34228, Florida, United States Vacation Rental Homes By Owner - Page 20

$503.78

Unit #204 Sand Cay Beach Resort Gulf Front

Longboat Key, Florida, United States

Second floor non-smoking unit. Accommodates 6 people. Living room has a 110 window with a direct view of the beach/Gulf. Television room has a 90 window facing the beach/Gulf. New ceiling fans in kitchen and in each of the extended bedroomsbrQuaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay with us. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise at our property.

2

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2

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4

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$300.17

/ Nightly

Condo

Club Longboat #115 by RVA

Longboat Key, Florida, United States

Welcome to your very own slice of paradise on Longboat Key! #115 at Club Longboat Beach and Tennis Resort is a stunning, updated condo offering the ultimate coastal living experience, featuring luxurious amenities and direct access to the Gulf of Mexico.brbrWith direct beach access, you can stroll along the pristine shores or take a dip in the azure waters whenever you please.brbrCommunity Tennis Courts: Tennis enthusiasts will love the convenience of on-site tennis courts. Challenge your friends to a friendly match or work on your backhand, while enjoying the cool sea breeze. brbrCommunity Pool and Jacuzzi: After a day at the beach or on the courts, unwind in the community pool and jacuzzi. Whether you're seeking relaxation or socializing with fellow residents, these refreshing amenities provide the perfect oasis.brbrFitness Center: Stay in shape while enjoying paradise. The well-equipped fitness center lets you maintain your workout routine with state-of-the-art equipment.brbrLongboat Key itself is a serene and upscale community known for its pristine beaches, championship golf courses, and top-notch dining establishments. With miles of white sandy shores, you'll have ample opportunities for sunbathing, beachcombing, or simply enjoying long walks along the shore.brbrThis beachfront condo offers not just a home, but a lifestyle of leisure and luxury. Don't miss the chance to make this beachfront paradise your own!brbrAmenities and Club Facilities Include: Longboat Key's finest 8 Har-Tru tennis courts (some lighted for night play), 2 heated community swimming pools, sauna/whirlpool/locker rooms, clubhouse, exercise facility, community propane grill, library, onsite management, tennis professional, beach access, fishing, and bocce ball. Reserve your accommodations for the perfect island vacation!brbrAccommodations: 2-Bedroom, plus DEN w/ Murphy Bed and 2-BathroomsbrbrBedding: 1 King, 1 Queen and 1 Murphy Bed in the DenbrbrLocation: 5055 Gulf of Mexico Drive #115, Longboat KeybrbrView: Community Tennis CourtsbrbrMinimum Night Requirements: 1 MonthbrbrAssociation Requirements: $100 Rental Application Fee

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$314.53

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Private Vacation Home

Completely Updated 2BR Condo–Cedars East #613 by RVA

Longboat Key, Florida, United States

Cedars East Tennis Resort – Unit #613brbrLongboat Key, Florida | 2 Bedrooms | 2.5 Bathrooms | Sleeps 4–6 | Preserve View LanaibrbrOverview:brWelcome to Cedars East Unit #613, a brand-new, fully renovated townhome located in the heart of Longboat Key’s premier tennis and beach resort community. Blending coastal elegance with modern comfort, this two-story getaway offers a serene preserve view from your private screened lanai and access to world-class amenities just minutes from the Gulf of Mexico.brbrAccommodations:brStep inside this spacious 2-bedroom, 2.5-bathroom townhome featuring a bright open floor plan, all-new furnishings, and contemporary finishes. The modern kitchen is equipped with quartz countertops, stainless-steel appliances, and everything you need for a relaxing stay. Upstairs, you’ll find two private en-suite bedrooms with plush bedding and spa-inspired bathrooms — ideal for couples or families seeking comfort and privacy.brbrFeatures and Highlights:br• Private screened lanai with tranquil preserve viewsbr• Minutes from Longboat Key’s beautiful beach and Gulf watersbr• Access to Cedars Tennis Club — 10 Har-Tru courts, fitness center, and pro shopbr• Covered parking and in-unit laundrybr• Complimentary high-speed Wi-Fi and smart TVsbrbrPrime Location:brNestled on Longboat Key’s bay side, Cedars East is a tennis and beach lover’s paradise, offering the perfect mix of recreation and relaxation. Enjoy morning walks along the nearby beaches, explore St. Armands Circle’s boutique shops and restaurants, or take a short drive to Anna Maria Island and downtown Sarasota.brbrDiscover 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. Perfect for tennis players, beachgoers, couples, families, and snowbirds looking for a luxury coastal escape with resort amenities and the comfort of home.brbrClub and Recreation Facilities:br• Tennis and Pickleball Courts – 10 Har-Tru (soft-clay) tennis courts offering professional instructionbr(daily clinics, round robins, and seasonal tournaments. Newly designed pickleball courts for added fun)br• Pro Shop – On-site shop featuring premium equipment, apparel, and assistance with court reservationsbr• Swimming Pool with Tiki Bar – Relax at the heated Junior Olympic-sized pool with complimentary chaise loungesbr• Fitness Center – Modern, fully equipped gym with 24/7 secure access, perfect for maintaining your routine while on vacationbr• Bicycles for Guests – Adult-sized bikes available daily, ideal for exploring Gulf of Mexico Drive and the island’s scenic beautybr• Dining – Hugo II Restaurant offers a European Fusion dining experience featuring German, Czech, and Italian specialties br• Clubhouse and Social Areas – Welcoming clubroom, bar, and recreational spaces designed for relaxing and minglingbr• Fishing Pier – Cast a line at our peaceful fishing pier—perfect for picnics, birdwatching, or enjoying coastal sunsetsbrbrBeach 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.brbrUnit Amenities: Wireless Internet, Full-size Kitchen, Washer/Dryer in Unit, Private Lanai, Fitness Facility, Community Pool, Pets Considered, Beach Access (A Short Distance Away)brbrLocation: 613 Cedars CourtbrView: Preserve ViewbrBedding: 1 King, 1 Double, 1 Twin, brMinimum Night Requirements: Minimum Stays ApplybrPet Policy: Pets Considered

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$405.67

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Condo

Beautiful Beachfront Condo Just Steps from the Gulf of Mexico

Longboat Key, Florida, United States

Hi everybody, we are happy to report that our unit incurred no damage and our association had only minimal damage due to the recent storms. It's all cleaned up and the place looks great and we fully reopened just a few weeks later! There have even been additional improvements since then. Also, while covid seems to be less of a concern now, please also note that our condo has its own separate entrance, there are no enclosed corridors or hallways to get to the unit, it is accessible by open air stairway (or by elevator) and it has its own independent HVAC system and air handler, so you are not sharing air from the neighboring room. We are keeping very high cleanliness standards for your protection. Also recently my brother purchased the unit right next to ours, so if you are looking to get two units together, or if mine is booked, let me know!brbrYou will love our 2 bedroom, 2 bath condo with a spacious 1,100 square feet of room to call your own. This is a second floor condo but it is easily accessible with an elevator and multiple sets of stairs. It is also equipped with Wi-Fi. It is located on the gorgeous, uncrowded beaches of Longboat Key, and near the cultural haven of Sarasota. The condo is on the beach side of the island and has its own private beach area, with new lounge chairs on the beach and umbrellas in the condo for your use. There are no roads to cross to get to the beach. We are a smaller condo association so all of the units are very close to the beach and pool. We take very good care of our condo and make sure that it has nice mattresses, has a fully stocked kitchen, and lots of extras to make your stay enjoyable. Each unit comes with one dedicated parking space, but there are a few other visitor parking spots as well. This will be a vacation you will always remember. brbrAlso, there is a management office on the property, with housekeeping and maintenance people, that is open seven days per week for your convenience. They are open 8 am to 4 pm to deliver your keys and parking pass and see to your needs. If you arrive after hours, they will leave your key in an envelope to the left of the office door, then just come and check in the following morning. Besides the office staff, there are two full time maintenance people to handle your needs. If you ever need anything, just give them a call or stop by the office which sits by the pool.brbrThe online calendar represents times when the condo is available. Please inquire as to the dates you desire and I will respond promptly. brbrOur condo is very nice inside, the décor is beautiful and the bathrooms and kitchen are recently updated and gorgeous. The bathrooms have granite counters and beautiful tile and the kitchen cabinetry is very pretty, well made and functional. The kitchen also has new stainless steel appliances. The furnishings throughout are first class as well with new dining room furniture and all newer flooring and new kitchen countertops and backsplash. The view from this unit is out over the courtyard and pool, though you can see a little of the water and beach between the units to the west. This unit has a spacious Living Room as well as a Dining Room and a balcony with patio furniture as well. The master bedroom has a king sized bed and the guest bedroom has three twin beds, one being a trundle. There is also queen sized sleeper sofa and a single pull out sleeper chair in the living room.brbrLongboat KeybrbrLongboat Key is a safe, quiet beach community. While there are restaurants (including one right next door) and stores for your needs, it is a very “residential” community compared to most beach front areas that can be crowded, have traffic congestion, and noisy. So, Longboat is perfect for relaxing with friends and family. You will enjoy the mild temperatures all year round, with highs in the winter months averaging in the low seventies and breezes off of the Gulf in the summer. The beaches in this area rate as tops in the nation by numerous publications and the beautiful white sandy beach directly in front of our condos is no exception. Spend time on the beach lounging and watching the birds, dolphins and occasional manatee as you enjoy the warm water and soft white sand! Longboat offers numerous activities as well; golfing, fishing (from shore or boat), biking, bird watching, walks along the beach or on the walking/biking trail that runs right by the resort are a few of the casual activities available on the island. All of your needed conveniences are nearby as well. Longboat has a large Publix grocery store, a CVS pharmacy, and several nice restaurants. It also has several churches and a synagogue right on the island. If this is your first visit, you will see why Longboat was recently rated the #2 island destination in North America by Conde Nast Traveler Magazine. Just across the bridge is St. Armands Circle, with numerous unique shops and outstanding restaurants. On the adjacent mainland is the city of Sarasota, with abundant cultural activities such as opera, museums, art exhibits and numerous dining and shopping opportunities. Included among them are the galleries of the Ringling Museum of Art and live theater at Van Wezel Performing Arts Center and Aloso Repertory Theatre. Other attractions are the Marie Selby Botanical Gardens and Joan Durante Park. A family favorite, the Mote Marine Museum has Gulf related marine life exhibits and touching pools. Just over the bridge to the north is Ana Maria Island, full of shops, restaurants and other activities. Just about an hour up the interstate is Busch Gardens which has rides, shows, animal attractions and lots of fun for the whole family. Within about a three hour drive is Disney World in Orlando. The area around Longboat offers numerous other activities as well, so, while Longboat is quiet and peaceful, it isn’t isolated. brbrOur DevelopmentbrbrOur development is, simply, gorgeous. Prior to our purchase, while staying at another complex, my wife and I were walking up the beach. The outside beauty of our condos tempted us to walk into the resort and take a look around, so we did. What we found was a newly renovated beach resort that has a tremendous outward appeal. It was then that we decided that this would be the focus of our search for a Florida condo. We discovered later that the association had recently completed an extensive renovation, and the results are beautiful. Many places in the area are overdue for such renovations, and ours stands out as a very upscale, modernized resort by comparison. Since our purchase, there have been many new improvements as well. Since the resort has only 60 total units, and only six in each building, it provides a very comfortable, casual and uncrowded atmosphere. We sit right on our own private, beautiful, soft white sandy beach (our beach is rated #2 in the U.S. in some national publications). We have a very large heated pool, tennis and basketball courts, shuffleboard, and grilling area. There is a large open grassy area for the children to play and beautiful landscaping all around. The resort has a full time staff and provides basketballs, tennis rackets, beach toys, lounge chairs around the pool and at the private beach area, beach umbrellas, linens, bath and beach towels. Located in the middle of the island, we have convenient access to all of the island’s pleasures. There are also two restaurants right next door, and many more within a short distance.brbrThanks a lot, let us know if you have any questions.

2

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2

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6

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$348.6

/ Nightly

Private Vacation Home

Renovated 3BR/3.5Bath Pool home on Longboat Key

Longboat Key, Florida, United States

Bayou Breeze Retreat is a newly furnished 3BR/3.5BA home in the exclusive gated Bay Isles community on Longboat Key. Featuring a screened private pool, spacious living and family rooms, loft/office with pull-out sofa, and ensuite bathrooms for every bedroom, this coastal retreat is perfect for relaxing island getaways. Just minutes from beaches, dining, golf, and St. Armands Circle. Professionally managed by Florida Vacation Connection.

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$251.84

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Apartment

Waterfront 2-Bedroom Retreat in Longboat Key

Longboat Key, Florida, United States

Summary:brbrWelcome to this stunning 2-bedroom, 2-bath residence on Longboat Key. brbr- Expansive water views from the living room, master bedroom, and lanai brbr- Turnkey furnished with modern décor brbr- Both bedrooms feature luxurious King-sized beds brbr- Private beach access just minutes away brbr- Four heated swimming pools and tennis courts brbr- Daily wildlife visits from manatees and dolphins brbr- Convenient access to local dining, shopping, and cultural attractions in Sarasota and BradentonbrbrbrbrThe Space:brbrExperience stunning water views from this 2-bedroom, 2-bath Longboat Key retreat, perfect for 4 guests. The open living area, master bedroom, and enclosed lanai all offer panoramic views of the bayou and Bay. This home provides the ultimate waterfront lifestyle, combining tranquil living with modern amenities.brbrbrbrWelcome to this stunning 2-bedroom, 2-bath residence on Longboat Key. From the moment you step inside, you’ll be captivated by the expansive views of the bayou and Bay. The home is turnkey furnished and in immaculate condition, featuring a custom kitchen pantry for added storage. Enjoy daily visits from manatees and dolphins, enhancing your coastal experience.brbrbrbrComfortable Accommodation:brbr- Spacious master bedroom with beautiful water viewsbrbr- Ensuite bath with a pocket door for extra privacybrbr- Second bedroom equipped with a King-sized bed and scenic viewsbrbr- Both bedrooms feature luxurious King-sized beds for ultimate comfortbrbrbrbrInterior Feeling:brbr- Open living area with panoramic viewsbrbr- Enclosed screened-in lanai for relaxationbrbr- Turnkey furnished with modern décorbrbr- Custom kitchen pantry/closet for additional storagebrbrbrbrOutdoor Bliss:brbr- Private beach access just minutes away, complete with restrooms and showersbrbr- Four heated swimming pools for relaxationbrbr- Tennis and pickleball courts for active recreationbrbr- Putting green for a bit of fun practicebrbr- Kayak storage and launch area for water enthusiastsbrbrbrbrDelightful Dining:brbr- Convenient access to local dining options in Sarasota and Bradentonbrbr- Close proximity to shopping and cultural attractionsbrbrbrbrProfessional Cleaning:brbr- Fully equipped fitness center with saunas for wellness and relaxationbrbr- Private gated parking and secure access to the community, ensuring peace of mind for residentsbrbrbrbrDaily wildlife visits from manatees, dolphins, and an abundance of sea birds create a peaceful and serene setting. You’ll have everything you need for a perfect coastal lifestyle. Welcome to this stunning 2-bedroom, 2-bath residence on Longboat Key offers the perfect retreat for up to 4 guests, combining tranquil waterfront living with modern amenities.brbrbrbrGuest Access:brbrGuests have access to the entire property, including the condo, private beach, pools, fitness center, tennis courts, and other amenities such as private parking.brbrbrbrThe Neighborhood:brbrThe neighborhood surrounding Falmouth Drive in Longboat Key, Florida, is part of the Longboat Harbour community, a waterfront enclave known for its serene atmosphere and upscale amenities. This area offers residents a blend of natural beauty and recreational facilities, making it an attractive destination for those seeking a relaxed yet active lifestyle.brbrbrbrCommunity Features:brbrbrbrWaterfront Living: The community is situated along Sarasota Bay, providing residents with picturesque water views and direct access to boating and fishing activities.brbrbrbrAmenities: Longboat Harbour boasts several heated pools, tennis and pickleball courts, a fitness center, and a steam bath and sauna. Additionally, there is deeded beach access with a pavilion equipped with showers, beach chair storage, and restrooms, enhancing the beach experience for residents. brbrbrbrSecurity and Management: The neighborhood features a gated entry and on-site management, ensuring a secure and well-maintained environment for all residents. brbrbrbrbrbrLocal Environment:brbrbrbrNatural Beauty: The area is characterized by lush landscaping, mature trees, and well-maintained grounds, contributing to its tranquil and inviting atmosphere.brbrbrbrWildlife: Residents often encounter local wildlife, including peacocks, which are a charming and distinctive feature of the community. brbrbrbrbrbrNearby Attractions:brbrbrbrBeaches: Longboat Key is renowned for its pristine, uncrowded beaches, offering a peaceful retreat for sunbathing, swimming, and shelling.brbrbrbrRecreation: The area provides ample opportunities for outdoor activities such as boating, fishing, and cycling, catering to a variety of interests.brbrbrbrDining and Shopping: While the neighborhood offers a secluded feel, it is conveniently located near local dining establishments, boutique shops, and cultural attractions in nearby Sarasota and Bradenton.brbrbrbrOverall, the neighborhood around Falmouth Drive offers a harmonious blend of natural beauty, recreational amenities, and a close-knit community atmosphere, making it an ideal place for those seeking a relaxed yet active lifestyle in a picturesque setting.brbrbrbrGetting Around:brbrThe neighborhood Falmouth Drive on Longboat Key, FL offers convenient access to both natural landscapes and nearby urban areas. Here's a quick breakdown of getting around:brbrbrbrCar Travel:brbrbrbrLongboat Key is easily accessible via Gulf of Mexico Drive (Route 789), which runs the length of the island. This main road connects residents to various parts of Longboat Key, including its beaches, shopping centers, and dining options.brbrFor trips to nearby Sarasota or Bradenton, Gulf of Mexico Drive connects to the John Ringling Causeway to Sarasota, offering a quick drive to the heart of the city and the surrounding areas. This makes it convenient for residents to enjoy a balance of serene coastal living and city amenities.brbrbrbrBicycles and Walking:brbrbrbrThe area is relatively bike-friendly with many scenic routes along the beaches and through lush, natural landscapes. Many residents enjoy cycling for recreation, and some neighborhoods even have designated bike lanes.brbrbrbrFor local errands or leisure activities, walking is a pleasant option, especially along the waterfront or in the quiet, tree-lined streets.brbrbrbrPublic Transportation:brbrbrbrWhile Longboat Key is primarily a car-dependent area, there is limited public transportation available, including bus services through Sarasota County Area Transit (SCAT). However, service may be less frequent compared to larger urban centers.brbrSome local businesses may offer shuttle services, and ride-sharing apps (like Uber or Lyft) are also a popular and reliable way to get around.brbrbrbrBoating Access:brbrbrbrGiven the waterfront location, many residents choose to travel by boat, with direct access to the Sarasota Bay and the Gulf of Mexico. If you own a boat, there are marinas nearby, and Longboat Harbour itself provides access for residents to enjoy boating, fishing, and other water activities.brbrbrbrNearby Airports:brbrbrbrFor travel beyond the local area, you have Sarasota-Bradenton International Airport (SRQ), which is approximately a 20-minute drive from Longboat Key. This airport offers domestic and some international flights.brbrbrbrTampa International Airport (TPA) is about a 1.5-hour drive away, providing access to a wider variety of flights.brbrbrbrOverall, getting around Longboat Key is easy and offers various options depending on your preferences, whether by car, bicycle, boat, or limited public transportation.

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$155.48

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Cottage

Bikini Top Cottage in the historic village of Longboat Key

Longboat Key, Florida, United States

The Bikini Top Cottage sweet spot for couples. Tiny Home in a Cozy Island village. The bungalow is on an alley way that leads directly to the kayak, boat launch, and restaurants. Walk down to view the sunrise coffee in hand with the Sailboat moorings and end your day at The Mar Vista restaurant. Make sure you walk out on the dock and look in the water around the sunken lights. brAcross from The Village is the white sandy beach. Meander down the boardwalk and the beach opens up for miles of tranquil shoreline. The tip of the island feels more like you've discovered your own private island. With old trees laying in the water and no structures in site you can float out on the turquoise sandbar. Good spot to catch fish. Watch manatees and dolphins swim and dream of what this place was like before condos. brThe cottages have an old time charm. Built in the 30's as apart of The Whitney Estate. After a hurricane washed away the main home the cottages where relocated for safer ground. Sturdy little 440 sq. ft. Homes. Handmade stone veneer clad the outside of the structure. Inside you will find a comfortable living space. One Queen size bed in the bedroom and Queen size fold out coach in main living room. Internet cable of course. Nice porch with shaded pergola and tropical landscaping. Cool evenings are perfect for starting a fire in the outdoor fireplace sitting back and relaxing in the comfortable patio furniture. brOnce you're here you don't need to go very far to fill the day with a genuine Florida adventure. All you really need to do is allow the nature to come to you. brIf you're into kayaking or paddle boarding this is a perfect launch pad. With in seconds on the water you will be surrounded by an array of activity. This is the destination boats come. Tropical clear sandbars are located at the mouth of the longboat pass. Boaters love this spot to spend the day floating in the currents along the shore. In the Sarasota flats there are a string of islands called the sister keys. Sandbars sea grass and secret Channels hold tons of life. Summer time is known for tarpon fishing also known as the silver king as they migrate up the coast. brPlease inquire for customized datesbr

1

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1

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4

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$222.39

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Condo

The Privateer on Longboat Key: Stunning Gulf Views & Coastal Comfort by RVA

Longboat Key, Florida, United States

Experience coastal luxury at its finest at The Privateer on Longboat Key, where refined design meets the serene beauty of the Gulf of Mexico. This beautifully appointed residence offers sweeping, unobstructed Gulf views that set the tone for relaxation from the moment you arrive.brbrStep inside to find a spacious, light-filled interior designed with comfort and sophistication in mind. Windows frame the shimmering turquoise waters, creating a seamless connection between indoor elegance and the natural beauty outdoors. Enjoy morning coffee on one of 2, private balconies as gentle sea breezes drift in, or unwind in the evening as the sun melts into the horizon in a display of color that feels almost otherworldly.brbrThe Privateer offers resort-style amenities including a beachfront pool, tennis courts, fitness center, and private beach access, ensuring every moment of your stay is defined by ease and indulgence. Whether you’re seeking a peaceful retreat or an upscale coastal adventure, this refined Longboat Key escape invites you to slow down, savor the view, and experience Gulf-front living at its most exquisite.brbrLaundry: Located in the hallway of the 6th floor- washer, dryer, folding tables- complimentary.brbrAccommodations: 2 Bed, 2 Baths with stunning views of the beachbrbrBedding: 1 King, 2 QueensbrbrAddress: 1000 Longboat Club Rd. #601 Longboat Key, FL 34228brbrMinimum Length of Stay: 90 daysbrbrApplication and Application Fee of $750 ($100 Admin Fee, $150 Background Fee, & $500 Refundable Deposit).

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$739.37

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Condo

Stunning gulf front 6th floor Longboat Key Condo with endless views - Once Upon A Tide

Longboat Key, Florida, United States

This magnificent Gulf front vacation retreat sits on the 6th floor of the prestigious Westchester of Longboat Key, while boasting expansive full Gulf views. Professionally managed by Gulf Coast Vacation Rentals, this is a stunning property situated on a 7-acre stretch of white, powdery sandy beaches and meticulously manicured luscious landscape. The amenities can't be beat, and include two heated pools, tennis court, Clubhouse, shuffleboard, private Tiki-huts, and covered parking. There is nothing left to be desired at this gorgeous tropical getaway.brbrAs you step into this beautiful 2 bedroom 2 bath condo, you will find tiled floors throughout and a convenient split floor plan, that comes turnkey furnished. The large family room has beautiful views of the Gulf, from the sliding glass doors that open to your screened-in balcony. There are comfortable couches and a recliner for all to enjoy and convene to watch a movie on TV. Cable & Wi-Fi Included. There is a gorgeous chandelier over the quaint dining table with 4 chairs, where everyone can gather for a wonderful meal. The kitchen boasts gorgeous granite countertops and white cabinetry, with a microwave, stove, built-in refrigerator, ceiling fan, & recessed lighting. brThe Master bedroom has a large King-sized bed, a TV, & opens to the balcony. The en-suite Master Bathroom offers double sinks, a shower stall and large walk-in closet. The adorable guest bedroom boast 2 twin beds to share, a ceiling fan, and a guest bathroom with tub/shower.brbrThis breathtaking property is ideally located near everything the area has to offer, including the world-class dining and shopping of historical St. Armand's Key. There are plenty of outdoor activities as well to keep you busy, such as kayak rentals, bicycle rentals, and take a quiet stroll through Bayfront Park. You are a short ride away from the stunning Ringling Museum & the Players Theater for your entertainment. Easily access SRQ Airport and Ed Smith Stadium, the winter home for the Baltimore Orioles, both of which are only 20 minutes away. Your quaint and cozy retreat awaits you!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.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets

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$328.71

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Condo

Beautiful 2 BR Condo With Private Beach Access Sunset On The Gulf

Longboat Key, Florida, United States

Welcome to Sunset On The Gulf! Professionally managed by Gulf Coast Vacation Rentals. This gorgeous 2-bedroom, 2-bathroom, third-floor, corner condo offers the perfect location. Located between the bay and the beach, you are bound to have endless adventures.brbrThe community of Beach Harbor Club offers resort-style living at its finest. There is a large community pool, a clubhouse with a bar, and a fitness center to get in your morning exercises! You are just across the street from the gorgeous Gulf Beaches, with private beach access.brbrUpon entering this condo, you will see an ocean view from the third floor. As you enter, you will find the large kitchen, which has stainless steel appliances, six barstools, a giant kitchen island, a lounge area with a sofa, and plenty of space to prepare your family's favorite treats. You will find lovely natural lighting throughout, due to this condo having windows on all four sides. Adjacent is the dining table, with gorgeous West Elm chairs that accommodate up to six. The spacious living room has a sizeable “L” shaped couch, an entertainment center, and beautiful natural lighting through the windows. There are views from the master bedroom and the reading nook in the kitchen area, where you will love to enjoy your morning coffee with the sunshine streaming in those windows.brbrThe primary bedroom has a king-size bed, a chair, a TV, and plenty of closet space for your personal belongings. Attached is the primary bathroom, which has a large vanity with a stunning walk-in shower that has exquisite masonry work, and a detachable showerhead. The second bedroom has a queen-size bed and plenty of closet space. The second bathroom has a large vanity with a shower/tub combo.brbrThere is community Kayaks with a lift for use by renters, there are two rooftop patios in the building which are shared. The one at the front is perfect for watching the sunset every evening. This condo is a short drive to St. Armands Circle and Downtown Sarasota where there are restaurants, boutiques, shopping, theater, opera, ballet, botanical gardens etc. we are close to many great restaurants.brbrCome see why people come to Longboat Key year after year.brbrImportant Things to KnowbrbrThere is a dedicated covered parking spot and additional guest parking.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.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.brbrPlease note that the property mailbox is reserved for owner correspondence and is not available for guest use. If you need to receive mail during your stay, we suggest arranging a temporary PO Box at the local post office.

2

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2

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4

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$740.87

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Private Vacation Home

Grand Waterfront Home–Private Pool & Dock Access Emerald Bay in LBK by RVA

Longboat Key, Florida, United States

Escape to paradise in this stunning waterfront vacation home located in the coveted Emerald Harbor neighborhood. Perfectly nestled on a wide, deep-water channel with direct access to the Intracoastal Waterway and just minutes from the Gulf of Mexico, this home offers the ultimate coastal getaway.brbrbrbrThis spacious and casually elegant 4-bedroom, 4-bathroom home is ideal for families or groups. With two master suites – one conveniently located downstairs and another upstairs – it offers privacy and flexibility for all guests. Nearly every room boasts serene water views, creating a tranquil atmosphere throughout.brbrbrbrThe fully equipped kitchen features sleek granite countertops, a breakfast bar, and a convenient pass-through to the lanai. Guests will love the stainless steel appliances, including a refrigerator, dishwasher, cooktop, microwave, and washer/dryer.brbrbrbrStep outside into your private oasis – a large, pool deck with a sparkling pool surrounded by brick pavers. The pool, refinished and updated, is perfect for lounging in the sun or taking a refreshing dip. The lush tropical landscaping and secluded setting provide peace and privacy for your group.brbrbrbrFor boating enthusiasts, the property includes a seawall and dock, perfect for bringing along your boat, jet skis, or kayaks. After a day on the water, enjoy the convenience of deeded private beach access, located just across from the entrance to Emerald Harbor.brbrbrbrConveniently situated on the north end of Longboat Key, you're moments away from pristine beaches, world-class dining and shopping at St. Armands Circle, and the charming attractions of Anna Maria Island. Downtown Sarasota, as well as Tampa and Sarasota International Airports, are just a short drive away. Private beach access located through a private gate with a code directly across Gulf of Mexico Dr. brbrbrbrBook your stay in this Emerald Harbor retreat and experience the perfect blend of luxury, comfort, and coastal living. Your paradise awaits!brbrbrbrAccommodations: 4 bedrooms, 4 bathroomsbrbrbrbrLocation: 761 Emerald Harbor, Longboat KeybrbrbrbrAmenities: Private Dock, Short Walk to Beach, Private Heated Pool, Private Patio, Garage Parking, Cedars East Tennis Resort Membership with access to fitness center, bicycles, Olympic size lap pool, Har-Tru Tennis Courts and Pickleball courts as well as tennis lessons, Hugo II Cafe and much more brbrbrbrBedding: 3 Kings, 2 SinglesbrbrbrbrView: BaybrbrbrbrMinimum Night Requirements: MonthlybrbrbrbrPets Not AllowedbrbrbrbrPool Heat - Daily fee (please inform our reservations department at the time of booking and the fee will be applied)

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$345

/ Nightly

Condo

7th Heaven by Duncan Real Estate

Longboat Key, Florida, United States

Welcome to 7th Heaven on beautiful Longboat Key! A beachfront escape directly on the Gulf of Mexico with views of turquoise waters from your living room! This a second floor condo with a direct beach walk out from your front porch area. The neighboring unit is allowed to cross to use the stairs leading down to the beach. This comfortable getaway features a full kitchen, bedroom with a king-size bed, newly renovated bathroom and living room with a sleeper sofa. Shared Laundry is available. brbrRelax on the beach with resort provided sun loungers or hop in the pool! Then enjoy a spectacular sunset and have a quiet dinner at the condo or eat out at one of the many Long Boat restaurants like Harry's Continental Kitchen just across the street or the eateries in the LBK Center Shops. Explore nearby John Durante Park with shaded mangrove boardwalks along Sarasota Bay or head over to St. Armand's Circle for a shopping spree. The upscale ambience of Longboat Key and this truly unique beach front getaway will make for a memorable, romantic vacation that you won't forget!brbrHIGHLIGHTSbrbrPrivate beach accessbrbrHeated Community Pool (28x16) brbr748 sq ftbrbrFully equipped kitchenbrbrCovered Beachfront Porch Area brbrGulf of Mexico ViewsbrbrBEDROOMSbrbrSleeps 4brbrPrimary Bedroom: King brbrLiving Room: Queen Sleeper Sofa brbrBATHROOMbrbrPrimary Bathroom: Walk-in Shower brbrEXTERIORbrbrEnjoy breathtaking scenery with the white sandy beaches and waves breaking against the shore below. Take a dip in the Gulf of Mexico or swim a lap in the 28'x16' pool.brbrThis property comes with one unassigned parking space. brbrThe Condo Association does not permit motorcycles, trailers, large trucks, or RV parking.brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Queen Sleeperbrbr- Bathroom 1 Walk-in Showerbrbr- Hot Waterbrbr- Beach Frontbrbr- Beach Viewbrbr- Water View Ybrbr- Central A Cbrbr- Cental Heatbrbr- Sqft under a c 748brbr- Free Parkingbrbr- Parking Spots 1brbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Stovebrbr- Ovenbrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Keurigbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Dining Tablebrbr- High Speed WIFIbrbr- TV 2brbr- Shared Laundrybrbr- Ironbrbr- Cleaning Kitbrbr- First Aid Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Shared Pool Ybrbr- Pool Dimensions 28x16brbr- Sun Loungersbrbr- Patiobrbr- Outdoor Showerbrbr- Shared Grillbrbr- Duncan Emerald Clubbrbr

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$1024.99

/ Nightly

Private Vacation Home

Sleepy Lagoon 4+bd/3.5ba canal home, 5 min walk to beach on LBK

Longboat Key, Florida, United States

Sleeps 10+ in 3 King ensuite bedrooms, 1 Queen sized in office, and 2 double beds bonus room. BRAND NEW turf backyard with 2 hole putting green! Enjoy your morning coffee on the balcony of this sleepy canal home. Spend your day kayaking, paddle boarding, fishing, or relaxing on the beach and then cool off in your private pool and hot tub. Enjoy a game of pool or ping pong on the first floor level game room. Personal home gym included with Peloton* (Must have your own peloton membership) Home office with dual desks for working remote or utilize it as a 5th bedroom (queen bed)brYou'll have your toes in the sand in 5 mins or less! Toast your evenings at sunset on the beach. Home is located on the north end of Longboat Key, just minutes from Coquina Public Beach on Anna Maria Island, Shore restaurant, Mar Vista, and many other favorites local spots! Screened in Lanai or open air third floor balcony! brFamily Friendly private home. brRental dates flexible. Multi-month discounts! Please inquire!brBoat/Jetski on property are not available to renters. Inquire if you need canal access. brbr***Owner reserves right to access boat/lift with prior notice to renters. We will contact you before we access our dock***brbr*Longboat Key has a strict 30 rental policy. Please inquire.

4

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3

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11

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$370.29

/ Nightly

Condo

Take a peek awesome reviews 50 feet from sand

Longboat Key, Florida, United States

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full kitchen, living area with a queen size sleeper sofa, and a bedroom with two queen size beds. It is part of the Zilli Collection. Each with the Zilli touch of amazing view, decor, (not typical wicker furniture, silly beach artifacts, 40 year old flooring, one SIZE fits all, etc.). We call it upscale coastal. The properties are more of a resort, 5 star hotel feel. We own an elegant upscale home next door, a penthouse unit, a direct walk out unit, along with 2 units with the option to connect into one suite. brbrYou’ll find everything you need on-site from free WIFI to dishes, linens, towels and even a few extras you may need for your stay like puzzles and soap. There is a pool and a covered area with grills and picnic tables overlooking the beach. Hope to see you soon at one of my beautiful vacation homes. All you need is your bathing suit and a toothbrush. The beach is just steps away. brbrThis resort is not a place of public accommodation as defined by the ADA and, therefore, does not meet the accessibility requirements of the ADA. That said, there are some accessible features at the facility. Please ask me specific questions to determine if this property would a good fit for your needs.brbrPlease view my other beautiful vacation homes and make plans now to visit Longboat Key to see why we love it!!!br247170 - Zilli Villa is a two bedroom, two bath house located right on the beachbr3510391 - Zilli Tower 503 is a 5th floor Penthousebr4649102 - Zilli Ocean Front 101 is a direct walk outbr7900243 - Zilli Ocean Front 201 and 9070766 - Zilli Ocean Front 202 are individual condos that can be made into a suite for larger groups with a connecting door.

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$366.92

/ Nightly

Condo

Client texted view crazy Last minute cancellation Apr 25 - May 16th on sale

Longboat Key, Florida, United States

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full kitchen, living area with a queen size sleeper sofa, and a bedroom with two queen size beds. It is part of the Zilli Collection. Each with the Zilli touch of amazing view, decor, (not typical wicker furniture, silly beach artifacts, 40 year old flooring, one SIZE fits all, etc.). We call it upscale coastal. The properties are more of a resort, 5 star hotel feel. We own an elegant upscale home next door, a penthouse unit, a direct walk out unit, along with 2 units with the option to connect into one suite. brYou’ll find everything you need on-site from free WIFI to dishes, linens, towels and even a few extras you may need for your stay like puzzles and soap. There is a pool and a covered area with grills and picnic tables overlooking the beach. Hope to see you soon at one of my beautiful vacation homes. All you need is your bathing suit and a toothbrush. The beach is just steps away. brThis resort is not a place of public accommodation as defined by the ADA and, therefore, does not meet the accessibility requirements of the ADA. That said, there are some accessible features at the facility. Please ask me specific questions to determine if this property would a good fit for your needs.br brPlease view my other beautiful vacation homes and make plans now to visit Longboat Key to see why we love it!!!br247170 - Zilli Villa is a two bedroom, two bath house located right on the beachbr3510391 - Zilli Tower 503 is a 5th floor Penthousebr4649102 - Zilli Ocean Front 101 is a direct walk outbr7900243 - Zilli Ocean Front 201 and 9070766 - Zilli Ocean Front 202 are individual condos that can be made into a suite for larger groups with a connecting door.br

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1

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6

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$487.1

/ Nightly

Condo

2 Salty by Duncan Real Estate

Longboat Key, Florida, United States

Welcome to 2 Salty at the Sea Club III complex on beautiful Longboat Key! A beachfront escape directly on the Gulf of Mexico with views of turquoise waters from your living room! brbrThe entire complex has undergone a complete exterior renovation and offers resort style vacationing in this quiet beach front location with only 8 units.brbr2 Salty is the ground floor condo #2 with direct beach walk out from your front patio area.This newly renovated getaway features a full kitchen, bedroom with a king-size bed, bathroom and living room with a sleeper sofa. brShared Laundry is available. brbrRelax on the beach with resort provided sun loungers or hop in the pool! It is heated to a very comfortable 86 F during October-April. Then enjoy a spectacular sunset and have a quiet dinner at the condo or eat out at one of the many Long Boat restaurants like Harry's Continental Kitchen just across the street or the eateries in the LBK Center Shops. Explore nearby John Durante Park with shaded mangrove boardwalks along Sarasota Bay or head over to St. Armand's Circle for a shopping spree. The upscale ambience of Longboat Key and this truly unique beach front getaway will make for a memorable, romantic vacation that you won't forget!brbrIf you have a larger party, consider renting also the condos 7th Heaven (sleeping 4) or Gr8 Vibes (sleeping 6) in the same complex!brbrHIGHLIGHTS brPrivate beach access brHeated Community Pool (28'x16', 86 F/winter months) br748 sq ft brFully equipped kitchen brCovered Beachfront Porch Area brGulf of Mexico Views brbrBEDROOMS brSleeps 4 brPrimary Bedroom: King brLiving Room: Queen Sleeper Sofa brbrBATHROOM brPrimary Bathroom: Walk-in Shower brbrEXTERIORbrEnjoy breathtaking scenery with the white sandy beaches and waves breaking against the shore below. Take a dip in the Gulf of Mexico or swim a lap in the 28'x16' pool.This property comes with one unassigned parking space. The Condo Association does not permit motorcycles, trailers, large trucks, or RV parking.brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Queen Sleeperbrbr- Bathroom 1 Walk-in-Showerbrbr- Hot Waterbrbr- Beach Frontbrbr- Beach Viewbrbr- Water View Ybrbr- Beach Access 80 stepsbrbr- Ground Level Ybrbr- Central A Cbrbr- Cental Heatbrbr- Sqft under a c 748brbr- Free Parkingbrbr- Parking Spots 1brbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Ice Makerbrbr- Stovebrbr- Ovenbrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Garbage Disposalbrbr- Dining Tablebrbr- High Speed WIFIbrbr- TV 2brbr- Shared Laundrybrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- First Aid Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Shared Pool Ybrbr- Pool Dimensions 28'x16'brbr- Sun Loungersbrbr- Patiobrbr- Beach Amenities

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$308.12

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Private Vacation Home

Suzie's Beach House, Longboat Key

Longboat Key, Florida, United States

Located in Country Club Shores close to St. Armands Circle and downtown Sarasota, this quiet, three bedroom home offers beach proximity as well as dining, shopping and a vibrant art scene.brbrBeach access: 10 min. walk to a beautiful, white sandy beachbrSt. Armands Circle: 5 min. by carbrDowntown Sarasota: 10 min. by carbrbrWe are not a rental company. We are a local family that is excited to share our beautiful home with you, so if you need anything during your stay, we are only a short walk away.brbrThe space:brbrThis home can accommodate up to 6 guests.brbrBedroom #1: King BedbrBedroom #2: King BedbrBedroom #3: Two Twin BedsbrBathrooms: 2.5brbrThe kitchen is royally stocked, including all the Pampered Chef pots, pans and toys you could possibly need (please take good care of them!)brbrNo stairs, no steps.brbrWe have a bike, beach chairs and coolers available. If you need more bikes or anything else, please don't hesitate to request.brbrPets may be allowed on a case-by-case basis with a $300 non-refundable pet fee.

3

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2

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6

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$171.69

/ Nightly

Condo

Longboat Key Bay view and Walk to Beach on Gulf of Mexico

Longboat Key, Florida, United States

Quiet Peaceful with great view of the pool while looking at the docks on the bay or walk to your own private beach. This 2nd Floor, 1 Bedroom and 1 Bathroom has all you need. Enjoy the beach, boating, fishing, golfing, walking, biking, shopping or just great dining at many of Longboat Keys fine restaurants.

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2

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$278.71

/ Nightly

Private Vacation Home

Salt Y Sol by FVC - 3 Bedroom, 3 Bath Pool/Canal Home

Longboat Key, Florida, United States

Offered by Florida Vacation ConnectionbrbrWelcome to Salt Y Sol, a beautifully renovated 3-bedroom, 3-bath coastal pool retreat perfectly positioned on a canal with a private pool and dock on tranquil Longboat Key. Combining modern luxury with relaxed island living, this home is designed for guests who appreciate comfort, style, and a touch of the waterfront lifestyle.brbrA private elevator provides easy access to the open-concept main level, where light-filled living spaces, designer finishes, and coastal décor create an inviting atmosphere. The fully equipped kitchen features sleek cabinetry, stainless appliances, and an island perfect for gathering and entertaining.brbrThe primary suite offers a king bed, a spa-inspired en-suite bath, and direct access to outdoor spaces. The guest suite includes a queen bed and its own private bath, while the third bedroom features two twin bunk beds, ideal for children or additional guests.brbrStep outside to enjoy peaceful canal views, tropical landscaping, private pool, and the private dock—perfect for kayaking, paddleboarding, or docking a small boat. brbrLocated just minutes from Longboat Key’s pristine beaches, fine dining, and boutique shopping, Salt Y Sol offers the perfect blend of coastal charm and modern convenience.brbrTown of LBK RRR# 01464.2025

3

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3

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6

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$281.77

/ Nightly

Condo

Beaches 106 by FVC– Gulf-Front Luxury with Private Beach Access

Longboat Key, Florida, United States

Beaches 106 – Direct Gulf-Front Luxury on Longboat KeybrOffered by Florida Vacation ConnectionbrbrWelcome to Beaches 106, a stunning two-bedroom, two-bathroom beachfront condominium offering uninterrupted Gulf views and effortless coastal elegance. Perfectly situated on the sands of Longboat Key, this first-floor residence combines luxury, comfort, and direct access to the beach.brbrStep into the bright, open living area, where floor-to-ceiling glass doors showcase breathtaking views of the turquoise Gulf waters. Enjoy seamless indoor-outdoor living on your spacious private balcony, or take the spiral staircase down to your expansive private patio, complete with direct access to the beach just steps away.brbrThe fully equipped kitchen features granite countertops, stainless steel appliances, and everything you need for easy at-home dining. The inviting living and dining spaces are perfect for gathering, relaxing, and watching the sunset.brbrThe primary suite is a serene retreat with a king-size bed, balcony access, and a luxurious en-suite bathroom offering dual vanities, a walk-in shower, and a soaking tub, ideal for unwinding after a day by the sea. The guest bedroom also features a king-size bed, private balcony access, and convenient entry to the second full bathroom, providing comfort and privacy for guests.brbrLocated within the prestigious Beaches condominium, you’ll enjoy direct beachfront living plus access to resort-style amenities including a heated Gulf-front pool, fitness center, tennis courts, and secure gated entry with on-site management.brbrJust minutes from St. Armands Circle and the cultural attractions of downtown Sarasota, Beaches 106 offers a private, peaceful escape in one of Florida’s most desirable coastal destinations.brbrAmenities include:brDirect beachfront location with panoramic Gulf viewsbrPrivate balcony plus large patio with spiral staircase to beach accessbrHeated Gulf-front poolbrFitness center and tennis courtsbrFully equipped kitchen and in-unit washer/dryerbrWi-Fi and cable TVbrSecure gated entry with on-site managementbrbrBook your stay with Florida Vacation Connection and let paradise be your home away from home.brbrTown of LBK RRR# 01479.2025

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