Home Vacation Condo Rentals By Owner In Sarasota, FL

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Exceptional(1)

$249.92

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Condo# 205 Siesta Key Gulf view,steps to sand

Sarasota, Florida, United States

** This unit offers reservations with a 4-night minimum from April/11/2026 through December/11/26br and April/10/27 through December/10/27** Please contact our Office for assistance.brbrSteps to Siesta Key Beach! Sunset Balcony Views! brExperience the perfect blend of luxury and value in this beautifully appointed 2-bedroom, 1-bath condo (Sleeps 6). Located directly across from the world-famous sugar-white sands of Siesta Key Beach, Unit 205 offers an upscale island retreat with a front-row seat to spectacular Gulf of Mexico sunsets from your private balcony.br brThis luxury vacation rental on Siesta Key features a master suite with a King bed, a second bedroom with two twin beds, and a queen pull-out sofa in the living area. The full kitchen has all the amenities you need for everything from a snack to a gourmet meal. br brAs a guest at La Siesta Condominiums, you have access to the complex’s premier amenities, transforming your beach trip into a full resort vacation. Those include:br br• Heated Poolbr• Shuffleboardbr• Pool Tablebr• Ping Pongbr• Fitness Roombr• Two grilling areas br• Clubhouse with space for family gatheringsbr• Laundry rooms on sitebr brAn assigned, covered parking spot means you can skip the beach parking stress. No car No problem! The free trolley stops right in front of the complex to take you to the Village to enjoy restaurants, shops, and nightlife, or to Turtle Beach to enjoy an “Old Florida” beach vibe. Or stay on the trolley to travel off the Key and explore Downtown Sarasota. br brIf you’re looking for a more adventurous outing, rentals for bikes, water sports, parasailing, fishing, and more are widely available nearby. br brBook your stay at Unit 205 and enjoy #1 ranked Siesta Key Beach with all the luxuries of a full-scale resort at an unbeatable value!
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Exceptional(32)

$395.04

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Private Beach Access | Ocean Views | Pool | Full Views of the Gulf of Mexico | Bay Tree Bliss

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 Bay Tree Club Beach Side! brbr brbrEnjoy a 5-star stay at Bay Tree Club, a premier beach property on the south end of Siesta Key. This top-floor condo features two beautifully furnished bedrooms with ensuite baths, stunning Gulf views, and private beach access to both the Gulf of Mexico and Turtle Beach. Relax with sea breezes and spectacular scenery in one of Sarasota’s most desirable locations. brbr brbrLOCATION HIGHLIGHTS: brbr- Located at Bay Tree Club on the south end of Siesta Key brbr- Private beach on the Gulf of Mexico with direct access to Turtle Beach brbr- Two communal pools and fishing pier brbr- Top-floor condo with panoramic Gulf views brbr- Quiet, pristine grounds with both beachside and bayside amenities brbr- 10 minutes from dining, shopping & entertainment in Sarasota brbr- Communal laundry room (no private washer and dryer) brbr brbrPROPERTY FEATURES: brbr- 2 Bedrooms/ 2 Bathrooms 5th floor condo (1480 sq ft) brbr- Screened lanai with ocean views, custom blinds, and multiple seating areas brbr- Central A/C with ceiling fans brbr- Dedicated WIFI and cable brbr- Elevator access brbr- Assigned parking spot brbr brbrLIVING ROOM: brbr- L-shaped sofa, chaise lounge and two additional cushioned chairs brbr- Big screen flat-screen TV with cable brbr- Colorful original artwork throughout brbr- Sliding doors open to the screened lanai, view of the water brbr brbrKITCHEN AND DINING: brbr- Spacious kitchen with granite countertops & large island seating for 2 brbr- Stainless steel appliances brbr- Fully stocked with cookware, dishware & utensils and small appliances brbr- Dining table seats 6 brbr brbrBEDROOMS AND BATHROOMS: brbr- Master bedroom: King mattress, big screen TV, ensuite bathroom, walk in closet brbr- Guest bedroom: Queen bed with TV and closet space brbr- Master ensuite bathroom: tub/shower combo, stone vanity brbr- Guest ensuite bathroom: glass walk-in shower, handheld showerhead, stone vanity brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels in cabana storage near beach brbr brbrLOCAL FAVORITES: brbr- Restaurants: Ophelia's, Turtle Grille brbr- Turtle Beach Campground brbr brbrIMPORTANT INFO: brbr- Booking: Minimum 10-day advance notice required (association approval) brbr- Peak Months: February & March 2025 must be booked in full months brbr- No pets & no smoking inside unit brbr- No in-unit washer/dryer (community laundry available) brbr- Parking & HOA restrictions: Some vehicles (motorcycles, trailers, jet skis, oversized or commercial vehicles) may not be allowed — confirm prior to booking brbr- Pool cleaning scheduled for May 1 - June 5. No worries, there are two pools and 1 will always be open while the other is closed.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.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
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Exceptional(53)

$182.48

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Siesta Key Beach Condos for Rent – 3 locations with 4 condos to choose

Sarasota, Florida, United States

brWe have four exceptional condos available on Siesta Key Beach, each offering unique features and breathtaking views.brbrCondo A: Beachside Luxury (2B/2B)brLocated in Siesta Beach Club, Condo A is just steps away from the beach. This beautifully appointed 2-bedroom, 2-bathroom condo features a full-size kitchen, large flat-screen TVs, modern décor, washer dryer in the unit and free wireless internet. Enjoy the heated swimming pool and hot tub, all within a minimal rental period of 2-3 days. Perfect for those looking for a quick getaway. Please see pictures labeled Condo A for more details. These units usually rented at $350-500 per night depending on the season. Discount applies as needed. brbr**Condo B: Located in a beautiful high rise with Beach View Retreat (1B/1B)** brAbout 1 mile north of Condo A, Condo B is situated on the bay side in the Harbor Tower, a luxury high-rise building. This spacious 1-bedroom, 1-bathroom condo on the sixth floor offers stunning views of Siesta Key Beach and the Gulf. Relax in the back of the building, in the shade, watching boats, manatees, and dolphins. The building's amenities include a GYM, heated pool, hot tub, sauna, grills, tennis courts, marina, waterfalls and island gazebo. A trolley bus stops right in front of the building, providing easy ride to the public beach and downtown. This condo has a minimum rental period of 2 weeks. Please see pictures labeled Condo B for more details. Rate is $180 to $280 per night depending on the season. brbr**Condo C: Retirement Paradise (2B/2B)** brCondo C is a beautiful corner unit designed for long-term rental. With 2 bedrooms and 2 bathrooms, this condo offers stunning closest views of the inland waterway from all rooms and the patio. Ideal for those looking for a retirement home, this condo is available for monthly or seasonal rental. The views alone make it worth every minute there. Please see pictures labeled Condo C for more details. Monthly rental $8000 to $11000 depending on the season. It requires guests above 55. . brbr**General Information:**br- All condos have free parking. Bus stop in front of the condo. full-size kitchen, large flat-screen TVs, modern décor, free wireless internet, heated swimming pool, and hot tub. br- No smoking br- No pets are allowed in any of the locations.br- All condos use the same calendar for bookings. Please contact me for detailed availability.brbr**Rates:**br- **Condo A (2B/2B)**: $350-$500 per night during low to peak seasons , with shorter minimum rental periods. Daily rentals allowed. Discounts for long term rentals. br- **Condo B (1B/1B)**: $180-$280 per night depending on the seasons .br- **Condo C (2B/2B)**: $8000-$11000 per month for long-term rental from low season to peak season. Discounts applies if we have vacancies. brbrPlease reach out to discuss details, savings, or if you have any questions before making a reservation. We have many return guests each year. We look forward to helping you find the perfect Siesta Key Beach getaway! Please read attached rental rules for more information. Mary 0010
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Exceptional(3)

$363.0

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Miles of Gulf Views 2 Bed 2 Bath at Siesta Key Beach Sixth Floor Views

Sarasota, Florida, United States

Welcome to Condo 6C, a luxurious vacation home with one of the finest views on Siesta Key. This splendid unit, located in the Crescent Royale Condominiums, offers a remarkable beachfront experience with unparalleled views. The unit comprises 1220 sq ft of lavish living space, with breathtaking views of America's top-rated beach.brbrFeaturing two cozy bedrooms, two full bathrooms, and a screened-in lanai, this unit provides the perfect spot to unwind and take in the beautiful sunsets. The master bedroom has a king-sized bed, while the guest room boasts twin beds that can be easily converted into a king-sized bed.brbrThe fully-equipped kitchen includes stainless steel appliances for all your culinary needs. The unit is also equipped with three TVs with basic cable and WIFI.brbrThis beachside paradise is in close proximity to the sand, and we provide beach gear, including chairs and umbrellas, to ensure you have everything you need for a perfect day at the beach. The complex has one of Siesta Key's largest pools, perfect for barbecues and sunbathing. A short stroll takes you to Siesta Key Village, where you'll find the best nightlife, restaurants, and shopping.brbrAt sunset, the views from your expansive lanai will take your breath away. Crescent Royale offers a heated pool, a workout gym, a BBQ area, and a shuffleboard court. Our team is always available to assist you with anything you need. Book now and experience the ultimate Siesta Key dream. We love it, and we're confident you will too!
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Exceptional(3)

$114.53

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Peaceful and Spacious Sarasota Meadows Getaway! 2Bed/2Bath Upper Condo w/Pool

Sarasota, Florida, United States

A Slice of Paradise! Enjoy your peaceful Sarasota vacation on the golf course. Here at the Meadows, you'll never run out of things to do! Take a short drive to the beach, or check out the many nearby shops and restaurants at University Town Centre Mall, there is something for everyone!brbrThis 2 bedroom, 2 bathroom second floor condo unit offers a California king size bed in the primary bedroom, and a queen bed in the second bedroom with large closet space and furniture with drawers for clothing.. Note: walk in closet in the primary bedroom not available, there is a large clothing rack and plenty of furniture with drawers for clothing.brbrThe kitchen is fully equipped with appliances, and you can enjoy a nice coffee on the covered outdoor lanai off the kitchen or dining space. Also the indoor lanai with wall to wall sliding doors that open towards the back of the unit for viewing the outdoor green space. The property also boasts a private community pool accessible to renters who want to stay close to home.brbrLocated just off Interstate 75, this spacious unit is the perfect choice for all types of travellers. Whether you want to drive out on an adventure soak up the sun on the beaches or enjoy the exclusive amenities of staying on the golf course, or maybe you would like to visit family or friends nearby, your stay will never be long enough! Book your stay, and you will surely be back again soon.
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$228.15

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Elegant Escape - Golf Side & Water Views

Sarasota, Florida, United States

Beautiful condo in the sought after peaceful Palm Aire Community, Golf Side. Completely renovated in 2023, this 2nd floor unit is a perfect place to call home for your stay. Property has an elevator.brbrFabulous view of the golf course and lake from the bedroom, living area, kitchen and the glass enclosed lanai. This is a 1 BR, 1-1/2 BA condo w/2 queen size beds.brbrClose proximity to everything.br2 pools, clubhouse and a small gym for free use during your stay.brThe spacebr2nd floor condo w/elevatorbrbrGolf course and lake views from kitchen, dining, living area, and bedroombrbrSunroom overlooking lake and golf coursebrbrEntry waybrbrHalf bathbrbrFull kitchenbrbrDining area, table will seat 6brbrLiving area with leather reclining sofa and oversized chair that opens to a twin sized bedbrbrBedroom with 2 Queen Size BedsbrbrPlenty of closet space and drawersbrbrWork areabrbrFull bath, with 2 sinksbrbrOutdoor storage closet, stocked with beach umbrella, chairs and coolerbrbrLaundry area onsite, located on same floor, right around the corner from the condobrGuest accessbrAccess to the condo is electronic, guests will be provided a code to enter.brOther things to notebrI'd like to share that this condo has been my personal, peaceful getaway for the last few years and it's a pleasure to be able to share it with you! The unit was due for an update and I enjoyed working with the contractor to update every room and I especially had fun selecting the new furnishings. Most everything is new, including the kitchen and bathroom cabinets, all appliances, new flooring, paint, kitchen countertops, and most importantly all windows have been replaced.brbrA couple of antique furniture pieces have been given new life with several coats of chalk paint and they look fantastic. (The dining table belonged to my grandmother). I spent much time there during this year’s winter months and got to know quite a few “snow birds” in the building, many of whom return year after year and have made friends with other snow birds and full time residents.brbrThe location is perfect if you’re looking to be close to grocery stores, banks, pharmacies, shopping, entertainment and restaurants. The condo is a few short miles away from Publix, BofA, CVS, UTC Mall, Target, The Home Depot, Total Wine, Panera, Chick-fil-A, Seasons 52, Yard House (you'll find fast food to fine dining), and so much more! You'll want to add Marina Jack's, and the wonderful Dry Dock Waterfront Grill to your list of musts!brbrIf you love shopping, a little further out (12 miles), is St. Armands Circle and a must to visit! There are over 100 stores that are walkable one to the other with restaurants mingled in between. St. Armand's was a vision of circus magnate, John Ringling...the history alone is worth the visit!brbrLike the beach You're 12-15 miles to Lido Beach and Siesta Key Beach. The storage closet is stocked with everything you need for a day at the beach...chairs, cooler, beach bag and umbrella.brbrIf you appreciate a beautiful view, you'll enjoy sitting on the glass enclosed lanai looking out over the lake at the golf course and watching the wildlife.brbrMy place is stocked with everything you need in the kitchen (cookware, utensils, plates, bowls, glasses, coffee cups, Keurig and much more), bathroom (towels, cloths, Dyson hairdryer) and bedroom (sound machine, phone chargers, linens, extra pillows and blankets) - and if there's something special you need, let me know and I'll have it there for you.brbrIMPORTANT NOTE: An application, including a background check is required at the renter's expense for a total cost of $150 ($100 application fee and a $50 processing fee). This is an HOA rule.brbrSoon after booking, I will send you a copy of the HOA rules and regulations and the application/background check form that you will need to complete and submit ASAP, along with your payment covering the $150 expense. Detailed instructions are on the form.brbrI can't wait for you to experience all that beautiful Sarasota has to offer!! Welcome to Paradise!
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Exceptional(18)

$224.04

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Walk to Beach: Condo w/ Pool & Patio In Sarasota!

Sarasota, Florida, United States

Heated Community Pool | Walking Distance to Beach | Family Friendly | Remote Workers WelcomebrbrIf an outing to a bustling beach town is what you're after, look no further than this renovated 2-bed, 2-bath vacation rental in Sarasota. The Vista Hermosa condo, ideal for families and remote workers alike, is a 5-minute walk from one of America's best beaches. Here, you can enjoy the best of Siesta Key living, from the local tropical bar and seafood joints to a community pool and beach access!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bed br- Bedroom 2: 2 twin beds br- Living Room: 1 full sleeper SofabrbrCOMMUNITY AMENITIESbr- Poolbr- Dining areas br- Grilling stationsbr- Shuffleboard courtsbrbrOUTDOOR LIVINGbr- Screened private patiobr- Scenic viewsbrbrINDOOR LIVINGbr- 3 Smart TVs w/ cablebr- 6-person dining tablebr- Ceiling fansbr- Modern décorbrbrKITCHENbr- Stainless steel appliancesbr- Breakfast bar w/ seatingbr- Cooking basics, dishware & flatware br- Toaster, drip coffee makerbrbrGENERALbr- Free WiFibr- Linens/towelsbr- Washer/dryer br- Complimentary toiletriesbr- Beach gearbrbrACCESSIBILITYbr- Single-story condo on 1st floor, step-free accessbrbrPARKING br- Reserved parking space (1 vehicle)br- Open community parking lotbrbr-- THE LOCATION --brbr- 0.3 miles to Crescent Beach br- 5 miles to Red Bug Slough Preservebr- 6 miles to Marie Selby Botanical Gardens & Sarasota Art Museumbr- 11 miles to Big Cat Habitat Gulf Coast Sanctuarybr- 11 miles to Sarasota-Bradenton Int’l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story condo offers step-free entry
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$1432.41

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3BR Oceanfront Luxury Condo at the Hyatt Residences on Siesta Key Beach - Ocean Eyes

Sarasota, Florida, United States

Welcome to Ocean Eyes! Professionally managed by Gulf Coast Vacation Rentals, this ultimate getaway is located at the extravagant Hyatt Residences on Siesta Key Beach, Crescent Beach, Siesta Key. This luxurious oceanfront 3-bedroom, 3.5-bathroom condo is the perfect retreat for those seeking a calm and lavish vacation.brbrBask in the sunshine and sit in the pristine crystal white sands on Crescent Beach, rated #1 in the country by Dr. Beach. This beachfront sanctuary offers a fitness center, heated pool, outdoor grotto style whirlpool hot tub, bicycles, kayaks and barbecue grills, the tiki bar offers food from the famous Morton's and cabanas to shield you from the sun when you want some shade.brbrAs you step inside, you'll be welcomed by a spacious and beautifully decorated living room that features comfortable seating, a large flat-screen TV, and stunning ocean views. You can also step outside onto the balcony and enjoy the fresh sea breeze while taking in the breathtaking views of the Gulf of Mexico. There is an outdoor dining table, and a sofa to enjoy your morning coffee!brbrThe chef's kitchen is fully equipped with top-of-the-line Wolf appliances, large countertops, and everything you need to whip up delicious meals. Whether you're a master chef or a novice cook, you'll appreciate the convenience and luxury of cooking with such high-end appliances. There is a breakfast bar with four barstools with lovely shiplap accents.brbrThe Three bedrooms feature king-size beds that will ensure a restful night's sleep. The primary bedroom has a gorgeous view of the ocean, along with a set of doors leading out to the patio! The primary bathroom is remarkable There is a giant walk-in shower with a bench, a dual vanity, and a large soaking bathtub. The second bedroom is spacious, and has amazing ocean views from the large paned windows. The second bathroom features modern fixtures, and plush towels, to help you unwind after a day of sun, sand, and surf. The third bedroom has a king-size bed, a desk, and a TV for you to kick back and relax. Attached is the third bedroom that has a stunning dual vanity with a walk-in shower. brbrCome, and see why people return to Siesta Key year after year.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.
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Exceptional(34)

$145.77

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*NEW LISTING* Incredible Lake View!

Sarasota, Florida, United States

Looking for the perfect get-away location Welcome to Serenata, one of Sarasota’s most sought after resort communities in the center of all the amenities. Located just off University Parkway, Serenata is only a short drive for relaxation at the world renown Siesta Key Beach and the endless coastline of pristine white sand beaches or head to Nathan Benderson Park and its 400acre lake with walking/biking trails and world-class rowing facilities.brThe University Parkway area has it all! Take in the wide variety of food establishments, play a nearby round of golf at some of Florida's finest golf courses, or stop by the newly opened 'The Mall at University Town Center' for world class fashion and dining. Feel like Outlet Mall shopping Visit the Ellenton Premium Outlet Mall just 10 miles away!brbrSerenata reveals beautiful lake views and offers something for everyone in a secure gated community. Enjoy relaxing at the amazing pool area (now with free Wifi access), an evening game of tennis at the lighted tennis court, or keep active at the onsite 24hr fitness center. Feel like socializing Drop by the friendly resident lounge and media center featuring free WiFi, a large screen TV, pool and poker tables!brbrThis stunning second floor (via one flight of stairs) 2 bedroom / 2 bathroom unit features airy 10ft ceilings and a quiet relaxing lakeside view. Wake up to an early morning coffee or wind down with an evening cocktail on the enclosed lanai area. Everything is brand new… you will be surrounded by beautiful new wood plank effect vinyl flooring and new reclining sofas.The spacious bedroom 1 feature solid wood king - size bedroom sets, walk-in closets,brand new 40 inch plasma HDTV and ensuite bathroom.Bedroom has twin beds,en-suite bathroom and walk in closet.Relax and enjoy your stay with the main room 55 inch plasma HDTV, high speed wireless internet, and free North America home phone.brThe condo also contains a laundry room which has a full size washing machine and full size tumble dryer.brDon’t worry about the hassle of finding a parking space as there is a dedicated carport #38 included.brbrThis luxury lake-view condominium has recently undergone a complete renovation and is fully furnished with everything you will need and more to enjoy your stay!
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$198.98

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NEW LISTING Relax at Redwood II, Close to Siesta Key Beach, Pool

Sarasota, Florida, United States

Summary:brbrImagine waking up just minutes from the powder-soft sands of Siesta Key Beach, brewing fresh coffee at your private coffee bar, and deciding whether today is a beach day, a pool day, or a Gulf Gate dining night.brbrbrbrThe Space:brbrWelcome to your relaxed coastal retreat at Relax at Redwood — brbra second-floor, pet-friendly getaway perfectly positioned between Siesta Key brbrand the local charm of Gulf Gate.brbrbrbrThis bright 1-bedroom, 1-bath condo comfortably sleeps up to 4 guests and is brbrideal for couples, small families, snowbirds, or long weekend beach escapes.brbrbrbrTHE SPACEbrbr• Second-floor unit (stairs required, no elevator)brbr• 1 private bedroom with comfortable beddingbrbr• Sleeper sofa in living room (sleeps up to 4 total)brbr• 1 full bathroombrbr• Open living and dining areabrbr• Fully furnished kitchen with cookware, dishes, and essentialsbrbr• Dedicated coffee bar for your morning brewbrbr• Pet friendly (1 pet max)brbrbrbrPlease note: The unit is located on the second floor and requires steps to access. brbrIt may not be suitable for guests with mobility limitations.brbrbrbrThe Neighborhood:brbrCOMMUNITY AMENITIESbrbr• Community poolbrbr• Firepit lounge areabrbr• Outdoor grillbrbr• Relaxed tropical settingbrbrbrbrGetting Around:brbrPRIME LOCATIONbrbr• Siesta Key Beach – approx. 5–10 minutesbrbr• Gulf Gate dining & shopping – approx. 5 minutesbrbr• Siesta Key Village – approx. 10 minutesbrbr• Downtown Sarasota – approx. 15 minutes
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Home Most popular vacation rentals in Sarasota