious living room with comfortable leather seating, a large smart TV, and direct access to the screened/glassed lanai.
Beautifully updated gourmet kitchen featuring granite countertops, stainless steel appliances, and plenty of room to prepare meals.
Designed with extended stays in mind, this spacious kitchen offers abundant cabinetry and generous workspace.
The open dining area comfortably seats six and flows seamlessly into the beautifully updated kitchen.

Gulf Front on Siesta Key - Fishermans Haven 403

2 bedrooms·2 baths
Sarasota • Florida

$ 7.734,34 USD totaal voor 27 nachten

30 dec 2026 – 26 jan 2027

7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key

7th-Floor Water-View Getaway on Siesta Key

1 bedroom·1 bath
Siesta Key • Florida

$ 1.405,00 USD totaal voor 7 nachten

11–18 dec 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)

$ 1.158,00 USD totaal voor 7 nachten

15–22 dec 2026

See beautiful sunsets from our pool. Lots of outdoor lighting.
French Doors in the master suite open up to the screened in pool area.
Queen bed with 2 large closets and a desk.
Two twin beds
Sitting area in the master bedroom.

Beautiful pool home in Paradise! 4 miles Siesta Key & Lido, 3 miles to downtown

3 bedrooms·2 baths
Sarasota • Florida

$ 1.300,00 USD totaal voor 3 nachten

28 nov – 1 dec 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

18 nov 2026 – 18 mrt 2027

Heated pool & spa
Bathroom 1 bath/shower
Bathroom 2 walk in shower
Bedroom 1
Bedroom 3

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

3 bedrooms·2 baths
Sarasota • Florida
$120 – $360/ nacht(excl. kosten & belastingen)
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 totaal voor 3 nachten

18–21 nov 2026

View from front yard
Short walk to fishing pier
Fishing pier before hurricane Milton - now open but shorter than this photo.
Newly remodeled kitchen
Renovated Waterfront Home

Renovated Waterfront Home

3 bedrooms·2 baths
Osprey • Florida
4.4(5 reviews)

$ 1.394,40 USD totaal voor 7 nachten

18–25 nov 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

$ 377,42 USD totaal voor 3 nachten

18–21 nov 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

$ 346,91 USD totaal voor 3 nachten

18–21 nov 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

$ 1.717,00 USD totaal voor 7 nachten

18–25 nov 2026

Osprey Harbor Village 216
Osprey Harbor Village 216
Osprey Harbor Village 216
Osprey Harbor Village 216
Osprey Harbor Village 216

Osprey Harbor Village 216

3 bedrooms·2 baths
Osprey • Florida

$ 8.340,00 USD totaal voor 30 nachten

18 nov – 18 dec 2026

Lake Sarasota image 1
Lake Sarasota image 2
Lake Sarasota image 3
Lake Sarasota image 4
Lake Sarasota image 5

Lake Sarasota

4 bedrooms·2 baths
Sarasota • Florida
4.77(53 reviews)

$ 991,01 USD totaal voor 3 nachten

6–9 dec 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

$ 702,00 USD totaal voor 3 nachten

18–21 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

18 nov 2026 – 17 jan 2027

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

18–25 nov 2026

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 totaal voor 75 nachten

2 jan – 18 mrt 2027

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

20–23 nov 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

18–21 nov 2026

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 totaal voor 3 nachten

21–24 nov 2026