Home Vacation Rentals By Owner In Longboat Key, FL

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$222.77

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Beachfront Luxury Rental | Longboat Key Condo | Ground-Floor, King Bed

Longboat Key, Florida, United States

Summary:brbrDiscover your Longboat Key beachfront luxury rental for a required one-month minimum stay. This completely renovated ground-floor condo at Whitney Beach offers the ultimate Florida extended stay experience. Keywords: Beachfront condo, Longboat Key, monthly rental, extended stay, ground-floor, king bed. brbrRRR-01063.2025brbrbrbrThe Space:brbrEscape for your ideal monthly Florida vacation to this meticulously renovated, 1 bedroom/1 bath luxury condo. Perfect for one or two guests seeking a relaxing, extended-stay experience, this residence is designed for the discerning traveler. And offering a living room sofa doubling as a pullout for overnight guests.brbrbrbrThe tranquil color palette invites immediate relaxation. Unwind in the spacious bedroom featuring a king-sized bed and an expansive walk-in closet with a dedicated makeup counter—allowing for seamless transitions from beach casual to evening elegance. A private workspace offers an ideal area for digital nomads or executives to manage their business with high-speed internet.brbrbrbrYour exclusive outdoor space is just steps from the pool and an 80-foot walk to the beach for direct Gulf of Mexico access. Enjoy premium beachfront living with the convenience of a ground-floor unit. Secure your luxury long-term stay on the Gulf Coast today!brbrbrbrGuest Access:brbrPrivate entrance, unassigned open air parking. A 4 digit door code will be texted to you 24 hours prior to your arrival.brbrbrbrThe Neighborhood:brbrA beachfront condo complex on Longboat Key in Whitney Beach. Quiet location.brbrA lease and association is required along with an application fee included in your rental contract. This would be completed after booking made and direct contact achieved.brbrbrbrGetting Around:brbrThere is open free parking on site. A parking pass provided is required to be placed on the rearview mirror of your vehicle.brbrbrbrInteraction with Guests:brbrLive locally and am available if needed, but otherwise, guests are undisturbed.
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Exceptional(1)

$256.82

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Private Vacation Home

3brm elevated canal front pool home on North Longboat Key

Longboat Key, Florida, United States

Welcome to Coconut Place: Your Canalfront Paradise!brbrPrepare to be captivated by the stunning Coconut Place, a beautifully designed 3-bedroom, 3-bath canalfront home, expertly managed by FL Vacation Connection. From the moment you arrive, this tropical oasis will leave a lasting impression.brbrAs you step onto the property, you’re greeted by lush, tropical landscaping and expansive decks that offer breathtaking views of the water. The plush green lawn gently slopes down to your very own private dock—perfect for casting a line and reeling in tonight’s fresh catch. The spacious wood deck provides an idyllic spot to sip your morning coffee, lounge with a good book, or simply watch the boats glide by. It’s your front-row seat to paradise, and it might just become your favorite place to unwind.brbrBut wait until you see the pool! This 12 x 20 sparkling inground pool, surrounded by elegant brick pavers, could easily become your go-to spot for relaxation. With both open and covered seating areas, you’ll have plenty of options to soak up the sun or enjoy the cool shade beneath a majestic tree that completes this perfect outdoor retreat.brbrInside, Coconut Place continues to impress with its clean, sophisticated decor. The spacious great room invites you to sink into a brand-new sectional sofa, where the whole family can gather after a fun-filled day. Whether you’re catching up on your favorite TV shows or enjoying a movie night on the flat-screen TV, comfort is key. The adjacent dining area, with seating for four and additional bar stools at the breakfast bar, is ideal for family meals or casual snacks.brbrThe kitchen is a gourmet’s dream, fully equipped to handle everything from quick bites to elaborate feasts. You’ll find everything you need to create delicious meals that you can enjoy in the comfort of your home away from home.brbrEach of the three bedrooms offers its own private ensuite bath, ensuring maximum privacy and convenience. The master suite is a sanctuary, featuring a luxurious soaking tub and a separate shower for a true spa-like experience. Whether you choose the King master, Queen master, or the Twin bedroom, you’re guaranteed a restful night’s sleep.brbrAt Coconut Place, every detail is designed with your comfort and enjoyment in mind. Come and discover the ultimate vacation experience in this canal front haven you’ll have everything you need and more for a truly unforgettable stay.brbrTown of Longboat Key RRR.00203.2023
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Exceptional(2)

$201.67

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Condo

Updated 2 Bedroom Condo With Lanai Exit On Longboat Key By FVC

Longboat Key, Florida, United States

Professionally managed by FL Vacation Connection, this spacious unit is furnished with comfortable seating in the living room, perfect for watching your favorite program or for sharing photos of your trip with family using the complimentary WiFi! brbrMake yourself at home with the fully-equipped kitchen with dishwasher. Enjoy a hearty breakfast at the breakfast bar while planning your day, or cook up your catch of the day for dinner and enjoy as a family at the large dining table!brbrThe master bedroom has a comfortable king-sized bed and a large en-suite bathroom to wash off the salt water at the end of the day. The guest bedroom has a set of twin-sized beds with direct access to the second bathroom.brbrTake full advantage of your balcony off the living area, perfect for playing cards or just sipping a glass of wine after a sunshine filled day! Since this unit is on the first floor, guests have their own private stairway down from the balcony ... so literally steps away from the heated community pool, beach, and lush landscape of Beachplace! This first floor walkup means access is easy to all the amenitiesbrbrWasher and dryer, all linens, and beach towels are provided.brbrCome see the sunsets, enjoy the feel of sand between your toes, collect seashells or spot dolphins from the shore!brTown of Longboat Key RRR-00167.2023
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$206.63

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2 Bedroom Beach View Condo by FVC

Longboat Key, Florida, United States

Escape to paradise in this newly renovated 2-bedroom, 2-bathroom beachfront condo at Seaplace on Longboat Key, managed by Florida Vacation Connection. Thoughtfully designed with all-new furnishings, this stunning retreat offers modern coastal elegance with breathtaking views of the Gulf of Mexico.brbrStep into a bright and airy open-concept living space, where floor-to-ceiling windows invite natural light and frame the serene beach scenery. The updated kitchen is fully equipped with everything you need for a comfortable stay, including modern appliances, ample counter space, and plenty of storage. Enjoy meals on your private screened porch while taking in the ocean breeze.brbrThe primary suite is a tranquil haven with a king-size bed and en-suite bath, while the guest bedroom is equally inviting with comfortable accommodations for family or friends. The condo is complete with in-unit laundry, high-speed WiFi, and Smart TVs for entertainment.brbrLocated within the sought-after Seaplace community, guests enjoy resort-style amenities, including a large swimming pool, a fitness center, a clubhouse, walking trails, and private beach access just steps away.brbrWhether you're lounging by the waves, exploring Longboat Key’s charming dining and shopping, or simply unwinding in the comfort of your beachfront getaway, this Seaplace condo is the ultimate retreat for relaxation and coastal living.brbrBook your stay and experience the best of Longboat Key!brbrLBK RRR-01244.2024
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$567.65

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Private Vacation Home

Pool, Dock & Close to Beach– Florida Fun Starts Here: Marbury Lane LBK by RVA

Longboat Key, Florida, United States

Welcome to your perfect getaway on Longboat Key, FL! This stunning three-story vacation home is a dream come true for families and groups seeking a luxurious, yet comfortable retreat by the beach. With three spacious bedrooms and three beautifully appointed bathrooms, this home comfortably sleeps up to eight guests, making it ideal for larger gatherings.brbrbrbrAs you step inside, you’ll be greeted by an open and airy living space that invites relaxation. The master bedroom boasts a plush king-sized bed and a private balcony where you can sip your morning coffee while taking in the serene surroundings. Upstairs, you'll find a cozy bedroom with a full-sized bed, as well as a versatile guest bedroom featuring three single beds and a day bed, perfect for the kids or extra guests. brbrbrThe fully equipped kitchen makes it easy to whip up your favorite meals, which you can enjoy on the private balcony or by the heated pool. For those who love to grill, the gas grill is ready for your culinary adventures. After a day of sun and sand, unwind in the comfortable den with a sleeper sofa.brbrbrbrFor the active vacationers, this home comes with bikes and kayaks, allowing you to explore the beautiful surroundings of Longboat Key at your own pace. Whether you're biking along the scenic paths or paddling through the calm waters, adventure is always just a step away. And when it's time to hit the beach, you'll be just a short walk or drive away from the pristine shores, where you can soak up the sun, swim in the Gulf, or simply relax with a good book.brbrbrbrWith garage and outdoor parking, you’ll have plenty of space for your vehicles and any beach gear you bring along. This Longboat Key retreat truly has it all—luxury, comfort, and endless opportunities for fun. Book your stay today and start making memories that will last a lifetime!brbrbrbrAccommodations: 3 bedrooms, 3 bathroomsbrbrbrbrLocation: 723 Marbury Ln, Longboat KeybrbrbrbrAmenities: Short Walk to Beach, Private Pool, Gas Grill, 2 Private Balconies, Bikes, Garage Parking, Kayaks, Boat DockbrbrbrbrBedding: 1 King, 1 Full, 3 Twins, 1 Sleep Sofa, 1 Day BedbrbrbrbrView: PoolbrbrbrbrMinimum Night Requirements: MonthlybrbrbrbrPets Not AllowedbrbrbrbrNo parties or events allowed at this property
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Exceptional(3)

$189.76

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Beachplace building 4 unit 503 by FVC

Longboat Key, Florida, United States

Offered by FL Vacation Connection, this fifth floor condo has views of the reflecting pond and fountain as well as a partial view of the Gulf of Mexico from the open lanai. Walk the beautiful grounds to the pool and club house, take a few more steps and you are on the beautiful beach.br brThis 2 bedroom condo offers an updated kitchen with new cabinets, granite counter tops and a large open pass through to the dining room. Furnished with comfort in mind, this spacious floor plan is light and bright with new floor to ceiling windows. brbrBeachplace has everything you could dream of including gated 24 hour security, private beach access with chairs, club-house, fitness center, heated pool/spa, separate wading/children's pool, four har-tru tennis courts, elevators and a voluntary library where you can borrow books. Even a car washing station, EV Car charging station and BBQ grills (only at the pool area). brbrGreat unit, great location, great amenities spells time to kick back, relax and enjoy Longboat Key!brbrThis vacation rental is fully-stocked with linens, bath & beach towels. Pack light, as there is a washer and dryer in the unit for guest use.brbrThis unit offers high-speed Wi-Fi Internet access, perfect for streaming your favorite shows. We also can't think of a more inspiring work-space for those of you able to work remotely!brbrTown of Longboat Key RRR-00169.223
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Exceptional(86)

$340.62

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Secluded Bayside Gem with Spectacular Views!!!!

Longboat Key, Florida, United States

Reservations for this property have to be in full week intervals Sat-Sat check in /out. During peak season Jan-April we do not accept any reservation with children of any age.brbrNewly added Pickleball courtsbrbrFrom the moment you walk in you will feel the peace and serenity this unit has to offer. With its amazing views of the bay, coastal decor, high ceilings and natural light! Enjoy watching nature from your enclosed terrace which gives you the option of sliding open the doors for refreshing bay breezes or keep it closed for the cool A/C as you watch the wildlife like Dolphins, Manatees, pelicans and many more right from the terrace.brJust a 3-4 minute drive to some of the best beaches in Florida or stay home and enjoy the beautiful heated pool with amazing bay views.brTime to explore the area Take advantage of the many restaurants on the Key or take a short drive to St. Armand's Circle for amazing boutique shops and restaurants or Bridge Street for a laid back Key West feel with its waterfront restaurants and bars. In the mood for a little city vibe Take a ride over the bridge into Downtown Sarasota for a foreign film or a play, enjoy some of the best restaurants on the West Coast. In the mood for Museums Don't miss the spectacular Ringling Museum or maybe in the mood for a Botanical Garden be sure to visit Selby Gardens. If that's not enough, right on Longboat Key you have the Motes Aquarium where you will learn all about the sea life that you will encounter on the West Coast!brThis will all add up to a magical stay, which will have you coming back for years.brbrbr
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$701.32

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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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$404.48

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Cabana Beach Club - Beachfront ~ Stunning Ocean View ~ 2br/2ba. Full Kitchen

Longboat Key, Florida, United States

Direct beachfront access with a private beach area. Guests enjoy stunning sea views from a screened-in balcony patio and a heated year-round outdoor swimming pool. Amenities include a Heated Swimming Pool, Private Beach Access, Complimentary Chaise Lounge Chairs, a BBQ Area, community laundry facilities, & free on-site parking.br brCabana 4 features 2 bedrooms & 2 bathrooms, a comfortable living room w/ sleeper sofa, and a fully equipped kitchen, includes WiFi & TV with streaming services. Sleeps 6brbrCabana 4 is located 150 yards from the sandy white beaches and aqua-blue waters of the Gulf of Mexico. Located on the top floor of the building, the views from the private screened-in patio are breathtaking; you won`t be disappointed to watch the dolphins frolic in the water or the sun slip below the horizon. (Please keep in mind that there is no elevator access to the unit. It’s a short 28 steps to a great stay)brbrSLEEPING ARRANGEMENTSbr1 king bedbr2 twin beds/1 queenbr1 sleeper sofabrbrThe main suite features a comfortable king-size bed with a partial ocean view. The guest suite features two twin beds that can be reconfigured upon request to form one queen-sized bed. The living room sofa can also be configured into a queen-size bed in just a few simple steps. If you are traveling with an infant or toddler, a pack `n Play is also available for you at no additional charge.brbr2 full bathrooms with tubsbrThe two recently updated bathrooms are well-stocked with towels, a hairdryer, makeup removal towels, and plush beach towels for use on the beach.brbrThe kitchen is well-appointed with the most common cooking utensils, including a microwave, toaster, and coffee maker.brbrThe main living area has an electric fireplace that provides warmth on the cooler winter evenings and a pleasant ambiance while taking in the views.brbrThe unit has three Smart LED TVs with complimentary Netflix and cable with local channels. Additionally, the unit is equipped with a high-speed internet connection, allowing the guests to stay connected to the world.brbrMany beach accessories are available for guests inside the unit, including beach towels, umbrellas, beach coolers, and toys. brbrThe property provides Beach lounge chairs and is located on the beach.brOther property features include a heated swimming pool, private beach access, complimentary chaise lounge chairs, a boat slip, and a dock (slip available upon request), a BBQ area with two gas grills, a covered outdoor patio area, laundry facilities, and an outdoor shower.
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Exceptional(1)

$245.78

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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.
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Exceptional(1)

$152.69

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Gorgeous condo with private beach access on Longboat Key Seaside Dream

Longboat Key, Florida, United States

Welcome to Seaside Dream! Professionally managed by Gulf Coast Vacation Rentals. Beautifully furnished and decorated, 2 bedrooms, 2 bath condo located in Beach Harbor Club on Longboat Key. If you enjoy resort-style living, then the Beach Harbor Club is for you! Situated on Sarasota Bay, you will enjoy refreshing breezes which will entice you to utilize the available kayaks and kayak lift, boating, and fishing pier, and head out to enjoy the beach with private access to the sandy beaches of the Gulf of Mexico. In addition to the oversized heated pool, Beach Harbor Club has a new fitness center and a library/media room. Elevator accessible and assigned parking complement the amenity package.brbrThis second-floor unit is centrally located and minutes away from urban activities. The master bedroom features a queen bed, a TV, a walk-in closet, and an unsuited bathroom. The second bedroom features twin beds, a TV, and plenty of space for your personal belongings. The fully equipped kitchen is the perfect place to prepare all your favorite meals and treats. The spacious living and dining areas are ideal for relaxing and enjoying the beach breeze. Washer and Dryer in the unit as well!brbrWhen you are ready to explore, head out to the nearby white sandy beaches of Lido Key or Siesta Key -the choice is yours. The world-famous St. Armand's Circle is located just a couple miles away and offers endless boutique shopping and dining experiences, or you can enjoy an array of artistic events in Downtown Sarasota, such as the Sarasota Opera, the Sarasota Orchestra, ballet, theatre, the infamous Ringling Art Museum, Maria Selby Botanical Gardens, and Marina Jacks for boat tours. If you love outdoor adventures, come get lost amid the labyrinth of mangrove tunnels and explore their unique ecosystem aboard a rented kayak or stand-up paddleboard in South Lido Beach Park, or hike the Northern Nature Trail. This area seamlessly combines the energy and vibe of Downtown Sarasota cosmopolitan life with a seaside paradise that you do not want to miss. One visit to this St. Armand's retreat and you will not want to leave.brbrCome, enjoy Florida living at its best!brbrImportant Things to KnowbrbrYour 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, no exceptions, per HOA.brbr​​​​​​​Please 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.
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