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Siesta Key Vacation Rentals Travel Guide
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Dear Guest
Let us give you peace of mind.
When you reserve a villa on 5 Star Villa Holidays and are unable to travel due to Covid 19 travel restrictions.*
5 Star Villa Holidays will allow you to move your reservation to a date in the future at no charge.
Enhanced cleaning
All 5 Star Villas meet our 6 step enhanced cleaning guidelines.
Surfaces sanitised All high touch surfaces sanitised e.g Remote controls, door handles etc
Linens All linens washed on a high heat setting.
Extensive clean Following our cleaning checklist, available on request.
Wear gloves and mask To prevent cross contamination.
Approved cleaning products Disinfectants with 70% alcohol or more.
Local guidelines followed Any additional or safety measures complied with.
Reserve online with confidence knowing 5 Star Villa Holidays has you covered.
All the best,
John Paul Donnelly
P.S Go on then, reserve your 5 Star Villa Holiday knowing you are covered.
*Covid-19 travel restrictions is when laws state you are unable to travel to a certain country.
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Guaranteed Best Price
No services fees added, the price advertised is the price you pay with no hidden fees. Great!
-
Free Cancellation
Cancel within 48 hours of booking to get a full refund. More details. -
Earn Villa Miles With This Booking
Happy days! You get credit to spend on your next 5 Star Villa Holiday. Expires 12 months from booking date.
-
Free Accidental Damage Insurance, Worth
Your covered! If you accidentally break something, you will be covered up to . Please note excess fees may apply.
-
Guaranteed Best Price
No services fees added, the price advertised is the price you pay with no hidden fees. Great!
-
Free Cancellation
Cancel within 48 hours of booking to get a full refund. More details.
-
Earn Villa Miles With This Booking
Happy days! You get credit to spend on your next 5 Star Villa Holiday. Expires 12 months from booking date.
-
Free Accidental Damage Insurance, Worth
Your covered! If you accidentally break something, you will be covered up to . Please note excess fees may apply.
Best Places To Stay In Florida: Siesta Key Holiday Guide
Welcome to the No.1 website for luxury vacation rentals in Siesta Key, Florida. Home to some of the best beaches in the world, Siesta Key is a beautiful island retreat popular with families, couples and groups who want a refreshing beach break. Close to Sarasota, you'll find a spectacular coastline boasting beaming white sand and turquoise waters as well as plenty to do.
Here's our guide to all the best things to do and see in Siesta Key, from the best beaches to the best attractions and restaurants, read on to plan your perfect Florida beach getaway.
Located in the Gulf of Mexico not far from Sarasota in south west Florida, Siesta Key is a barrier island with beaches rated the best in the US and the world.
All the best,
John Paul Donnelly
P.S Picture This..Creating Magical Memories with Your Friends and Family Whilst Staying in a Luxury Siesta Key Vacation Rental.
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Why choose Siesta Key, Florida?
You can choose to stay on the island and enjoy a relaxed beach holiday with lazy days on the beach, topped with fun evenings at the many bars and club. Alternatively you can mix things up with trips across to nearby Sarasota or even Tampa which is an hour's drive away.
The beach is what people come for and it doesn't disappoint. A composition of 99% quartz delivers fine, soft sparkling white sand that stays cool despite the heat. Edged by palm trees with calm waters and breathtaking sunsets, it's easy to see why these tropical beaches are so special.
Despite their world class status, Siesta Key's many beaches don't feel overcrowded or too busy because there's plenty of shoreline to choose from. You'll also find lots of watersports to keep you occupied as well as boat trips, dolphin tours and sunset cruises.
Between Siesta Key Village and St. Armand's Circle there are plenty of shops, galleries, restaurants, spas, golf clubs, resorts, bars and nightclubs to keep you entertained. If you want more attractions or restaurants you can always pop over to nearby Sarasota or even Tampa which is only an hour's drive away.
You'll discover lots of superb places to stay in Siesta Key with a great choice of luxury beachfront vacation rentals and villas by the water's edge. Delivering dream coastal views, private pools and top facilities these are perfect vacation rentals for families, couples and groups.
For a relaxing Florida beach retreat, Siesta Key delivers all the sun, sea and sand you need in the perfect place to unwind.
10 Best Luxury Vacation Rentals in Siesta Key, Florida - Chosen for You!
Best things to do in Siesta Key, Florida
Read on for all the best beaches, restaurants and attractions in Siesta Key.
Best things to do in Siesta Key:
You've come to experience one of the best beaches in the world so head over to Siesta Key Beach. Siesta Beach has been awarded the title of America's best beach a number of times in recent years.
In addition to miles of super soft white sand you'll also find a playground, volleyball courts, tennis courts and a fitness trail on Siesta Key Beach. Just before sundown head to Sunset point to watch the sunset from the best place on the island.
Crescent Beach
For quieter shores and the best diving on the island, hop over to Crescent Beach where you can enjoy the beauty of Siesta Key in peace on a more exclusive stretch of sand popular for beachfront vacation rentals.
Point of Rocks
If you enjoy snorkelling and diving, Point of Rocks is the best place to dive on Siesta Beach. You'll have a great time spotting all the little fishes as well as crabs and other small marine life in the clear waters.
Turtle Beach
If you do happen to tire of the gleaming beaches or miss hunting through the sand for shells, check out Turtle Beach. The sand on Turtle beach has a more familiar colour with larger grains of sand, often hiding the odd shark's tooth dragged in from tropical waters. The water here is much deeper and you'll also find volleyball courts and a playground alongside the beach.
The are tons of watersports for everyone to enjoy, including jet skiing, banana boats, kayaking, paddle boarding and parasailing. The waters surrounding the beach are home to dolphins, manatees and lots of marine wildlife so it's worth taking a boat cruise to see dolphins leaping out of the water.
Siesta Key Drum Circle
Don't miss the chance to experience a Siesta Key Drum Circle on a Sunday evening just before sunset. It's a beautiful hour of dancing and drumming where no matter whether you're a tourist or a local, you can push inhibitions to one side and get loose on the sand alongside belly dancers, fire eaters and more.
Beer Can Island
For a beach in a more rustic setting, visit Beer Can Island where you'll find coves in their natural setting with the same soft white sand. Here you can tie your hammock between the trees and lie in the most tranquil setting away from the crowds.
Circus Sarasota
Take a trip to Circus Sarasota to see thrilling performances by the historic Circus Arts Conservatory. On another day you can challenge everyone to find their way through the labyrinth in the courtyard at St. Boniface Church which was inspired by the labyrinth at France's Chartes Cathedral.
For something completely different, Tampa is only an hour's drive away and Orlando a mere two.
Best restaurants in Siesta Key, Florida
The cuisine you'll find at Siesta Key is a reflection of its position in the Gulf of Mexico. Drawing inspiration from South America and the Caribbean as well as its island location, you'll find everything from Mexican to Peruvian fusion, fresh seafood, Italian and Jamaican.
The Cottage Restaurant
The Cottage Restaurant and Javier's Restaurant are both top Siesta Key restaurants that feature Peruvian-inspired dishes. For traditional flavours head to Javier's Restaurant where you'll discover authentic Peruvian fare or for something more contemporary, The Cottage Restaurant serves fantastic Peruvian-fusion dishes.
Captain Curt's Crab and Oyster Bar
Enjoy freshly caught local seafood and live music at Captain Curt's Crab and Oyster Bar or try Clayton's Siesta Grill. Alternatively, feast on flavourful Caribbean and South American cuisine at Senor Siesta Restaurant or Mexican at The Hub Baja Grill.
Italian fine dining doesn't get any better than Cafe Gabbiano whilst wood fired pizza at Flavio's is a must. For a local favourite head to Sun Garden Cafe for delicious American-style dishes inspired by food from around the world.
Best places to stay in Siesta Key
If you dream of a stunning beachfront vacation rental, Siesta Key is the perfect destination. You'll find a fantastic choice of luxury vacation rentals to suit every need.
From house rentals to condos, pet -friendly holiday rentals, villas with private pools and holiday rentals with dramatic sea views, you'll find a top accommodation with all the superb facilities you want.
Whether you need a Siesta Key holiday rental for a couple, family or group, you'll find the perfect holiday home to suit your needs. Here are our top picks of the best places to stay in Siesta Key:
or call us to discuss the best luxury holiday rentals in Siesta Key to suit you and your family
Holidays in Siesta Key: Why go?
Find out more about the top attractions in Siesta Key:
Nearest airport to Siesta Key
The nearest airport to Siesta Key is Sarasota Airport alternatively Tampa Airport is only an hour's drive away.
When is the best time to visit Siesta Key?
The best time to visit Siesta Key if you want to enjoy the warmest weather and the area at its best is in the summer months. Siesta Key is extremely popular so the summer is very busy and of course, schools are on holiday so you expect crowds although the beaches are never overcrowded. Temperatures can reach as high as 32°C during the summer.
If you want to visit Siesta Key at a quieter time, mid March to May and September to October are less busy with lower temperatures.
Where is Siesta Key?
Browse more vacation rentals and holiday homes in Siesta Key or call us to discuss the best vacation rentals to suit you and your family.
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Meet Your Expert Travel Consultants
John Paul Donnelly
Founder & CEO
John Paul's deep love for travel inspired him to turn his passion into a business and 5 Star Villa Holidays was founded in 2011. He is one of eight children and loves spending quality time with his larger-than-life family. In his spare time he loves immersing himself in different sporting activities around the world; skiing, surfing and football. He is always seeking new adventures and his philosophy is simple; love the journey of life.
Helena Doyle
Marketing Manager
Currently travelling the world and working remotely, it's no surprise that Helena is the author of 5 Star Villa Holidays' collection of travel guides. She loves exploring new countries and experiencing new cultures. If you need some holiday tips, look no further! In her spare time she loves going to the gym, compiling her 'Living the Dream' travel blog and enjoying fine wines!
Joe Donnelly
Sales Director
Living in Ireland, Joe is a family man with 2 beautiful daughters and a mischievous dog called Bruno. He is a very skilled chef who loves hosting dinner parties for family and friends. He is passionate about sport and boating. Joe is a keen golfer and loves nothing more than playing 18 holes on the best golf courses Europe has to offer. Joe has worked in the travel industry since 2005 and prides himself and his team as trustworthy travel experts.
Suzanne Pilcher
Creative Director
Born and raised by the beach in sunny Australia, Suzanne carries a deep-seeded affinity with the ocean and loves nothing more than exploring beautiful seaside destinations around the globe. As our travelling Creative, she is currently doing her best to experience and capture all that this incredible world has to offer, while living on a steady diet of coffee and art gallery visits.
Wilter Franceschi
Developer
Wilter's desire to see and experience the world took him from his home country of Brazil all the way to Vancouver, Canada, where he now lives and works for 5 Star Villa Holidays. He is an avid lover of the great outdoors and volunteers for the Canadian boat race committee. Wilter is a man of many talents, with a persevering passion for technology, programming (of course!) and science, as well as being a talented musician who likes to unwind by playing the bass and piano in his spare time.
Our Story
In 2005, John Paul Donnelly, began his luxury villa journey. He spent three years building resorts and holiday apartments in Alanya, Turkey, along with his brother, Joe. The concept was to create the most luxurious villas on the Turkish coastline and provide clients, along with their family and friends, the opportunity to enjoy exclusive holidays together.
By 2008, after the successful development of 3 resorts, JP had well and truly fallen into the world of villa rentals. With a portfolio of 6 villas and a desire to explore new places, he decided it was time to take the villa rental business outside of Turkey. He wanted to give his clients access to beautiful holiday rentals in destinations across the globe.
The expanding villa rental company was rebranded in 2011 to 5 Star Villa Holidays, and today 5 Star Villa Holidays offers over 10,000 luxury villas around the world.
JP and his partner, Helena are currently travelling the globe, devoted to hand selecting the best villas and property management companies, and giving them their stamp of approval! 5 Star Villa Holidays' ambition goes beyond being an ordinary holiday rental company. It is a marketplace for luxurious and exclusive villas around the world.
The 5 Star Villa Holidays Difference
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