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Holiday Rentals in Sarasota

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1010 rentals in Sarasota.
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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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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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Paradise on Siesta Key!, holiday rental in Sarasota

Paradise on Siesta Key!

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Charming Home...close to everything! 3/2 Updated, holiday rental in Sarasota

Charming Home...close to everything! 3/2 Updated

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Timberwoods Vacation Villas Best Value in Sarasota, holiday rental in Sarasota

Timberwoods Vacation Villas Best Value in Sarasota

2 bedrooms
2 bathrooms
Sleeps 6
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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Guest Cottage, clean, convenient and remodeled., holiday rental in Sarasota

Guest Cottage, clean, convenient and remodeled.

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Summerside Condo, holiday rental in Sarasota

Summerside Condo

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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Light and Airy and Private, Great Location, holiday rental in Sarasota

Light and Airy and Private, Great Location

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Sarasota's best kept secret! Beautiful Rennnovated Villa, 2Br 2 Bath, sleeps 4-6, holiday rental in Sarasota

Sarasota's best kept secret! Beautiful Rennnovated Villa, 2Br 2 Bath, sleeps 4-6

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tranquil Hideaway with 2 Living Areas | Near Gorgeous Siesta Key Beaches, holiday rental in Sarasota

Tranquil Hideaway with 2 Living Areas | Near Gorgeous Siesta Key Beaches

2 bedrooms
2 bathrooms
Sleeps 8
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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Villa with Private Pool and Private Enclosed Garden, holiday rental in Sarasota

Villa with Private Pool and Private Enclosed Garden

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charles Ringling Loft: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown, holiday rental in Sarasota

Charles Ringling Loft: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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PLAYALIDO UNIT #4, LIDO BEACH, holiday rental in Sarasota

PLAYALIDO UNIT #4, LIDO BEACH

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NOW ACCEPTING RESERVATIONS! Charming 2 Bedroom House, Fenced and Private, holiday rental in Sarasota

NOW ACCEPTING RESERVATIONS! Charming 2 Bedroom House, Fenced and Private

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sarasota Downtown, Best Location For Your Vacation !!!, holiday rental in Sarasota

Sarasota Downtown, Best Location For Your Vacation !!!

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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3BR 2BTH 1350sqft Condo 15 Minutes From Beaches, holiday rental in Sarasota

3BR 2BTH 1350sqft Condo 15 Minutes From Beaches

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Siesta Key Condo Just Steps From Siesta Beach, holiday rental in Sarasota

Beautiful Siesta Key Condo Just Steps From Siesta Beach

2 bedrooms
2 bathrooms
Sleeps 5
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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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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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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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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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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NEW LISTING!!!  Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!, holiday rental in Sarasota

NEW LISTING!!! Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!

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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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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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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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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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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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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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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VILLA DE LUXE SIESTA KEY- 10 PERS. A 2 MN DE LA PLAGE- PISCINE ET SPA CHAUFFE, holiday rental in Sarasota

VILLA DE LUXE SIESTA KEY- 10 PERS. A 2 MN DE LA PLAGE- PISCINE ET SPA CHAUFFE

4 bedrooms
3 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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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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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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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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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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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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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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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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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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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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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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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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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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