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North Sarasota Holiday Rentals

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50 rentals in North Sarasota.
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Paradise 4 Bedroom Pool Home Close to Siesta Key Beach and IMG Academy, holiday rental in North Sarasota

Paradise 4 Bedroom Pool Home Close to Siesta Key Beach and IMG Academy

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Cozy Sarasota Retreat - 3 Blocks to Coast!, holiday rental in North Sarasota

NEW! Cozy Sarasota Retreat - 3 Blocks to Coast!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Pet-Friendly Home w/ Yard ~6 Miles to Beach!, holiday rental in North Sarasota

Pet-Friendly Home w/ Yard ~6 Miles to Beach!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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NEW! Sarasota Home w/ Outdoor Oasis: 4 Mi to Shore, holiday rental in North Sarasota

NEW! Sarasota Home w/ Outdoor Oasis: 4 Mi to Shore

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sarasota Budget Vacation, Best Price In the Area!, holiday rental in North Sarasota

Sarasota Budget Vacation, Best Price In the Area!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Flamingo, holiday rental in North Sarasota

Flamingo

5 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 North Sarasota

Charming Private Garden Cottage hide away in the heart of Sarasota

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Adorable Beach Cottage Bungalow in Sunny Sarasota, holiday rental in North Sarasota

Adorable Beach Cottage Bungalow in Sunny Sarasota

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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*NEW LISTING* Incredible Lake View!, holiday rental in North Sarasota

*NEW LISTING* Incredible Lake View!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Affordable 2ba/1ba Waterfront Cottage in Sarasota close to downtown and beaches, holiday rental in North 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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Beautiful Home,4BR/2BR With HEATED POOL, Near Famous Siesta Key & Lido Key Beach, holiday rental in North Sarasota

Beautiful Home,4BR/2BR With HEATED POOL, Near Famous Siesta Key & Lido Key Beach

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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5-Star Luxury Condo - Beautifully Renovated!, holiday rental in North Sarasota

5-Star Luxury Condo - Beautifully Renovated!

2 bedrooms
2 bathrooms
Sleeps 4
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Seranata Sarasota beautiful 2nd floor condo gated community -steps to pool, holiday rental in North Sarasota

Seranata Sarasota beautiful 2nd floor condo gated community -steps to pool

2 bedrooms
2 bathrooms
Sleeps 4
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First floor Serenata Luxury Condo In Sarasota, holiday rental in North Sarasota

First floor Serenata Luxury Condo In Sarasota

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

Guest Cottage, clean, convenient and remodeled.

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Your tropical paradise in Sarasota, holiday rental in North Sarasota

Your tropical paradise in Sarasota

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private, Poolside, Pet-Friendly Paradise Near Downtown Sarasota, holiday rental in North Sarasota

Private, Poolside, Pet-Friendly Paradise Near Downtown Sarasota

1 bedroom
1 bathroom
Sleeps 6
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Charles Ringling Loft: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown, holiday rental in North Sarasota

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

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Pool Home with Spa, Outdoor Shower - 5 min to Upscale Shopping, Dining, holiday rental in North Sarasota

Beautiful Pool Home with Spa, Outdoor Shower - 5 min to Upscale Shopping, Dining

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Otto Ringling Suite - Large, 1 BR, 1 private bath in great and historic location, holiday rental in North Sarasota

Otto Ringling Suite - Large, 1 BR, 1 private bath in great and historic location

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Historically Significant 1 BR, 1 Private BA W/ New Bathroom Close to Everything, holiday rental in North Sarasota

Historically Significant 1 BR, 1 Private BA W/ New Bathroom Close to Everything

1 bedroom
1 bathroom
Sleeps 2
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Downtown & Arts District:  Light-filled 2 BR/2 BA W/Kitchen, Close to Bay, holiday rental in North Sarasota

Downtown & Arts District: Light-filled 2 BR/2 BA W/Kitchen, Close to Bay

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Sarasota Pool Home Close to Everything., holiday rental in North Sarasota

Sarasota Pool Home Close to Everything.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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August Ringling Room - Stay in a Piece of Sarasota History - Downtown & Beaches, holiday rental in North Sarasota

August Ringling Room - Stay in a Piece of Sarasota History - Downtown & Beaches

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private, holiday rental in North 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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Vintage Florida Bungalow in Trendy Gillespie Park, holiday rental in North Sarasota

Vintage Florida Bungalow in Trendy Gillespie Park

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Villa minutes from downtown Sarasota, Benderson, golfing, tennis &more, holiday rental in North Sarasota

Beautiful Villa minutes from downtown Sarasota, Benderson, golfing, tennis &more

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Tropical Escape Sarasota - Discover Real Florida Up-Close!, holiday rental in North Sarasota

Tropical Escape Sarasota - Discover Real Florida Up-Close!

3 bedrooms
2 bathrooms
Sleeps 15
Match: Sleeps
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The Urban Cottage A Romantic Getaway!, holiday rental in North Sarasota

The Urban Cottage A Romantic Getaway!

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The MacGregor House is 1925 Old Florida elegance, holiday rental in North Sarasota

The MacGregor House is 1925 Old Florida elegance

4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Cozy Romantic Retreat or Getaway, holiday rental in North Sarasota

Cozy Romantic Retreat or Getaway

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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47th Street Cottage in Sunny Sarasota, holiday rental in North Sarasota

47th Street Cottage in Sunny Sarasota

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sapphire Shores Retreat, holiday rental in North Sarasota

Sapphire Shores Retreat

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Serenata Sarasota 1st Floor Condo!, holiday rental in North Sarasota

Serenata Sarasota 1st Floor Condo!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Ohana, holiday rental in North Sarasota

Ohana

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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10- minute walk to downtown Sarasota, holiday rental in North Sarasota

10- minute walk to downtown Sarasota

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Just a mile to downtown Sarasota!, holiday rental in North Sarasota

Just a mile to downtown Sarasota!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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5-Star Serenata Luxury Condo Close to Beach, holiday rental in North Sarasota

5-Star Serenata Luxury Condo Close to Beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful renovated Lakeview 2 bedroom Condo in Serenata Sarasota, holiday rental in North Sarasota

Beautiful renovated Lakeview 2 bedroom Condo in Serenata Sarasota

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful Pool Home with Spa, Outdoor Shower - 5 min to Upscale Shopping, Dining, holiday rental in North Sarasota

Beautiful Pool Home with Spa, Outdoor Shower - 5 min to Upscale Shopping, Dining

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tropical retreat with pool and gardens in the heart of Sarasota, holiday rental in North Sarasota

Tropical retreat with pool and gardens in the heart of Sarasota

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Serene Sarasota Getaway near shopping and golfing., holiday rental in North Sarasota

Serene Sarasota Getaway near shopping and golfing.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cute Guest House, private entrance and yard, holiday rental in North Sarasota

Cute Guest House, private entrance and yard

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Great location, quiet, peaceful, and comfortable, holiday rental in North Sarasota

Great location, quiet, peaceful, and comfortable

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private Pool, WIFI, Grill, Screened Lanai, Close To Downtown Sarasota And Ringli, holiday rental in North Sarasota

Private Pool, WIFI, Grill, Screened Lanai, Close To Downtown Sarasota And Ringli

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Serenata Condo -Gorgeous Lake & Pool Views, Close To Beaches, UTC Mall, & More!, holiday rental in North Sarasota

Serenata Condo -Gorgeous Lake & Pool Views, Close To Beaches, UTC Mall, & More!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Mid-Mod Coastal Home w/ Pool: 1 Mi to Beach, holiday rental in North Sarasota

NEW! Mid-Mod Coastal Home w/ Pool: 1 Mi to Beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Vibrant Sarasota Studio < 1 Mile from Beach!, holiday rental in North Sarasota

NEW! Vibrant Sarasota Studio < 1 Mile from Beach!

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Relaxing and quite apartment in a great location, holiday rental in North Sarasota

Relaxing and quite apartment in a great location

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Reserve Retreat - Beautiful, Bright 1 BR, 1 BA W/ Kitchenette Dwntwn & Beach, holiday rental in North Sarasota

Reserve Retreat - Beautiful, Bright 1 BR, 1 BA W/ Kitchenette Dwntwn & Beach

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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