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Siesta Key Vacation Rentals Beachfront

Cool Tours And Excursions From Siesta Key

Siesta Dunes 3-32B. Beautiful Beachfront | Siesta Key Vacation Rentals

Siesta Key offers various kayaking tours in the shallow, Intracoastal channel, where you can see different species of birds, fish, and shellfish. The tours usually happen on single kayaks and make for an adventurous time. Go for a parasailing tour if you want to enjoy a breathtaking view of the pristine coast and the shimmering waters.

Scuba diving remains one of the more popular activities on Siesta Key. The warm weather allows for diving around the local artificial reefs and natural areas all through the year. You can choose from a diverse range of scuba diving tours operated by professional companies. They offer everything from relaxing recreational and to full technical diving trips.

Floridas west coast is one of the best places to do a fishing tour. There are many private tour companies to provide you with all levels of fishing experience both onshore and offshore. Also, do take a guided culinary tour in Siesta Key as they are entertaining, interesting, informational, and most of all will satiate your taste buds like nothing else. They also provide a sneak peek into the rich history of the place. You can ask the management at your vacation rental to find out about the best companies for each of the tours.

The Best Beaches To Book A Siesta Key Rental Near

Watersport lovers will have a blast in Siesta Key its the ultimate beach destination. Its four main areas are: Siesta Beach, Crescent Beach, Turtle Beach and Siesta Key Village. When staying in your Siesta Key vacation rental, try visiting each one, as they all have a unique charm.

1. Siesta Beach

The most popular, Siesta Beach, was in fact rated the number one beach in the United States in 2011. Here, you can lounge on its lovely quartz sand, enjoying the cool feeling under your toes. Try some active sports in the tennis and volleyball courts, or go with your family for a picnic. Siesta Beach is ideal for swimming, as the water is shallow near the shore and there is lifeguard protection all year round.

2. Crescent Beach

For catching the gorgeous sunset, head to Crescent Beach. It is an area rich in coral and active marine life. The pristine white sands of the beach are ideal for sunbathing. With its stunning blue waters and peaceful vibe, its also a great place for a romantic date with your favorite person.

3. Turtle Beach

Youll find Turtle Beach on Siesta Keys southern tip. Its notably darker sands have more shells, so if you love collecting, or have little ones who do, head there. There are also playgrounds and areas for playing sport on the sand. Turtle Beach is known mainly for a large number of sea turtle nesting on its shore. The area is a popular spot for embarking on boating rides, paddleboarding, kayaking, canoeing, and jet skiing.

4. Siesta Key Village

Best Beaches Near Siesta Key Vacation Homes

The beaches of Siesta Key are its biggest draw. Vacation homes are available near beautiful beaches like Siesta Key Beach, a beach of white quartz sand with clear water, playgrounds, and tennis courts, and Crescent Beach, a wide, sandy beach on the Gulf of Mexico with picturesque views. Youll also enjoy Sarasota Beach, a quiet beach with calm waters perfect for families.

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About Siesta Key Oceanfront Rental On Rent By Owner

With more than 107 oceanfront rentals in or near Siesta Key, Rent By Owner features many wonderful beachfront places to stay. Are you traveling with groups, families, friends, or as a couple to Siesta Key? RBO vacation homes will give you maximum comfort and essential amenities such as full kitchens, Wi-Fi, hot tubs, outdoor pools, recreation and theater rooms, laundry facilities, and more for your comfort.

Looking for a beach or oceanfront rental in Siesta Key with a pool? Rent By Owner has a large selection of villas, condos, cabins, and cottages. There are rentals for both large and small travel groups. RBO vacation homes can assist you in finding the perfect accommodation in Siesta Key that meets your travel budget, giving you the option to find direct access to the stunning beaches and ocean views, Rent by Owner has plenty of room for an extended family or small family, whether you are looking for a luxury villa, resort, furnished home, cozy condo with breathtaking views with private bedrooms and baths near Siesta Key, find an oceanfront rental with an amazing view.

Stay With Siesta Key Luxury Rental Properties

Siesta Key Paradise! 4 Bedroom Beachfront Home UPDATED 2020 ...

Siesta Key Luxury Rental Properties is your premier resource for Siesta Key beach condos. Our properties are always designed with the comfort and safety of our guests in mind. Before you check-in, we ensure that your rental is fully equipped and spotless. While youre staying with us, you can quickly contact our staff anytime with any questions or concerns. Well do anything to help make your experience as relaxing and enjoyable as possible. Contact the team at SKLRP today to learn more about our Siesta Key properties and book your next Florida vacation!

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What To Do Near Siesta Key Vacation Rentals

Wobbling on a paddle board or blowing bubbles from a snorkeling tube, whizzing on personal watercraft or carving wakes through the Gulf all sorts of aqua fun is on the menu in Siesta Key. Home to boating outfitters, big fishing tourers, kitesurfing guides and turtle conservationists, this Floridian island is the place to be if you love making a splash. Dolphin cruises and whale spotting usually top the menu for families. A meeting with bottlenoses and beaked whales is all but guaranteed, between December and February.

Stay With Us At The Cottages On The Key

The Cottages on the Key is proud to be your premier resource for beachfront vacation rentals in Siesta Key. We offer cottages big and small to accommodate groups of all sizes. In addition to our beachfront rentals, we also have a wide selection of Siesta Key pool house rentals that are closer to the city if you want the added convenience of a central location. No matter which of our rental properties you choose to stay in, youll always have the benefit of our amazing customer service team. We can help you with every aspect of your stay, from selecting your vacation rental to deciding on the next activity to plan for your family. Every rental comes standard with amenities like spacious bedrooms, ample dining space, high-speed internet, and flat-screen TVs throughout. If youre searching for a vacation rental that achieves the perfect combination of affordability, luxury, convenience, and comfort, youve found it here with The Cottages on the Key! Contact us to start planning your ultimate vacation to Siesta Key.

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Island Paradise At Siesta Key Vacation Home Rentals

Siesta Beach is regularly hailed on lists of the very best in the United States. It strings along Florida’s Treasure Coast, fringing the edge of Siesta Key like a wisp of white cloud that’s lapped by a sky-blue sea. But the sands aren’t the only draw. This barrier isle is also a fun-loving family hotspot, laden with coffee shops and oyster bars, kayak rentals and turtle sanctuaries. Siesta Key vacation rentals cover all sorts, whether you’re after a pad overlooking the waves of the Mexican Gulf or a modern apartment that takes the whole crew.

Family Activities Near Siesta Key Vacation Rentals

Beachfront Condo on Siesta Key with Excellent Rental History

Siesta Key is filled with unique attractions for kids of all ages. Vacation rentals are available near places like South Lido County Park, a waterfront park with swimming, kayaking, bird watching, and trails, and Turtle Beach, a sandy beach with a native population of sea turtles. Youll also like Livingstons Amusement Center, a colossal family-friendly activity space with go-karts, billiards, and games, as well as a bar for adults.

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Best Vacation Home Deals In Siesta Key

Properties can be selected based on different criteria. Above, you can see the number of rentals that include a specific feature in Siesta Key. Siesta Key is the ideal spot to look for a property if you need internet access during your vacation or you want to tune out with some TV time, as the most common features are “Internet” and “TV.” You can even find rentals if you want a rental providing a crib or if you love sweating the stress away in saunas .

Foxtail Cottage Bayberry Cottage And Fiddle Fig Cottages Are On The Second Floor Climbing Stairs Is Required

Some adjoining cottages can be combined to accommodate larger groups. Please call our reservations office for more information.

We do not provide beach towels. Beach chairs and umbrellas are available for our guests at no charge. Nearby Siesta Sports Rentals provides daily and weekly rentals of bikes and scooters.

All cottages are NON-SMOKING.

All bedding is Certified Organic!

  • One bedroom with queen bed
  • Half kitchen
  • Studio unit with king bed
  • Half kitchen with granite counter tops
  • Private deck
  • Studio unit with Queen Bed
  • Full size sleeper sofa
  • Studio unit with king bed
  • Closest to beach & Cathedral ceiling
  • Full kitchen & Off the courtyard
  • Private deck with double French doors
  • 2 Twin sleeper sofas
  • One bedroom with king bed
  • Queen sleeper sofa
  • Full kitchen with granite counter tops
  • Private deck & Pet-friendly
  • One bedroom with a king bed
  • Queen sleeper sofa & Full kitchen
  • Two private decks â one facing the pool, one facing the courtyard
  • Pet-friendly
  • One bedroom with a king bed
  • Queen sleeper sofa
  • One bedroom with a king bed
  • Queen sleeper sofa
  • One bedroom with a king bed
  • Full sleeper sofa
  • Full kitchen with quartz counter tops
  • Very sunny, overlooks the pool
  • One bedroom with a king bed
  • Full sleeper sofa
  • Full kitchen with quartz counter tops
  • Very sunny, overlooks the pool
  • One bedroom with a king bed
  • Queen sleeper sofa
  • Two bedrooms
  • Queen sleeper sofa
  • Full kitchen with granite counter tops
  • Private deck with double French doors
  • One bedroom with queen bed
  • Half kitchen

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Come & Relax On Siesta Key Beach

Beach Condos, Villas and Vacation Rental Options

Siesta Key, Sarasota is perfect for a great beach vacation. View our rentals by owner vacation properties in a new way. Take our 3D walk through tours and youll feel like you are already on vacation! Want to know what youre getting and feel certain that your limited time off will be spent well? Our 3D Views enable total freedom of movement through the property. Navigate through our immersive environment from room to room interactively and know for sure what the inside looks like and see the actual views from the property.
Take your pick. Travelers coming to Siesta Key know that no two trips are exactly alike.So we thought it made sense to offer accommodations that work for every type of visit.Select from beach front condos, beach view condos, bay side condos, villas,and economical condos just a short walk to the beach.

The Best Beach In America!

TripAdvisor has ranked the Sarasota County shoreline No. 1 in the U.S. again and No. 11 in the world in its 2020 Travelers Choice Awards.

I think what it really shows is the enduring love that visitors have for Siesta Beach and how much people really like all the new enhancements, said Visit Sarasota County President Virginia Haley, referring to the $21.5 million beach improvement project the county opened last year.

Siesta Key,

& 2018 Tripadvisor Certificate Of Excellence

Siesta Key Beachfront Vacation

Weâre your best bet for Siesta Key vacation rentals with charm and character. We feature 13 unique cottages at this Siesta Key Beach Hotel Resort, each with unique décor and furnishings designed to give you a personalized, quaint and homey feeling. Select one of our 13 units to learn more. Almost all of them include private decks, full kitchens, bedroom televisions with DirecTV and premium channels like NFL Sunday Ticket and more. Additionally, our property features barbecue grills, a 20 foot by 40 foot pool, free wifi and easy access to Siesta Beach, ranked in 2015 by TripAdvisor as the best beach in America.

Each cottage has Direct HD TV with HBO/Cinemax and NFL Sunday Ticket, TVâs in bedrooms, whisper quiet air-conditioning, and comes equipped with hair-dryer, ironing board, iron, toaster, microwave, coffee maker, refrigerator, dishes, flatware and basic cooking utensils. Most have an oven and stove. Those that do not have a small cook top. BBQ grills are available for guest use. Cottages are stocked with linens and bath towels. Laundry is available . We do not offer daily housekeeping, though guests can arrange for additional room cleanings for a fee.

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The Rent Siesta Keys Difference

Large Selection of Rentals

We offer an unrivaled selection of rental Siesta Key Vacation Rentals, as well as properties throughout the Sarasota and Bradenton Gulf Coasts. Discover a spectacular paradise where the timid emerald waters meet beach side villages.

Over 15 Years of Experience

One of the first and most reputable professional vacation rental management firms in Sarasota focused solely on providing accommodations to Siesta Keys visitors with over 50,000 guests served.

Most Competitive Rates

Book with us to ensure you get the best price guaranteed. With no booking, processing, or admin fees, our rates are unbeatable. A wide variety of affordable rental properties in the keys that dont break your wallet. Book our Siesta Key Luxury Rentals Today!

Siesta Key Florida Rentals Homes

Siesta Key is a boundary island in the Gulf of Mexico, off the shoreline of Sarasota, Florida. It’s known for its sandy shorelines. Break Beach, close to the shops and bistros of Siesta Key Village, has shallow waters, a play area and tennis courts. Sickle Beach offers access to Point of Rocks, limestone outcroppings that encompass tidal pools and coral reefs. Toward the south, Turtle Beach has pontoon slopes and excursion territories.

Searching for Siesta Key Vacation data? We have your free Siesta Key leaflets on Siesta apartment suite rentals, lodging, activities, attractions and …With Access To Local Activities And Culture, Florida get-away rentals Is Your Key To The Keys! Exclusive rental spaces. Lovely Private Beach. We have the biggest choice of Siesta Key get-away rentals, Siesta Key land, condominiums and substantially more in the Siesta Key, Florida zone.


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Siesta Key Condo Rentals

2 BR | 2 BA | Sleeps 6 |


  • Pool

About this property

Siesta Key – Gulf-Front Retreat – 2 BR – Free Boat Docks Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman’s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on …

2 BR | 2 BA | Sleeps 6 |


  • Pool

About this property

Siesta Key – Gulf-Front Retreat – 2 BR – Free Boat Docks – Upscale Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman’s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the …

2 BR | 2 BA | Sleeps 4 |

Distance to beach: 0.2 miles to Siesta Key Beach


  • Pool

About this property

Our adorable unit Casita Siesta – is located at Gulf & Bay Bayside on Siesta Key, on the bay just south of Sarasota and with private beach access to world-famous Siesta Key Beach. It is a lovely 2 bdr/2 bath unit with a spacious living room and sunny lanai. The master bedroom has full bathroom …

Siesta Key Condo

“Thank you for the hospitality.”

We have stayed at this Unit 1344 in the first week of May, 2022. First of all, I would like to thank the owners of this Unit for their hospitality. Dave was always extremely nice and helpful. Also the …

2 BR | 2 BA | Sleeps 6 |

  • Rentals by owner

About this property

Siesta Key Condo

“great house, great location”



Incredible Siesta Key Beachfront Rentals For Your Vacation

Siesta Dunes 3-22A Deluxe Beachfront | Siesta Key Vacation Rentals

Siesta Key beachfront rentals are some of the nicest vacation homes available in the Siesta Key area, all with fantastic ocean views and amenities on your essential needs list. Our quality control team ensures all features are the absolute best and the units are spotlessly cleaned and ready. Here are a few of our most popular beachfront rentals in Siesta Key, Florida!

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Amenities That Exceed Your Expectations

Relax and come join us on Siesta Keys 99% pure quartz sandy shores. Rent Siesta Key is the quick, easy, and worry-free way to book your next Siesta Key Florida Vacation Rentals. Our properties are privately owned condominiums and vacation houses for rent scattered across the key, placing them in different desirable locations but always within walking distance to the beach. All of our Siesta Key vacation rentals are turn-key furnished with amenities that will meet and exceed your expectation. With our online reservation capabilities and available travel insurance, booking one of our Siesta Key rentals with Rent Siesta Key Florida is just as easy as booking a hotel. We have one of the largest inventories of places to rent on Siesta Key Beach. Book our Siesta Key Luxury Rentals today!

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