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Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat DocksLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FLRe-opening of 2nd and 3rd floor units on 9/28/25. Property restoration from Hurricane Helene has been mostly completed but there may be some ongoing construction...
Key Amenities
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Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FLRe-opening of 2nd and 3rd floor units on 9/28/25. Property restoration from Hurricane Helene has been mostly completed but there may...
Distance to beach: 0.3 miles to Crescent Beach
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Discover the ultimate Siesta Key getaway with this beautifully appointed, smoke free, 3-bedroom Townhouse, perfectly situated just 300 steps from the world-famous Crescent Beach. Enjoy the best of both worlds with Turtle Beach only 2.4 miles away, offering endless opportunities for seaside relaxation...
Featured review
The condo was great for our stay in Crescent beach for the month. It has everything you need to enjoy your stay at the beach. From beach chairs,bikes,umbrella's, towels and so much more. The pool was very...
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This outstanding condo, A203, is on the second floor, accessible using the elevator or outside stairwell and is completely renovated with modern tile flooring throughout, updated kitchen and baths, and new furniture! The kitchen has granite counter tops with tiled back splash, and modern appliances including...
Featured review
Wonderful Condo with a breath taking view of the golf! Clean condo that's well stocked with amenities. The new windows offer a fantastic view of the water and they open so the fresh air rolls into the...
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A front row seat for the famous sands and sunsets of Siesta Key Step barefoot directly on to the award-winning, powdery sand of Crescent Beach Two of four bedrooms have gulf views Ideal for families or small groups of up to 8 people Enjoy access to an Olympic-sized pool Fully equipped kitchen Screened...
Featured review
My family, six adults and two young children, had an amazing week at this house on Siesta Key. We loved being able to walk out the door and be on the sand. We made sand castles and swam everyday. It doesn’t...
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Distance to beach: 20 yards to Crescent Beach, Siesta Key
Key Amenities
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Unit 608 is a large 3 bedroom, 2 bath high-rise unit in Horizons West, Siesta Key, Florida. The unit has recently undergone a complete makeover by a Chicago designer. The interior was fully demolished and rebuilt. No detail or expense was spared in completing the perfect beach condo: large panoramic ocean...
Featured review
Nice to deal with the rent of the property , I will book again .Very easy and simple self explanation
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This spacious, beautifully decorated and updated 2 BR/2.5 bath townhome overlooks the canal and boat basins and is located directly across the street from the gorgeous Siesta Beach. The kitchen and all baths have been renovated and the newly furnished living room features a sofa bed and 55” smart...
Featured review
My family absolutely loved this home. We’ve been traveling to Florida for almost 10 years and have stayed in many different rentals. This was our second year in Siesta Key, we loved it so much we came...
Distance to beach: 0.1 miles to Crescent Beach Siesta Key
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Welcome to The Anchorage Yacht and Tennis Club across from the beautiful sands of Crescent Beach on Siesta Key. Sitting directly on the intercoastal waterway where you can park your boat, jet ski, kayak, and paddleboard. This complex has an olympic size pool, new state of the art pickleball and tennis...
Featured review
The place is absolutely beautiful. Great views and amenities! Close to walking distance to most things. Would definitely stay here again!
Key Amenities
About this property
Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - UpscaleLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FLRe-opening of 2nd and 3rd floor units on 9/28/25. Property restoration from Hurricane Helene has been mostly completed but there may be some ongoing construction...
Featured review
Clean update lite filled condo close to everything All appliances work baths were clean and beds comfortable Would definitely return.
Key Amenities
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This colorful custom2rd floor unit has a commanding view of the Gulf of mexico.This special unit has been decorated by a pro, and shows it! unit, perfect for people who can take excellent care of things and appreciate the fine nature of this unit.From the modern kitchen, you will enjoy Siesta...
Featured review
Fisherman's cove is the ultimate spot for a peaceful getaway. Your host Carrie is a wonderful, warm and thoughtful person. You won't find anyone better. Her condo Is perfectly located on the corner of the...
Key Amenities
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Our seven apartment beach house is located 100 yards from the beach at Access #7 and one-block from the tropical Village of Siesta Key. Heated pool and spa along with our poolside surfboard bar and barbecue give our guests many choices to very their daily routine. Our 1st and 2nd floor above ground level...
Featured review
I had a large group rent out the entire building. It was great having our own condos with kitchens and areas to congregate.100% recommend this for anyone.
Key Amenities
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Welcome to the gorgeous 2BR 3Bath beachfront townhouse nestled in the tranquil complex on Siesta Key, FL. Escape the big-city crowds and enjoy the lovely ambiance from the patio while being just a few steps from the pristine sandy beach, swimming pool, local restaurants, shops, and attractions. 2 Comfortable...
Distance to beach: 200 yards to Crescent Siesta Key Beach
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Welcome to Paradise at Midnight Cove I Siesta Key, FloridaLocated on consistently top-ranked Siesta Key Beach, our beautifully remodeled bayside condo at Midnight Cove I offers the perfect blend of luxury, comfort, and island charm for your next tropical getaway.Nestled within a lush, gated community...
Featured review
The condo had all the little things that we so appreciate , fabulous linens and the towels were top notch. Also the shower had fantastic pressure some times rare in a rental. The landscaping and canal views...
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20% discount for November and December! Our gorgeous condo is surrounded by water with the Gulf of Mexico on one side and Blind Pass Lagoon on the other side and Sarasota Bay within kayak range! Such a unique setting, sitting at the southern and most private end of Siesta Key. A306 is on the third floor...
Featured review
Just finished our stay in Condo A306 and the entire experience was spectacular! The view of the Gulf and its amazing sunsets were the VERY BEST we have ever seen!! You are literally 20 yards from the ocean...
Key Amenities
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, FLRe-opening of 2nd and 3rd floor units on 9/28/25. Property restoration from Hurricane Helene has been mostly completed but there may be some ongoing construction...
Featured review
The condo contained anything and everything need to have a wonderful vacation. The view of the ocean was spectacular.
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This 5th floor two bedroom, two bath condo is totally and completely renovated. Be one of the first guests to stay in this beautifully renovated condo. New tile throughout. There are two bedroom suites with private baths. Each bedroom has new slider doors that open to screened in lanai with beautiful...
Featured review
We had a really nice week in this condo just steps to the beach. The powdery white sand never gets hot.The condo has all of the essentials and more. Very comfortable. And there’s a nice pool if want to...
Distance to beach: 200 yards to Siesta Key Crescent Beach
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SIESTA SUMMER SAVINGS! UP TO 20% OFF YOUR SUMMER STAY BETWEEN 5/31/25 AND 9/1/25 WHEN BOOKING DIRECTLY ONLINE Online booking: Click link in Host information section of this listing and use promo code Anchor6415 at checkoutWe invite you to stay in our spacious 2 bed 2 bath condo, 'Siesta Chillin',...
Featured review
We stayed at the Anchorage in unit 305. It faces the city and the inner coastal lagoon. We were treated to a dolphin show one evening when they entered the lagoon searching for food!! This location...
Key Amenities
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Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FLRe-opening of 2nd and 3rd floor units on 9/28/25. Property restoration from Hurricane Helene has been mostly completed but there may...
Distance to beach: 0.3 miles to Crescent Beach
Key Amenities
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Live steps from the sand in this beautifully renovated three-level townhouse-style condo, located in a quiet 12-unit community with deeded private beach access to Crescent Beach. This spacious, fully furnished home features 4 bedrooms and 3.5 baths, including a brand new first-floor guest suite—perfect...
Featured review
Our stay at this Siesta Key townhouse was absolutely perfect! The location couldn’t be better — just a short stroll to shops, restaurants, and all the local conveniences. The beach rights were a fantastic...
Distance to beach: 5 feet to Crescent Beach
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FULL GULF FRONT- Cathy's Crescent Condo-Beautiful turnkey 2nd floor condominium located on the pristine beaches of Siesta Key, FL. Voted the finest sand in the world. It doesn't get any better than this! This condominium is Full Gulf Front. You can view the water/beach while lying in bed from...
Featured review
Place is awesome and Kathy is best host.Right on beach and restaurants within walking distance. Had a couple of questions and Kathy got back to us right away. If you like the beach, you will love this place.
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VILLAGE WEST - Deluxe Ground Floor Vacation Condo in Siesta Key Village with Heated PoolLocated right in the Heart of Siesta Village, Sarasota FL - Short Walk to Crescent BeachVILLAGE WEST: This Siesta Key one bedroom ground floor condo vacation rental is located right in the heart of Siesta Village...
Featured review
The location of this rental was perfect. We were able to walk into the village to shop and eat within a few minutes. Drive time to local attractions was minimal.
Distance to beach: 0.0 feet to We are directly on the beach and direct oceanfront
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Our condo is directly on the beach and is direct oceanfront (Gulf-front). Unfortunately, there are properties on this site that falsely claim to be beachfront / oceanfront. We encourage travelers to ask property owners to verify those claims.When we travel over 1,000 miles to enjoy a beach vacation...
Featured review
This condo was amazing! The hosts were very polite and responsive. The condo was clean and well-equipped with everything we needed, including a beach wagon, chairs, sand toys, umbrellas, a boogie board,...
Distance to beach: 0.1 miles to Crescent Beach on Siesta Key
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This 2nd floor, completely renovated 2 bedroom, 2 full bath condo in Siesta Harbor with private beach access and overlooking its own private harbor is the perfect getaway to the #1 beach on Siesta Key in Sarasota, Florida. This unit is located near the community pool and hot tub along with guest grilling...
Featured review
Very much enjoyed our travel South to escape Northern Winter Vortex. Siesta Harbor newly decorated Unit was nicely located, walking distance to nearby restaurants, shops and market. Especially enjoyed safe...
Key Amenities
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The Siesta Key vacation condo rental is a one bedroom / one bathroom individually owned condominium at the Gulf and Bay Club Bayside and is furnished with the basic household items necessary for normal living. This unique Old Key West style condo is fully equipped with an emphasis on vacation living....
Featured review
Siesta Key was very beautiful and a great place to visit. The accommodations were very nice, clean and comfortable. We hope to visit this area again next year.
Key Amenities
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Stunning Oceanfront Condo on Siesta KeyStep into your private paradise! This condo offers breathtaking ocean views from the living room, master bedroom, kitchen, and lanai. Imagine waking up to the sound of waves and ending your day with the sun dipping into the Gulf—this is coastal living at...
Featured review
Great location, nice unit - we will book again! The unit has nice furnishings, great kitchen and bathrooms. We like the somewhat central location as we can travel north, east or south to a variety of...
Distance to beach: -100.0 feet to Crescent Beach -- we are located on the beach
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Sea Crest on Siesta Key is a small 40-unit condominium complex at 1129 Seaside Drive consisting primarily of one-bedroom units with separate bedroom, one efficiency, and one two-bedroom, two-bathroom unit. A true old style Floridan resort. Enjoy our one bedroom condo just a few steps to our private...
Featured review
I was supposed be there Oct 1 to 29th, but hurricane Ian had other plans for me, Jeffrey the manager was very acommodating in making all the necessary changes to make my stay wonderfull. I ended going the...
Distance to beach: 20 yards to Crescent Beach, Siesta Key
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Unit 113 is one of the largest, 1 bedroom hi-rise units in Horizons West, Siesta Key, Florida and has recently undergone a full renovation by a Chicago designer. The interior was fully demolished and rebuilt. No detail or expense was spared in completing the perfect beach condo: large panoramic ocean...
Key Amenities
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CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront Unit for Rent) Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL Crescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront...
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Condo, 2 Bedrooms, 2 Baths, Sleep Sofa (Sleeps 4-6)If you are looking for a terrific vacation spot tastefully decorated, clean, and comfortable, you just found it. You can be as lazy as the sun and free as the Gulf breeze. This is the ‘Best Location’ on ‘Crescent Beach.’ Experience...
Featured review
Staff, wonderful, front desk also wonderful. Snythyou need is a call away. Condo comfortable and clean
Key Amenities
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Key Differentiators & Amenities•360 steps to Siesta Key Beach (#1 beach in the US) •Ample parking for RV, boat, and multiple vehicles •EV charging station onsite •Private saltwater pool (fenced backyard) •Pet-friendly: beds, crates, bowls, blankets, waste bags •4...
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You will fall in love with this condo! Everything you would possibly need is provided. Enjoy relaxing on the lanai in the morning with your coffee or a glass of wine in the evening. Nice beach chairs, beach umbrellas, straw mats, small cooler, swim noodles and a beach bag are all in the condo for your...
Featured review
crescent royal condos was top notch condo 409 was as clean as a surgical room the view was better than I expected beach beyond perfect location perfect if your looking for a great place this is it
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About this property
Very private - empty lot across the canal and fenced in. Walk to the islands best restaurants, bars, shops and ice cream parlors. The beach is a short stroll (8 min), use free golf cart taxi or ride provided bikes with tow behind cart! Siesta is well known for its #1 beach in the USA!
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RENOVATED 2020!!! From the lanai and your private patio, you are directly on the beach where it is easy to keep an eye on the children playing, or walk down to the Gulf of Mexico for a swim. Located on Turtle Beach, Siesta Key's quiet south end - this lovely Gulf front first floor unit with large...
Featured review
This Condo is well appointed and is in the perfect spot right on the beach of the Gulf! We we're ableto walk out to the beach from our back door and see the canal out the front. We cooked in the kitchen...
Distance to beach: 300 feet to Siesta Beach
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This home has private Siesta Key beach frontage on the prime section of beach, there are no streets to cross or homes between you and the beach. Nearly every room has a full view of the beach and Gulf of Mexico. The entire back of this house opens with stacking glass sliding doors to catch the Gulf breezes...
Featured review
We had a great week despite the heat of summer. This house although dated was clean, cool and comfortable. It was a two minute walk through the back yard to the sand. We had a few minor house keeping...
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Newly fully luxuriously decorated beach Townhouse is just a few steps from the private white sandy US #1 rated Siesta Key Beach. This 2 bedroom 2.5 bath is everything you want and more! It will exceed your expectations. Look no further Check-in time: 15:00 Check-out time: 11:00 Administrative Fee: 3.00% Credit...
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My ground floor rental is directly on the beach on the Gulf of Mexico, with incredible views and sunsets!The lanai has a back door directly out to the Beach. The front of my unit faces the Lagoon where we have a FREE DOCK for your boat or other water craft. (So you have water views in both directions)!...
Featured review
This unit offers an amazing view of the ocean and sunsets. Perfect get away spot, great location, clean and has everything you need to enjoy your stay. We will be back in 2014!
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About this property
Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FLRe-opening of 2nd and 3rd floor units on 9/28/25. Property restoration from Hurricane Helene has been mostly completed but there may...
Key Amenities
About this property
Enjoy our 2br 2 bathroom ground floor condo. 30’ to the pool, tennis courts, Weber gas grills, and picnic table . Or cross the street to private deeded beach access on the #1 beach in the US. Enjoy bayside fishing on the fishing deck. 1280 square feet of living space. Roku tv’s and...
Featured review
This is a beautiful condo in Bayside Club resort. A gated community. Well cared for. This condo is just 30 feet from one of the pools, tennis courts and pickle ball courts. It’s a short walk to...
Distance to beach: 0.7 miles to Siesta Key Beach
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**Completely Renovated February 2025** Welcome to island life! Enjoy your own private resort in the heart of the #1 beach in America, Siesta Key!Indulge in the pinnacle of island living at this pristine waterfront home on Siesta Key—a haven where luxury meets natural beauty. In the heart of...
Featured review
5 stars. Wish I could give 10. Beautiful and comfy cozy home, comfortable beds, gorgeous pool, so kid friendly and lovely views from the fire pit. The decor is top notch!! Danielle and Jeb were great-...
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NEWLY RENOVATED IN 2023!!VERY SPACIOUS 4 BEDROOM 2 BATHROOM DETACHED VILLA IN HIGHLY SOUGHT AFTER POLYNESIAN GARDENS COMMUNITY ON BAY SIDE OF THE ROAD. PUBLIC BEACH ACCESS AT CRESCENT BEACH AND ACCESS TO HEATED POOL AND COMMUNITY CENTER. WIRELESS INTERNET ACCESS,VILLA SLEEPS 8, 1 KING, 1 QUEEN,...
Featured review
This 4 bed 2 bath villa was perfect for our family vacation! It's spacious with towels, chairs and wagon for the beach! Ali and her team are great!
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If you are looking for elegance, A108 is for you. If you are a sophisticated traveler and can appreciate how lovely this condominium is (as the owner spared no expense in remodeling this Gulf-front first floor vacation rental) then make your reservation now! You will walk out the lanai door directly onto...
Featured review
It was such a joy to be back at Fisherman's Cove! The new unit we stayed in was absolutely beautiful. There is no where else we would rather be. No where else has such close access to the ocean and every...
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Fisherman's Cove Condominiums have the best Location on Siesta Key! It is surrounded by water with the Gulf of Mexico on the west side and a private lagoon that leads to the inter-coastal waterway (ICW) on the east side. Swim, surf, boat, kayak, paddle board, fish, gather seashells and shark’s...
Featured review
We recently had the pleasure of staying in a beautiful beachfront condo at Fisherman's Cove, and everything about our experience was absolutely fabulous.From the very beginning, Frank was incredible...
Distance to beach: 0.5 miles to Siesta Key Main Beach
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Sweet Siesta Key Condo walking distance to #1 Beach in America! Spacious and Quiet One Bedroom with King Bed, Screened Lanai, Wireless Internet, 2 Flat screen TV’s, covered parking space, full kitchen with amazing water filtration system. Easy Walk right over to Siesta Key Main Beach, and their...
Featured review
Perfect location, situated right in the middle of the village and the south bridge. Restaurants and entertainment either way. It's a 2 min walk to the beach. The condo had everything I needed to make my...
Distance to beach: 0.2 miles to Siesta Key Beach
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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...
Featured review
The place was very clean. The location was perfect for beach trips and trolleys for visiting the village.
Key Amenities
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A millionaire's retreat! This completely remodeled first floor unit with view of the Gulf of Mexico and amazing sunsets awaits you on Siesta Key. Walk out the lanai door directly to the beach where children can play within view or walk over the boardwalk to the blue-green waters of the Gulf within...
Featured review
I have nothing but rave reviews of this rental - the location, the condo itself and the owners. We had an amazing time and they had anything and everything that you could want in the condo. We will definitely...
Distance to beach: 0.1 miles to Siesta Key Beach
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NEWLY UPGRADED - BEAUTIFUL CONDO FOR THE PERFECT GETAWAY FROM THE COLD Right across from Siesta Key Beach, minutes from Siesta Key Village - or the South Village - shopping, top restaurants, live music, and entertainment. Walk, bike or take the free trolley.Sit on the balcony for a quiet and peaceful...
Featured review
Rented our condo from Christina it was everything she said it was. Condo very nice beds super comfy had a great time there would rent again.
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CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront Unit for Rent)Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FLCrescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront...
Key Amenities
About this property
CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront Unit for Rent)Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL Crescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront...
Featured review
The condo was super nice. The master bedroom mattress was amazing for a rental. So often I feel like they are hard as rocks but this one wasn’t. The second bedroom had similar mattress but they were not...
Distance to beach: 0.2 miles to Siesta Key
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NEWLY REMODELED - LUXURY WATERVIEW CONDO FOR COUPLES or Families GETAWAY - POOLS, GYM, TENNIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment.Walk out of the front door of this fantastic condo, grab your beach gear and take a short walk and you'll hit the beach...
Featured review
This was our first time back to Siesta Key in 20 years and we loved this condo! The location is right between the two villages, so super easy to grab a trolly to dine or shop. The beach is a pretty short...
Distance to beach: 100 yards to Siesta Key private area of beach
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This updated Villa is on the beach side of Siesta Key, with private beach!!! It does not get better than this!! Fully renovated private villa on beachside. In 1 to 2 mins you can have your feet in the sand. Parking directly in front of villa. (Updated pics coming soon) There is an amazing huge pool,,...
Featured review
I would highly recommend renting through Ruth. Her villa was in the perfect location, with great beach access and it was newly renovated! Ruth was easily accessible and answered every question I had. The...
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