Vacation Rentals By Owner In Longboat Key, FL

This house offers the best of island living - a boat dock out back and deeded private access to the white sandy beaches of Longboat Key, located just down the street. Situated on the North end of Longboat, you are minutes from Coquina Beach and historic Bridge St. and Anna Maria Island. Sarasota, Lido Beach and St. Armands Circle are a 15 minute drive south on picturesque Gulf of Mexico Drive. A well stocked convenient store, deli and 3 restaurants (Continental, Italian and Mexican) are a block away and favorites like Euphemia Hay, Lazy Lobster, Dry Dock, Bridge Tender and the Chart House are a short drive. brbrThe home is recently updated with new flooring, remodeled bathroom, fresh paint and all new linens. brbrBoth Bedrooms and two separate living areas all feature large screen TV's with cable service. There is dedicated office area with printer. The primary bedroom has a king bed and the guest room has a queen, with a sliding glass door to the patio overlooking the canal. The kitchen is well appointed and outfitted with everything you need to cook and bake. The spice cabinet is stocked. It features a gas stove, dishwasher, coffee maker, microwave, toaster oven, as well as other convenient appliances (toaster, instant hot water kettle, regular and immersion blender). It opens to a dining area featuring a large, antique handcrafted wooden table. The laundry area has a full sized washer and dryer.brbrThe home has room to park 3 cars and a boat trailer. By boat, you are just a minutes from fun destinations like Beer Can Island and Longboat Pass sandbar...or you can dock for lunch at The Shore, Mar Vista, Anna Maria Oyster Bar or all the restaurants and Bars on Bridge St. brbrThe owner will consider small dogs. The house is wheelchair accessible and has handles in key areas for assistance, if needed. Smoking is not permitted except on the lanai.brbrThe home is available fully furnished beginning on Nov. 1st. Welcome to Paradise!brbr

Short walk to beach or take your boat from the canal / dock in your backyard!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$353.76

Our building is located on the beach and this unit has a partial beach 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 1 bedroom, 1 bath fifth floor condobr br br * There is a newly added 6' x 6' window in the living room affording a beautiful view of the Gulf of Mexicobr * Overlooking the island and Sarasota Baybr * King size bedbr * Queen sleep-o-pedic sofa in the living roombr * Fully equipped kitchen with stainless steel appliancesbr * All tile floorsbr * Walk-in showerbr * Large 50 flat screen TV in living room br * 32 flat screen TV in bedroombr * Free wireless internetbr * Gulf side heated pool with lounge chairs and umbrella tablesbr * Private white sand beachbr br This island-side unit is newly renovated with all new stainless steel appliances, quartz counter top, new cabinets, tile floors and new furniture. The kitchen is fully equipped including new cookware. There is a walk-in shower in bathroom. The living room has a new sliding door that opens onto a 34' long private balcony where you can watch the sun rise over the Bay while enjoying your morning coffee. br br Everything is here for your convenience, just bring your clothes and sunscreen!br br Building interior is non-smoking, smoking is permitted on balcony only.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: 2/0/0br - View: Partial Gulfbr - washer dryer: on propertybr - Max number of People: 4br - Hair dryer: Yesbr - Shower only: Yesbr - Beach front building: Yesbr - Partial Gulf View: Yes

Beachcomber unit 507

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$283.11

Stunning one bedroom one bath unit with just a short walk to Longboat Key Beach(Across the Street). Come enjoy beautiful Sunsets and put your toes in the sand! This unit is equipped with a full kitchen and dining area made for entertaining. Whether you are looking to enjoy a home cooked meal or order in this is the perfect setting for you to enjoy your meal. Cable TV included. King Size Luxury mattress for you to comfortably lay your head as well as a queen size sleeper in the living area. This unit will easily sleeps two guests. Short distance to the beautiful St. Armands Circle packed with unique luxury shopping, entertainment and the best restaurants in Sarasota. Travel, Relax, Live! This unit is sure to satisfy all of your vacation needs.

Discover Your Coastal Oasis in Longboat Key, FL and St. Armands Area

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$461.74

Manatees, dolphins, pelicans... oh my. Designer renovated bayfront townhouse with private garage. Spectacular views of bay, Ringling Bridge and downtown Sarasota. King-size bed in master bedroom with 2 walk-in closets and a glass enclosed shower all looking out onto Sarasota Bay. Extra large wall TV. Office doubles as a guest bedroom with a plush, extra thick queen Murphy bed and its own glass enclosed shower. Garage level has two twin beds in an extra large room with wide screen TV. Gourmet kitchen has everything you need to cook if you want to eat in - or go enjoy the many wonderful restaurants at St. Armand's or Longboat Key. Living room with large widescreen TV. There is a private boat dock as well if you want to bring your boat. New community exercise room, pool and social room for gatherings. Private beach club with gated access that you have access to. What did I forget Just ask me. There is so much more ... Rates can vary with month renting. 2 month rental minimum.

3-bedroom townhome in fabulous Longboat Key with stunning views and boat dock

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$333.96

Beach to Bay ViewbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrNestled at the northern tip of Longboat Key, this hideaway comes primed for laid-back Florida luxury. Indulge in carefree coastal living with direct dock access and a kayak included for exploring Longboat Pass or heading into Anna Maria Sound. Watch the sunset from home! 270-degree views of the beach, north to Anna Maria Island, the lagoon, and the bay abound from nearly every room in the house. A short boardwalk path through the mangroves will lead you right to the lagoon. The beach is a mere 250-yard walk from your front door. Added at-home leisure awaits on the covered patio complete with lounge chairs, and an outdoor dining table. A screened balcony on the second floor offers a breezy perch for coffee or cocktails. Plenty of sports balls and lawn games are provided for family fun at the beach or in the large private yard. Walk to shops and restaurants, or hop on Gulf Drive for an easy drive up to Anna Maria Island, St. Armand's Circle, or Sarasota attractions.brbrThe home's three-story interior comes thoughtfully designed and tastefully appointed for total family comfort. An in-home elevator is equipped in addition to the stairs for complete ease of access. The main floor's spacious open layout is perfectly suited for group gatherings, with updated fixtures and furnishings including an all-new full kitchen, new seating in the living room, and a smart TV. brbrOccupying the entire top floor, the enviable primary bedroom boasts private en suite features like a screened porch, a desk, a TV lounge, a Peloton exercise bike, and a luxurious bathroom complete with a deep soaking tub and a dual-headed shower.brbrThings to KnowbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AMbrNo smoking is permitted anywhere on the premises.brThe elevator is generally locked and unavailable for guest use. If you or a member of your reservation will require access to the elevator during your stay, please contact us prior to arrival.brbrParking notes: There is free parking available for 4 vehicles.brbrSecurity camera details: This home has an active doorbell camera (facing the side yard) and a security camera on the lower patio (facing the other side of the yard), and are able to record video and audio.brAn additional Alexa device, which is able to capture and record audio, is installed inside the elevator for emergencybrbrDock details: brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Bayfront home with dock, amazing views, outdoor areas, & kayak

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$275.67

Private BEACH Access! *Designer Renovation* Single level/Ground Level, 8 minute Walk to Bright White Quartz Sand, Welcome to UPGRADED BEACH PARADISE Featuring - NEW Full Stainless-Steel Kitchen, NEW Cabinets and Granite Countertops. LUXURY Bathroom with Granite Top Vanity, Oversized Shower Tile with Glass Mosaic Inlay and Full Glass Enclosure. 65 inch 4k Roku Smart TVs with WORK ON VACATION Super Fast 1000 MbPs internet. Very Posh Bedroom, KING SIZE Memory Foam Hybrid Bed. Pull-out QUEEN Size Memory Foam Bed in the living room. LAGE OUTDOOR AREA Including: Full seating area, BBQ area, Large space for cornhole and putting green (Provided).. Famous HARRY'S restaurant just across the street, La Villa Mexican, Ice Cream, Bike Shop, Euphemia Haye fine dining ALL in Walking Distance. BOAT & TRUCK PARKING UP to 30 FOOT BOAT on STREET (SEE PICTURE) Neighborhood access to Joan M Durante Park. brbrhttps://youtu.be/--cApzdrcR8 si=SRQWRJJ2cNIUurNs brbrABSOLUTELY BEAUTIFUL!! - Don't settle for musty dated property! STARTING in the Living Room: Shiplap feature wall, NEW Queen Size High End Memory Foam Mattress PULL-OUT Sofa, 65 Inch 4K UHD Roku TV, SUPPER FAST 1000 Mbps INTERNET WiFi...KITCHEN ALL NEW: Granit Counters, NEW cabinets, NEW appliances, Gorgeous GLASS subway tile Backsplash...BATHROOM: NEW Vanity, NEW Matching Granite vanity top, DESIGNER GLASS and Tile Shower...BEDROOM: KING SIZE Hybrid Foam and Spring Mattress, 65 Inch 4k UHD Roku TV, Dresser, Side Tables and Lamps. IN UNIT WASHER & DRYER brbrLongboat Key is a quiet High-End Location. Average home price is 1.2 Million. This Location is a 5 minute drive to the MOTE Aquarium, Saint Armans Circle and Lido Key. Other close by areas are Anna Maria Island and Siesta Key.

Turquoise Gem 1st Floor [no stairs] BEACH-BOAT PARK - TOP EATS - Longboat KeyFL

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$410.55

Beautiful 3bed/2bath Condo located on the 3rd floor of Tiffany Plaza with gorgeous views of the crystal blue waters of the Gulf of Mexico on Longboat Key. This unit has been updated and tastefully furnished. Laundry facilities are located just outside the elevator on each floor. Heated pool onsite. Turnkey furnished. It's a short drive to either St. Armands circle where you will find a variety of boutique shops, restaurants, entertainment and Lido beach or head North to Anna Maria Island where you can experience the quaint island fishing village vibe, shops, restaurants and entertainment.

3bed/2bath Beachfront Condo on Longboat Key!

Longboat Key, Florida, United States

3

Bed

Bath

6

Sleeps

$369.6

Looking for the ULTIMATE Beach getaway This is it! Welcome to paradise at the Harbour Villa Club. 2 Bedrooms, 2 Baths with 2 beds to comfortably sleep 4 in over 1250 sf of living space. All your living is conveniently on one floor, with open den next to kitchen. Spa and large heated pool just outside lanai just a few feet from the bay. 10 min walk to a gorgeous Beach! Spectacular bay views from every room. Enjoy onsite Tennis and grilling by the pool You will love it here!brbrStarter Supplies ProvidedbrbrTo help you get settled, we provide a limited supply of essential starter items upon arrival. These are intended to get you through the first few days and may not last for the duration of your stay,.brbrKitchen & LaundrybrPaper towelsbrDishwashing liquidbrAll-purpose cleaning spraybrDishwasher tablets (if a dishwasher is available)brTrash bags (a few provided in each trash can)brLaundry detergent for one load (if the property has a washer)brbrBathroomsbrToilet paperbrSmall bottle of shampoo & ConditionerbrBar soap at each sinkbrbrGuests are responsible for purchasing any additional supplies needed during their stay.brbr• Heated Poolbr• Hot Tubbr• Tennis Courtbr• Covered ParkingbrbrSurrounding AreabrThe Harbour Villa’s are just a 3-minute drive to the north end of the key home to the historic Long beach Village, known in its earlier days as a transient fishing village. While taking a stroll through this neighborhood your likely to see peacocks on roofs or resting in someone’s yard. It is also a great place for dinner with a view, with options for waterfront restaurants such as the rustic Mar Vista or the more modern Shore. The north end of the key also holds a hidden gem known as Beer Can Island. Erosion has uprooted many of the Australian pines trees here giving it a deserted island feel, a great place worth exploring. 3 minutes in the other direction will put you at Harry’s your local corner store since 1979. Harry’s also has both a deli and an upscale restaurant behind the store, so you have options for whatever you’re in the mood for. brbrLooking to go for a hike Joan M. Durante Community Park is a 3-minute drive south and has excellent walking trails through the mangroves with portions that overlook the bay. There is a lot of wildlife to see here and a small park out front for children. Mote Marine Laboratory & Aquarium is also a great place to visit if you are interested in marine life. There are many actives to enjoy on the key as well such and Paddle boarding, Kayaking, and golf. Longboat Key charters offers sightseeing/ecotours, fishing, and sunset tours. The south end of longboat meets at St. Armand’s Circle which has a great mix of restaurants, bars, and unique shops. The north end of the island runs into Anna Maria Island which is a hub of entertainment as well.brbr- Phenomenal Longboat Key location - Only minutes to Beaches, Restaurants, and other local favoritesbr-Easy 10 minutes walk to the Nearest Beach Entrance located at 1/2 mile north on Gulf of Mexico Drive. Located at Gulfside Road.br- HOA Application required after reservation made. br- This property has a minimum primary renter age requirement of 25.br- Dock space available - Please ask us about it.br- No Pets allowed per HOA. No exceptions.

HVC #203 - Spa/Pool - Private Paradise on LBK!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$533.27

Second Floor, non-smoking unit. Best views to the beach/Gulf in the Sand Cay complex. Three large bay windows looking directly to the beach/Gulf. Each window is 110' in living room, T.V. room and master bedroom. Each bedroom is extended. Beautiful view from Master bedroom. Accommodates 4. King in Master bedroom, 2 Full beds in guest bedroom.brQuaint, 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.

Unit #203 Sand Cay Beach Resort Gulf Front

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$503.78

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.

Unit #204 Sand Cay Beach Resort Gulf Front

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$300.17

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

Club Longboat #115 by RVA

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$314.53

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

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

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$405.67

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.

Beautiful Beachfront Condo Just Steps from the Gulf of Mexico

Longboat Key, Florida, United States

Bed

Bath

6

Sleeps

$348.6

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.

Renovated 3BR/3.5Bath Pool home on Longboat Key

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$251.84

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.

Apartment

Waterfront 2-Bedroom Retreat in Longboat Key

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$155.48

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

Cottage

Bikini Top Cottage in the historic village of Longboat Key

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$222.39

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).

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

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$739.37

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

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

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$328.71

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.

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

Longboat Key, Florida, United States

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Bath