Pink Pineapple Five-Star Properties

11 properties  

3 Bedrooms • 4 Baths (3 full, 1 half) • Sleeps 2-6
Internet Fireplace Oceanfront Private Pool
Sandy Bottoms Beach House- The ideal beach home with a private heated pool
 
Step into this luxury beachfront property and experience beach living at its finest. Hop out of your beautiful heated pool and stroll down your private path and right into the warm gulf of Mexico to watch the most beautiful sunset of your life.

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4 Bedrooms • 3 Baths • Sleeps 8-10
Internet Beach View Private Pool

This newly remodeled, Siesta Key three-story, family home, just minutes to the #1 beach in the USA Siesta Key village, is ready to welcome you and your family to Paradise!

Step into this updated designer home close to everything Siesta Key has to offer. The home boasts several large living areas perfect for family movie night, a garage packed full of beach toys, comfy bedrooms, a well equipped chefs kitchen, four large bedrooms, an extra large lanai and much much more!

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3 Bedrooms • 2 Baths • Sleeps 2-6
Internet Private Pool

This unique home is located on a private street away from the hustle and bustle of the city, yet close to the action. As you pull up to this wooded oasis you will notice the natural vegetation that gives complete privacy to this newly renovated home where every detail has been thought of for the perfect vacation.  The cool coastal vibe is sure to impress even the most discerning guests.

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2 Bedrooms • 2 Baths • Sleeps 4-6
Allows pets Internet Private Pool

Step into this completely remodeled, designer home close to everything Sarasota has to offer. Take an easy five mile car ride to one of the most beautiful beaches in the country or stay home and relax while enjoying a glass of wine on the screened in lanai and cool off in the over sized private pool. The spacious back yard provides plenty of room for family games or sunbathing.

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2 Bedrooms • 2 Baths • Sleeps 4-6
Allows pets Internet Private Pool

Introducing The Turquoise Turtle, your charming sanctuary in Sarasota's paradise. Nestled in the heart of Gulf Gate, this cozy short-term rental offers a tranquil escape with coastal-inspired décor and modern amenities. Relax in style with a fully equipped kitchen, private patio with heated pool and hot tub, and serene garden. Located near Sarasota's top attractions, including pristine beaches and vibrant downtown shops, The Turquoise Turtle is the perfect retreat for your next getaway.

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

The Pink palm- Designer cottage close to everything Sarasota has to offer and walking distance to Siesta Key 

This newly decorated, two-bedroom bungalow duplex, just steps away from the #1 beach in the USA, Siesta Key, is ready to welcome you and your family to Paradise!  Take an easy 15 minute stroll to one of the most beautiful beaches in the country or stay home and relax while enjoying a glass of wine on the covered front porch.

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

The Sandy Starfish- Designer home close to everything Sarasota has to offer and walking distance to Siesta Key 


This newly decorated, two-bedroom duplex-bungalow, just steps away from the #1 beach in the USA, Siesta Key, is ready to welcome you and your family to Paradise!  Take an easy 15 minute stroll to one of the most beautiful beaches in the country or stay home and relax while enjoying a glass of wine on the covered front porch.

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

The home is  located a short distance from all the best of Sarasota. Near shops/restaurants in Southside Village, downtown, and Pinecraft (a quaint Amish village) . Only 5 miles to Siesta Key and Lido Key! Our home is outfitted with everything you need for a relaxing beach getaway or escape from winter: a chef's kitchen, ultra high-speed Wi-Fi (great for digital nomads), and amazing screened lanai!

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2 Bedrooms • 1 Bath • Sleeps 1-5
Allows pets Internet
Welcome to Key Lime Surf Shack, a delightful beach themed bungalow mere minutes from Siesta Key Beach! Revel in ample living space, a well-equipped kitchen, and cozy sleeping quarters. Secure your spot now for an unforgettable beach escape!

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2 Bedrooms • 1 Bath • Sleeps 1-5
Allows pets Internet
Experience comfort and style in this two-bedroom, one-bathroom retreat. Enjoy a cozy living room with a smart TV and a convenient desk area. The fully stocked kitchen includes an oven, stove, refrigerator, dishwasher, microwave, coffee maker, and toaster. Both bedrooms feature queen beds. Just a short walk to Gillespie Park's tennis, basketball, and playground facilities. Book your stay today!

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2 Bedrooms • 1 Bath • Sleeps 2-5
Allows pets Internet
Discover Siesta Sunset, a charming two-bedroom, one-bathroom unit just minutes from downtown Sarasota and the stunning Siesta Key Beach. This duplex features a spacious, inviting living area and a large outdoor sitting space with a cornhole game. Enjoy the convenience of being close to vibrant city life, exquisite dining, and shopping, while only a short drive from the beautiful beaches of Siesta Key. Perfect for a relaxing getaway with family or friends!

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