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Holiday Rentals in Sarasota

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932 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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Siesta Key  - Fantastic Location - Walk To Beach And Village, holiday rental in Sarasota

Siesta Key - Fantastic Location - Walk To Beach And Village

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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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Villa In The Meadows ~ 1 BD / 1 BA ~ Enjoy Golf Course Views!, holiday rental in Sarasota

Villa In The Meadows ~ 1 BD / 1 BA ~ Enjoy Golf Course Views!

1 bedroom
1 bathroom
Sleeps 2
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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Lives like a modern hotel suite in the heart of historic Gillespie Park, holiday rental in Sarasota

Lives like a modern hotel suite in the heart of historic Gillespie Park

2 bedrooms
2 bathrooms
Sleeps 4
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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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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Newly Updated 3 Bedroom Pool Home - Close to Beach, holiday rental in Sarasota

Newly Updated 3 Bedroom Pool Home - Close to Beach

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Downtown Sarasota five star home, holiday rental in Sarasota

Downtown Sarasota five star home

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Updated Sienna Park Condo - 4 Miles to Siesta Key!, holiday rental in Sarasota

Updated Sienna Park Condo - 4 Miles to Siesta Key!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Across from Lido Beach Pavillon, 1 BR, 1 BA w/pool., holiday rental in Sarasota

Across from Lido Beach Pavillon, 1 BR, 1 BA w/pool.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Siesta Surf Cottage #2, holiday rental in Sarasota

Siesta Surf Cottage #2

1 bedroom
1 bathroom
Sleeps 4
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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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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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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Dream Vacation Home With All The Amenities 15 mins from the #1 Beach in Florida, holiday rental in Sarasota

Dream Vacation Home With All The Amenities 15 mins from the #1 Beach in Florida

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Siesta beach....one and only, holiday rental in Sarasota

Siesta beach....one and only

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Beach Club at Siesta Key #200C: 2 BR / 2 BA Resort by RVA, Sleeps 6, holiday rental in Sarasota

The Beach Club at Siesta Key #200C: 2 BR / 2 BA Resort by RVA, Sleeps 6

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private, holiday rental in Sarasota

Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Great location! Modern and Stylish Condo on Lido Key! Short walk to beach, holiday rental in Sarasota

Great location! Modern and Stylish Condo on Lido Key! Short walk to beach

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Waterfront 2BR 2 Bath Suite at the Sara Bay Marina, holiday rental in Sarasota

Waterfront 2BR 2 Bath Suite at the Sara Bay Marina

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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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