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.
$650-1,500/night
Sandy Bottoms Beach House
Size –
3 Bedrooms • 4 Bathrooms (3 full, 1 half) 4 Baths (3 full, 1 half) • Sleeps 2-6
Internet
Fireplace
Oceanfront
Private Pool
$295-550/night
Osprey Oasis
Size –
3 Bedrooms • 2 Bathrooms 2 Baths • Sleeps 2-6
Internet
Private Pool
$217-350/night
The Hollywood House
Size –
4 Bedrooms • 4 Bathrooms (3 full, 1 half) 4 Baths (3 full, 1 half) • Sleeps 9-10
Internet
Near Ocean
Private Pool
$275-500/night
Casa del Sol
Size –
3 Bedrooms • 2 Bathrooms 2 Baths • Sleeps 1-7
Internet
Fireplace
Near Ocean
$200-550/night
Salty Mermaid
Size –
3 Bedrooms • 2 Bathrooms 2 Baths • Sleeps 4-6
Internet
Near Ocean
$225-550/night
Salty Unicorn
Size –
2 Bedrooms • 2 Bathrooms 2 Baths • Sleeps 4-6
Internet
Private Pool
$134-309/night
Palm & Pine
Size –
2 Bedrooms • 1 Bathroom 1 Bath • Sleeps 3-4
Allows pets
Internet
Near Ocean
$175-550/night
Coral Jamaica
Size –
4 Bedrooms • 3 Bathrooms 3 Baths • Sleeps 2-10
Internet
Near Ocean
Updated Family Home close to Beaches and Downtown!
$650-1,500/night
Siesta Sand Castle
Size –
4 Bedrooms • 3 Bathrooms 3 Baths • Sleeps 8-10
Internet
Beach View
Private Pool
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.