Book Luxury Vacation Rentals in Siesta Key

Award-winning homes from £98

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Home spotlights in Siesta Key

Sleepy Retreat

Sleepy Retreat

  • 14 guests

  • 6 bedrooms

Siesta Key, Sarasota County

This luxury villa in Siesta Key is the ultimate Floridian coastal retreat. Take your pick of relaxing corners – from the swimming pool and games corner to the balconies and fenced garden.

Serene Seaside Villa

Serene Seaside Villa

  • 16 guests

  • 6 bedrooms

Siesta Key, Sarasota County

This Florida townhouse in Siesta Key is fun and relaxation all in one. Outside, there's a swimming pool and spa, games, a barbecue, balconies on every floor, and the showstopper – a rooftop deck for sunset cocktails.

Turn to the Light

Turn to the Light

  • 18 guests

  • 7 bedrooms

Siesta Key, Sarasota County

Moments from Siesta Key Beach, this home opens its doors to an exceptional escape. You can stroll to local restaurants, shops and attractions.

True Serenity

True Serenity

  • 14 guests

  • 6 bedrooms

Siesta Key, Sarasota County

From the saltwater pool to the impressive rooftop deck, this home is a coastal sanctuary with a lot to offer. There’s an outdoor kitchen with incredible views and plenty of games to keep the whole family entertained.


We selected the top 3% holiday homes in Siesta Key Vacation Rentals

Explore the 12 most perfect homes in our collection

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Most popular homes in Siesta Key

Siesta Dream

Siesta Dream

  • 19 guests

  • 8 bedrooms

Siesta Key, Sarasota County

Ocean Love

Ocean Love

  • 16 guests

  • 6 bedrooms

Siesta Key, Sarasota County

Siesta Paradise

Siesta Paradise

  • 12 guests

  • 5 bedrooms

Siesta Key, Sarasota County

Sunshine Fun

Sunshine Fun

  • 14 guests

  • 5 bedrooms

Sarasota County, Florida

Coastal Cooldown

Coastal Cooldown

  • 14 guests

  • 5 bedrooms

Sarasota County, Florida

Distinct Dunes

Distinct Dunes

  • 16 guests

  • 6 bedrooms

Sarasota, Florida

View from the Rooftop

View from the Rooftop

  • 16 guests

  • 6 bedrooms

Sarasota, Florida

Ocean Vista

Ocean Vista

  • 16 guests

  • 6 bedrooms

Sarasota, Florida

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Similar destinations

Take a look at our collection of luxury Vacation Rentals in Siesta Key. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Siesta Key Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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