Vacation rentals in South Sarasota, FL

Best vacation rentals and Airbnb offers in South Sarasota, FL

Hidden quiet gem close to everything!!!

Holiday Home, South Sarasota

Hidden quiet gem close to everything!!! is a holiday home in South Sarasota, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Hidden quiet gem close to everything!!!

Hidden quiet gem close to everything!!! is a holiday home in South Sarasota, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,831.

From$200/night

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Minutes to Siesta Key

Holiday Home, South Sarasota

Minutes to Siesta Key is a holiday home in South Sarasota, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Minutes to Siesta Key

Minutes to Siesta Key is a holiday home in South Sarasota, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, fireplace, and outdoor fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $868.

From$100/night

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Modern Studio Retreat • Near Siesta Key

Apartment, South Sarasota

Modern Studio Retreat · Near Siesta Key is a apartment in South Sarasota, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Modern Studio Retreat • Near Siesta Key

Modern Studio Retreat · Near Siesta Key is a apartment in South Sarasota, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $777.

From$111/night

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Bright Sarasota Bungalow - 5 Mi to Siesta Beach!

Holiday Home, South Sarasota

Bright Sarasota Bungalow - 5 Mi to Siesta Beach! is a holiday home in South Sarasota, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the…

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About Bright Sarasota Bungalow - 5 Mi to Siesta Beach!

Bright Sarasota Bungalow - 5 Mi to Siesta Beach! is a holiday home in South Sarasota, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and garden.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,286.

From$112/night

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Vacation rentals with a pool in South Sarasota, FL

Add a pool to the search when you want an easy place to cool off between outings.

One Bedroom - Ground Floor Condo - Heated Pool - Siesta Key Village

Condo, South Sarasota

One Bedroom - Ground Floor Condo - Heated Pool - Siesta Key Village is a condo in South Sarasota, with pool access, kitchen access, and room for a group. This stay gives travelers a…

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About One Bedroom - Ground Floor Condo - Heated Pool - Siesta Key Village

One Bedroom - Ground Floor Condo - Heated Pool - Siesta Key Village is a condo in South Sarasota, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,192.

From$170/night

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Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok

Holiday Home, South Sarasota

Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok is a holiday home in South Sarasota, with pet-friendly space, pool access, and room for a group. This stay…

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About Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok

Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok is a holiday home in South Sarasota, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,285.

From$184/night

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Florinda 3bdr/2bth 2car garage with New Pool

Holiday Home, South Sarasota

Florinda 3bdr/2bth 2car garage with New Pool is a holiday home in South Sarasota, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for…

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About Florinda 3bdr/2bth 2car garage with New Pool

Florinda 3bdr/2bth 2car garage with New Pool is a holiday home in South Sarasota, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,149.

From$219/night

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Peaceful Paridise

B & B, South Sarasota

Peaceful Paridise is a b & b in South Sarasota, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Peaceful Paridise

Peaceful Paridise is a b & b in South Sarasota, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,060.

From$151/night

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Vacation rentals with parking in South Sarasota, FL

Find vacation rentals that make arriving by car easier.

Charming Beach Cottage

Holiday Home, South Sarasota

Charming Beach Cottage is a holiday home in South Sarasota, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Beach Cottage

Charming Beach Cottage is a holiday home in South Sarasota, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,098.

From$157/night

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Private Cozy Sarasota Home home

Holiday Home, South Sarasota

Private Cozy Sarasota Home home is a holiday home in South Sarasota, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Private Cozy Sarasota Home home

Private Cozy Sarasota Home home is a holiday home in South Sarasota, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,611.

From$166/night

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Casa Eli - Lovely Cottage

Cottage, South Sarasota

Casa Eli - Lovely Cottage is a cottage in South Sarasota, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Casa Eli - Lovely Cottage

Casa Eli - Lovely Cottage is a cottage in South Sarasota, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,178.

From$168/night

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Bright Sarasota Bungalow - 5 Mi to Siesta Beach!

Cottage, South Sarasota

Bright Sarasota Bungalow - 5 Mi to Siesta Beach! is a cottage in South Sarasota, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Bright Sarasota Bungalow - 5 Mi to Siesta Beach!

Bright Sarasota Bungalow - 5 Mi to Siesta Beach! is a cottage in South Sarasota, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,179.

From$168/night

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Pet-friendly vacation rentals in South Sarasota, FL

Bring your pet along with stays that welcome four-legged travelers.

Modern & Fresh - Less than 3 miles to the Beach!

Holiday Home, South Sarasota

Modern & Fresh - Less than 3 miles to the Beach! is a holiday home in South Sarasota, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base…

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About Modern & Fresh - Less than 3 miles to the Beach!

Modern & Fresh - Less than 3 miles to the Beach! is a holiday home in South Sarasota, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,307.

From$135/night

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Cozy house near Siesta Key Beach

Holiday Home, South Sarasota

Cozy house near Siesta Key Beach is a holiday home in South Sarasota, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Cozy house near Siesta Key Beach

Cozy house near Siesta Key Beach is a holiday home in South Sarasota, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,059.

From$151/night

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Sarasota Apt Minutes to Siesta Key Beach

Apartment, South Sarasota

Sarasota Apt Minutes to Siesta Key Beach is a apartment in South Sarasota, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the…

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About Sarasota Apt Minutes to Siesta Key Beach

Sarasota Apt Minutes to Siesta Key Beach is a apartment in South Sarasota, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,143.

From$163/night

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Luxe Modern Home - Private, Friendly & Stylish

Holiday Home, South Sarasota

Luxe Modern Home - Private, Friendly & Stylish is a holiday home in South Sarasota, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Luxe Modern Home - Private, Friendly & Stylish

Luxe Modern Home - Private, Friendly & Stylish is a holiday home in South Sarasota, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,278.

From$183/night

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Vacation rentals with a kitchen in South Sarasota, FL

Compare stays with kitchen access for longer trips and easier meals.

Welcome to The Turtle Nest-Lanai w/Hot Tub+5mi to beach!

Holiday Home, South Sarasota

Welcome to The Turtle Nest-Lanai w/Hot Tub+5mi to beach! is a holiday home in South Sarasota, with easy beach access and kitchen access. This stay gives travelers a comfortable base for…

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About Welcome to The Turtle Nest-Lanai w/Hot Tub+5mi to beach!

Welcome to The Turtle Nest-Lanai w/Hot Tub+5mi to beach! is a holiday home in South Sarasota, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,150.

From$164/night

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Nautical Sarasota Retreat w/ Putting Green & Outdoor Shower

Apartment, South Sarasota

Nautical Sarasota Retreat w/ Putting Green & Outdoor Shower is a apartment in South Sarasota, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About Nautical Sarasota Retreat w/ Putting Green & Outdoor Shower

Nautical Sarasota Retreat w/ Putting Green & Outdoor Shower is a apartment in South Sarasota, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,173.

From$168/night

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Lovely ❤ Cottage near the Beach & Downtown SRQ.

Holiday Home, South Sarasota

Lovely ❤ Cottage near the Beach & Downtown SRQ. is a holiday home in South Sarasota, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Lovely ❤ Cottage near the Beach & Downtown SRQ.

Lovely ❤ Cottage near the Beach & Downtown SRQ. is a holiday home in South Sarasota, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,199.

From$171/night

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Centrally located near everything with bonus facilities!

Holiday Home, South Sarasota

Centrally located near everything with bonus facilities! is a holiday home in South Sarasota, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Centrally located near everything with bonus facilities!

Centrally located near everything with bonus facilities! is a holiday home in South Sarasota, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,216.

From$174/night

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Family-friendly vacation rentals in South Sarasota, FL

Plan a trip with stays that give families more room to spread out.

Exquisite Small Cottage Minutes to Siesta Key

Cottage, South Sarasota

Exquisite Small Cottage Minutes to Siesta Key is a cottage in South Sarasota, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Exquisite Small Cottage Minutes to Siesta Key

Exquisite Small Cottage Minutes to Siesta Key is a cottage in South Sarasota, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $866.

From$124/night

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Lovely Cottage - Close to Siesta, Shops & Dining

Holiday Home, South Sarasota

Lovely Cottage - Close to Siesta, Shops & Dining is a holiday home in South Sarasota, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the…

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About Lovely Cottage - Close to Siesta, Shops & Dining

Lovely Cottage - Close to Siesta, Shops & Dining is a holiday home in South Sarasota, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,284.

From$133/night

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Lovely Cottage near the Beach and Downtown Sarasota

Holiday Home, South Sarasota

Lovely Cottage near the Beach and Downtown Sarasota is a holiday home in South Sarasota, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable…

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About Lovely Cottage near the Beach and Downtown Sarasota

Lovely Cottage near the Beach and Downtown Sarasota is a holiday home in South Sarasota, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,257.

From$133/night

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Bright Sarasota Bungalow - 5 Mi to Siesta Beach!

Cottage, South Sarasota

Bright Sarasota Bungalow - 5 Mi to Siesta Beach! is a cottage in South Sarasota, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Bright Sarasota Bungalow - 5 Mi to Siesta Beach!

Bright Sarasota Bungalow - 5 Mi to Siesta Beach! is a cottage in South Sarasota, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,333.

From$144/night

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