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Holiday Rentals in Sarasota

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851 rentals in Sarasota.
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St.Armands Circle condo ( Kingston Arms ), holiday rental in Sarasota

St.Armands Circle condo ( Kingston Arms )

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Walk to beach & St Armand's Circle !!!, holiday rental in Sarasota

Walk to beach & St Armand's Circle !!!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stunning & Bright Sarasota Home, holiday rental in Sarasota

Stunning & Bright Sarasota Home

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vacation Rental; 3 bedroom/2 bathin a quiet neighborhood, holiday rental in Sarasota

Vacation Rental; 3 bedroom/2 bathin a quiet neighborhood

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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A Wonderful Pool House on a lake full of wildlife., holiday rental in Sarasota

A Wonderful Pool House on a lake full of wildlife.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Jamaica Royale 302 Updated with a great Gulf view!, holiday rental in Sarasota

Jamaica Royale 302 Updated with a great Gulf view!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Firethorn 322 at Midnight Cove Siesta Key, FL., holiday rental in Sarasota

Firethorn 322 at Midnight Cove Siesta Key, FL.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6, holiday rental in Sarasota

Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Bayside Treasure - Exceptional Waterfront Views!!, holiday rental in Sarasota

A Bayside Treasure - Exceptional Waterfront Views!!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Living the Dream on Lido I, cute condo one block to the beach, holiday rental in Sarasota

Living the Dream on Lido I, cute condo one block to the beach

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Secluded Home with Private, heated, saltwater pool   Pet Friendly, holiday rental in Sarasota

Secluded Home with Private, heated, saltwater pool Pet Friendly

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious Waterfront Home Walking Distance from Lido Beach and St Armands Circle, holiday rental in Sarasota

Luxurious Waterfront Home Walking Distance from Lido Beach and St Armands Circle

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Full Gulf Views Across from Siesta Key Beach, holiday rental in Sarasota

Full Gulf Views Across from Siesta Key Beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Immaculate, close to everything Sarasota, holiday rental in Sarasota

Immaculate, close to everything Sarasota

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Full Gulffront Luxury Condo on Crescent Beach - Breathtaking Panoramic Views, holiday rental in Sarasota

Full Gulffront Luxury Condo on Crescent Beach - Breathtaking Panoramic Views

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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THANKSGIVING AVAILABLE� 3BED/3BATH, GREAT VIEWS!'WARRIOR' AIR PURIFIER! �, holiday rental in Sarasota

THANKSGIVING AVAILABLE� 3BED/3BATH, GREAT VIEWS!'WARRIOR' AIR PURIFIER! �

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Immaculate, Newly Remodeled Close to Siesta Beach, holiday rental in Sarasota

Immaculate, Newly Remodeled Close to Siesta Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Living The Dream On Lido II, walk to beach and St  Armand’s circle., holiday rental in Sarasota

Living The Dream On Lido II, walk to beach and St Armand’s circle.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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ON BEACH! ALL Remodeled!! Nice pool. Free beach chairs,lots of activities area, holiday rental in Sarasota

ON BEACH! ALL Remodeled!! Nice pool. Free beach chairs,lots of activities area

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Townhouse with Garage - Across from Siesta Key Beach!, holiday rental in Sarasota

Townhouse with Garage - Across from Siesta Key Beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Just a three minute walk from the white sand of the world renowned Siesta Beach, holiday rental in Sarasota

Just a three minute walk from the white sand of the world renowned Siesta Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated, Centrally Located, Sarasota Rental House, Close To Amish Community, holiday rental in Sarasota

Renovated, Centrally Located, Sarasota Rental House, Close To Amish Community

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Large Private Home On Water With Pool/Spa On #1Beach In Us! - Siesta Key, holiday rental in Sarasota

Large Private Home On Water With Pool/Spa On #1Beach In Us! - Siesta Key

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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ONE MILE from beautiful Siesta Key, #1 beach in the USA!!!, holiday rental in Sarasota

ONE MILE from beautiful Siesta Key, #1 beach in the USA!!!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool/BBQ/walk to town, holiday rental in Sarasota

Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool/BBQ/walk to town

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Beach Condo on Crescent Beach - #1 Beach in USA, holiday rental in Sarasota

Luxury Beach Condo on Crescent Beach - #1 Beach in USA

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Palm Bay Club #168 (Recently updated) Private beach perfect for a Stay-cation, holiday rental in Sarasota

Palm Bay Club #168 (Recently updated) Private beach perfect for a Stay-cation

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spacious beach house sleeping 13 with private heated pool and hot tub, holiday rental in Sarasota

Spacious beach house sleeping 13 with private heated pool and hot tub

4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Vacation delight! Cozy condo just steps from the beach and St. Armands circle., holiday rental in Sarasota

Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lido/Sarasota, St.Armand's HEATED POOL home w/grill, walk to Beach &St. Armand's, holiday rental in Sarasota

Lido/Sarasota, St.Armand's HEATED POOL home w/grill, walk to Beach &St. Armand's

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Oceanfront/Beachfront Condo in Premier Complex - Y Building, holiday rental in Sarasota

Oceanfront/Beachfront Condo in Premier Complex - Y Building

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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5 ⭐️, WATERFRONT HOME, SIESTA KEY, BOAT LIFT, DOCK, HEATED POOL, HOT TUB, GRILL, holiday rental in Sarasota

5 ⭐️, WATERFRONT HOME, SIESTA KEY, BOAT LIFT, DOCK, HEATED POOL, HOT TUB, GRILL

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Less than 2 Blocks to the Beach Heated Pool, holiday rental in Sarasota

Less than 2 Blocks to the Beach Heated Pool

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast, holiday rental in Sarasota

Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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At the Beach - Where Tomorrow is Just Another Day in Paradise, holiday rental in Sarasota

At the Beach - Where Tomorrow is Just Another Day in Paradise

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Lido Beach and St. Armand's Circle at your Footsteps. Ask about the guest house!, holiday rental in Sarasota

Lido Beach and St. Armand's Circle at your Footsteps. Ask about the guest house!

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Charming Private Garden Cottage hide away in the heart of Sarasota, holiday rental in Sarasota

Charming Private Garden Cottage hide away in the heart of Sarasota

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Midcentury Modern 3 BR - Pool in Sarasota, Close to Beaches!, holiday rental in Sarasota

Midcentury Modern 3 BR - Pool in Sarasota, Close to Beaches!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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RECENTLY RENOVATED! Only steps to the beach and premium everything!, holiday rental in Sarasota

RECENTLY RENOVATED! Only steps to the beach and premium everything!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful corner unit at a wonderful resort on America’s #1 beach, holiday rental in Sarasota

Beautiful corner unit at a wonderful resort on America’s #1 beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated 4th Floor Condo Directly Across For The Siesta Key Beach, holiday rental in Sarasota

Newly Renovated 4th Floor Condo Directly Across For The Siesta Key Beach

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Siesta Key on the Beach - Gulf View - Renovated Throughout!, holiday rental in Sarasota

Siesta Key on the Beach - Gulf View - Renovated Throughout!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Siesta Key - Beach Front  Condo at Siesta Dunes, holiday rental in Sarasota

Siesta Key - Beach Front Condo at Siesta Dunes

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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BRAND NEW HOME! Private Heated Pool-Walking Distance to St. Armand's!, holiday rental in Sarasota

BRAND NEW HOME! Private Heated Pool-Walking Distance to St. Armand's!

7 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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Affordable 2ba/1ba Waterfront Cottage in Sarasota close to downtown and beaches, holiday rental in Sarasota

Affordable 2ba/1ba Waterfront Cottage in Sarasota close to downtown and beaches

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private Heated Pool Home Short Walk to St Armands & Lido Beach, holiday rental in Sarasota

Private Heated Pool Home Short Walk to St Armands & Lido Beach

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spotless, Close to everything Beaches are Open (Read Our Reviews), holiday rental in Sarasota

Spotless, Close to everything Beaches are Open (Read Our Reviews)

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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THANKSGIVING AVAIL�/CHRISTMAS AVAIL�DISCOUNT! NEW RENO 2BED/2BTH  ON BEACH, holiday rental in Sarasota

THANKSGIVING AVAIL�/CHRISTMAS AVAIL�DISCOUNT! NEW RENO 2BED/2BTH ON BEACH

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Home near Siesta Key with a pool, holiday rental in Sarasota

Waterfront Home near Siesta Key with a pool

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lido, St. Armand's HEATED POOL home w/grill, walk to Lido Beach/ St. Armand's, holiday rental in Sarasota

Lido, St. Armand's HEATED POOL home w/grill, walk to Lido Beach/ St. Armand's

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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