Home Vacation Rentals By Owner In Longboat Key, FL

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Stunning Gulf views - Gorgeous, Spacious, Just 5 steps to the sand!

Longboat Key, Florida, United States

Just you and the Gulf! Enjoy breathtaking sunsets from this, 1,488 sq. ft., beautiful 2 bedroom, 2 bath direct Gulf walk-out condo with views from most rooms. Newly renovated with lovely Coastal interior that can accommodate 6 comfortably with queen-sized pull-out sofa in the living room. Relax, unwind, fish, take a dip in the pool, walk the beach or simply chill with your favorite beverage. Close to everything…shopping and restaurants are just across the street or a short 5 minute drive to St. Armands., owntown Vibrant downtown Sarasota is just 15 minutes away and Anna Maria approximately 20 minutes or so. Enjoy cooking, watch the sea birds and listen to the waves while preparing a sumptuous meal. Privacy galore…the master bedroom features a king size bed, personal bath and walk-in closet. Your guests will enjoy the comfortable guest room with twins, desk and TV armoire. Your home away from home is well-stocked and offers wifi, flat screen TV’s and washer/dryer. No smoking or pets are permitted. brBeach chairs await, just bring your suit and sunglasses! brAccommodations and Amenities:brbrKing-sized bed in master bedroom.brTwin beds in second bedroom.brQueen sized sofa bed in living room.brTwo large flat screen TVs with HD programming and DVD in master bedroom.br29' LCD in spare room.brLocal phone service.brProperty manager available 24/7.brInternet wireless (WI-FI) in unit.brIn unit full size washer/dryer.brGulfside heated pool with lounge chairs and umbrella tablesbrPrivate white sand beachbrbrFor your convenience, just a short 3 minute stroll there's a great grocery store, pharmacy, fitness center, nail salon, liquor store and restaurants. Also nearby are churches, synagogue, banks, and post office. For those looking for other activities, there's a wonderful walking/bike path that runs the entire length of the Island. Many activities are locally available including golf, tennis, boating, fishing, and parasailing. Or --- you can relax, unwind and take in the amazing views...simply perfect. LOOKING for special dates, please let us know!!brbrKeywords: Beach view condo, Gulf views from most rooms, Fully stocked turnkey vacation retreat.
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Exceptional(61)

$570.32

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Condo

Beachfront Villa on Serene Gulf of Mexico

Longboat Key, Florida, United States

LongBoat Key wins Conde Nast Traveler Award br_______________________________________brbr**Unit has its own Full sized washer and dryer and secure internet.**br_______________________________________brbrOn the Beach - Brilliant Sunsets - Balmy BreezesbrbrQuiet & secluded - Only three other units in the building.brbrThe surf, dolphins, incredible sunsets all from screened balcony!brbrEnjoy warm sunny days and tropical nights while staying in a secluded romantic setting in our two-bedroom villa on your own private beach. Let the sounds of the surf lull you to sleep in this comfortable island-style condominium directly on the Gulf of Mexico, with its gorgeous white sand beach that stretches for miles. Situated between many upscale private homes - you can take a break from reality and enter your own paradise.brbrEnjoy days relaxing on your screened porch overlooking the turquoise waters of the Gulf of Mexico or taking in the vibrant colors of a glorious sunset in the evening. Spend your afternoons lounging on the beach, collecting sand dollars in the surf, or floating in the heated pool. Enjoy a movie on the 49 flat screen television, while watching the dolphins playing in the distance.brbrThere are also many opportunities available to shop until you drop at the quaint stores on Anna Maria Island or St. Armand's Circle to the outlet mall just minutes away or try one of several award-winning restaurants.brbrCreate your own getaway! Call for your ticket to paradise today!brbrLocated:br* Under 2 hours from Orlando - Sea World, Universal, and Disney Worldbr* 45 minutes from Tampa - Busch Gardensbr* 10 minutes from Sarasota - St Armand's CirclebrbrbrLongboat Key was voted the third best island travel spot in North America.brbrbrbrbrbrbrbrKeywords: Beachfront, Gulf front, Condo, Villa, Paradise, Longboat Key, Beach Vacation, Private Beachbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbrbr
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Exceptional(5)

$358.07

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Beachcomber unit 507

Longboat Key, Florida, United States

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
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Exceptional(53)

$348.89

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Condo

Wonderful Canal Front Condo! See Manatees Right From Your Doorstep!Cabana #10

Longboat Key, Florida, United States

Welcome to Unit 10 at Cabana Beach Club, a beautifully renovated, exceptionally private bayfront condo located on iconic Longboat Key. This peaceful retreat sits directly on the bay, where you can watch manatees right from your doorstep, while the Gulf of Mexico’s stunning beaches are just across the street.brbrCabana Beach Club is a boutique community of only 11 units, and this condo is part of the exclusive canal-side section with just three units, offering a truly quiet and private waterfront setting.brbrThis one-bedroom, one-bathroom condo comfortably accommodates up to four guests, featuring a pullout sofa in the living room, a dining area, and a fully stocked kitchen. Step out onto the private patio with a cozy seating area, perfect for morning coffee or an evening glass of wine while enjoying tranquil bay views.brbrModern comforts include smart TVs in every room, free Wi-Fi, and a washer and dryer inside the unit. Convenient parking is located right by the condo, and boat trailers can be accommodated—just confirm with the owner in advance.brbrGuests also enjoy access to a heated pool located on the beach side of the Club, as well as a nearby convenience store within walking distance.brbrFresh, stylish, and thoughtfully equipped with everything you may need (and maybe a few things you don’t :)), Unit 10 is the perfect place to relax, recharge, and experience the best of bayfront and beachside living.brbrTraveling with family or friends We own all three canal-side units—ask about Units 11 and 12 when planning a group or family stay.
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$511.98

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Beachcomber unit 504

Longboat Key, Florida, United States

The Beachcomber is a jewel on the luxurious island of Longboat Key, located directly on the white sandy beach of the Gulf of Mexico. 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 Beautiful 5th floor 2BR/2 bath unit #504, overlooking the Gulf of Mexico, with easy elevator access.br br Striking views of the beach from the west facing balcony, with balcony access from the living room and the master bedroom. There is a King bed in the master bedroom, bunk beds in the guest bedroom and a pull out sofa in the living room.br br The resort has direct access to the wonderful white sandy beach of the Gulf of Mexico with plenty of beach chairs.br br Several town parks with nature walks on Longboat Key, the Mote Marine Aquarium with cruises in the Sarasota Bay and attractions for children, St. Armands Circle with exclusive shopping and dining. It is a short drive to downtown Sarasota with museums (Ringling museum, Classic Car Museum), Van Wezel Performing Arts Hall, a wonderful botanical garden and many more interesting attractions, shops and restaurants.br 30-45 minutes to Myakka River State Park.br br We are unit 504 at The Beachcomber.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 br Please note: We do not allow Sunday or holiday arrivals and require a 7 night minimum stay.br Amenities Include:br - Balcony: Yesbr - Bed Size 1st/Master: Kingbr - Bed Size 2nd Rm: Full/Twinbr - Beds Pull-out: Queenbr - Ceiling Fans: Yesbr - Internet Access: Yesbr - Micro/Dishwash/Disp.: Yesbr - Refrig And Ice Maker: Yesbr - Square Footage, Est.: approx. 900 sq. feetbr - TV Cable/Satellite: Cablebr - TVs/VCR/DVD: 2/1/1br - View: Gulfbr - washer dryer: on propertybr - Max number of People: 6br - Hair dryer: Yesbr - Bathtub/Shower: Yesbr - Gulf view: Yesbr - Beach view: Yesbr - Beach front building: Yes
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$427.24

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Private Vacation Home

Dolphin’s Den: Seaside Escape w Rooftop Gulf Views & Private Beach by RVA

Longboat Key, Florida, United States

Experience this peaceful beach vibe at the Dolphin's Den in Longboat Key located in a clean, quiet private cul-de-sac. Just a short walk from the private pristine beach on the north end of Longboat Key, sits this beautiful Seaside home. The Dolphin Den Beach Home offers an open, airy, contemporary flair with panoramic Gulf and Bay views from its private rooftop Crow's Nest deck. The exquisite interior design and detailing are evident from the moment you enter the home which features 4 inviting levels and a private outdoor shower to rinse off after a beach day! brbrbrbrThe 1st level opens into an elegant foyer overlooking your private and tranquil Zen Garden, the perfect retreat for relaxing and enjoying the morning breezes. This home is also equipped with a private shower to rinse off after a day at the beach.brbrbrbrThe 2nd level leads into an open floor plan with a high ceiling living/dining combination with Canadian Maplewood flooring throughout, and an abundance of windows allowing all the natural light and beauty of the mature landscaping to shine through. The kitchen is adorned with granite countertops, stainless steel appliances, wood cabinets, and an oversized island for additional seating and entertaining. There are 2 built-in desks for additional office space. The master bedroom suite is large enough for a comfortable sitting area, 2 walk-in closets, seagrass carpets, custom woven shades, and a master bathroom with dual sinks, separate glass shower, and a spa soaking bathtub for the ultimate relaxing experience. brbrbrbrThe 3rd level makes a perfect guest bedroom/office or study, surrounded by windows as well as a hideaway 1/2 bath. brbrbrbrFive outdoor living areas surround the property, including 3 separate decks for entertaining or just enjoying the ocean breeze. The community lap pool and clubhouse are just steps from your back door giving the feeling of your own private pool area. brbrbrbrThe 4th level is your large, private rooftop deck with 360 degrees views from Gulf to Bay, allowing you to capture our magnificent Florida sunsets. This luxury, beach community is truly unique and only blocks away from the historic Village on LBK offering fabulous dining and cultural activities.br brbrbrAccommodations: 3 bedrooms, 2.5 bathroomsbrbrbrbrLocation: 323 Firehouse Lane, Longboat KeybrbrbrbrAmenities: 3 Minute Walk to Beach, Foyer overlooking Private Zen Garden, Private Outdoor Shower, 1-Car Garage, Large Kitchen with Dining Island, 55 TV (streaming services only) in Living Room, Propane Grill on Deck, Stackable Washer/Dryer, Office Desks, Jacuzzi Tub in Master Bedroom, Walk-In Closets, Guest Sleeper Sofa, Outside Decks on all 4 Levels, Wireless Internet, 4 Bicycles, Community, Clubhouse, Walk to Beach, Private Rooftop Deck with Panoramic Gulf and Bay ViewsbrbrbrbrBedding: 1 King, 2 Queens, 1 Sleeper/SofabrbrbrbrView: Bay ViewsbrbrbrbrMinimum Night Requirements: MonthlybrbrbrbrPets Considered: Max Weight 30 lbs. brbrbrbrAssociation Requirements: $250 Fee + Application
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$433.75

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Renovated Beachplace 3 BR Beachfront by FVC

Longboat Key, Florida, United States

Beachplace Condo: A 3-Bedroom Modern Oasis on Longboat Key by FVCbrbrStep into the epitome of modern beachfront living with this exquisite 3-bedroom condo at the coveted Beachplace complex on Longboat Key. Freshly updated to reflect a contemporary aesthetic, this stunning residence is a showcase of luxury and style.brbr ️ Modernism Meets Comfort:brbrBright Whites & White Leather: Revel in the condo’s transformation, featuring a crisp white palette and luxurious white leather accents, creating an ambiance of sleek sophistication.brState-of-the-Art Appliances: The kitchen is a chef’s dream, boasting cutting-edge appliances set against a backdrop of modern design.brElegant Showers: The bathrooms are a statement of style, offering chic showers that promise a spa-like experience.br ️ Master Bedroom with Gulf Views:brbrKing-Sized Serenity: The master bedroom is a tranquil sanctuary, complete with a sumptuous king bed and awe-inspiring views of the Gulf of Mexico’s emerald waters.brbr Unmatched Amenities:brbrExpansive Balcony: The condo’s balcony extends generously, providing a perfect stage to witness the vibrant Sarasota skyline and the Gulf’s captivating sunsets.brBeachplace Luxuries: Residents enjoy access to a suite of premium amenities, including a heated pool, tennis courts, and private beach access.brbr Prime Location:brbrLongboat Key Living: Positioned on the picturesque shores of Longboat Key, this condo offers a harmonious blend of seclusion and accessibility to local attractions and gourmet dining.brEmbrace the allure of refined living at Beachplace, where modern elegance meets the tranquility of beachside serenity. This condo isn’t just a home; it’s a lifestyle for those who demand the very best.brbrIndulge in the communities jr. olympic sized lap pool, oversized soaking spa, BBQ grills by the pool, a community room, men's and women's fitness facilities, library, games and more. A true community sense offering resort-style living. brbrTown of Longboat Key RRR-00182.2023
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Exceptional(131)

$363.7

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50 ft from sand, Private Island 125 +review

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 Penthousebr7900243 - 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.brbr
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$683.16

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1 Week left April 18 of a kind home right on the beach then booked till July

Longboat Key, Florida, United States

Welcome to the Zilli family Villa beach house on Longboat Key. After using this 2,000 sf home for their own family vacations, the house was completely redecorated and stocked to offer all the comforts of home to our VRBO guests. A cool, beachy palette welcomes you to sit back and relax. The Zilli Villa 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, 1 size fits all look.) We call it upscale coastal. The properties are more of a resort, 5 star hotel feel. brbrThis Villa is a two bedroom/two bathroom light-filled, ocean front home located just 13 steps to the sand and 60 yards to the water. The interior has been professionally decorated in a cool palette of ocean colors.brHighlights of this home:br· Complete privacy in this standalone homebr· Two bedrooms: one has one king and bedroom two has 2 queen-sized bedsbr· Free high-speed wireless internetbr· Three TVs with cablebr· Gas fireplacebr· Full sized stainless steel appliances in well stocked kitchen and pantrybr· On-site full size washer/dryerbr· Stereo system and DVD playerbr· Two sofa sleeper couches and one futon – property can sleep up to eightbr· 40 feet of windows with hurricane shutters facing the Gulfbr· Clean, well maintained lawnbr· Master bedroom faces Gulf with small patiobr· Both bathrooms have combination tub/showersbr· Both bedrooms have flat screen TVs and Casablanca fansbr· Free access to pool (with free use of beach towels) next doorbr· Ample storagebr· Dining room seats up to 10br· Entire home is on one level, making it safe for little ones or elderly guestsbr. Multiple woman's touches, make up chair area, make up mirror br· Our beachside patio overlooks the Gulf of MexicobrbrYou’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. The nearby pool has a covered grilling area with picnic table overlooking the beach. There's plenty of room for bikes, a bike trailer and/or several vehicles. Hope to see you soon at one of my beautiful vacation homes. All you need is your bathing suit and a toothbrush.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.brbrWe also own 4 elegant upscale condos next door: br3510391 - 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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$330.12

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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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$219.36

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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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