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300+ Vacation Rentals · Siesta Key
300+ Vacation Rentals · Siesta Key
Welcome to our one bedroom, one bath (4 piece) main floor condo. Easily accessible with no steps to climb and close, convenient parking right outside the front door. Quiet, peaceful and near both Siesta Key Beach and the condo pool ensure a wonderful vacation. Walk across the street and enjoy one of the best beaches in the world. Freshly painted with new furniture, a brand new queen size mattress and contemporary decoration (with queen size pull out couch). Learn More
Our one bedroom ground floor condo is waiting for you! Complementary parking available right out side your door. The condo as been freshly painted and newly furnished with updated decore. The bedroom has a brand new queen size mattress to ensure a comfortable sleep. The living couch pulls out to another queen size mattress. All brand new bedding! The kitchen is fully equipped with new dishes, pots and pans, cutlery and coffee maker and seats four comfortably. The condo has a tv and c...
Charming Siesta Cottage, 2/1, queen, 2 twin. Located between Access 9 and 10 across street from beach. Full yard, pet friendly! Fully renovated. Bikes, beach chairs, umbrella provided. Walking distance to Village with shopping, dining and music! Learn More
Our cottage is perfectly located across the street from the beach and within walking distance to restaurants and shopping in Siesta Village. No need to even turn on your car! The cottage is newly renovated, sleeps 4, and is pet-friendly! The address is 543 Beach Road. Our price includes the 12% tax required by Sarasota County. Free wireless internet, washer/dryer, cable TV, 2 bicycles. We are in the perfect location!! Walk everywhere! Enjoy passersby on bikes, walking and exer...
1st floor bayside condo offers comfortable amenities in tropical resort with beach to bay access. Updates thru out incl. leather living room set, new curtains and bedspreads. A fully equipped, remodeled kitchen & baths with granite countertops. Learn More
Location and value. This 1st floor bayside condo offers both. It is located in the Palm Bay Club Resort on Siesta Key, FL conveniently located between the white sands of Crescent Beach and sparkling waters of Sarasota Bay. Comfortable and modern amenities await your arrival. There are updates throughout including leather living room furniture, new window treatments and bedspreads. A fully equipped, remodeled kitchen and baths complete with granite countertops add a touch of luxury at an ...
If you're looking for a clean, comfortable, updated place to call your own for your vacation stay at the beach, you've found it! This cottage offers everything you need - just bring your swimsuit! It's only a 3 min walk to the beach. Learn More
This single-story, 1 bedroom villa is designed for your comfort and it offers everything you need for a relaxing and fun vacation at the beach. Everything is included from wireless internet to the beach towels! Ideal for a couple or a couple with a child: Queen- size bed, and a queen- size, sleeper sofa in the living room. All quality linens and furnishings. Step outside your back door onto a garden patio equipped with comfortable furniture and a BBQ. Our guests love this patio! Our saltw...
Your vacation home is directly on Siesta Key's Crescent Beach with powdery white sand that stretches for miles. Overlooking the action is your large, clean home with views of the beach from every room as well as the huge lanai. You will love it! Learn More
Your vacation home is high above the beach to provide gorgeous views of the sand and surf below. Upon entering, you'll find a well supplied kitchen with separate dining area. With the open floor plan, you can prepare your dinner while chatting or simply gazing at the sunset. Post-dinner, relax in the large, inviting living room or enjoy a glass of wine on the balcony while listening to the waves crash on the shore below. • Two pools (one overlooking the beach and another at entrance to pr...
Just steps from a private walkway to the beach, our townhouse overlooking the lake at Siesta Key is the ideal beach retreat for a family, group of friends, or 2 couples. With a pool, tennis, and picnic area, the complex is nearly as fun as the beach! Learn More
There's plenty of room for everyone here at Our House. We have a split-level living/dining area, with a large living room made for a crowd! The huge sectional sofa faces our new HDTV with DVD player, so anytime you need a little downtime from all the outdoor fun, settle in with your favorite movie, a bowl of popcorn, and frosty drinks. The kitchen's just a few steps away, and it's got all the equipment you need to make and serve anything from blender drinks and microwave snacks to a full ho...
60 Steps to Sand perfectly positioned between Siesta Key Village & Public Beach. 2nd floor of our beautiful home with 2 bedrooms 1 bath Newly renovated interiors of this home were just completed. Be the first to enjoy all new everything. Learn More
2nd floor of our beautiful home with 2 bedrooms 1 bath Newly renovated interiors of this home were just completed. Be the first to enjoy all new everything. The inside of this home was fully renovated with the best of everything. All new furniture, carpets, ceramic tile floors, appliances, bedding, wiring drywall paint bar tops and everything you need to be on vacation. We provide beach chairs, towels, linens, coffee pots, plates cups etc. A 2 bedroom 1 bath unit on Siesta Key with every...
Siesta Key Florida Condominium - fully furnished. 2 heated pools, 4 minute walk to white sand beach, tennis courts, exercise room, private garage, 3 flat screen tv, dvd, cable, wifi, lanai. siestabayholiday.com Learn More
Free transportation to/from Siesta Village.
Welcome to our Island Paradise! Our light and roomy home offers 4 bedrooms and 3 bath, with dining made easy with our well equipped kitchen with seating for 12. 2 hour drive to Orlando and Disney World, 1 hour to Tampa and Bush Gardens Learn More
Enjoy the big and sunny backyard and 30ft pool. Or take the kayaks for s sightseeing down the canals. For rainy days relax in the lanai or watch a good movie inside. There is a TV in almost every room, with cable and wireless internet. Take the bikes to the Village or to the #1 Siesta Beach. Home comes with boat lift and 2 jet ski lifts if you bring any, or wish to rent. The opportunities are endless.... Perfect for two families. $250 refundable security deposit $80 extra charge for hea...
Location, location, location! Our peaceful Island home faces Siesta Key's Grand Canal and is only 4 blocks from USA's #1 Beach & SK Village shops & dining. Enchanting art, private deck & spa spell casual elegance. Seasonal Discount June thru October Learn More
Your Siesta Key Beach Artist Hideaway's bedroom, features an extremely comfortable queen bed, micro stereo system with remote, full dresser and bedside stands. Here you'll find books on a wide range of subjects, charming Tramp Art lamps and theatre memorabilia. In the large closet, you'll find 2 luggage racks, plenty of hanging storage, 2 beach chairs, an ice chest on wheels as well as a beach bag, beach umbrella and beach towels. The guest bathroom is across the hall from your room. It...
Beautiful, beach front apartment on Siesta Key. One bedroom, one bathroom, full kitchen, literally steps to the beach! Learn More
Stay at our newly renovated open and relaxing vacation rental... Welcome to Sunspot at Sea Club II located on the Intracoastal Waterways and across the street from the world famous Siesta Key Beach. A perfect short or long term getaway. Enjoy the Fishing Pier, Day Boat Dock, Pool, Keyed Beach Access and more! Learn More
The cottage is open concept with pecky cypress walls and beamed ceilings throughout. Feel like you are truly on vacation. We just renovated Deeded beach access, Heated pool, Picnic area, BBQ, Fishing pier, and much more! Please read our House Rules if you book, Thank you for your interest! The space is yours for the stay, just enjoy the whitest sand beaches in the U.S. Set on almost four acres of palm, oak and banyan trees, Sea Club II offers a calm, friendly and relaxed atmosphere rem...
Welcome to our Condo in Siesta Key ! Located on the intercoastal Waterway and a short walk to the whitest sand and the # 1 beach in America. This 1 bedroom Condo is a great retreat for anyone looking for a beautiful Island getaway! Learn More
Very Clean 2nd floor 1 bedroom (sleeps 4) condo on Siesta Key. Accommodations that are completely furnished, with fully-equipped kitchens (everything you need ie. pots,pans,plates and cutlery) 2 TVs with Blu-Ray player, Dvd Player Separate Living Room with Sofa Bed - Pull out Bed A/C FREE internet ! Large Heated Swimming Pool Boat Basin Fishing pier on Sarasota Bay, equipped with lights for night fishing Private beach access to beautiful Crescent Beach Bar-B-Q Grills & Picnic Area Laund...
A delightfully cool and comfortable 2 bed villa on tropical Siesta Key. It comfortably fits 4 and is conveniently located just 150 yards from the famous Crescent Beach. Enjoy drinks/BBQ in our tropical gardens. Bars and shops 5 mins away. Enjoy :) Learn More
Newly updated Siesta Key villa with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta Key was awarded “Best Beach in the U.S.A.” (2011). Easy access - no stairs. This 2 bedroom villa was refurbished with all new furnishings both inside and out in November 2013. The landscaped gardens incorporate the tropical foliage and blooms natural to Florida and the tropics. The gardens both front and rear are beautiful a...
The moment you arrive at Gulf & Bay Bayside, you’ll appreciate the beauty, serenity, and charm of this "old Key West” style village. Located on the bay across from Sarasota on world-famous Siesta Key, our view of the intracoastal waterway is exquisit Learn More
Best location, value & stunning view in SK. Even a view of the Bay & mainland from kitchen. 11th fl condo has 2 bed/2 bath split plan--privacy & space for families or ideal for 2 couples. Full length lanai overlooks gulf. Learn More
Location, view & value. This is the best location, the best value, and absolutely the most stunning view in Siesta Key. There’s even a nice view of Sarasota Bay and the mainland from your kitchen window. Views galore from every room. This 11th floor condo has both panoramic views of the Gulf of Mexico and the beach that was voted #1 in America in 2011 all at a great price. You get all the privacy, comfort and serenity that you desire. The 2 bedroom 2 bath split plan provides privacy ...
A casual, comfortable beach décor awaits you with a balcony that overlooks the canal and pool. Across the street from the beach. Walking distance to restaurants, stores, bars. Free shuttles to nearby Siesta Village with many restaurants, stores, bars Learn More
Comfy, casual beach décor in a fully furnished condo with all the amenities. New stainless steel appliances coming at end of July. Freshly painted throughout with new panel doors on all rooms. Pool just steps away. Coded access to the condo and beach area. Adjacent laundry room and fitness room next to office at front of property. Full use of pool area and canal. You can rent kayaks/paddleboards 2 blocks away. The office can assist with most problems/questions. But we can always be called...
This apartment is decorated in a contemporary/modern style. 4 guests can comfortably stay, as there are two bedrooms. 5 w/ an air mattress. Walk or bike to the "Village" or beach. Its less than a mile away! Learn More
This newly decorated 2/1 apartment is located just 0.8 miles from Siesta Key beach. Siesta Key beach was rated the #1 Beach in the U.S by Dr. Beach (2011). Enjoy the outdoor private patio, BBQ grill & hammock. Use are bicycles for a ride to The Village for lunch or dinner, then continue to the beach for a beautiful sunset. Free WIFI, Central A/C Non-smoking. Pets OK with prior notice Private patio with grill, dining table w/chairs and a hammock. Bikes are available on the property (fi...
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