Vacation Rentals By Owner In Sarasota, FL

$1142.96

Sarasota, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Lulu’s Crescent Cottages—your perfect group getaway on Siesta Key! Just a 5-minute walk to the world-famous Crescent Beach, this property offers two standalone 2-bedroom, 2-bath cottages, each beautifully updated with stylish coastal décor, private entrances, and modern amenities. brbr brbrWhether you're planning a family reunion, a friends’ retreat, or a multi-family vacation, you’ll love having a shared heated dipping pool, outdoor BBQs, fast WiFi, and plenty of space to relax and reconnect. brbr brbrLOCATION HIGHLIGHTS: brbr- Located on Siesta Key, just a 5-minute walk to Crescent Beach Access #13 brbr- Walkable to local favorites like Toasted Mango Café (8 minutes) and Big Water Fish Market (shorter walk) brbr- Quick trolley ride to Siesta Key Village shops brbr- Easy access to the South Bridge for a short drive to the mainland brbr brbrPROPERTY FEATURES: brbr- Two standalone 2-bedroom, 2-bath cottages (4 bedrooms, 4 bathrooms total) brbr- Private entrances (no shared walls) brbr- Shared heated dipping pool with outdoor shower brbr- Outdoor BBQs and patios brbr- Washer/dryer in each unit brbr- Pet friendly (1 small dog per cottage, fee required) brbr- Two assigned parking spots per cottage (4 total) brbr- Newly renovated and furnished with coastal décor brbr- Fast WiFi and Smart TVs brbr brbrLIVING ROOM: brbr- Each unit has a comfortable living area with queen sleeper sofa brbr- Relax with cable and streaming Smart TVs brbr- Access to patios for morning coffee or evening drinks brbr brbrKITCHEN AND DINING: brbr- Fully equipped kitchens with stainless steel appliances, granite countertops, and stocked cookware brbr- Open layouts for easy dining and socializing brbr- Enjoy meals indoors at the dining tables or outdoors on private patios brbr brbrBEDROOMS AND BATHROOMS: brbr- Two King Master Suites with ensuite bathrooms (one per cottage) brbr- Two Guest Bedrooms: 1 King and 1 Queen, each with ensuite bathrooms brbr- Additional sleeping: queen sleeper sofa in each living room brbr- Total capacity: sleeps up to 12 guests when both cottages are rented brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels brbr brbrLOCAL FAVORITES: brbrToasted Mango Café – 8-minute walk, great for breakfast or lunch brbrBig Water Fish Market – walkable for fresh sandwiches or seafood to prepare at home brbrSiesta Key Village – quick trolley ride for shopping, dining, and nightlife brbrCrescent Beach – less than 5 minutes by foot for soft sands, gentle waves, and water activities brbr brbrIMPORTANT INFO: brbr- Pet allowed: 1 small dog allowed, fee applies; no barkers/chewers, no cats brbr- No smoking inside the property brbr brbrPERFECT FOR GROUPS, THE PROPERTY FEATURES TWO COTTAGES. STAY CLOSE TO LOVED ONES WHILE KEEPING YOUR OWN PRIVACY!brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrAll pets must be approved. For approved pets, there is a nonrefundable pet fee. For bookings 6 nights or less, there is a pet fee of $50/day plus processing fee and taxes. For bookings 7 nights or more, there is a pet fee of $300 plus processing fee and taxes. Make sure to pick up after your dog.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

4

Bed

4

Bath

12

Sleeps

$287.54

/ Nightly

Condo

Updated 2-Bedroom Condo near Crescent Beach

Sarasota, Florida, United States

Summary:brbrWelcome to paradise! - Beautifully updated 2-bedroom, 2-bath condo - Remodeled bathrooms and new wood laminate floors - Hurricane windows for safety and ocean views - Heated pool and grilling area for outdoor enjoyment - Freshly painted interior with modern fixtures - A perfect blend of seclusion and convenience - Indulge in the epitome of coastal living with this impeccably updated 2-bedroom, 2-bathroom condo nestled alongside the stunning shores of Crescent Beach.brbrbrbrThe Space:brbrWelcome to paradise! This beautifully updated and tastefully furnished 2 bedroom, 2 bath condo is just steps away from Crescent Beach! Indulge in the epitome of coastal living with this impeccably updated 2-bedroom, 2-bathroom condo nestled alongside the stunning shores of Crescent Beach. brbrbrbrThis condo has so many updates including completely remodeled bathrooms in 2021, new wood laminate floors throughout in 2019, hurricane windows, freshly painted interior and newer light fixtures & ceiling fans. Step into a world of refined elegance, where every detail has been thoughtfully curated to provide you with the ultimate vacation experience.brbrbrbrComfortable Accommodation:brbr- 2 spacious bedroomsbrbr- 2 modern bathrooms, remodeled in 2021brbr- Accommodates families or groups comfortablybrbrbrbrInterior Feeling:brbr- New wood laminate floors throughout, added in 2019brbr- Freshly painted interior radiating a fresh ambiancebrbr- Contemporary light fixtures and ceiling fans for a coastal chic vibebrbr- Hurricane windows for safety and breathtaking ocean viewsbrbrbrbrOutdoor Bliss:brbr- Onsite heated pool for year-round enjoymentbrbr- Grilling area perfect for outdoor diningbrbr- Tropical setting providing both privacy and tranquilitybrbrbrbrDelightful Dining:brbr- Fully equipped kitchen for home-cooked mealsbrbr- Dining area for enjoying meals togetherbrbrbrbrProfessional Cleaning:brbr- Impeccably maintained and cleaned for your comfortbrbr- Attention to detail in every corner of the condobrbrbrbrNestled within this tropical retreat, you'll find the perfect blend of seclusion and convenience. A haven of tranquility, yet within arm's reach of everything you could desire. Welcome to your exclusive slice of paradise, where Crescent Beach is not just a destination, but a way of life.brbrbrbrGuest Access:brbrGuests will have private and exclusive access to the entire 2-bedroom, 2-bathroom condo. You are also welcome to enjoy all the shared community amenities, which include:brbr• Large heated swimming poolbrbr• Patio with BBQ grillsbrbr• Shuffleboard courtbrbrbrbrThe Neighborhood:brbrVista Hermosa's peaceful condo community is comfortable for families and remote workers alike. Enjoy the best of Siesta Key living, from the local tiki bar and seafood joints to a heated community pool and easy public beach access!brbrbrbrGetting Around:brbrFree trolley available. Walking distance to beach, restaurants, bars, and shopping. Only 45 min from Tampa International (TPA) airport, 20 min from Sarasota Bradenton International (SRQ) airport, and 1 hour 10 min from Southwest Florida International-Fort Myers (RSW) airport.brbrbrbrOther Things to Note:brbrHere are the important policies and guidelines to note for your stay:brbrbrbrCheck-in: You can check in anytime after 4:00 PM. The property will be prepared and ready for your arrival.brbrbrbrCheck-out: We kindly ask that you check out on or before 10:00 AM on your departure date. This allows us enough time to clean and prepare the property for the next guests.brbrbrbrNo Smoking: Smoking is strictly prohibited inside the condo and within any common areas of the complex. Please respect this policy to maintain a clean and smoke-free environment.brbrbrbrNo Parties: The house is intended for quiet and peaceful stays, and hosting parties or large gatherings is not allowed. Please be considerate of the neighbors and keep noise levels to a minimum, especially during nighttime hours.brbrbrbrNo Pets Allowed: We understand that some travelers prefer a pet-free space, and we have taken special care to ensure a clean and comfortable atmosphere. Rest assured that no pets have been allowed in this home, making it a perfect choice for those with allergies or seeking a pet-free experience. brbrbrbrThese policies are in place to ensure a comfortable and enjoyable experience for all guests and to maintain the integrity of the property. brbrbrbrOptional Add-ons (subject to availability, please inquire in advance):brbr • Early Check-in (2:00 PM): $50 fee.brbr • Late Check-out (12:00 PM): $50 fee.brbrPlease contact us in advance to inquire about availability.brbrbrbrIf you have any questions or need further clarification about these policies, please feel free to contact us. We want to ensure that your stay is pleasant and in accordance with these guidelines.brbrbrbrInteraction with Guests:brbrWe value your privacy and aim to provide a seamless, uninterrupted stay. While we won't be present at the property, we are always available and happy to assist with any questions or needs you may have. Please feel free to reach out to us through the messaging app or by phone at any time.brbrbrbrCheck-In: Prior to your arrival, we will provide you with detailed instructions on how to access the condo. If you have any questions or need assistance during the check-in process, we are just a phone call or message away.brbrbrbrCommunication: We are available to address any questions, concerns, or issues you may have throughout your stay. We strive to respond promptly and provide you with the support you need to make your stay comfortable.brbrbrbrRecommendations and Assistance: If you need recommendations for local attractions, dining options, or any other information about the area, please don't hesitate to ask. We are familiar with the surroundings and can provide guidance to enhance your experience.brbrbrbrEmergencies: In case of any emergencies or urgent matters, please refer to the provided emergency contact information. We will provide you with the necessary assistance to address the situation promptly.brbrbrbrWe aim to strike a balance between respecting your privacy and ensuring you have a pleasant and hassle-free stay. Our goal is to make your experience enjoyable and memorable. If you have any specific preferences or requirements regarding our interaction, please let us know, and we will do our best to accommodate them.

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Bath

Sleeps

$297.89

/ Nightly

Private Vacation Home

The Pink Palm on Siesta Key

Sarasota, Florida, United States

Ideally located on the north end of Siesta Key, this charming resort-island home has loft-like spaces, a cool tropical modern vibe, plus 3 bedrooms, 3 baths and fantastic saltwater pool. This home is a 5 minute walk from a small public beach and less than 2 miles to the heart of Siesta Key Village. Close enough to enjoy everything Siesta Key has to offer but insulated from all the crowds, tourist traffic and noise. This home is pet friendly and features a huge, fully fenced yard. brbrThe entire home has been recently remodeled and decorated with high quality furniture. We provide comfy beds, crisp, clean linens and a fully stocked kitchen. The kitchen has quartz countertops and stainless appliances. Smart TVs abound and everything is wired for lightning fast wi-fi. Perhaps the most desirable feature of the home is the opportunity for indoor/outdoor living. The back wall features sliding glass doors that open into the spacious lanai and backyard recreation area. The resort-style pool is a quiet and secluded oasis to float around and relax with a cool drink. Step outside the pool area and you are in the enormous, fully fenced backyard (almost 1/3 acre). This is the perfect place for your pups to play. brbrThe location of this home is just fantastic! It's nestled in a quiet, residential neighborhood on the north end of Siesta Key home of the #1 beach in America! One of the things that makes Siesta Key so special is the sand, it's just like powdered sugar and 98% pure quartz so it never gets hot on your feet. You are just a few minutes from all that Siesta Key has to offer including many great restaurants, quaint boutiques and tons of activities such as boat rentals, snorkeling tours, parasailing, and deep sea fishing charters. brbrVR23-00008

Bed

Bath

Sleeps

$783.33

/ Nightly

Private Vacation Home

4 BR canal home Sleeps 8 by FVC

Sarasota, Florida, United States

Florida Vacation Connection welcomes you to Malibu, a 4 brm/3 bth oversized pool home with 2 car garage. An open Kitchen claims its rightful spot as the heart of the home. Bedrooms are situated for privacy. A beautiful garden offering of sun and shade to enjoy your outdoor time. From the pool to the canal, poolside lounge chairs to the garden lounge chairs, and from shade to sunbathing on the dock. City of Sarasota Certificate of Registration Number: VR25-00217

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Sleeps

$439.61

/ Nightly

Condo

Serenity @ Midnight Pass Inlet 28' Boat Dock / Fishing, 5 Min Beach Walk & More!

Sarasota, Florida, United States

Welcome to our little piece of Paradise, where memories await! We supplied everything, so not to worry. Just bring your luggage and unwind! This Island is beautiful with white beaches, lush landscapes and wildlife! The views are amazing from any room! Daily boats, paddlers and kayakers set out for the day on the Bay or the Gulf via (Midnight Pass Inlet). Take a 7-10 minute kayak ride or 2 minute boat ride to the pass. Dine in the best restaurants with beautiful views, especially across the street from the condo. Watch sunrises from the front of the condo and sunsets from the back. Also, for the fisherman and boater, there is a Marina across the street with live bait, boat rentals, etc. Enjoy shopping in Siesta Village via free Trolly, bike, or car in 15 min from the condo, Enjoy homemade ice cream, local farmers market, or a stroll in downtown Sarasota, You’ll find many different types of local and designer shops, coffee shops, and specialty shops. There is something for everyone or any age!

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Bath

Sleeps

$147.39

/ Nightly

Condo

The Polynesian- 2 miles to Siesta Beach, Heated Pool, Furry Friends Stay Free

Sarasota, Florida, United States

Recently upgraded now available! Be the first to take advantage of super clean and modern residence. A newly rebuil brick patio, gate door and vegetation with brand new furniture and padding (photos coming soon!). The gate opens to several hundred yards of grass for your pint size companions to do what they do safely. brbrBook your next trip here at The Polynesian where up to 2 small dogs are welcome at no extra charge. Enjoy this 1 bedroom 1 bath 800 square feet of Polynesian style living with a spacious and convenient tiki patio.

1

Bed

1

Bath

2

Sleeps

$150.72

/ Nightly

Condo

Nicely decorated 2 bedroom 2 bath 2nd floor condo

Sarasota, Florida, United States

Vacation RentalbrbrCondo Association Approval Required. Application Will be sent after property is booked.brbrWelcome to your slice of paradise in The Meadows Country Club! This exquisite 2 bedroom, 2 bathroom second floor condo offers a serene and comfortable living experience in a prime location. As you step inside, you'll be greeted by a spacious and tastefully decorated living area, featuring a cozy breakfast nook and a formal dining table for enjoying meals with family and friends. The master bedroom boasts a luxurious king bed and an en-suite bathroom for your comfort and convenience. The guest room features two twin-size beds, providing ample sleeping space for family or guests. Both bedrooms are beautifully decorated, creating a tranquil retreat after a day of exploring the nearby attractions. Relax and unwind on the screened-in lanai, which offers a stunning pool view and a peaceful setting to enjoy your morning coffee or evening cocktails. The lanai is the perfect spot to enjoy the warm Florida breeze and take in the picturesque surroundings. The fully-equipped kitchen features modern appliances and ample counter space, making it a breeze to prepare meals at home. The condo also includes a washer and dryer for your convenience. Located within minutes of UTC shopping, where you can indulge in retail therapy, and the world-famous Siesta Key Beach, known for its powdery white sands and turquoise waters, this condo is perfectly situated for you to enjoy all that Florida has to offer. The Meadows Country Club offers a variety of amenities, including golf, tennis, and walking trails, ensuring you have plenty of activities to enjoy during your stay. Don't miss out on this exceptional rental opportunity! Book now and experience the ultimate Florida lifestyle in this beautifully decorated 2 bedroom, 2 bathroom condo with pool view, screened-in lanai, breakfast nook, and modern amenities.

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Bath

Sleeps

$236.69

/ Nightly

Private Vacation Home

Fabulous Lake View Getaway – 2BR 2BA Home Near Siesta Key Beach! Free WiFi.

Sarasota, Florida, United States

Fabulous Lake View Getaway – 2BR/2BA Home Near Siesta Key Beach!brbrWelcome to your perfect vacation retreat! This spacious and family-friendly 2-bedroom, 2-bathroom home offers stunning lake views and all the comforts you need for a relaxing stay. You’ll be truly impressed!brbr ️ Living Spacesbr • Large, oversized sofa in the living room — perfect for relaxing.br • 70” Smart TV for movie nights and streaming your favorite shows.br • Kitchen with bar seating for 3.br • Dining area features a round table with seating for 5.brbr ️ Sleeping Arrangementsbr • Bedroom 1: King-size bedbr • Bedroom 2: King-size bedbr • 2 single folding beds – fun for kids, but also comfortable for adults!brbrPerfect for families or small groups!brbr Pet Policybr • Dogs only allowed with prior approval.br • Weight limit is 30 lbs unless the dog is well-trained and well-behaved — in which case, weight is not an issue.br • Unapproved pets will incur a $500 charge.brbr Please Note:br • No parties allowed.br • This is a quiet neighborhood — please respect our neighbors.brbr ️ Beach Gear Providedbr • 4 beach chairsbr • Umbrellabr • Beach cartbr • Coolerbr • Beach towelsbrbrA gas grill is available outside for your BBQ needs!brbr Security Camerasbr • Front door (doorbell camera)br • Front left side of the housebrAll for your safety and peace of mind.brbr ️ Location Highlightsbr • Just minutes from Siesta Key Beach – ranked #1 beach in the U.S.!br • Sarasota Downtown – only 15 minutes awaybr • Farmers market & Publix – 0.5 milesbr • Hooters & shopping – within 1 milebr • Jet ski rentals – under 2 milesbr • Russian Deli “Taste of Europe” – 1.5 milesbr • Ca’ d’Zan Castle & Museum – 10 milesbr • Warm Mineral Springs – 30-minute drivebr • Dog walking park & nature trails – just a few minutes awaybr • Ride bikes or scooters to the beach and explore the island!brbr ️ Trash Collectionbr • Wednesdays — please place bins out Tuesday evening or early Wednesday morning.br • Position containers on the right side as you face the street.brbrCome relax, explore, and enjoy everything this fantastic location has to offer. Whether you’re here for the beach, nature, or just peace and quiet — you’ll feel right at home.

2

Bed

2

Bath

6

Sleeps

$158.89

/ Nightly

Condo

Upstairs 2bed/2bath Condo in The Meadows!

Sarasota, Florida, United States

This elegantly decorated 2 bedroom, 2 bathroom second-floor condo boasts breathtaking nature views, offering a serene and picturesque retreat for your stay. The open concept floor plan allows for seamless flow between the living room, dining area, and kitchen, making it easy to connect with family and friends. The dining area features a six-seat dining table, perfect for enjoying meals or playing games. Step outside to the screened-in lanai, where you can immerse yourself in the stunning nature views while enjoying your morning coffee or unwinding with a glass of wine in the evening. The lanai also offers additional seating, providing a tranquil spot to bask in the beauty of the surrounding environment. The master bedroom features a plush king-sized bed, adorned with luxurious bedding, and offers a private sanctuary to rest and rejuvenate. The en-suite bathroom includes a walk-in shower and all the amenities you need for your comfort. The guest room features two twin-sized beds, ideal for accommodating additional guests or creating a cozy space for children or friends. The second bathroom includes a bathtub/shower combination, conveniently located adjacent to the guest room. This condo is located within the prestigious Meadows Country Club, offering access to the community's amenities, including the golf course, tennis courts, and community pool (for an additional fee). The Meadows community is known for its lush greenery, tranquil ponds, and abundant wildlife, providing a perfect backdrop for outdoor activities and leisurely strolls. The Meadows Country Club is also conveniently located close to UTC shopping area, offering a wide range of shops, restaurants, and entertainment options. Additionally, the world-renowned Siesta Key Beach, known for its pristine white sand and turquoise waters, is just a short drive away, providing endless opportunities for beach outings and water activities. Don't miss the chance to experience the tranquility and beauty of the Meadows Country Club in this amazing condo.

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Bath

Sleeps

$464.65

/ Nightly

Villa

Lovely Getaway Villa with 2 bedrooms / 2 baths, quick walk to the beach!

Sarasota, Florida, United States

Welcome to Crescent Coral! This gorgeous remodeled beach casita is the perfect getaway for you and your closest friends and family! Enjoy a stunning interior finish with décor beautifully done and reminiscent of the seashore and beach! Sleeping accommodations for 6 are provided with one bedroom having a king size bed and the other a queen. It also has a plush comfy queen size sofa sleeper in the living room. There are two spotless bathrooms, featuring all new cabinets, fixtures, toilets, and tub and shower combinations. Soft plush couches, beautiful décor and flat panel, wall-mounted TV’s in both bedrooms and the living area make visiting Crescent Coral such a joy for your family and friends. Outside seating is available for those quiet moments when you want to enjoy the fresh island breeze or find time to read a good book. Enjoy immediate access to the pool area from this casita. The lust tropical landscaping up-lighted for special effects at night, remind you of your attraction to Siesta Key Beach, our tropical paradise. As you sit by the pool, you’ll struggle with the decision to go down to the nation’s #1 rated beach or take a short walk to the Crescent Village for shopping and entertainment. The beautiful beaches and Crescent Village are all within easy walking or biking distance, perfect for enjoying all that Siesta Key has to offer. Crescent Coral is a truly unique vacation home that you, your family, and friends will truly enjoy, and is sure to be your choice returning year after year.brbrBedroom 1 – KingbrBedroom 2 – QueenbrLiving room – Queen Sleeper SofabrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 23br*To book a Beachside Managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security Authorization Hold taken upon check-in. Amount: $500

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Bath

Sleeps

$425.5

/ Nightly

Condo

Second Story Garden unit, Sleeps 6!

Sarasota, Florida, United States

This second floor garden unit is located in a nice quiet setting just a hop and a skip from the tennis courts, pool and America's No. 1 beach (voted on in 2011). The kitchen and bathrooms have recently been updated and the unit has its own washer and dryer. The living room has a 14 foot high vaulted ceiling and a flat screen HDTV. What more could anyone wish for than to come back to this quiet, comfortable furnished home, at the end of the day after enjoying all that Siesta Dunes and Siesta Key have to offer 2nd Floor, Stair Access Only

Bed

Bath

Sleeps

$236.75

/ Nightly

Private Vacation Home

4 Bed pool House by Bay! Lido & Siesta Key Beaches very close

Sarasota, Florida, United States

This four-bedroom house has bed space for eight guests Newly renovated brand new white open concept kitchen, marble style quartz counters, modern square sink, big island(4 stools)new vanities in both bathrooms with stone counter tops. Home has a private pool and a list of extras that includes high-speed Internet, HDTVS with Netflix and YoutubeTV. Sarasota pool house is big on style, with big comfortable sectional sofa, 3 flat screen TVs a leisurely screened in pool area for privacy, and private backyard for you (and fully fenced in for your dog)The neighborhood also has a mini bay beach (Indian Beach)marked running path along the bay for exercise enthusiasts. brbrIt has 4 bedrooms and can sleep 8 persons comfortably. The primary bedroom and big bed room have king sized beds, the other 2 bedrooms have comfortable queen sized and full-sized beds and the The entire house was freshly painted in creamy neutral, new front door and all new blinds on the windows (fall 2023)We also provide cable and wi-fi service. The screened in pool area has a newer patio table (seats six) and grill; a perfect area for your morning coffee, evening drink, an outside meal or just lounging by the pool.brThe 11,000 sq ft. property is entirely fenced in and in a quiet, pedestrian-friendly neighborhood. It is just a 5-minute drive from downtown Sarasota, the beautiful St. Armand’s Circle, and Lido Beach. The property is also a short 15-minute drive to the world-renowned Siesta Key beach with its white quartz sand.brbrA short walk takes you to Sarasota Bay(3 blocks)Ringling College of Art (25 steps)and Jungle Gardens/petting zoo(1 mile)Bike or drive just 5 minutes to: The Ringling Museum of Art and The John & Mable Ringling Estate (Ca d’Zan), Asolo Theatre, Van Wezel Performing Arts Hall, Sarasota Ballet, Sarasota Opera, Marie Selby Botanical Gardens, Mote Marine Laboratory, Lido Key, St. Armand’s Circle, or the Downtown Main Street strip.brbrYou’ll love the comfort of this home, and find it the perfect base to explore the amazing beaches, incredible restaurants, museums, culture, and entertainment that Sarasota has to offer. Being here is like a dream come true—you will LOVE Sarasota as much as we do! Extras include: newer towels, and great comforters/bedding.brbrNot feeling beachy Tons of activities for all age groups in the area. NEW PICKLE COURTS! Tennis, golf, rowing etc. Get the hottest tickets to the Ballet, Opera, Spring Baseball Training, International Film Festival (in March), Comedy Club, or Concerts. brbrWant to keep the kids busy How about the local Aquarium, neighborhood Zoo (Jungle Gardens), Big Cat Habitat, Mini Golf, or Deep Sea Fishing The train at The Ringling Tickets to theme parks, like Disney World (2 hour drive), Busch Gardens, Tampa (1 hour drive) There is so much to do here in Sarasota and beyond—The Cultural Coast! We are private owners and work hard to make sure each guest has a greet vacation. Sarasota Vacation License VR24-00119.

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Sleeps

$495.86

/ Nightly

Private Vacation Home

Oasis Right On Siesta Key

Sarasota, Florida, United States

Step into an oasis of sophisticated comfort, just five minutes walk to America’s #1 beach. Located on a private ½ acre, this gracious home offers many outdoor spaces for reading, dining, relaxing, a 5 person spa and propane fire pit, in total privacy. The interior of the home is a reflection of the owner’s devotion to art, music and literature. A B&O sound system, baby grand piano, extensive library, museum quality art, MidMod and Danish Modern furnishings create an air of quiet comfort brEnjoy discounts for 7 night, and 30 night stays. brThis is luxury living in paradise just steps away from the #1 Beach in America. This spacious four bedroom, three bathroom vacation rental is built with an open floor plan with plenty of room for activities. One wing features a large master bedroom, king size bed and private bathroom, the opposite wing has a queen size bedroom, ensuite bath and two additional rooms with shared bath. These spaces are separated by an expansive living and dining area opening onto a beautiful lanai with a panoramic view of the tropical paradise outside . A haven for those who have mastered the art of living.

4

Bed

3

Bath

8

Sleeps

$468.95

/ Nightly

Apartment

Oasis by the water.

Sarasota, Florida, United States

Consider this studio your home away from home while you visit Sarasota. This pleasant and peaceful retreat features a cozy bedroom with a king bed and a lovely living room with an additional queen bed. Guests can relax in the cool AC or step outside to enjoy the serene surroundings. Equipped with a hairdryer, and an iron provided, your stay will be comfortable and stress-free. Enjoy your time in Sarasota at our studio.

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Sleeps

$227.89

/ Nightly

Condo

Discounted rates for gorgeous one bdrm directly across from beach, near village!

Sarasota, Florida, United States

Due to a cancellation we now have July 4-10 available- see the magnificent fireworks on Siesta beach by just walking across the street! We currently are offering a minimum 4 night booking policy during June 6 to December 11. (After that date, until mid-April, the minimum night stay will go to 7 nights and require Saturday to Saturday bookings.) In addition, as of now we still have some weeks available next January, February and March - however they won’t last very long! Gorgeous updated, just renovated, newly furnished one bedroom! Best location on Siesta beach and a short walk to charming Siesta village! Enjoy a perfect Florida vacation at our Condo (unit 109) - directly across from world-famous Siesta Beach (Rated the #1 beach in the US)! brbrOur especially well maintained, upscale one bedroom, one bath condo is in the condominium complex closest to Siesta Beach -- known for having the whitest sand in the world (with the look and feel of baby powder). We are only one mile from Siesta Village, with its excellent shops and restaurants! Our guests are usually couples or two persons, although we will allow three people. brbrA free trolley takes you from our condo complex to Siesta Village!brbrWalk out of our convenient first-floor unit's lanai, go sixty steps - and you're on this magnificent, breathtaking beach. Our condo is decorated in a coastal chic beach house theme. Our screened in lanai is perfect for eating your breakfast outside or watching amazing sunsets - perhaps with a glass of wine. A super comfy new King size bed awaits you in the bedroom. If a third person occupies the unit we have a pullout queen size bed. There are two cable TVs and in addition, of course, we have WiFi internet access. The beautiful, oversized swimming pool is heated when necessary, and a clubhouse provides a fitness room, library, a pool table and table tennis. Several bar-be-que grills are available. br brWe're located in the best area of Siesta Key, an upscale resort island just over the bridge from Sarasota. Whether you stick to Siesta Key or go into Sarasota itself, you'll find every type of resort activity available and a choice of hundreds of fabulous restaurants. And now -- there is a brand new casual restaurant -- the only one on the beach with stunning Gulf views -- right across from our condo! brbrBest of all, we've made our rates the most reasonable offered anywhere on the Key! Although most of our guests have access to a car -- now that there is the free trolley to Siesta Village -- some visitors may opt to get away without a car rental. Most of our guests love our condo, write fabulous reviews— and return each year! Be sure to read them! Saturday December 26, 2026 checkout required for Christmas week. Saturday check in and departure required during mid-December to mid- April. Renters must be at least 25 years old! The condominium association absolutely forbids pets in the units!

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Bath

Sleeps

$99.77

/ Nightly

Hotel

WATERFRONT STUDIO UNIT 107 at the Ramada Inn Sara Bay Marina 7150 N Tamiami Tr

Sarasota, Florida, United States

350 SQ FT STUDIO HOTEL ROOM UNIT WITH DELUXE TILED SHOWER AND 47 INCH LED FLAT SCREEN TV WITH FULL CABLE - FREE HIGH SPEED WIRELESS INTERNET. PLEASE - NO SMOKING -NO PETS ARE ALLOWED brIN THE ROOM (HOTEL POLICY - $250 PENALTY APPLIES)brHEATED POOL - ON SITE RESTAURANT AND TIKI BAR. FITNESS CENTER AND COMPUTER CENTER KEEPS YOUR BODY AND BUSINESS IN SHAPE! THIS IS AN INDEPENDENTLY OWNED HOTEL ROOM AT THE RAMADA INN - 7150 N TAMIAMI TRAIL Room 107 - , SARASOTA... THE ROOM IS SET UP AS ANY HOTEL ROOM EXCEPT HOUSEKEEPING IS NOT included, although there is a laundry mat close by...You might want to bring extra towels for longer stays, but there is an ON SITE LAUNDRY ALSO AVAILABLE in the next building. THIS IS A TWIN ROOM TO OUR ROOM 103 TWO DOORS DOWN ! This is a small hotel room, so there no kitchen, but has a small fridge and microwave. It is meant for short term stays. Two adults, no kids in room...In the slower season, May thru November, longer stays may be appropriate with discounted weekly or monthly rates.brNOTE: PLEASE MAKE YOUR RESERVATION REQUEST AND CONFIRMATIONS AT LEAST 48 HOURS BEFORE CHECK IN TIME TO GET THE ROOM PREPARED (HOTEL RULES)brPlease register at the front desk when arriving and know the room number (107) so the front desk knows what key to give you...brThere are no refunds for any reason, NO exceptions…brhotel breakfast is not available, but Crager’s restaurant next door gives a 10% discount for condo guests.brbrBoat rides/Boat rentals Call the front desk brbrmy former manager Todd, who many of you knew, passed away a year ago, and now any maintenance of other issues are handled by the hotel and Navid Kichi, the owner of the hotel, please contact him at the front desk with any issues brWe strive to earn a five start review, contact Navid at the front desk with any needs or issues…

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Bath

Sleeps

$313.65

/ Nightly

Private Vacation Home

House on Hibiscus - New, Close to Beach and Everything Else. Pet Friendly!

Sarasota, Florida, United States

This beautiful, fully renovated, 3-bedroom, 2-bathroom home is located less than 2 miles to Siesta Key - home to #1 Beach in the USA! Undeniably terrific location – close to downtown, beaches, awesome dining options, and all the amenities of the Trail, yet situated on quiet, tree-lined streets.brInside you'll find 3 bedrooms plus separate room designed as an office space for your remote work activity, cozy living room with a large TV, full kitchen equipped with stainless steel appliances and a dining table that seats six. Outside you will find dining tables and gas grill. brWhether you want to explore Sarasota/Siesta Key or stay home and relax in the beautiful back yard, this home is situated in the perfect location! Less than a 5-minute walk to Southside Village for boutique shopping and dining, just minutes to Marie Selby Gardens, Sarasota Memorial Hospital, and all that Sarasota offers: world-class dining, fine shopping, cultural activities, entertainment, and the beautiful beaches of Siesta Key, Lido Key, and Longboat Key. brbrThe quintessential blend – urban and coastal living designed for a vacation second to none.

3

Bed

2

Bath

8

Sleeps

$227.97

/ Nightly

Condo

Siesta Key 2BR | Walk to Beach | Private Entry

Sarasota, Florida, United States

Experience the best of Siesta Key living in this beautifully furnished first-floor condo located within the highly desirable Harbor Towers community. With a private entrance and no elevators or lobby access to navigate, this condo offers seamless convenience from the moment you arrive.brbrEnjoy your morning coffee or outdoor dining on the private patio, with assigned parking just steps away for easy access when unloading groceries, beach gear, or returning from a day on Siesta Key Beach.brbrInside, the condo features light coastal-inspired furnishings, beach-themed décor, and a comfortable, inviting atmosphere designed for both short getaways and extended stays. The modern kitchen includes updated appliances and everything needed for easy meal preparation, and beach chairs are provided for added convenience.brbrHarbor Towers Resort-Style Amenities Include:brbr• Heated poolbr• Clay tennis courtsbr• BBQ grilling areabr• Fitness centerbr• Sauna, showers, and locker areasbr• Clubhouse with pool table, TV, refrigerator, ice machine, and gathering spacebr• Waterfront gazebo ideal for sunset views, dolphin sightings, and manatee watchingbrbrOne of the best features of Harbor Towers is the free trolley stop located directly in front of the building, providing easy access to Siesta Key Beach and Siesta Key Village for dining, shopping, and entertainment without the hassle of parking.brbrThe condo is approximately a 10-minute walk to Siesta Key’s famous white sand beach and only a quick 2-minute trolley ride to the beach access points and Village area.brbrWhether you're visiting for a relaxing beach escape, seasonal stay, or extended coastal retreat, this condo offers the perfect combination of comfort, convenience, and full access to one of Siesta Key’s most sought-after communities.

2

Bed

2

Bath

5

Sleeps

$218.14

/ Nightly

Private Vacation Home

Sarasota Summer Splash House

Sarasota, Florida, United States

This home features three bedrooms and one bathroom. Currently it is set up as a two bedroom with office. The primary bedroom is calm and neutral featuring a queen size adjustable bed. The closet has been converted into a TV and storage nook. The office houses a desk and a closet which is utilized as the primary bedrooms closet. The guest room has a soft queen sized bed and full closet. The kitchen is fully equipped with a refrigerator, dishwasher and microwave.

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$478.78

/ Nightly

Condo

Crescent Arms Vacation Rentals 501S Siesta Key Florida

Sarasota, Florida, United States

Crescent Arms unit CA 501S Welcome to Barbs Siesta Beach Getaway. This unit is new to the Crescent Arms Rental program and has opening during the prime rental season. These openings will not last long. Book your favorite time to vacation quickly before all the openings are taken! It is a highly coveted front center unit. Featuring the best views of the white sandy beach and the vast sunsets that Siesta key has to offer. This unit has a huge Lanai that is accessible from the living area and both bedrooms through sliding glass doors. The 2 bedrooms are separated by the living room offering privacy in each bedroom with their own bathroom en suite. Every room has a view of the water while cooking dinner at night to relaxing in your bed in the morning you can watch the seagulls fly by and hear the waves lapping against the white sand beach. Barb has the unit decorated is a tasteful costal beach decor. The decor brings the beautiful beach view into the unit while staying sleek and clean feeling. This unit is perfect for your romantic getaway or for a small family.brThis unit Features:brBeach front property! Easy access on and off the Island! No loading up a car or crossing streets just walk out of the building onto the sand! 2 Bedroom 2 bathroom. Sleeps up to 4 people. The Main bedroom has a queen bed with private bathroom the Guest room has 2 twin beds and a private bathroom. Screened in lanai with patio furniture. Full kitchen, dining area, Tv in each room with free Wi-Fi. brShared resort amenities:brHeated pool, Private Beach, BBQ area with gas grills. Beach chairs provided. Beach personnel you can rent an umbrella from. Beach towels included. Bed linens and bath towels included. We do not have a linen service if you would like fresh linen you will have to wash them. Coin operated laundry in the tower buildings. Villas have washers and dryers in the garage No smoking and no pets, please! NO GOLF CARTS, Trailers, motorcycles, mopeds, boats If you want to enjoy the sugar-white sand of Crescent Beach, shop or just relax by the pool, located directly on the beach side of Midnight Pass Road, we offer something for everyone: Wi-Fi, cable television, generous closet space, a lanai or glassed-in porch and a fully furnished kitchen. Crescent Arms features: Fully Furnished, Gated Condominiums Private Beach Access with Chairs No smoking and no pets, please!brThere is a seven-night minimum stay Saturday to Saturday. Check in: 4 PM Check out: 10 AM. We strongly encourage you to get rental insurance in case of any problems that may occur. Your Florida Vacation Awaits You.

2

Bed

2

Bath

4

Sleeps

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