Vacation Condo Rentals By Owner In Sarasota, FL

Enjoy life under the sun at Sea Shell! A Lovely 2 bedroom, 2 bathroom condo that can sleep up to 7 guests. Spend your evenings with your friends or in the beautiful home that comes with a fully equipped kitchen, dining area, private patio and plenty of space to unwind after a day of adventures on Siesta Key. Relax by the large, heated pool or head out to the beautiful Crescent Beach. If you’re still looking for things to do, take a stroll to the many wonderful shops and restaurants the island has to offer!br-One parking space available. This parking space is covered with a Max Height of 6 feet.brbrBedding and Televisions:brBedroom 1: King, TVbrBedroom 2: Full and Twin, TVbrLiving Room: Sleeper Sofa, TVbrbrAdded 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!brbrPlease Note: Golf-Carts are NOT allowed on property grounds.brbr*Minimum Age to Book: 25br*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

Relax At Sea Shell! 2 Bedroom/2 Bath Condo On Siesta Key!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$293.17

Aloha Kai #42brbrLets Go to the Beach!br brEscape to the sun-kissed shores of Siesta Key and immerse yourself in the laid-back luxury of Aloha Kai #42. This charming beach villa is your perfect retreat, where the soothing sounds of the Gulf of Mexico and the vibrant energy of Crescent Beach create an unforgettable vacation. Fresh and inviting with colorful coastal comfort, Aloha Kai #42 invites you to kick off your shoes, sip morning coffee on your private patio, and dive into a world of relaxation and adventure. Here's what makes this home so special: br brBedding Arrangement: br1 Bedroom: brMaster Suite: King-size bed and Smart TV brAdditional Sleep: Queen-size sleep sofa in the living areabrTop Features: brSleeps 4 brLargest Pool on Siesta Key: Dive into the expansive, sparkling pool surrounded by a large lounging deck with plenty of poolside lounges, tables, and chairs for ultimate relaxation. brDirect Beach Access: Steps away from the powdery white sands of Crescent Beach, rated the #1 beach in the U.S., with shaded pavilions and lounge chairs for your comfort. brCommunity Amenities: Enjoy shuffleboard, ping pong, and a poolside community room, plus complimentary beach toys and floats for fun in the sun. brPerfect Home Base Location: Plenty of things to do and unique places to visit. Stroll to nearby restaurants, ice cream parlors, and bars, or hop on the Siesta Key trolley for easy island exploration. There are plenty of activities for children of all ages, thrill seekers and those who want to experience the natural wonders of the region.brNestled within the gated, family-friendly Aloha Kai resort, Aloha Kai #42 places you in the heart of Siesta Key's Crescent Beach, famous for its dazzling quartz sand and emerald waters. Whether you're lounging under a shaded beach pavilion, taking a soul-soothing walk along the 3-mile shoreline, or marveling at breathtaking Gulf sunsets, this villa offers the perfect blend of tranquility and convenience. With friendly staff, 24-hour support, and daily trash removal, your stay will be seamless and stress-free. Book your Siesta Key escape at Aloha Kai #42 today and create memories that will last a lifetime! brbrRoelens Vacations is proud to partner with the city to promote recycling and make our community more sustainable and greener. Thank you for your cooperation and for being part of a more sustainable future! brDISCLAIMERS: br**10% deposit is due at time of booking, final payment is due 60 days out. Any reservations made within 60 days require full payment. No refunds will be given on deposits.**brThis home does not allow pets. brThis home has a minimum age requirement of 25 to book. Smoking is not allowed on the property.brEvery Villa has ONE designated parking space and parking pass. Additional vehicles and guests must register in the front office for a separate parking pass.

Beach Getaway! - Aloha Kai #42 - Roelens

Sarasota, Florida, United States

Bed

Bath

Sleeps

$188.07

Welcome to The Strand, where luxury waterfront living meets convenience and comfort. brThis rental unit features one bedroom, one den and two FULL bathrooms. brbrEnjoy amenities such as a heated outdoor pool, spa, fitness center, kayak launch, two communal barbecues, elevator access, and secure community entry—all just a short drive from downtown Sarasota. brRelax on your balcony overlooking the serene Whitaker Bayou.brbrWe have taken great care to ensure that you have everything you need to feel at home during your stay.brbr★Living Area:brThe living area, located down the hallway, features a cozy full-size pull-out couch, an armchair, a coffee table, and a smart TV for streaming (requires your own login credentials) equipped with Roku for free TV streaming. The space also provides direct access to the balcony through sliding glass doors.brbr★Kitchen:brThe kitchen features brand new appliances such as a stove, oven, microwave, fridge, dishwasher & disposal, toaster, kettle, and coffee machine.brIt has 3 bar stools to enjoy the breakfast bar.brA new sponge, dish soap, trash bags and dishwashing detergent to get you started are included.brbr★Dining:brThe round dining table can comfortably seat 4 guests.brThe breakfast bar seats 3.brbr★Master bedroom:brLocated on the left-hand side upon entering the condo, it includes a Queen-sized bed, a dresser with a smart-tv, a nightstand with lighting as well as access to the en-suite bathroom. Bedding & linens are included.brbr★Den:brConsidered a guest bedroom without a window, it features a twin-sized bed, a desk with a chair, and closet. Bedding & linens are included.brbr★Bathrooms:brThe master bath is connected to the bedroom. It features a large walk-in shower, sink and toilet, and a large dressing room.brWasher and Dryer are located in master bathroom.brThe 2nd bathroom features a bathtub with sink and toilet. brTowels, a blow dryer and essential soap products are included.brbr★Balcony:brThe balcony can be accessed through the large sliding doors in the living room and features 4 chairs and a small side table. brIt is the perfect location to enjoy the sunsets on the bay!brbr★Laundry:brThe washing and dryer machines are located in the master bathroom.brBasic detergents are supplied to start you off.brbr★Parking:brYou have one reserved spot inside the parking garage.brPlenty of uncovered guest parking available on a first-come first-serve basis.brbr★Community amenities:brCommunal pool & Gym, please note that pool temperature may vary depending on outdoor conditions, and during colder weather, it may not always reach the desired setting. The pool is heated seasonally in accordance with Homeowners Association guidelines. Guests are kindly asked to follow all HOA pool rules, including posted hours of operation.brKayak Launchbr2x barbequesbrEV charging stationsbrSecure entrybrbr★Accessories:brBeach towelsbrbr★Miscellaneous:brSelf check-in starting 4 pm & self check-out by 10 am.brSecure community with MyEnvera gate system.brCar charging stations available.brIf you wish to receive mail, it must be sent to our Orquera Florida Investment office - Sarasota downtown.brbr★Location:brDowntown Sarasota – 5-10 min drivebrLido Beach - 15 min drivebrSiesta Key Beach - 25 min drivebrWicked Cantina Mexican Restaurant & Subway within walking distance.brNew Bay Park – 5 min drive/10 min walkbrThe Westin – 5 min drivebrThe Ritz – 5 min drivebrbr★Pet Friendly:br We’re happy to welcome your furry friends! Please note that breed and size restrictions may apply. A $150 non-refundable pet deposit is required.brbr★Important Notes & Rules:br- This rental requires HOA approval, which includes submitting your email address, a copy of your driver’s license, current address, vehicle information, and a $150 fee (included in booking, fee subject to change). To begin the application, please promptly provide your email address. While we will apply on your behalf, we are not responsible for any delays in the process due to late submission of required information.br- For your safety, swimming is at your own risk, and children must be supervised at all times.br- No parties and no smoking on the premises.br- AC temperature should not be set below 70°F, and heating must not exceed 77°F.br- Please ensure doors and windows remain closed when the AC or heating is running.br- The residence is located on the canal without a fence. Children must be supervised at all times.br- If you need elevator assistance, please note that elevators may be temporarily disabled during severe weather. Stairwells are available as an alternative.brbr★Add-on:brTraveling with a little one We offer a Pack 'n Play for use during your stay for a one-time fee of $50. This includes clean, fitted sheets for your convenience. Just let us know in advance if you'd like to add this to your booking!brbr★Wildlife Awareness:brFlorida's diverse wildlife awaits responsibly; refrain from direct contact and adhere to safety guidelines. For more information, visit the Florida Fish and Wildlife Conservation Commission.brbrAre you traveling with family or friends We manage other units in The Strand, just ask us!brbrFind us on FB or IG: Orquera Florida InvestmentsbrbrYour unforgettable getaway awaits!

NEW! Waterfront Luxury in Sarasota – Near Downtown & Beaches!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$289.49

Best price for Gulf Front property, on ground floor walk directly out to beach front with spectacular view of Gulf and Siesta Key Sunsets. This unit is 100% renovated with everything new. You will love it!brbrSiesta Key Sunset Family Rentals is family-owned and proud to offer our beach-front Siesta Key (Sarasota) vacation rentals. As a family business, we take great personal pride in ensuring that our condos meet your standards of quality and cleanliness, and we are but a phone call away if you aren't satisfied with anything. brbrSiesta Key has 3 main beaches: Siesta Beach (white powdery sand), Turtle Beach (quieter area/less people/traffic, a great shelling beach) and Crescent Beach (snorkeling/fishing area). brbrSiesta Key Sunset Family Rentals are located at the Fisherman’s Cove Condominium directly next to Turtle Beach on the southern end of Siesta Key, right next to Casey Key. It is not crowded and more of an Old Florida environment.brAll units are direct Gulf Front property no more than a 15 feet walk to and facing the Beach from the lanai to enjoy Siesta Key’s beautiful sunsets, thus our name. We have three ground floor units for easy walk out to the beach and one 3rd floor with elevator for those who prefer an upper view. You will fall asleep each night to the sound of the waves.brbrOn the other side is the parking and Fisherman’s Cove Lagoon with boat docks for those who bring their own boats, (boat trailers are not allowed on premises but we can find you off lot parking) fishing piers, fish cleaning station, BBQ grills. You are literally surrounded by water! Fisherman’s Cove Lagoon leads out to Roberts Bay and the Intercostal waterway.brbrAlthough it is a 10-minute walk to local grills and fine restaurants, this area is quieter and less congested than Siesta Beach and Siesta Village which is only 4 miles away. For those who don’t want to drive, they can take the free Siesta Key Breeze Trolly around the island. For details see:brSiesta Key Association Have questions about the Siesta Key Breeze Trolley - Siesta Key AssociationbrbrEach unit is tastefully furnished and fully equipped with all your kitchen appliances and utensils needs. There is a washer dryer in each unit along with fast wireless internet and cable tv. br brFor outdoor activities each unit has beach chairs, towels, children’s play toys, an umbrella, in addition to limited fishing gear. Shared with 3 other units on a first come first available basis is a canoe, several Kayaks and Paddleboards. Upon request we also have available a pack-n-play and highchair. You do not have to bring anything but your vacation attitude.brbrFisherman's Cove Condominium provides a library, meeting room, shuffleboard court and heated pool. brbrAll units are two bedrooms (king bed in master, 2 twins in 2nd bedroom. , 2-bath, and Sleeper Couch.brbrGuests are responsible for obtaining vacation Insurance at their own discretion.brWe only give refunds if the condominium is not suitable for occupancy, i.e., no water or electricity for an extended period. If an event occurs while guest has arrived, then the refund will be prorated per night.brWe do not give refunds for medical issues, inclement weather, hurricanes, or red tide. Again, we advise getting vacation insurance.brbrHere is an example of the type of reviews we receive.brbrEnjoyed Very Much. Highly recommend!brI came down with my daughter and three little granddaughters. I communicate with the owner a few times before the trip, and they were very quick at replying back. They were the only owners in this complex that worked with us so we could stay from Monday to Monday. We stayed in unit B102. The unit was clean and had everything we needed and more. The girls loved the beach toys and my daughter, and I enjoyed the beach chairs. The first day we saw dolphins in the ocean out the back door and manatees in the bay out the front door, one morning we were at the beach and a manatee swam right by us. We also enjoyed the kayaks, we took 3 of them out through the mangrove trees and stopped at the beach and saw a biologist with some baby sea turtles, it was a great experience for my granddaughters who are home schooled. We enjoyed our trip tremendously and will be back. Thank you very much for sharing your beautiful place with us.brbrWe'd love to serve you and will do our very best to ensure a great vacation stay. We know that our renters may get one vacation a year and hope to make it as promised and stress free.brbrSincerely,

Fisherman's Cove Gulf Front totally renovated and new furnishings

Sarasota, Florida, United States

Bed

Bath

Sleeps

$278.28

Your Perfect Siesta Key Escape Awaits at Harbor Towers Yacht & Racquet ClubbrbrWelcome to paradise. Nestled on the southern end of beautiful Siesta Key, Harbor Towers Yacht & Racquet Club offers the perfect blend of relaxation, recreation, and coastal charm—making it an ideal destination for your next unforgettable Florida vacation.brbrWhether you’re planning a romantic getaway, a family vacation, or a rejuvenating retreat by the water, Harbor Towers provides the perfect home base to experience everything that makes Siesta Key one of the most beloved beach destinations in the United States. With world-class beaches, charming village shops, incredible dining, and endless sunshine, every day here feels like a dream.brbrStay Steps From One of America’s Most Beautiful BeachesbrbrSiesta Key Beach has been consistently voted the #1 beach in America, and once you experience it, you’ll understand why. The beach is famous for its powder-soft quartz sand—so cool and fine it almost feels like flour beneath your feet. The brilliant white shoreline stretches for miles along the sparkling Gulf of Mexico, creating the perfect setting for long beach walks, shell collecting, sunset watching, and pure relaxation.brbrFrom Harbor Towers, you’ll enjoy convenient access to Siesta Key Beach, allowing you to spend your days swimming in crystal-clear waters, soaking up the Florida sunshine, or simply unwinding while listening to the gentle rhythm of the waves.brbrMorning beach walks. Afternoon swims. Spectacular Gulf sunsets. It’s all just moments away.brbrA Waterfront Community Designed for Relaxation and FunbrbrHarbor Towers Yacht & Racquet Club is more than just a place to stay—it’s a resort-style waterfront community designed to help you fully enjoy the laid-back lifestyle of Siesta Key.brbrGuests enjoy a wide range of amenities that make every stay comfortable, convenient, and memorable. The beautifully maintained grounds create a peaceful atmosphere where palm trees sway in the warm coastal breeze and marina views remind you that you’re truly in a boating paradise.brbrRelax poolside with a refreshing drink, take a leisurely stroll around the marina, or challenge friends and family to a match on the tennis courts. The community offers a welcoming and relaxed environment where guests can unwind while still enjoying plenty of activities.brbrBoating enthusiasts will especially love the on-site marina and yacht basin, which adds to the unique coastal character of Harbor Towers. Watching boats glide in and out while dolphins occasionally pass by creates the perfect backdrop for a true Florida vacation.brbrEasy Access to the Charm of Siesta VillagebrbrOne of the highlights of staying at Harbor Towers is its easy access to the vibrant and charming Siesta Key Village. Just a short ride away, the village is filled with delightful boutiques, beach shops, art galleries, and some of the island’s most popular restaurants and cafés.brbrEven better, free island transportation is readily available, making it effortless to explore the village without worrying about parking. Hop on a complimentary trolley or local shuttle and enjoy a carefree ride to the heart of the island.brbrSpend an afternoon browsing unique shops, grab a casual lunch at a beachside café, or enjoy a lively evening with live music and delicious coastal cuisine. The village has something for everyone—from relaxed beach bars to upscale dining experiences.brbrDining, Shopping, and Island ExperiencesbrbrSiesta Key is known not only for its stunning beaches but also for its incredible dining scene. Fresh seafood, tropical cocktails, and warm hospitality define the island’s culinary experience.brbrFrom waterfront restaurants serving freshly caught Gulf seafood to charming breakfast cafés perfect for starting your day, you’ll discover countless dining options just minutes from Harbor Towers.brbrAfter dinner, stroll through the village to enjoy local art, handmade crafts, or live music drifting through the warm evening air. The atmosphere is welcoming, vibrant, and unmistakably coastal.brbrThe Ideal Location for Exploring Florida’s Gulf CoastbrbrWhile Siesta Key itself offers plenty to see and do, Harbor Towers also places you within easy reach of Sarasota and the surrounding Gulf Coast region. Sarasota is known for its arts, culture, and beautiful waterfront parks.brbrGuests can explore museums, botanical gardens, theater performances, and outdoor adventures—all just a short drive away. Whether you want to spend a day shopping at St. Armands Circle, visiting the famous Ringling Museum, or kayaking through nearby mangrove tunnels, there are endless ways to enhance your vacation experience.brbrA Place to Relax, Recharge, and Make MemoriesbrbrWhat truly makes Harbor Towers special is the atmosphere. Life moves a little slower here. Mornings begin with coffee on the balcony as the sun rises over the marina. Afternoons are spent at the beach or lounging by the pool. Evenings bring spectacular sunsets and warm tropical breezes.brbrIt’s the kind of place where families reconnect, couples unwind, and travelers return year after year because they’ve discovered something special.brbrWhether you’re building sandcastles with your kids, enjoying a sunset walk along the shoreline, or simply relaxing with a book under a palm tree, Harbor Towers provides the perfect setting to create lasting vacation memories.brbrYour Siesta Key Vacation Starts HerebrbrIf you’re dreaming of warm Gulf waters, powder-soft sand, charming island shops, and unforgettable sunsets, Harbor Towers Yacht & Racquet Club is the perfect place to stay.brbrWith its ideal location, resort-style amenities, and easy access to both Siesta Key Beach and Siesta Village, it offers everything you need for a relaxing and memorable Florida getaway.brbrPack your sunscreen, bring your sense of adventure, and prepare to discover why travelers fall in love with Siesta Key year after year.brbrYour perfect Siesta Key vacation begins at Harbor Towers.brbrBook your stay today and experience the beauty, relaxation, and island charm that make this destination truly unforgettable.

Intercoastal retreat w sunset views DOLPHINS daily Clay Tennis Courts

Sarasota, Florida, United States

Bed

Bath

Sleeps

$137.92

Nicely furnished; Bistro set on quiet patiobrbrThis property is in the Meadows golf and tennis community which is ideally located in beautiful Sarasota. Known as the cultural center of Florida and host to many renowned festivals and cultural events, Sarasota is a world-class city of great diversity in the arts, music and theater. Most of the homes and condos were built in the late 1980's and early 1990's. The SCAT bus runs through The Meadows and there are many stores in The Meadows Shopping Center. brWithin minutes of The Meadows are the award winning white sandy beaches of Siesta, Lido and Longboat Keys, plus elegant shopping and dining facilities. The Meadows offers an array of different levels of seasonal membership if you choose to do so.brbrWhat the owners say: We love the tranquil feeling of our condo with a full view of the lake and spectacular sunsets. The water birds and other birds that visit Spring Lake and the tall pine trees are neat to watch.

Rare 3 Bedroom 2 Bath Rental with view of a lake on the golf course

Sarasota, Florida, United States

Bed

Bath

Sleeps

$262.44

Our condo on Siesta Key Beach is beautifully decorated with elegant touch & taste. The master bedroom has a king size bed with a private bathroom & a walk-in closet. The 2nd guest bedroom has 2 twin beds, bathroom & walk-in closet. The kitchen is fully equipped for your entertaining needs & includes a dishwasher. Our lanai is fully screened overlooking a beautifully manicured garden & gorgeous view of the beach & sunsets.The condo has wireless internet & smart screen TV's in each room. The convenience of the first floor is definitely a plus as you access the beach or your own private parking spot. brUmbrellas, beach chairs, & towels are provided for your convenience. Onsite you will enjoy the Olympic size, heated swimming pool, shuffleboard court, billiard & ping pong tables, exercise room. In addition; on site we have outdoors grills as well as washers & dryers. brIt is within walking distance to charming Siesta Key Village with numerous restaurants, pubs and shops. brOnce you are here you will feel you have 2 homes, but this one will be hard to leave. We will certainly be awaiting your return on your next visit !

Beautifully Decorated 2BR Beachfront Condo Directly Across Siesta Key Beach!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$240.86

Spacious one bedroom condo at La Siesta with Gulf views. This beautifully furnished condo has everything you need to provide for a pleasant and memorable stay on Siesta Key. This condo has been equipped for your comfort. The kitchen offers plenty of amenities for a wonderful cooking experience including new stainless steel appliances. The master bedroom has a king size bed and dresser. We provide a pull out sofa to accommodate two people. Enjoy wonderful sunsets on the lanai. Hop on the free shuttle (it runs every 30 minutes) and get to know Siesta Key and all it has to offer. Just walk across the street to the #1 beach in the USA or take a short walk to restaurants and shopping. The La Siesta Condos provide a heated pool, shuffleboard, table tennis, pool table, shuffleboard, clubhouse, exercise room, grill/picnic area, and laundry room just steps from the unit. Just a warning, after you stay here, you may end up calling Siesta Key your second home!

Condo# 303 Amazing view of the Gulf!! Siesta Key at its best.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$211.2

Rare.... Experience the white sand of Siesta Key Beach in your toes without traffic and the cost. Lovely quiet updated condo on the ground floor at Stoneybrook Golf and Country Club only 15 minutes away from one the most pristine beaches in the US. We provide beach chairs and towels. Wine and dine on the waterfront. Front and rear lanai’s provide private ambiance that varies with your mood with views of a luscious golf course, nature preserves and a beautiful sunset. Golf at Stoneybrook transferred. There are 5 nearby golf courses and one can get a tee time on one of them anytime as well. Located on the Legacy Trail, a bike path from Venice to downtown Sarasota - bikes provided. You bring the helmet. Nature paths for walking, close in shopping (Costco) with restaurant and bar available at nearby clubhouse open to the public. Beach activities nearby include surfing, kayaking, boogie boarding, shark teeth collecting and more....Heated pool, tennis, and pickleball courts are outside your door......all you need is to bring your own sunscreen.

Siesta Key Beach Sunsets and Golf Await You

Sarasota, Florida, United States

Bed

Bath

Sleeps

$90.4

This Sarasota condo boasts 2 inviting bedrooms, one with a king bed and the other with a full bed. The cozy space includes 2 bathrooms with a shower and hair dryer. Guests can relax in the pool after a day of exploring the city. Fall in love with Sarasota and enjoy the magic it has to offer. Visit the Ringling Grounds, the UTC Mall and the new aquarium all a short distance away. Don't forget the sugar sand beaches!

Enchanting 1st floor, 2-bedroom, 2 bath condo with AC in Sarasota

Sarasota, Florida, United States

Bed

Bath

Sleeps

$188.94

White Sands Village Condominium is the ideal place to enjoy your stay on tropical Siesta Key, Florida. Situated just a short walk from the world-renowned Siesta Key Public Beach, it’s a great place for a two-week vacation or for an extended stay.brPlease note: THE MINIMUM RENTAL PERIOD IS 14 DAYS.brOur condominium is privately owned and decorated, unique and beautifully maintained. Check out the amenities and photos!brOur unit has an assigned carport. brWhy just go to Florida when you can visit the #1 Beach in the USA! White Sands Village is a short 0.3 mile from Siesta Public Beach. No need to worry about Beach Parking while staying here at White Sands Village.brbrSiesta Beach: Rated 2021 #1 beach in Florida by Holidu https://www.bizjournals.com/tampabay/news/2021/06/23/siesta-key-beach-named-no-1-beach-in-the-state.html, 2020 Tripadvisor #1 beach in the USA https://www.sarasotamagazine.com/news-and-profiles/2020/08/siesta-key-beach-named-no-1-in-the-country-again-tripadvisor , Dr Beach 2017 #1 beach in the USA https://www.drbeach.org/2017-siesta-beach-sarasota-floridabrbrSORRY, NO PETS.brbrThe condo is NOT ADA ACCESSIBLE. NO SMOKING.brbrThe first sign that White Sands Village is the right place for you are the grounds, seven acres beautifully landscaped with palm trees, live oaks, flowering shrubs and tropical flowers.brOur pool is heated year-round to a warm 86º, so you can enjoy a swim even during the cooler months. Catch a bit of sun on a lounge chair, or sit in the shade and enjoy a bit of vacation reading.brPublic tennis/pickleball courts are just across the street.brFour lighted gas grills, on the White Sands property, are available for your use.brOne covered parking space is provided for each unit, with additional parking available.brLaundry facilities are available at four locations.brLinens are supplied and kitchens are fully equipped in each of our one- and two-bedroom rental units.brSit by the peaceful lagoon connected to the Intracoastal Waterway.brIn addition to the stunning Siesta Key Public Beach, there are two additional Gulf of Mexico beaches on Siesta Key, as well as great little shops and restaurants. You’ve got easy access to boat rentals, jet ski rentals, parasailing…recreation awaits you!brCrescent Beach, just south of the public beach, is a quieter and more private beach, with only one public access road. Its southern tip is the Point of Rocks, a great snorkeling and diving area with coral reefs that often harbor abundant marine life.brTurtle Beach, south of Crescent Beach, is a great family play area, with a playground, horseshoe pit, boat launch, volleyball court and picnic tables. It’s also a good place for finding shells and perhaps some shark teeth. Here you can launch your boat, fish in Blind Pass Lagoon, or eat in a nearby restaurant.brSiesta Key Village is full of shops and restaurants. You can buy just about everything you need to enjoy your beach vacation, including beachwear, sun products, and toys. There are also little boutique shops where you can indulge your love of unique clothing, jewelry, flowers and scented lotions. Several local restaurants offer patio dining, which you can enjoy from breakfast spots to dinner and evening entertainment.

Walk to #1 Siesta Beach. Washer/dryer, 1st floor, all tile floors, open kitchen.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$395.5

• Recently renovated 2BR/2BA condo in GREAT LOCATION on Lido Key. br• 250 steps to the sands of Lido Beach (deeded access) to enjoy beautiful sunsets &br walks on the beach. br• A 5-minute walk to Ted Sperling Park for the hiking trails or rent a kayak to br explore the mangroves & Sarasota Bay.br• 10-minute walk to charming St. Armands Circle for the restaurants, cafes, and br shops.br• Hop on the free Bay Runner Trolley for the short ride to downtown Sarasota to br enjoy museums, art galleries and performing art venues.br• Relax in the saltwater pool onsite or enjoy water views of the gulf from the lanai. br• High speed dedicated private internet.br• 2 TV's w/ Cable, Community BBQ, and bicycle rack is available on grounds. br• 2 Bedrooms accommodate 4 people with +2 people on sectional in br living room (maximum 6 occupants). br• Minimum rental is 30 days, all rental requests require an approved condo br association rental agreement (no additional cost).

Updated Condo steps to beach access & Gulf view off Lanai, walk to St. Armands

Sarasota, Florida, United States

Bed

Bath

6

Sleeps

$1142.96

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.

Sarasota, Florida, United States

4

Bed

4

Bath

12

Sleeps

$287.54

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.

Updated 2-Bedroom Condo near Crescent Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$439.61

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!

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

Sarasota, Florida, United States

Bed

Bath

Sleeps

$147.39

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.

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

Sarasota, Florida, United States

1

Bed

1

Bath

Sleeps

$150.72

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.

Nicely decorated 2 bedroom 2 bath 2nd floor condo

Sarasota, Florida, United States

Bed

Bath

4

Sleeps

$158.89

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.

Upstairs 2bed/2bath Condo in The Meadows!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$425.5

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

Second Story Garden unit, Sleeps 6!

Sarasota, Florida, United States

Bed