Home Vacation Rentals By Owner In Longboat Key, FL

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Exceptional(68)

$1837.96

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Private Vacation Home

Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets

Longboat Key, Florida, United States

Set on 2 acres of land on a 38 acre private island, this award winning home will provide an island vacation experience for you and your family like no other. brbrThe house has 4 bedrooms and 4 bathrooms and an outdoor shower. All rooms view out over the azure waters of Longboat Pass, with 300 feet of beachfront, palm trees, shaded hammocks, and private dock. brbrBoat Access - Reasonably priced discounted local boat rentals are available for our guests from Cannons Marina on Longboat Key or Bradenton Beach Marina - both a short distance away from the Island in protected well marked Inter-coastal waters. Or bring your own boat.brbrHouse - The house opens on both the east and west side with 4 pocketing 12 foot sliding doors opening onto large screened decks for lounging and dining. brbrSleeping - The main floor Master bedroom deck has an outdoor claw-foot tub with hot and cold water and private bath with large shower. One of the upstairs 2-room bedroom suites sleeps up to 5, and the other sleeps 3. Both have private baths. All bedrooms open onto decks overlooking the azure color of our water and daily sunsets. Bed totals = 4 queen custom made beds with one capable of being separated for two twins + 4 X-long twins. All Linens and towels are provided.brbrKitchen - Fully equipped kitchen with Sub-Zero, Wolf and Kitchen Aid Appliances, as well as a Kitchen Aid food processor and Vita-mix blender, coffee maker, Kureg Pod Machine. Sonos Sound system with wireless streaming and High Speed Wifi. Surrounded by fine-dining, one of the prettiest beaches and amazing fishing, there is plenty to keep you busy – or swing in the hammocks and order Pizza to be delivered to the town dock.brbrThe house faces west for spectacular sunsets. You are surrounded by pristine boating and swimming water the best gulf and bay fishing on the west coast of Florida. You will have use of 2 stand up paddle boards, 2 double person kayaks, 2 children's kayaks and a canoe. We also have a variety of fishing poles but for serious fisherman you should bring your own salt water fly or cast rods. Surrounded by Wildlife. During a typical stay you will see dolphins playing off the beach, manatees often, tarpon, sea turtles and a large array of gulf coast fish. For bird lovers you will see and hear osprey, great horned owls, pileated woodpeckers, great blue herons, egrets, wood storks, roseate spoonbills, screech owls, white and brown pelicans, frigates, cormorants, anhingas and many other sea birds. There are no poisonous snakes or other dangerous wildlife on island....brbrFishing. Fly and cast fishing is epic as the waters surrounding the island are nick-names by the locals as The Kitchen - and are teeming with gulf-coast fish.brbrBeach-combing is also wonderful on property and on the large sandbar to our north. Exploring our private island is fun for all. The kids will enjoy the 200' Zip line.brbrThere is High speed internet with Apple TV, Smart TV and Sonos with access to Netflix, Amazon and other movie options. Residential Rental Cert. RRR-00843.2023
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Bath 4

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Sleep 10

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Exceptional(6)

$488.18

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Condo

Beachcomber unit 603

Longboat Key, Florida, United States

Our building is located on the beach, this unit has an ISLAND view. Completely renovated 3 bedroom, 2 bath. Come visit Longboat Key and enjoy our vacation condo. Our living area includes two living rooms, one with sliding doors to the spacious balcony with glass railing that overlooks the island towards Sarasota Bay. The master bedroom has a king-sized bed and a full glass sliding door onto the balcony. The second bedroom has a set of queen beds, and the third bedroom has twin beds.br The linen closet is well stocked with bath and beach towels. There is a Queen-sized pull-out sofa in the living room. You can drive 5 minutes to the famous Saint Armand's circle which is known for its fine dining, upscale shopping, and exciting night life or visit downtown Sarasota to enjoy live theater, a ballet, or one of the numerous art galleries. Our condo is located across the street and within easy walking distance of Publix grocery store, deli, public tennis courts, and a variety of smaller shops. Our location on mid Longboat Key is positioned well to allow easy access to the area attractions, but with a private sandy beach for a backyard. The Beachcomber is a well-maintained six story building located right on the beach with a helpful on-site manager, WI-FI internet access in all units, elevators, and laundry facilities. Internet access has been completely upgraded throughout the building and all units now have reliable WIFI service. On behalf of our guests and owners that suffer from asthma and allergies, no pets are allowed on the property. No exceptions! $300 fine. 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. 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: Kbr - Bed Size 2nd Rm: 2 Queensbr - Bed Size 3rd Rm: Twinsbr - Ceiling Fans: Yesbr - Internet Access: Yesbr - Micro/Dishwash/Disp.: Yesbr - Refrig And Ice Maker: Yesbr - Square Footage, Est.: 1400br - TV Cable/Satellite: Yesbr - TVs/VCR/DVD: 3/0/0br - View: Islandbr - Max number of People: 6br - Hair dryer: Yesbr - Shower only: Yesbr - Beach front building: Yes
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Exceptional(1)

$511.98

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Condo

Beachcomber unit 602

Longboat Key, Florida, United States

2 bedroom; 2 bath sixth floor condo overlooking the Gulf of Mexico. Allows 2 people for a one week rental, 4 people for two weeks or more. Sleeping accommodations: king-sized bed; twin beds. This Gulf view unit is completely furnished and fully equipped. All bed linens, dishes, cooking & eating utensils are provided. Enjoy breathtaking sunsets from this sixth floor, direct Gulf front condo with full Gulf views from the living and dining rooms and both bedrooms.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. Please note: We do not allow Sunday or holiday arrivals and require a 7 night minimum stay. 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 Amenities Include:br - Balcony: Yesbr - Bed Size 1st/Master: Kingbr - Bed Size 2nd Rm: Twinsbr - Ceiling Fans: Kit./liv. room/bdrmsbr - 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: 2/0/1br - View: Gulfbr - washer dryer: on propertybr - Max number of People: 4br - Hair dryer: Yesbr - Shower only: yesbr - Bathtub/Shower: showerbr - Gulf view: Yesbr - Beach view: Yesbr - Beach front building: Yes
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Exceptional(11)

$488.75

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Condo

Beachcomber unit 404

Longboat Key, Florida, United States

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 This beautiful 2 Bedroom/2 Bath 4th floor unit is decorated in soothing coastal colors and directly overlooks the Gulf of Mexico.br br Outstanding, full beach- and gulf-front views from all the main rooms as well as from the private 34 foot balcony.br br br Fully-equipped kitchen with stainless steel appliances and silestone countertops.br br Free wireless internet, local phone service and cable. Flat-screen TVs in living room and both bedrooms, along with a DVD player to watch movies and DVR to record TV shows.br br Master bathroom has a walk-in shower and double sink with silestone countertops. Guest bath has a tub/shower combination and single sink with silestone countertop.br br Gulf-side heated pool with lounge chairs and umbrella tables.br br Enjoy relaxing on the private white sand beach and catch a breath-taking sunset.br br Air-conditioned gathering room and outdoor, covered sitting area with tables, along with a small grill, beach lounge chairs, and beach toys are available for use.br br Publix supermarket and CVS pharmacy are across the street from The Beachcomber. Quick drive down the road to the Chart House restaurant, Mote Aquarium, and all the quaint stores and restaurants on St. Armand's Circle.br br Everything you need for an amazing beach vacation is here!br br Come to relax Leave with wonderful memories!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: Twinsbr - Beds Pull-out: Queenbr - Ceiling Fans: liv. room/mstr bdrmbr - 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: 3/0/1br - 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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Exceptional(4)

$476.88

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Condo

Beachcomber unit 402

Longboat Key, Florida, United States

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 This beautiful 2 Bedroom/2 Bath corner unit is decorated in soothing coastal colors and directly overlooks the Gulf of Mexico.br br Outstanding, full beach- and gulf-front views from all of the main rooms as well as the private 34 foot balcony.br br br Fully-equipped kitchen with stainless steel appliances and granite countertops.br br Free wireless internet, local phone service and cable. Flat-screen TVs in living room and both bedrooms, along with a DVD player to watch movies and DVR to record TV shows.br br Master bathroom has a walk-in shower and double sink with granite countertops. Guest bath has a tub/shower combination and single sink with granite countertop.br br Gulf-side heated pool with lounge chairs and umbrella tables.br br Enjoy relaxing on the private white sand beach and catch a breath-taking sunset.br br Air-conditioned gathering room and outdoor, covered sitting area with tables, along with a small grill, beach lounge chairs, and beach toys are available for use.br br Publix supermarket and CVS pharmacy are across the street from The Beachcomber. Quick drive down the road to the Chart House restaurant, Mote Aquarium, and all the quaint stores and restaurants on St. Armand's Circle.br br Everything you need for an amazing beach vacation is here!br br Come to relax Leave with wonderful memories!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: Twinsbr - Beds Pull-out: Queenbr - Ceiling Fans: liv. room/master bdrmbr - Internet Access: Yesbr - Micro/Dishwash/Disp.: Yesbr - Refrig And Ice Maker: Yesbr - Square Footage, Est.: approx. 900 sq. ft.br - TV Cable/Satellite: Cablebr - TVs/VCR/DVD: 3/0/1br - 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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$290.92

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Private Vacation Home

Play all Day Cedars #852 Pet-Friendly by RVA

Longboat Key, Florida, United States

Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations.brbrbrDiscover the ultimate Longboat Key getaway at Cedars Tennis Resort, where luxury living meets the beauty of Florida’s Gulf Coast. Imagine waking up in a spacious, beautifully appointed townhome—perfect for families seeking fun-filled adventures or couples looking for a romantic retreat.brbrbrHere, every day is an invitation to indulge. Step outside and be greeted by world-class tennis courts, ideal for both casual play and competitive matches. Dive into the sparkling junior Olympic-sized swimming pool or enjoy a rejuvenating workout at the state-of-the-art fitness center. Cast a line from the fishing pier, explore the island on complimentary bicycles, or simply unwind as you watch tropical sunsets paint the sky in unforgettable hues.brbrbrAccommodations: Cedars Tennis Resort is a village-like town home community that features spacious living and dining areas and full-size kitchens. Enjoy all the amenities of home in these fully furnished condominiums including full-sized kitchen with breakfast bar, separate dining area and private lanai (available in select units).brbrbrClub and Recreation Facilities: Tennis and Pickleball Courts - 10 Har-Tru (soft-clay) tennis courts with professional instruction, daily clinics, round robins, and seasonal tournaments. Newly designed pickleball courts. brbrbrPro-Shop - Onsite Pro-Shop for equipment, apparel, and help with court reservations. brbrbrSwimming Pool and Tiki Bar - A heated Junior Olympic-sized pool with complimentary chaise lounges. Seasonal Tiki Bar adjacent to the pool. brbrbrFitness Center - Modern, 24/7 accessible fitness center with secure access. brbrbrBicycles for Guests - Adult-sized bikes available for daily use—ideal for exploring Gulf of Mexico Drive. brbrbrDining and Social Spaces - Hugo II Restaurant - A European Fusion restaurant offering German, Czech, and Italian dishes plus specialty Prosecco cocktails; private dining memberships required (no extra cost for Club members). Open Seasonally.brbrbrClubhouse and Social Areas - Clubroom, bar area, and recreational spaces enhance the communal experience. brbrbrFishing Pier and Mangrove Boardwalks - Charming wooden boardwalks wind through mangroves, leading to a serene fishing pier—perfect for picnics or watching boats and marine life. brbrbrBeach Access Information - The beautiful Gulf of Mexico shoreline stretches north and south along Longboat Key, and guests are welcome to enjoy it by using any designated Public Beach Access point. These access points are clearly marked with signs indicating Public use. Please note: Private beach access points along Gulf of Mexico Drive are reserved for property owners and their guests. Unless an access point is clearly labeled as Public, it is not available for use. We encourage you to explore and enjoy the public areas of the beach and thank you for respecting local property boundaries.brbrbrResidential and Guest Accommodations - Townhomes - Tri-level, spacious units featuring full-size kitchens, screened lanais or private balconies, and comfortable living/dining areas. The community is divided into three sections—The Gardens (500s), Club Level (600s), and Preserves (800s)—all connected via picturesque boardwalks.brbrbrUnit #852 Accommodations: 2-bedroom, 2.5 bathroom townhome with garden views in the private Preserves location of Cedars community.brbrbrbrUnit Amenities: Wireless Internet, 1-Car Garage, Full-size Kitchen, Private Lanai, Fitness Facility, Community Pool, Beach Access (A Short Distance Away).brbrbrbrLocation: 852 Evergreen WaybrbrbrbrView: Garden ViewbrbrbrbrBedding: 2 KingsbrbrbrbrMinimum Night Requirements: Minimum Stays Apply
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$305.47

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Condo

Longboat Harbour D303 by FVC

Longboat Key, Florida, United States

Longboat Harbour D303 – Waterfront GetawaybrbrWelcome to Longboat Harbour D303, a bright and inviting 2-bedroom, 2-bath condominium perfectly situated on the marina and managed by Florida Vacation Connection. This charming retreat features a spacious Florida room where you can relax and watch the boats come and go, creating the ultimate coastal backdrop for your stay.brbrInside, the thoughtfully designed layout offers comfort and convenience with an open living and dining area that flows seamlessly to the Florida room. The primary bedroom offers a king bed, the guest room includes a double bed, and the living room features a pull-out sofa, making this condo ideal for families or groups. The unit is complete with an in-unit washer and dryer, making extended stays and beach days effortless.brbrLocated in the desirable Longboat Harbour community, you’ll enjoy resort-style amenities including multiple pools, tennis courts, fitness facilities, and deeded beach access just across the street. Whether you’re savoring a quiet evening overlooking the marina or heading out to explore the island, this condo offers the perfect balance of relaxation and activity.brbrHighlights:br-2 bedrooms / 2 bathroomsbr-Sleeps up to 6 guestsbr-King bed in primary suite, double bed in guest room, sleeper sofa in living roombr-Florida room with marina viewsbr-In-unit washer and dryerbr-Community pools, tennis courts, fitness center, and private beach accessbrbrLBK RRR-01425.2025
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Exceptional(69)

$368.84

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Apartment

Right on the beach.Renovated ground Floor unit 63.

Longboat Key, Florida, United States

Completely renovated. Everything is new. Amazing location. Charming studio. brThis condo has patio.brCondo management will help you with your accommodation. The unit offers everything you may want and need!!! brWe also offer 1 bedroom unit 64 and 2 bedroom unit 63 and 64 brUnit located on the first floor, just a short walk from your door to the beach and pool. No crossing the streets.brbrPlease note: Cancellations are subject to a 4% credit card transaction charge.brbrVery Spacious studio with a Queen Bed, twin sofa bed, fully equipped kitchen, complimentary Wi-Fi, beach towels, starter supply of paper towels, toilet paper. First floor unit with screened patio .brResort Features: On-Site Office, coin-operated washer/dryer, heated pool, private beach, beach chairs, complimentary parking, BBQ area, Mini Golf, Shuffleboard court.brbrPlay tennis or rent a kayak just down the street at the community park. (5 minutes walk)brRent a bike at Ace, just 4 blocks away, or from Backyard Bikes and have your bike delivered to you.brIt`s only 1,5 miles to Lazy Lobster restaurant and bar, 2 miles to the shopping plaza with Publix and CVS.br6 miles to St. Armand`s Circle with many restaurants and shops.brTravel Insurance Recommendation:brWe strongly recommend purchasing travel insurance to protect against unexpected disruptions, including medical emergencies, flight cancellations, severe weather, and other unforeseen events. For a small daily cost, travel insurance offers peace of mind and financial security.
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