Vacation Rentals By Owner In Longboat Key, FL

$241.06

Longboat Key with Gulf to Bay access. Beautiful view of Bishop's Bayou.

Longboat Key, Florida, United States

Outdoor living at its best in this updated WATERFRONT first floor condo in Whitney Beach Bay Side. Mesmerizing views of Bishop's Bayou immediately greet you as you enter this attractive unit. The backyard pavered patio offers a dining table and chairs to enjoy outdoor dining as Manatees & Dolphins swim by. In addition, the large pavered 200sf entry courtyard provides another private outdoor area to use for dining, lounging & sunning. Inside this meticulous, spacious one bedroom condo is attractively furnished & decorated in neutral colors with diagonal tiled flooring throughout. New bedroom sliders plus new wall to wall, large 6 ft high, 16 ft across living room sliders were installed recently. New boat slips, decking & boathouse were constructed. Whitney Beach is a Beach to Bay complex with serene Bishop's Bayou leading to Sarasota Bay for boating, fishing, kayaking & paddle boarding. On the beach side, there is the WB Conservancy, land owned by the association for use by owners, guests & tenants. Two tennis courts, a BBQ picnic area, Tiki huts & private deeded beach access. Chaise lounges are provided for use on the most beautiful beach on Longboat Key.

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$112.51

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Condo

Seaplce G7-405 by FVC

Longboat Key, Florida, United States

Professionally managed and offered by FL Vacation Connection.brbrSeaplace is a wonderful community with two swimming pools and two hot tubs, tennis courts, fitness facilities and best of all a gorgeous beach! Additional amenities include a club house, library, grilling area and even a nice playground for your children or grandchildren. Time and space for both adults and children to get out and play in the Florida sunshine!brbrThe view from the condo is one that you will enjoy. It overlooks a lush greenbelt out to the Gulf of Mexico. Your private, furnished and screened balcony is the perfect spot to take in the view. brbrThe interior of blue and yellow decor along with Mexican tile flooring make this a cheery place. Add in comfortable furnishings and you are all set to relax both indoors and out.brbrUnique to this condo, you will have two assigned parking spaces; one of which is located under cover in the carport.brbrWith so much to enjoy, both indoors and out, this is a great property on beautiful Longboat Key beach!brTown of Longboat Key RRR-00150.2023

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$582.92

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Longboat Key Towers 1004S by FVC

Longboat Key, Florida, United States

Florida Vacation Connection proudly presents this exceptional corner-unit condo at the exclusive Longboat Key Towers—offering some of the most breathtaking views on the entire island! brbrPerched high above the sand in one of Longboat Key’s most prestigious addresses, this luxurious beachfront retreat delivers nearly 360 degrees of jaw-dropping views. From the Gulf-front balcony, enjoy sweeping vistas all the way south to Lido and Siesta Key, and north across the length of Longboat Key. The east-facing balcony captures the tranquil bay and the glittering skyline of downtown Sarasota. Sunrises, sunsets, and everything in between—this is coastal living at its most captivating.brbrInside, the spacious living room is bathed in natural light, with oversized windows framing the Gulf like a living painting. The adjacent dining area shares the same stunning beachfront backdrop, making every meal feel like a special occasion.brbrThe updated kitchen is both stylish and functional, featuring stainless steel appliances, a breakfast bar for casual dining, and the convenience of an in-unit washer and dryer.brbrThe serene primary suite is a true retreat, featuring a plush king-size bed and direct access to the east-facing lanai—perfect for enjoying peaceful bay views morning and night. The guest suite is equally inviting, offering two comfortable queen beds and stunning bay views, making it ideal for families or traveling companions.brbrThoughtfully designed and beautifully furnished, this condo blends elegance, comfort, and sophistication in every corner. Located on the coveted south end of Longboat Key, you’re just minutes from the world-class shopping and dining of St. Armands Circle.brbrFor those seeking the pinnacle of island living, Longboat Key Towers is the destination—and this condo is the experience. brbrTown of Longboat Key RRR.00199.2023

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$227.79

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Chic coastal living meets resort-style amenities!

Longboat Key, Florida, United States

Chic coastal living meets resort-style amenities at this freshly renovated 2-bed/2-bath condo in the highly desirable Harbor Villa Club on Longboat Key. Thoughtfully redesigned with modern finishes, new appliances, bright lighting, and crisp, clean décor, this bayfront retreat offers the perfect blend of relaxation and convenience.brbrResort AmenitiesbrbrGuests enjoy access to:brbrHeated poolbrbrHot tubbrbrTennis courtbrbrBoat slips available for rentbrbrCovered parkingbrbrElevatorsbrbrThe CondobrbrStep inside to a beautifully styled, open-concept living space with a comfortable sofa and club chair centered around a 75 Smart TV. The dining area seats four and includes abundant built-in storage. A wet bar with wine chiller makes entertaining easy.brThe fully equipped kitchen features modern appliances, a Keurig and drip coffee maker, and everything you need for meals at home. A convenient stackable washer and dryer is also included.brbrSlide open the doors to the spacious lanai, extending your living area and offering peaceful views of the palms, pool, and bay—accessible from both the living room and the master suite.brbrBedroomsbrbrPrimary King Suitebrbr65 Smart TVbrbrBay viewsbrbrEnsuite bath with dual vanities, oversized walk-in shower with rain head, detachable wand, and safety barbrbrGuest Queen Bedroombrbr55 Smart TVbrbrAdjacent full bath with stand-alone shower and single vanitybrbrLocation – The Best of Longboat KeybrbrYou’re perfectly positioned between the north and south ends of the island:brbr3 minutes north: Explore historic Longbeach Village, where peacocks often roam, and dine waterfront at Mar Vista or Shore. Discover the natural beauty of Beer Can Island, known for its driftwood trees and secluded feel.brbr3 minutes south: Visit Harry’s, the beloved local market (since 1979) with both a deli and an upscale restaurant. Explore Joan M. Durante Park with its scenic mangrove trails, wildlife viewing, and small playground.brbrNearby: Mote Marine Laboratory & Aquarium, paddleboarding, kayaking, golf, and Longboat Key boating charters offering sightseeing, fishing, and sunset tours.brbrShort drives: St. Armands Circle to the south and Anna Maria Island to the north.brbrWhether you crave adventure or pure tranquility, this beautifully updated condo places you close to it all while offering a serene, elegant place to unwind.

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Condo

Gorgeous Beachside Condo in superior Longboat Location

Longboat Key, Florida, United States

Amazing Direct Beach views from your balcony, living room, kitchen, dining room and bedroom in this Islands West Condo. The sunsets are breathtaking. You will love the beach views and fast Wi-Fi. This is a luxury rental. Condo has a single unit washer/dryer in one. There is a Islands West is the ideal location on Longboat as it is located towards the Southern end of the island at the intersection of the Publix Shopping Center on the Gulf Side. Very convenient to shops and dining and just a short drive to St. Armand's Circle or Downtown Sarasota. Enjoy the Gulf front pool and spa, clubhouse, fitness center and on-premise tennis courts. Make your reservation today and start relaxing on the tranquil Beach that Longboat Key is so desired for. Take leisurely walks along the beach and enjoy the natural setting. brbrThis is a 3 month rental. Come and enjoy your time on Longboat Key. No pets allowed. Requires association application and approval. brRecently refurnished condo. Balcony furniture will be in place for time of rental. brbrYou will love this property.brKing bed in Primary bedroom

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4

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$406.13

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Condo

Penthouse level with Beach View 2 Bedroom Condo

Longboat Key, Florida, United States

Penthouse unit on the top floor of building 3 at Beachplace. Top floor units enjoy a double balcony with access from the living room and Master bedroom. Amazing views of Beach, Pool, Pond and downtown Sarasota.This is a very popular floorplan at Beachplace. You have spectacular views of the beach and Gulf of Mexico to the right and the Bay and downtown to the left. Look no further as this is paradise. Master bedroom has a King bed and second bedroom enjoys a Queen bed and a Single bed. This unit also has brand new windows and doors throughout. You will feel at home here. One month minimum rentals are required at Beachplace.brbrRRR-00585.2023

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$295.04

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Private Vacation Home

Weekly / Monthly Rental - Spacious Condo In Longboat Key Resort Close To Pool, Tennis And Beach!

Longboat Key, Florida, United States

VACATION RENTAL - SPACIOUS TOWNHOUSE IN LONGBOAT KEY TENNIS RESORT CLOSE TO POOL AND BEACH! Located in the beautiful Cedars East Tennis Resort property, this 1440 s. f. 2-bedroom, 2-bath townhouse is just steps away from the Junior Olympic-sized heated Resort pool. Views of tennis courts with a beautiful view over a lush green conservation area from the exterior screened porch. This comfortably spacious open concept floor plan is well designed with 9' ceilings, easy-care flooring and ...living, dining and kitchen on the main floor, and bedrooms and bathrooms upstairs for privacy and comfort. NO PETS / NO SMOKING.brbrThe property is quiet, but close to everything you would want for a get-away. Longboat Key is close to Sarasota and world renowned St. Armand's Circle. The location of this townhouse condominium is close to several restaurants from pizza to fine dining, and Harry's convenience store and deli is within walking distance. Public beach access is less than a mile in either direction with the beach located directly across the main road. Boardwalks and bicycle trails run throughout and alongside the Resort. Sarasota Bay is a short walk along the boardwalk and Bayside pathway with beautiful Bay views and fishing pier available.brbrOther Amenities: 1 car garage, additional parking, cable flat screen TVs in living room and master bedroom, high speed Internet, property management company located on Longboat Key and available 24/7. Access to heated junior Olympic pool is included. Tennis, fitness and community bike rentals are available with a temporary membership for purchase separately. Incredible beaches, fishing and kayak rentals located just a block or two away as well as shopping and restaurants that all provide the perfect Longboat Key vacation destination!brbrAppliances/Equipment: Built In Oven, Dishwasher, Garbage Disposal, Washer and Dryer, Microwave, Oven, Range, Refrigerator. brbr*Prices shown are based on 4-person occupancy. Additional persons staying in the unit for a period of longer than 7 days may be considered additional occupants and subject to additional rental fees being charged. Your rental Agent must be advised of all additional occupants and dates they will be in the unit. 7-night minimum stay. Maximum occupancy 4 persons. brbrRates include all utilities including WIFI. Additional charges will be departure cleaning fee ($175), Booking fee ($50), Sales and Resort Taxes (12%) and Travel Insurance (if requested). Note that rates are subject to change without notice and reservations are not guaranteed until initial reservation deposit is received.brbr* If booking over a Holiday time frame Holiday rates may apply. *brbrContact Wagner Realty *****brbrAmenities Include:brbr- View: Clubhousebrbr- Beach Distance: Closebrbr- Pool, Heated: Yesbrbr- Pool: Jr. Olympicbrbr- TV Cable/Satellite: Cablebrbr- washer dryer: In-unitbrbr- Bed Size 1st/Master: Kingbrbr- Bed Size 2nd Rm: Twinsbrbr- Parking: Garage enclosedbrbr- Lanai: Enclosed Screenedbrbr- TVs/VCR/DVD: Flat screen TVbrbr- Furnished: Turnkeybrbr- Exercise Facility: Additional Feebrbr- Master Bath Features: En-suite tub-showerbrbr- Walk-In Shower: Guest bathbrbr- Community Features: Fitness-tennis extrabrbr- Garage: Enclosed Oversizedbrbr- Tennis: Available for feebrbr- Bus Service Avail.: MCAT - Trolleybrbr- Agent: Gregory Kossbrbr- Office: Longboat Keybrbr

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$470.13

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Condo

Beachfront Haven – Beach Castle #3 by RVA

Longboat Key, Florida, United States

Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to launch your kayak and cast a line, a chance to spot exotic birds that stop here for our mild temperatures and to view a picture-perfect sunset over the Gulf of Mexico -- all courtesy of Mother Nature.brbrbrbrThe grounds here are impeccable – from the well-manicured vegetation to the vast palm trees that dot this serene Longboat Key location. The buildings at Beach Castle are the color of sunshine and are accented by Bahama shutters and railings that resemble palm trees. Each unit is individually owned, which means no unit is alike and provides a unique vacation experience to our guests. However, all units provide a full kitchen, living room and private lanais – never compromising the comforts of home.brbrbrbrThis secluded hideaway exudes a classic charm that, as vacationers, we yearn for. A place to get away from it all, relish in the Florida sunshine and reconnect with family and friends; all this while enjoying white-sand beaches, privacy and most importantly, vacation memories that last a lifetime. brbrbrbrLimited Membership Privileges: Guests of Beach Castle Resort #3 will have the option of temporary membership privileges at Cedars Tennis Resort located at 645 Cedars Court on Longboat Key. The limited temporary membership allows the guest access to fully-lit Har-Tru tennis and pickleball courts (after 1 p.m. daily and subject to availability), community bicycles, fishing pier and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrAccommodations: Beach Castle Resort is a quiet, 21-unit condominium resort midway on the exclusive island of Longboat Key with a variety of views including Gulf front, Bay front, pool and garden views.brbrbrbrUnit #3 Features: Two-bedroom, two-bathroom ground floor unit on the beach. Updated amenities of this unit include large-screen LCD TV’s throughout, granite countertops, updated appliances and modern décor. Unit #3 also includes an XBOX 360 including 2 controllers and games, a Keurig coffee maker, and an updated 51 inchTV. brbrbrbrView: Gulf Front ViewbrbrbrbrBedding: 1 King, 2 QueensbrbrbrbrParking: All guests have use of 1 assigned parking spot during their stay. Additional spots are available at a nearby community on a first-come, first-served basis. We kindly ask guests to plan accordingly.brbrbrbrPets: Pets are not permitted on Beach Castle property.brbrbrbrResort Features: Full-size Kitchen, Spacious Floorplans, Heated Community Pool, Community Hot Tub, Grills, On-site Office, Private Lanais, Complimentary Laundry Facilities, Shared Boat Docks (available on a first-come, first-served basis, a 26' boat limit, and guest is responsible to find off-site parking for boat trailer), Cable TV, Laptop computer with Wireless Internet Access, Complimentary Guest Parking, Private Beach Access, Complimentary Lounge Chairs and UmbrellasbrbrbrbrPlease Note: Beach Castle is a self service resort; we do not provide daily housekeeping services. For your convenience, an amenity “Starter Kit” is provided to assist you upon your arrival. Any essentials required after the initial provided, such as toilet paper, dish soap, etc. is the responsibility of the guest.

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$314.38

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Oceanfront 1BR – Silver Sands #257 by RVA

Longboat Key, Florida, United States

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air. Practice your golf game on our putting green or relax on our beautiful beach with your favorite novel. Wireless Internet access is available in the privacy of your individual unit, at the garden area or on the pool deck.brbrbrbrLimited Membership Privileges: Guests of Silver Sands Gulf Beach Resort #257 will have temporary membership privileges at Cedars Tennis Resort located at 645 Cedars Court on Longboat Key. The limited temporary membership allows the guest access to fully-lit Har-Tru tennis and pickleball courts (after 1 p.m. daily and subject to availability), community bicycles, fishing pier and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrAccommodations: Silver Sands Gulf Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key. Choose from our various unit styles including hotel rooms, one- and two-bedroom garden view units, and one- and two-bedroom beach front units. brbrbrbrUnit #257 Features: 1-bedroom, 1-bathroom unit in the Orange BuildingbrbrbrbrView: Pool/Gulf ViewbrbrbrbrBedding: 1 King, Sleeper SofabrbrbrbrResort Features: On-Site Office, Wi-Fi Internet Access, Coin-Operated Washer/Dryer, Community Pool, Private Beach Access, Shuffleboard Courts, Putting Green, Private Lanai (certain units), Complimentary Parking, Designer Decorated Units, Fully-Equipped Kitchen or Kitchenette, BBQ Area

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$159.89

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Private Vacation Home

Longboat Key tennis resort minutes to beach - Ospreys Nest

Longboat Key, Florida, United States

Welcome to your perfect coastal escape in the heart of Cedars East on Longboat Key, Florida! Professionally managed by Gulf Coast Vacation Rentals, this stylish 3-story, 2-bedroom, 2-bathroom townhome is nestled in one of the island's most sought-after tennis resorts—offering a unique blend of tropical charm and resort-style amenities like Har-Tru courts with expert instructors and an olympic sized pool.brbrStep into island living with the second floor as your main living space, thoughtfully designed for comfort and connection. Relax on the queen-size pull-out sofa, or step out onto the screened-in lanai where you can sip your morning coffee while soaking in the serene, lush surroundings. The dining area comfortably seats up to seven, making it the perfect setting for family meals and lively conversations. Just adjacent, the kitchen offers four barstools, ample counter space, and all the essentials for preparing your favorite family dishes and beach-day snacks.brbrUpstairs, the third level features both bedrooms. The primary bedroom is a true retreat, featuring a king-size bed, breathtaking views of the tropical landscape, and an attached, spa-inspired bathroom with dual vanities and a spacious walk-in shower. The second bedroom includes a queen-size bed with a twin trundle, a TV, and generous closet space—ideal for guests or kids to unwind in comfort.brbrWhat truly sets this home apart is the incredible Cedars East community. Located on the bay side of Longboat Key, Cedars East offers a lifestyle like no other—with a heated junior Olympic-size pool, tennis courts, boardwalks through mangrove-lined nature trails, bike paths, and a bayside fishing pier. You'll love the lush, well-manicured grounds, and how close you are to the gulf beaches, boutique shopping, and local dining that Longboat Key is famous for.brbrWhether you're planning to spend your days exploring the beach, relaxing poolside, or simply enjoying the peace and beauty of the natural surroundings, this charming Cedars East getaway is the perfect island retreat.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties.brbrFurry friends welcome! Up to 2 pets allowed. A non-refundable pet fee applies and must be paid directly to the management company.

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7

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Select Dates for Price

Condo

Luxe Waterfront Condo on Longboat Key - Beach Breeze

Longboat Key, Florida, United States

Welcome to Beach Breeze in Windward Bay, a stunning second-floor 2-bedroom, 2-bathroom condo perfectly situated along the picturesque shores of Longboat Key. Professionally managed by Gulf Coast Vacation Rentals this condo is nestled between the Gulf of Mexico and Sarasota Bay, Windward Bay is one of the island's most desirable communities, offering a peaceful coastal setting with private beach access, boat docks, kayak launches, heated pools, fitness facilities, tennis and pickleball courts, and scenic walking paths surrounded by lush tropical landscaping.brbrLocated just minutes from St. Armands Circle and Downtown Sarasota, you'll enjoy the best of both worlds, tranquil island living with convenient access to fine dining, boutique shopping, arts, and entertainment.brbrUpon entry, you'll be greeted by a light and bright atmosphere, enhanced by expansive windows that fill the condo with natural light and capture the beauty of the surrounding water views. The kitchen is a chef's dream, featuring high-end stainless steel appliances, a gorgeous quartz bar with two barstools, and elegant finishes that make cooking a pleasure. Adjacent to the kitchen is a dining area that comfortably seats up to five guests, perfect for enjoying home-cooked meals or entertaining.brbrThe main living space offers a plush sectional and sweeping views of the water, creating the ultimate spot to relax after a day at the beach. The enclosed living space extends the comfort outdoors, providing a serene setting for your morning coffee with cozy seating overlooking the grounds and the bay. A desk and chair make this area ideal for your remote office or a quiet reading nook.brbrThe primary bedroom features a king-size bed, TV, and direct access to the enclosed living area. The attached primary bathroom is spa-inspired, complete with a dual vanity and a large walk-in shower. The second bedroom offers two twin-size beds, a TV, and also enjoys access to the enclosed living space, while the second bathroom includes an updated vanity and a beautiful shower/tub combo.brbrThis Windward Bay condo embodies luxury coastal living— just 5-minute walk to the Gulf, a concrete seawall for fishing, a fitness center, locker rooms with showers and saunas, heated pools (one suitable for laps), BBQ grills, fire pits, and picnic tables. Most sports equipment is available at no charge, and one spot assigned as under-building preferred parking. brbrWhether you're sipping coffee at sunrise or taking an evening stroll along the bay, this Longboat Key retreat is the perfect place to call home. brbrFor extra convenience, there is a private washer and dryer within the unit. brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. brbrYour reservation may require you to fill out a Home Owners Association application that may request personal details. Any application fees required by the HOA are non-refundable.

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4

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$182.43

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Condo

Beachplace 7 - 202 by FGC

Longboat Key, Florida, United States

Beautiful beachfront unit on the 2nd floor with lake view and partial Gulf. This is a beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. It just feels like home. It was decorated by Anne Folsom Smith. It has many custom features, including hand crafted furniture, unique kitchen backsplash and sliding stainless doors covering W/D. Completely renovated, with tile floors throughout, high ceilings with upgraded light fixtures, hurricane resistant floor-to-ceiling windows and modernized bathrooms. Kitchen boasts sleek cabinetry, custom granite countertops, high end appliances and built in ovens. Reimagined master, stone solid surfaced kitchen counters, unique wood high end cabinetry, exquisite window treatments. br Beachplace is a gated condominium with a variety of amenities including a long stretch encompassing 1,450 linear feet of the soft white sand beach. Chairs and Umbrellas are available for use. It also has a large pool , clubhouse, fitness center and 3 tennis courts. Town requirements are a 30 day rental and rentals are on a calendar month basis. Off-season may allow mid-month to mid-month. Washer/Dryer in unitbrbrRental includes Cable tv, Wifi, parking, water and electric.brbrManaged by FGC Vacation Rentals

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$285.01

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Condo

Longboat Key, Penthouse, 3 Bed 3Bath 2 rooftop patio overlook Gulf Beachfront

Longboat Key, Florida, United States

Penthouse unit with view of Gulf from all rooms.2 Rooftop patios with furnishings. Private beach across GMD andbrprivate boat and fishing dock in rear on Sarasota Bay. In unit laundry and modern kitchen ,all electric, with doublebrovens. Secured building with elevator. Heated pool. Outdoor gas grilles at pool. Charcoal grille on the beach.brSome of the most beautiful sunsets in Florida. . 3 Month rentalbr

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6

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$216.96

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Condo

Partial Beach View 2 Bedroom Condo

Longboat Key, Florida, United States

Beautiful unit on the 5th floor with lake/pool view and partial Gulf. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. Very popular unit.brbrThe well-maintained and gorgeous grounds include the following amenities:br • 24 hour manned guard gate.br • Private beach access with chairs and umbrellas includedbr • Wi-Fibr • Lighted tennis courtsbr • Heated pool and hot tubbr • Two state of the art fitness centersbr • Air conditioned clubhousebr • BBQ gas grills by the pool.

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$327.99

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Condo

Beachcomber unit 401

Longboat Key, Florida, United States

Our building is located on the beach, this unit has an ISLAND view.br br Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us directly for a reservation up to twelve (12) months in advance.br br Please note: We do not allow Sunday or holiday arrivals and require a 7 night minimum stay.br br Welcome to the Longboat Key Sarasota's most enjoyable vacation spot ever.br If you are ready to relax and enjoy life, our rental apartment is waiting for you.br br Up to 4 person private accommodation in our 1 Bedroom / 1 Bath unit.br br Faces the sunrise over the island that you could enjoy every morning having a cup of coffee at a spacious private balcony off the living room. There is also an espresso machine for your use.br br Condo located right on the beach and provide complimentary WiFi, beach chairs and parking. Beachcomber condo has heated pool, 2 elevators and laundry room.br br Enjoy a peaceful night's sleep on a new luxurious king size bed.br br Prepare a full meal in your renovated fully equipped kitchen.br br Watch your favorite television shows, movies, sport and more with an 55'' flat panel HDTV.br br Relax on the 'Tommy Bahama' queen size sofa sleeper in the Living room. br br Full bath consisting of a tub/shower, vanity with sink and a toilet.br br Connect with family and friends using the free wireless internet access.br br The building has 2 elevators and laundry room.br br Directly on the Beach on mid Longboat Key.br br Across the street from a shopping plaza with a Publix Grocery Store, CVS Pharmacy, and a variety of smaller shops. br br Gulf side heated pool with lounge chairs and umbrella tables.br br Covered beachside sitting area, spacious sun deck and fabulous sunsets.br br Private white sand beach.br br Free Parking.br br Complimentary lounge chairs and barbeque grill.br br You will have easy access to public tennis courts and a marina.br br *This is a non-smoking unit.br br On behalf of our guests and owners that suffer from asthma and allergies, no pets are allowed on the property. No exceptions! $300 fine.br Amenities Include:br - Balcony: Yesbr - Bed Size 1st/Master: Kingbr - Beds Pull-out: Queenbr - Internet Access: Yesbr - Micro/Dishwash/Disp.: Yesbr - Refrig And Ice Maker: Yesbr - Square Footage, Est.: approx. 800 sq. feetbr - TV Cable/Satellite: Cablebr - TVs/VCR/DVD: 2/0/1br - View: Islandbr - washer dryer: on propertybr - Max number of People: 4br - Hair dryer: Yesbr - Bathtub/Shower: Yesbr - Beach front building: Yes

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$316.12

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Condo

Gulf-Front Grandeur in Longboat Key – Luxurious & Spacious Condo #102 by RVA

Longboat Key, Florida, United States

Gulf-Front Elegance on Longboat Key – 2 Bed, 2 Bath Beachfront CondobrbrWelcome to your private slice of paradise on the exclusive shores of Longboat Key. This beautifully appointed 2-bedroom, 2-bath Gulf-front condo offers stunning views of the turquoise waters and direct access to one of Florida’s most pristine beaches.brbrInside, the open-concept floor plan is designed for relaxed coastal living, with sliding glass doors that flood the space with natural light and seamlessly connect the indoors to the Gulf-front balcony—perfect for morning coffee or evening sunsets. The kitchen features granite countertops, stainless steel appliances, and ample cabinetry, ideal for everything from quick snacks to full entertaining.brbrThe spacious primary suite includes a private en-suite bath with a walk-in shower. The second bedroom is equally generous, perfect for guests or a home office, with a second full bath just steps away.brbrSet within a well-maintained community, enjoy beachfront living with features like a heated pool and private beach access. Paradise awaits you!brbr**Grilling is not permitted on the property**

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$239.33

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Private Vacation Home

Beautiful pool home in the historic village of Longboat Key | Close to beach - Longboat Oasis

Longboat Key, Florida, United States

Welcome to Longboat Oasis! Professionally managed by Gulf Coast Vacation Rentals, this beautifully designed private pool home is on an oversized lot and is a true gem, with meticulous attention to detail and tasteful execution throughout. The main house features 3- bedrooms and 3-baths. and there is also a separate 1-bedroom and 1-bath casita. The property is turnkey furnished and ready for immediate enjoyment.brbrAs you enter through the wide covered wrap-around porch, you'll be welcomed by a spacious dining room and a bright, cozy living room with a bay window and French doors that lead to the screened lanai. This serene retreat overlooks a sparkling pool and beautiful paver sundeck, perfect for soaking up the Florida sunshine. The fire pit area with Adirondack seating is ideal for delightful conversations.brbrExplore the courtyard paths to discover a charming guest house and deck, offering a private retreat and bonus space. The guest house has a queen-size bed, a private bathroom with a walk-in shower and a small kitchenette. Continue through the generously fenced backyard to find an outdoor dining pavilion and an expansive wood deck along the side yard.brbrThe kitchen is equipped with stainless steel appliances, sleek quartz countertops, a large picture window overlooking the pool and patio, and a spacious pantry. The primary suite is a true sanctuary, offering ample space for relaxation and rejuvenation. The attached bathroom features a dual-sink quartz vanity, marble floor, and a large glass-enclosed shower. The walk-in closet provides abundant built-in storage for your wardrobe and accessories. The second bedroom has two twin-size beds, and plenty of closet space. The second bathroom has a gorgeous vanity with a shower/tub combo. The third bedroom has a king-size bed, a TV, a large closet, and extra space to set up your remote office with a desk, and extra dresser space. brbrLocated in the highly sought-after Historic Village of Longboat Key, this home offers exceptional beach-to-bay access, allowing you to enjoy sunsets over the Gulf of Mexico and sunrises over Sarasota Bay. The community also features a dock and boat ramp, excellent waterfront dining, and shops, all within a short stroll or golf-cart ride. Don't miss your chance to make one of a kind memories at Longboat Oasis. brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. No garage available.brbrPlease note that the pool walls/fiberglass are green. Which makes the pool look green. There is a light for pool. It is labeled in the kitchen.

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$239.74

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Condo

Coastal Comfort – Silver Sands Resort #233 by RVA

Longboat Key, Florida, United States

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air. Practice your golf game on our putting green or relax on our beautiful beach with your favorite novel. Wireless Internet access is available in the privacy of your individual unit, at the garden area or on the pool deck.brbrbrbrLimited Membership Privileges: Guests of Silver Sands #233 will have temporary membership privileges at Cedars Tennis Resort located at 645 Cedars Court on Longboat Key. The limited temporary membership allows the guest access to fully-lit Har-Tru tennis and pickleball courts (after 1 p.m. daily and subject to availability), community bicycles and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrAccommodations: Silver Sands Gulf Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key. Choose from our various unit styles including hotel rooms, one- and two-bedroom garden view units, and one- and two-bedroom beach front units. brbrbrbrUnit #233 Features: 1-bedroom, 1-bathroom unit in the Blue Garden BuildingbrbrbrbrView: Garden ViewbrbrbrbrBedding: 1 King, Sleeper SofabrbrbrbrResort Features: On-Site Office, Wi-Fi Internet Access, Coin-Operated Washer/Dryer, Community Pool, Private Beach Access, Shuffleboard Courts, Putting Green, Private Lanai (certain units), Complimentary Parking, Designer Decorated Units, Fully-Equipped Kitchen or Kitchenette, BBQ Area

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Bath

Sleeps

$341.48

/ Nightly

Condo

Roomy 2BR Retreat – Silver Sands #239 by RVA

Longboat Key, Florida, United States

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air. Practice your golf game on our putting green or relax on our beautiful beach with your favorite novel. Wireless Internet access is available in the privacy of your individual unit, at the garden area or on the pool deck.brbrbrbrLimited Membership Privileges: Guests of Silver Sands Gulf Beach Resort #239 will have the option of temporary membership privileges, for a transfer fee, at Cedars Tennis Resort located at 645 Cedars Court on Longboat Key. The limited temporary membership allows the guest access to fully-lit Har-Tru tennis and pickleball courts (after 1 p.m. daily and subject to availability), community bicycles, fishing pier and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrAccommodations: Silver Sands Gulf Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key. Choose from our various unit styles including hotel rooms, one- and two-bedroom garden view units, and one- and two-bedroom beach front units. brbrbrbrUnit #239 Features: 2-bedroom, 1-bathroom unit in the Blue Gardens BuildingbrbrbrbrView: Garden ViewbrbrbrbrBedding: 1 King, 2 Twins, Sleeper SofabrbrbrbrResort Features: On-Site Office, Wi-Fi Internet Access, Coin-Operated Washer/Dryer, Community Pool, Private Beach Access, Shuffleboard Courts, Putting Green, Private Lanai (certain units), Complimentary Parking, Designer Decorated Units, Fully-Equipped Kitchen or Kitchenette, BBQ Area

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Bath

Sleeps

$364.37

/ Nightly

Private Vacation Home

Bright 2BR Condo – Cedars East #607 by RVA

Longboat Key, Florida, United States

Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations.brbrbrDiscover the ultimate Longboat Key getaway at Cedars Tennis Resort, where luxury living meets the beauty of Florida’s Gulf Coast. Imagine waking up in a spacious, beautifully appointed townhome—perfect for families seeking fun-filled adventures or couples looking for a romantic retreat.brbrbrHere, every day is an invitation to indulge. Step outside and be greeted by world-class tennis courts, ideal for both casual play and competitive matches. Dive into the sparkling junior Olympic-sized swimming pool or enjoy a rejuvenating workout at the state-of-the-art fitness center. Cast a line from the fishing pier, explore the island on complimentary bicycles, or simply unwind as you watch tropical sunsets paint the sky in unforgettable hues.brbrbrAccommodations: Cedars Tennis Resort is a village-like town home community that features spacious living and dining areas and full-size kitchens. Enjoy all the amenities of home in these fully furnished condominiums including full-sized kitchen with breakfast bar, separate dining area and private lanai (available in select units).brbrbrClub and Recreation Facilities: Tennis and Pickleball Courts - 10 Har-Tru (soft-clay) tennis courts with professional instruction, daily clinics, round robins, and seasonal tournaments. Newly designed pickleball courts. brbrbrPro-Shop - Onsite Pro-Shop for equipment, apparel, and help with court reservations. brbrbrSwimming Pool and Tiki Bar - A heated Junior Olympic-sized pool with complimentary chaise lounges. Seasonal Tiki Bar adjacent to the pool. brbrbrFitness Center - Modern, 24/7 accessible fitness center with secure access. brbrbrBicycles for Guests - Adult-sized bikes available for daily use—ideal for exploring Gulf of Mexico Drive. brbrbrDining and Social Spaces - Hugo II Restaurant - A European Fusion restaurant offering German, Czech, and Italian dishes plus specialty Prosecco cocktails; private dining memberships required (no extra cost for Club members). Open Seasonally.brbrbrClubhouse and Social Areas - Clubroom, bar area, and recreational spaces enhance the communal experience. brbrbrFishing Pier and Mangrove Boardwalks - Charming wooden boardwalks wind through mangroves, leading to a serene fishing pier—perfect for picnics or watching boats and marine life. brbrbrBeach Access Information - The beautiful Gulf of Mexico shoreline stretches north and south along Longboat Key, and guests are welcome to enjoy it by using any designated Public Beach Access point. These access points are clearly marked with signs indicating Public use. Please note: Private beach access points along Gulf of Mexico Drive are reserved for property owners and their guests. Unless an access point is clearly labeled as Public, it is not available for use. We encourage you to explore and enjoy the public areas of the beach and thank you for respecting local property boundaries.brbrbrResidential and Guest Accommodations - Townhomes - Tri-level, spacious units featuring full-size kitchens, screened lanais or private balconies, and comfortable living/dining areas. The community is divided into three sections—The Gardens (500s), Club Level (600s), and Preserves (800s)—all connected via picturesque boardwalks.brbrbrUnit #607 Accommodations: Recently remodeled 2-bedroom, 2-bathroom town home with preserve views from your private lanaibrbrbrbrUnit Amenities: Wireless Internet, Full-size Kitchen, Washer/Dryer in Unit, Private Lanai, Fitness Facility, Community Pool, Pets Considered, Beach Access (A Short Distance Away).brbrbrbrLocation: 607 Cedars CourtbrbrbrbrView: Garden ViewbrbrbrbrBedding: 1 King, 2 Twins, RollawaybrbrbrbrMinimum Night Requirements: Minimum Stays ApplybrbrbrbrPet Policy: No Pets Allowed

2

Bed

2

Bath

8

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