When you book a vacation with Pink Pineapple Properties, you know you are getting a beautifully decorated and well-maintained property that has been carefully curated and designed using local artwork and décor. 
Every detail is important to us and each decision is made with you, the guest, in mind. 

We look forward to showing you why we are consistently ranked as one of the top vacation rental companies in the Sarasota Florida area.

 

 

$450-950/night

The Hollywood House

4 Bedrooms • 4 Baths (3 full, 1 half) • Sleeps 9-13
Internet Near Ocean Private Pool

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$200-550/night

Salty Mermaid

3 Bedrooms • 2 Baths (2 full) • Sleeps 4-6
Internet Near Ocean

 



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$200-550/night

Funky Fish House

2 Bedrooms • 2 Baths (2 full) • Sleeps 4-5
Internet Near Ocean

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$200-550/night

Salty Unicorn

2 Bedrooms • 2 Baths (2 full) • Sleeps 4-6
Internet Private Pool

 

 

 

 

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$129-225/night

Palm & Pine

2 Bedrooms • 1 Bath (1 full) • Sleeps 3-4
Allows pets Internet Near Ocean

 

 

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$295-650/night

Osprey Oasis

3 Bedrooms • 2 Baths (2 full) • Sleeps 2-6
Internet Private Pool

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$275-750/night

Casa del Sol

3 Bedrooms • 2 Baths (2 full) • Sleeps 1-7
Internet Fireplace Near Ocean

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$650-1,500/night

Sandy Bottoms Beach House

3 Bedrooms • 4 Baths (3 full, 1 half) • Sleeps 2-6
Internet Fireplace Oceanfront Private Pool

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$465-1,500/night

Serenity on the Water

3 Bedrooms • 4 Baths (3 full, 1 half) • Sleeps 2-8
Internet Fireplace Near Ocean Private Pool

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$265-550/night

The Pink Palm

2 Bedrooms • 1 Bath (1 full) • Sleeps 2-4
Allows pets Internet Near Ocean

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The team at Pink Pineapple Properties treats every guest like family!  We want your vacation in Sarasota to be the most enjoyable, laid back trip you have ever experienced, from the moment you walk in the front door you will feel at home. Unwind with a glass of wine as the backyard oasis draws you in and start your relaxing vacation before you even unpack.