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 for 3 nights

Nov 10 – 13, 2026

Beachfront Pass-a-Grille 2BR, Gulf Views
Front of house.
Beachfront Pass-a-Grille 2BR, Gulf Views
Beachfront Pass-a-Grille 2BR, Gulf Views
Beautiful day at the beach

Beachfront Pass-a-Grille 2BR, Gulf Views

2 bedrooms·2 baths
St. Pete Beach • Florida
4.99(71 reviews)

$3,177.53 USD $2,885.92 USD total for 7 nights

Nov 11 – 18, 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 total for 7 nights

Nov 28 – Dec 5, 2026

Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views

Golf Course and Private Pool Views

2 bedrooms·2 baths
Manatee County • Florida

$13,700.00 USD total for 60 nights

Nov 10, 2026 – Jan 9, 2027

Family home on Golf Course image 1
Family home on Golf Course image 2
Pool
Family home on Golf Course image 4
Family home on Golf Course image 5

Family home on Golf Course

4 bedrooms·4 baths
Bradenton • Florida

$2,550.00 USD total for 5 nights

Nov 10 – 15, 2026

Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach

Waterfront Pool Home w/Golf membership, near beach

3 bedrooms·2 baths
Bradenton • Florida

$8,052.00 USD total for 29 nights

Nov 10 – Dec 9, 2026

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

$759.92 USD total for 3 nights

Nov 14 – 17, 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 for 28 nights

Apr 15 – May 13, 2027

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 for 75 nights

Jan 2 – Mar 18, 2027

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)

$1,521.22 USD total for 5 nights

Nov 10 – 15, 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)

$3,929.32 USD total for 3 nights

Nov 10 – 13, 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 for 3 nights

Nov 13 – 16, 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 total for 3 nights

Nov 28 – Dec 1, 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 for 3 nights

Nov 10 – 13, 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????
Dining Room

#1 Siesta Key Beach Glass House w/supplies

2 bedrooms·2 baths
Siesta Key • Florida
4.64(58 reviews)

$2,141.35 USD total for 7 nights

Nov 14 – 21, 2026

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(4 reviews)

$5,391.20 USD total for 7 nights

Dec 7 – 14, 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

$3,329.77 USD total for 14 nights

Nov 10 – 24, 2026

The Sapphire Escape
The Sapphire Escape
The Sapphire Escape
The Sapphire Escape
The Sapphire Escape

The Sapphire Escape

1 bedroom·1 bath
Sarasota • Florida

$2,293.87 USD total for 14 nights

Dec 4 – 18, 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/ night(excl. fees & taxes)
Holiday Home in Saint Peterburg - Enjoy the Pool! image 1
Holiday Home in Saint Peterburg - Enjoy the Pool! image 2
Holiday Home in Saint Peterburg - Enjoy the Pool! image 3
Extendable Dining Table
Holiday Home in Saint Peterburg - Enjoy the Pool! image 5

Holiday Home in Saint Peterburg - Enjoy the Pool!

2 bedrooms·1 bath
St. Petersburg • Florida
5(2 reviews)

$2,236.00 USD total for 21 nights

Nov 10 – Dec 1, 2026

Bathroom
Kitchen
Beach
Building Arial View
St Pete Beach

St Pete Beachside Condo

1 bedroom·1 bath
St. Pete Beach • Florida
5(3 reviews)

$1,297.68 USD total for 5 nights

Nov 10 – 15, 2026

Living room with Full Size sleep sofa
Private condo steps to beach (3)
Private condo steps to beach (3)
Newly remodeled bathroom as of 1/2024
Fully equipped kitchen

Private condo steps to beach (3)

1 bedroom·1 bath
St. Pete Beach • Florida

$1,511.70 USD total for 6 nights

Nov 10 – 16, 2026

The Casa Blanca resort beach offers free cabanas
Olympic sized heated pool
White sandy beaches
Frolicking birds
Private villa with screened porch 2 villas from beach

Sun & Sand ~ “Happy Place Villa” Steps to Beach

2 bedrooms·1 bath
Siesta Key • Florida
5(13 reviews)

$1,525.50 USD $1,426.63 USD total for 5 nights

Nov 12 – 17, 2026

Siesta Dunes Pool
Living room - 65" TV, sleeper sofa
Lanai with sliders - "Palm View"
Living room - 65" TV, sleeper sofa
Living room with 65" TV

Palm View at Siesta Dunes

2 bedrooms·2 baths
Siesta Key • Florida
5(15 reviews)

$2,580.08 USD total for 7 nights

Nov 28 – Dec 5, 2026