Vacation Rentals By Owner In Longboat Key, FL

Arbomar 802 – Longboat KeybrbrDirect Gulf-Front | Newly Renovated 2-Bedroom CondobrbrWelcome to Arbomar 802, an eighth-floor, direct beachfront condominium offering breathtaking, unobstructed views of the Gulf of Mexico. Currently undergoing a complete renovation, this two-bedroom, two-bath residence will soon unveil a fresh, coastal-modern design perfect for your next Longboat Key getaway.brbrThe open living area will feature all-new furnishings, flooring, and finishes, creating a bright and inviting space to relax and unwind. Large sliding glass doors open to a private balcony overlooking the beach, where you can take in endless sunsets and the soothing sound of the waves.brbrThe primary suite offers a comfortable king bed and en-suite bath, while the guest bedroom includes two twin beds and a second full bath, ideal for family or friends traveling together.brbrLocated Mid-Key, Arbomar places you close to the best of Longboat Key, just minutes from the island’s shops and dining, and a short drive to St. Armands Circle and downtown Sarasota.brbrGuests of Arbomar enjoy a heated beachfront pool, private beach access, a fitness center, and a welcoming community atmosphere.brbrPhotos coming soon!brBe among the first to stay in this beautifully updated Gulf-front retreat, professionally managed by Florida Vacation Connection

Arbomar 802 2/2 LBK Condo by FVC

Longboat Key, Florida, United States

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Bath

Sleeps

$447.15

Sand Cay resort is using the industries best practices and guidelines to ensure that all CDC sanitizing guidelines are carried out completely. Moving forward we will use only a EPA-registered product, qualified for use against against SARS-CoV-2, the novel coronavirus that causes COVID-19. br. We are centrally located on beautiful Longboat Key, next to the new Zota hotel with it's great restaurants and bars. Our resort has an immaculate white sandy beach, heated pool, shuffleboard, basketball and full tennis/pickle ball court. We have a free laundry room next to the pool, a large barbecue area and an elevator. Our remodeled unit features a fully equipped kitchen with stainless steel appliances, living room with a 52 inch smart HDTV, HDTV in each bedroom and a dining room that seats six. We have a king bed in the master bedroom, two twin beds in the second bedroom and a queen size sleeper sofa in the living room. The private balcony has seating for four with views of the garden, pool and Gulf.

2/2 GULF SIDE APARTMENT, DISCOUNT NIGHTS IN APRIL AND MAY. GULF & BAY VIEWS.

Longboat Key, Florida, United States

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Bath

Sleeps

$388.53

A luxurious beachfront experience awaits you on the beautiful white sands and emerald waters of the Gulf of Mexico when you check into this fabulous, completely renovated unit. This is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value.brbrThe breathtaking Gulf views from the private balcony set the stage, while the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of coastal beauty and modern comfort.brbrThe condo features all-new furniture, bedding, appliances, dishes, and glassware, along with new outdoor furniture—everything you need to relax and truly enjoy your holiday.brbrOur on-site condo office with friendly staff is available to assist you with all of your needs throughout your stay.brbrPlease note: Cancellations are subject to a 4% credit card transaction charge.brbrAbout Longboat Key:brLongboat Key, Florida is known for its luxurious beachfront estates, lush tropical landscapes, and miles of gleaming white-sand beaches. With limited public access, the island offers an unmistakable sense of exclusivity and quiet, uncrowded beaches, perfect for those seeking a peaceful escape.brbrThis one-bedroom condo on the fourth floor features a private balcony, ideal for enjoying the sound of rolling waves and some of the most spectacular sunsets on Longboat Key. Located in the Tower overlooking the Gulf of Mexico, the unit is bright, spacious, and inviting.brbrThe bedroom offers two new queen beds, while the living room includes a full-size sleeper sofa and a twin sleeper, comfortably accommodating your group. The condo also includes a fully equipped kitchen, dining area, cable TV, and a living room with sliding glass doors and a screen.brbrWith convenient elevator access, you are just steps away from the heated pool, pristine beach, and community amenities.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.

Sunset and beach view from your balcony Unit 403

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$346.93

Discover Paradise at Blue Heron House - Your Perfect Longboat Key Vacation RentalbrbrWelcome to Blue Heron House by RVA, a premier vacation rental property nestled in the exclusive Emerald Harbor community on the northern end of Longboat Key. This spacious three-bedroom, two-bathroom house with an additional office offers the perfect blend of comfort and luxury for your next beach getaway.brbrPrime Location & Community Amenities:br• Located just two blocks from serene community beach access across Gulf of Mexico Drive, enjoy sun-kissed days on the pristine beaches of Longboat Key.br• Experience tranquil canal views right from your doorstep, perfect for a peaceful retreat.brbrSpacious & Comfortable Living:br• The open-concept living room, dining area, and fully equipped kitchen provide a home-like atmosphere, ideal for relaxation and entertainment.br• A large master bedroom features a master bathroom, walk-in closet, and a private office space, perfect for remote work or quiet reading.br• Two additional guest bedrooms and a family room offer ample space for family and friends.brbrModern Features & Outdoor Living:br• Recently installed beautiful new floors in 2024 enhance the modern aesthetic of the home.br• Enjoy your private pool and expansive outdoor dining area, perfect for entertaining or unwinding in the Florida sun.br• Two kayaks are available for guests to explore the stunning native waters of Longboat Key.brbrAdditional Features:br• The dock area at the rear of the house provides a perfect spot for fishing and taking in the picturesque scenery, where you might even spot dolphins or manatees. (Please be aware that the boat dock and boat are not available for guest use).br• Stay connected with complimentary Wi-Fi Internet access throughout the property.brbrPet-Friendly & Convenient:br• Blue Heron House is pet-friendly, allowing a maximum of two pets under 35 lbs. each, with a non-refundable pet deposit of $25 per day.brbrAccommodations:br• Bedding includes two King beds and two Twin beds (the guest room King bed can be converted into two Twins upon request).br• Amenities include a private patio, deeded beach access, washer/dryer, driveway parking, and a quiet neighborhood setting.brbrBooking Information:br• Location: 731 Old Compass Road, Longboat Keybr• Minimum night requirements and additional charges for electric and pool heating may apply; please contact our local offices for details.brbrEscape to the beautiful Blue Heron House, where luxury meets the serene beauty of Longboat Key. brbrBook now for an unforgettable vacation experience!

Experience Coastal Vibes and Serenity - Your Ultimate Longboat Key Retreat!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$352.02

Highlights/Resort Style Amenities:br - 5 minute walk to beautiful white sand beach and numerous restaurantsbr - On-site Tennis Center with 10 soft-clay (Har-Tru) tennis courts, pickleball courts, pro shop, lessons, clinics, and tournamentsbr - Fitness center open 24/7, with modern equipment and secure key-card access (inside the tennis center)br - Heated junior-Olympic swimming pool with complimentary chaise lounges and a seasonal Tiki Bar and poolside restaurant (Hugo II)br - Beach gear (chairs, umbrella, towel, kids toys, wagon)br - Pet Friendly (furry friends must be registered and a non-refundable pet cleaning fee is required)brbrParadise awaits in this beautifully situated 66-acre, landscaped village surrounded by lush grounds and winding nature boardwalks through mangroves. Nature lovers will enjoy the bayside location with community fishing pier, kayak launch, and boardwalks leading to Sarasota Bay. brbrThe 2 bedroom/2.5 bath condo includes a fully-equipped kitchen, spacious living/dining areas, screened lanai, private one-car garage, and roomy floor plan, all directly in the heart of Longboat Key. Conveniently located near Sarasota, situated right on Gulf of Mexico Dr., you'll be just a short walk to the crystal waters of Longboat Key Beach or just a short drive to several other area beaches. There is also bay access on the rear of the property where you will find a small private beach area and fishing dock. Private pool, with pool-side restaurant Hugo II. brbrPlenty of other local dining options are within walking distance including Lo Key Island Grill, Harry's Continental Kitchen, Euphemia Hay and the Centre Shops where you'll find Lazy Lobster, La Norma, Blue Dolphin Cafe, Tyler's Ice Cream and more. Publix is 4 miles south on Gulf Drive and St. Armands Circle is 15 minutes away for many more dining and shopping options. brbrRoom Detail:br - Bedroom 1: 1 Kingbr - Bedroom 2: 2 Twinbr - Living Room: 1 Queen Tempur-Pedic Cabinet Murphy Bed (Under the TV)

LBK Dreamin' Beach Bungalow

Longboat Key, Florida, United States

Bed

Bath

8

Sleeps

$279.87

Experience the intimacy and warmth of northern Longboat Key at Club Longboat Beach and Tennis Resort. This 3-bedroom/ 2.5 bathroom condo is located on 750 ft of pristine beach with private decks facing the Gulf and is ideal for a relaxing getaway. Imagine spending your days lounging by the community pool, enjoying a game of tennis, or sipping margaritas during an unforgettable Gulf sunset.brbrClub Longboat Beach and Tennis Resort has been a long-time iconic gem on Longboat Key. From a beautiful Gulf front beach, to 8 Har-Tru tennis courts, pickleball, 2 pools, hot tub, clubhouse, and social activities, it’s all here to enjoy. Club Longboat is situated in close proximity to St. Armands Circle and the City of Sarasota, a well-known center for Arts and Culture including the Asolo Theater, Van Wezel Performing Arts Center, and Ringling Museum.brbrThis is a very unique Condo/Townhome located in the beautiful Club Longboat Beach and Tennis Club. Only unit like this in the Longboat club! It is two floors Townhome, first floor having 2 living areas, dining room, kitchen, laundry, powder bath, and a sitting area, office next to dining area. Four Balcones off of each living area.brSecond floor has three very spacious bedrooms with balconies, powder bath, Master BathbrbrSpacious 3 bedrooms/2.5 bath unit with two patios adjoin two living rooms, dining room and magnificent master bedroom with walk out patio with short walk to beach, tennis or pool. What is great about this community is you do not have to drag chairs and umbrellas to the beach. They are set up for guests daily. In-unit washer/dryer. Five Flat screen cable TVs with FREE WiFi.br brClub Longboat offers an active lifestyle that includes eight Har-Tru Tennis Courts (some lighted for Night play), two heated swimming pools and spa, sauna/whirlpool/locker rooms, clubhouse, exercise facility, Lending library, On-site management, Tennis Pro and covered under-building parking. Residents and guests gather twice weekly to enjoy appetizers, drinks and stimulating conversation, something truly unique in any Longboat Key community.br brbrTwo heated swimming pools and spa, sauna/whirlpool/locker rooms, clubhouse, exercise facility, Lending library, On-site management, Tennis Pro and covered under-building parking. Residents and guests gather twice weekly to enjoy appetizers, drinks and stimulating conversation, something truly unique in any Longboat Key community.brbrConvenient to fine dining or casual restaurants and cafes, eclectic shopping and within walking distance of bayside parks. Over 10 miles of beaches or sidewalks with designated bicycle lanes running end-to-end on the island. Short drive to St. Armand's circle with world-class shopping and dining as well as downtown Sarasota with a variety of cultural events and excellent restaurants.brbrRates shown are base rents that include utilities. Additional fees include departure cleaning fees, sales/resort taxes and association application fees if applicable. $120.00. Note that rates are subject to change without notice and reservations are not guaranteed until initial reservation deposit is received.

Completely Refurbished - Gorgeous Beachside Condo/Townhome on Longboat Key Beach

Longboat Key, Florida, United States

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Bath

Sleeps

$295.62

Beachplace 3-Bedroom Condo – Longboat Key brbrWelcome to your perfect Florida retreat at Beachplace on Longboat Key! Professionally managed by Florida Vacation Connection, this beautifully appointed 3-bedroom, 2-bathroom condo offers a spacious and stylish escape with everything you need for a relaxing stay. brbrThe primary suite features a queen bed, an en-suite bathroom, and direct access to the patio, allowing you to wake up to refreshing sea breezes. The guest bedroom is outfitted with two twin beds, perfect for family or friends. Need additional space The office includes a pullout sofa, a dedicated workspace, and a private balcony, making it ideal for both work and relaxation. brbrDesigned with comfort in mind, this condo is tastefully decorated and boasts a piano, providing a charming touch for music lovers. Enjoy the convenience of in-unit laundry, making extended stays a breeze. brbrAs part of the Beachplace Association, you’ll have access to top-tier amenities, including: br✅ Gulf-front heated pool & spa br✅ Fitness center br✅ Tennis & pickleball courts br✅ Clubhouse & social activities br✅ Private beach access with lounge chairs br✅ Gated community with 24-hour security brbrLocated on the pristine shores of Longboat Key, this condo is the perfect destination for a luxurious coastal getaway. Book your stay today!brbrLBK RRR-01264.2025

Beachplace 6-205 by FVC

Longboat Key, Florida, United States

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Bath

Sleeps

$308.77

Enjoy all Longboat Key has to offer from Harbor Villa Club! Beautifully updated 2/2 directly on the bay! Gorgeous views off the patio and from the master bedroom suite. Relax at the condo or stroll to the Gulf side and enjoy the powder white sand on the beach! Close proximity traveling south to St. Armands circle, Mote marine and fabulous restaurants or travel north and visit Anna Maria Island!brbrbr• Carefree check-in, go straight to your unit no office visit required.br• Fully Equipped Kitchen including microwave, stove, dishwasher, fridge, and coffee maker.br• Comfortable living room area w/ a large flat screen TV.br• Washer and Dryer Conveniently located in unit.br• Master bedroom including a king size bed with brand new Tempur-pedic mattress , flat screen TV, walk in shower, walk in closet, and beautiful view of the bay!br• Spacious guest bedroom br• Large Patio overlooking the bay with outdoor seating and a table.brHarbor Villa Club amenitiesbr• Poolbr• Hot Tubbr• Tennis Courtbr• Boat Slips (Rented Separately)br• Covered Parkingbr• ElevatorsbrbrThe Harbour Villa’s are just a 3-minute drive to the north end of the key home to the historic Longbeach 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. Looking 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. 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.

Updated 2B/2B with a beautiful view of the bay right from the patio!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$231.37

• Carefree check-in, go straight to your unit no office visit required.br• Fully Equipped Kitchen including microwave, stove, dishwasher, fridge, and coffee maker.br• Comfortable living room with bay viewsbr• Washer and Dryer Conveniently located in unit.br• Master bedroom with a king size bed, flat screen TV, walk in shower, walk in closet, and beautiful view of the bay!br• Spacious guest bedroom with king size bedbr• Large Patio overlooking the bay with outdoor seating with corner unit views and serenitybrbrHarbor Villa Club amenitiesbr• Poolbr• Hot Tubbr• Tennis Courtbr• Boat Slips (Rented Separately)br• Covered Parkingbr• ElevatorsbrThe Harbour Villa’s are just a 3-minute drive to the north end of the key home to the historic Longbeach 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. Looking 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. 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.

LONGBOAT KEY BEAUTY! This 2/2 unit offers stunning views of the bay! Call today to book your fall vacation!

Longboat Key, Florida, United States

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Bath

Sleeps

$215.45

Cozy coastal beach retreat a short walk to the beach and shops.brComfy furnishings, fully equipped kitchen, beach essentials and other amenities.brPrivate backyard with gas grill, patio and outdoor furniture.brWelcome to your coastal oasis on Longboat Key, where relaxation meets sophistication in this beautifully updated 2 bedroom, 2 bath vacation rental just steps away from the pristine shores of the Gulf of Mexico.brAs you step inside, you'll be greeted by the inviting open floor plan, adorned with warm hues of gray, blue, white, and beige, perfectly capturing the essence of coastal living. Sink into the plush comfort of the sectional sofa in the living area, where a large SMART TV awaits for cozy movie nights after a day of beach adventures. Adjacent is the dining area, featuring a charming round glass table and chic bar stools at the kitchen counter, ideal for casual dining or entertaining.brThe kitchen is a chef's delight, boasting granite counters, stainless steel appliances, and crisp white cabinetry, fully stocked with everything you need to whip up delicious meals and refreshing beverages. Whether you're brewing your morning coffee or preparing a gourmet feast, this kitchen has you covered.brRetreat to the primary bedroom, where a sumptuous king-sized bed beckons for a restful night's sleep. Relax and unwind as you catch up on your favorite shows on the flat-screen TV, or take care of business at the convenient desk and chair. The ensuite bathroom offers a touch of luxury with a sleek glass walk-in shower and granite vanity, providing the perfect sanctuary for pampering moments.brThe guest bedroom is equally inviting, featuring another king-sized bed adorned with plush linens and a tall dresser for your belongings. The guest bathroom is appointed with a shower and tub combo, along with a granite vanity and soft towels, ensuring every guest feels pampered and refreshed.brStep through the French doors from the living space onto the enclosed screened-in lanai, where you can soak up the gentle sea breeze and bask in the sunshine. Complete with outdoor furniture and a closet full of beach essentials, this space is perfect for enjoying al fresco meals or simply lounging with a good book.brVenture into the quaint private backyard, where a charming brick patio awaits. Gather around the mosaic stone table and benches for intimate dinners under the stars, fire up the grill for a barbecue feast, or simply relax in the comfortable chairs surrounded by lush local landscaping.brWhether you're seeking adventure or relaxation, this Longboat Key vacation rental offers the perfect blend of comfort and convenience for your coastal getaway. Experience the beauty of the Gulf Coast from your own slice of paradise.brLongboat Key LifebrOnce a vacation land of the Timucuan and Caloosa Indians, Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida's southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island's eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island's winding bike path.brLongboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views.brJust south and across the bridge is bustling St. Armand's Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops.brbrTown of Longboat Key: RRR-01189.2024

Updated, Adorable, Close to Beach and Shops

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$231.02

Beautiful 2 bedroom/2 bath recently updated condo on Longboat Key looking over stunning Sarasota Bay. Top 3rd floor -with elevator.brLocated on the south end of Longboat Key. 10 minute drive to downtown Sarasota. Only a 4 minute drive to St. Armands Circle and short walk to Dry Dock and Chart House Restaurants. Dedicated covered parking for one vehiclebr2 month Minimum

Gorgeous Remodeled 2 Bedroom Longboat Key Condo with Stunning Bay Views!

Longboat Key, Florida, United States

Bed

Bath

4

Sleeps

$429.27

Welcome to your dream getaway at Longboat Key! This charming, condo offers a delightful beach-to-bay lifestyle, making it the perfect vacation retreat. brbrbrbrRelax in the inviting living room, where a separate sunroom with wood ceilings offers lush, manicured grounds and serene views of the pool. brJust across the street is your private deeded beach access. You'll relish the ease of slipping away to your private beach without the hassle of parking or holiday crowds. Whitney Beach is beautifully nestled in a natural environment with abundant green spaces, quietly situated on the north end of Longboat Key. brbrbrbrExperience the best value on Longboat Key, with a fantastic location. Just steps from the beach, you can savor beautiful sunsets and enjoy beach or boating days every day. Close to entertainment, shopping, dining, and bridges, this residence is ready to be your perfect vacation escape. Call this charming retreat yours today and start living the Florida dream!brbrbrbrAccommodations: 2-Bedroom, 2-BathroomsbrbrbrbrAmenities: Pool View, Full-size Kitchen, Wireless Internet, Washer/Dryer in Unit, Community Pool, Deeded Beach Access, Community GrillbrbrbrbrLocation: 6800 Gulf of Mexico Drive #186, Longboat KeybrbrbrbrBedding: 1 King, 1 QueenbrbrbrbrView: Pool ViewbrbrbrbrMinimum Night Requirements: 1 Month

Tranquil 2BR at Whitney Beach–Sunroom, Pool View & Deeded Beach Access by RVA

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$528.21

Unwind and make memories in this sun-filled unit with stunning Gulf-front and beach views.brAccommodation for up to 6 with 2 bedrooms, 2 bathrooms, queen sleeper sofa and rollaway bed.brThis sought out unit offers an open floor plan of living room with cathedral ceilings, diningbrroom, kitchen and sitting area that offer full views of the pristine turquoise water, white sandybrbeach and golden sun of the Gulf. The private balcony provides shade cover, a place to sit andbrlisten to the Gulf waves and enjoy the magnificent colors of the sunset. The spacious masterbrbedroom offers a king bed, flat-screen TV, en-suite bathroom with walk-in shower and largebrclosets. The cozy second bedroom is furnished with 2 twin beds, flat-screen TV and serviced bybrfull hall bath. Full kitchen has new stainless steel appliances.brThis is the perfect place to relax, refresh and recharge. The condo has everything you might needbrfor a getaway— beach canopy, towels, coolers, beach toys, games, puzzles, etc.br•Gulf/Beachfront, 3rd Floor (with elevator or stairs) on the beachbr• Fully air-conditioned as well as ceiling fansbr• Full Kitchen with everything you could needbr• Wi-Fi internet and Cable TV with 3 flat screen televisionsbr• Parking includedbr• Heated pool & tennis courtbr• Laundry on-site with free, multiple washers/ dryersbr• BBQ grills available on the property lawns next to the beach areabr• The location provides easy access to a Publix grocery store, shops, numerous restaurants of allbrlevels on Longboat Key and several beautiful nature parks.br• It's a short drive to St. Armand Circle shops and restaurants as well as downtown Sarasota.

Unit #318 Sand Cay Beach Resort Gulf Front

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$330.29

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 #603 Accommodations: 2-bedroom, 2 bathroom townhome located in the preserves section with garden views from your private lanai. brbrbrUnit Amenities: 1-Car Garage, Nicely Decorated, Wireless Internet, Stainless Steel Appliances, Full-size Kitchen, Private Lanai, Fitness Facility, Community Pool, Beach Access (A Short Distance Away)brbrbrbrLocation: 603 Cedars Court, Longboat Key FL 34228brbrbrbrView: Garden ViewbrbrbrbrBedding: 1 King, 2 Twin Beds, Sleeper SofabrbrbrbrMinimum Night Requirements: Minimum Stays Apply

Longboat Key Escape – Cedars East #603 by RVA

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$235.82

Discover a slice of paradise at our beautifully updated vacation rental in the prestigious Cedars East Tennis Resort and Club on Longboat Key. This three-story haven offers a seamless blend of coastal modern design and comfort, making it the perfect retreat for your next getaway. With two bedrooms and two and a half bathrooms, this home can comfortably accommodate up to six guests. Please note Cedars East Club membership not included. Tennis, Pickleball, Gym, and other amenities are available by direct purchase on-site. Heated Pool Access is included (no charge)- simply stop by the office to register. There is an excellent on-site restaurant available to all guests as well.brbrGround Level: Convenience and EssentialsbrAs you arrive, you'll find the ground level features a spacious one-car garage stocked with all the beach essentials you'll need for a day of sun and sand, as well as a grill for outdoor cooking. Enter through the welcoming entryway and take the stairs to the second level where the main living areas await.brbrSecond Level: Open-Concept Living and EntertainmentbrThe second floor is an open-concept space designed for relaxation and entertainment. The living room boasts a cozy sectional sofa with a queen pullout, perfect for movie nights on the large SMART TV. A stylish console is stocked with additional wine glasses, ensuring you're ready for any occasion.brbrAdjacent to the living room, the sunroom beckons through sliding glass doors. This serene space is ideal for morning coffee or catching up on work, featuring a small desk and chair, as well as a comfortable chair and ottoman for relaxation.brbrThe dining area is anchored by a large wooden table that seats six, making it perfect for family meals or entertaining friends. Overlooking the dining room is the gourmet kitchen, a chef's delight with its quartz countertops, pristine white cabinets, and top-of-the-line stainless steel appliances. Whether you're preparing a quick snack or a gourmet meal, you'll find everything you need here. A conveniently located powder room completes this level, adding to the ease and comfort of your stay.brbrThird Level: Tranquil Sleeping QuartersbrThe third floor is dedicated to restful sleep and rejuvenation. The primary bedroom is a true sanctuary, featuring a plush king bed, SMART TV, and a spacious closet. The ensuite bathroom is a spa-like retreat with a large walk-in shower and a separate bathtub for soaking. Enhance your relaxation experience by pairing your Bluetooth to listen to your favorite tunes while you unwind in the tub.brbrA hallway houses a washer and dryer, ensuring that laundry is a breeze during your stay. The guest bathroom, also located off the hallway, is equipped with a tub, shower, and vanity, providing convenience and comfort for all guests.brbrThe guest bedroom is equally inviting, with two twin beds, a SMART TV, and a tall dresser, making it a perfect space for children or additional guests.brbrThis luxurious vacation rental at Cedars East Tennis Resort and Club on Longboat Key is designed for guests seeking a blend of modern comfort and coastal charm. With its beautifully updated interiors, open concept living areas, and serene sleeping quarters, it provides the perfect setting for a memorable getaway. Whether you're here to relax by the beach, explore the local attractions, or enjoy the resort's amenities, this home offers everything you need for a perfect vacation. Book your stay today and experience the best of Longboat Key in style and comfort.brbrCedars East Tennis Resort and ClubbrbrWelcome to Cedars East Tennis Resort and Club, an oasis of luxury and leisure nestled on Longboat Key, one of Florida's most exclusive barrier islands. Renowned as one of the only full-service clubs in the area, Cedars East boasts a premier tennis experience with its 10 Har-Tru courts. Tennis enthusiasts can indulge in a range of amenities, including professional instruction, daily clinics, round robins, and seasonal tournaments, all set against the backdrop of soft-clay courts.brbrBeyond the courts, members and guests can bask in the sun beside the heated Jr. Olympic-sized swimming pool, complete with complimentary chaise lounge chairs and a seasonal Tiki Bar for a refreshing respite. Fitness enthusiasts will appreciate the 24/7 access to the modern Cedars fitness center, equipped with secure access and state-of-the-art facilities.brbrEmbracing the island's bicycle culture, Cedars offers adult-sized bikes for daily use (fees may apply), allowing members and guests to explore the scenic Gulf of Mexico Drive at their own pace. For culinary delights, the Hugo II Restaurant beckons with its European Fusion cuisine, featuring a delectable blend of German, Czech, and Italian influences, complemented by a variety of specialty Prosecco cocktail drinks. Discover a world of sophistication and recreation at Cedars East Tennis Resort and Club on Longboat Key.brbrLongboat Key LifebrbrOnce a vacation land of the Timucuan and Caloosa Indians, Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida's southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island’s eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island’s winding bike path.brbrLongboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views.brbrJust south and across the bridge is bustling St. Armand's Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops.brbrTown of Longboat Key: RRR-01195.2024

Beautifully Updated, Cedars East, Beach, Pool and Tennis

Longboat Key, Florida, United States

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Bath

Sleeps

$537.08

650 Norton - Longboat Key - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people.br Canal Home - Private Pool - Distance to the Beach: 1 block. 5 min walk to the beach.br br This charming 3-bedroom, 2-bath canal-front home on Longboat Key offers a relaxing and private vacation experience, just a short 5-minute walk to the beach. The home features two king beds, a queen bed, and beautiful views of the canal, with an private entrance for the third bedroomideal for grandparents or couples seeking more space. The property includes a private heated pool with a hot tub, and outdoor areas with views of the canal, perfect for relaxation.br br With amenities like a BBQ grill, washer/dryer, dishwasher, and provided linens, towels, beach chairs, and umbrellas, you'll have everything you need for a comfortable stay. Enjoy a balcony, a fully equipped kitchen, and nearby restaurants like Shore and Mar Vista, just a short bike ride away. The home offers privacy, peaceful surroundings, and a welcoming atmosphere for up to six guests.br br Key Features:br br 3 Bedrooms (2 King, 1 Queen)br br 2 Bathsbr br Private Pool with Hot Tubbr br Canal Viewbr br 5-Minute Walk to the Beachbr br BBQ Grillbr br Washer/Dryer & Dishwasherbr br Wi-Fi & TVbr br Outdoor Living Spacesbr br Heated Pool Available ($25/day)br br Under Carport Parkingbr br Linens, Towels, Beach Chairs & Umbrellas Providedbr br Max Occupancy: 6br br Enjoy a relaxing stay at this beautifully renovated Longboat Key home with easy beach access and nearby dining options!br Amenities Include:br - # Bedrooms: 3br - Bed Sizes: 2 king 1 queenbr - # Baths: 2br - Balcony: yesbr - Pool: yesbr - Pool Heat Avail: yes $25 per daybr - BBQ Grill: yesbr - Square Feet: 1,536br - Floor Number: 2 STORY HOMEbr - Distance to Beach: 1 Block 5min walkbr - Internet: wifibr - View: canal viewbr - washer dryer: yesbr - Dishwasher: yesbr - Hot Tub: yesbr - Maximum Persons: 6br - TV: yesbr - Hairdryer: yesbr - Type of Parking: under carportbr - Coffee maker: yes

650 Norton - Longboat Key - Canal Home with private Pool - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. Distance to the Beach: 1 block

Longboat Key, Florida, United States

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Bath

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$100.81

Relaxed Coastal Living at Longboat HarbourbrbrWelcome to your island retreat at Longboat Harbour, a gated waterfront community perfectly situated on beautiful Longboat Key. This bright and spacious 2-bedroom, 2-bath condo offers the best of coastal living with tranquil water views and resort-style amenities right outside your door.brbrStep inside to a tastefully furnished living space filled with natural light and coastal charm. The open layout features a comfortable living room that flows onto a private lanai—perfect for morning coffee or sunset cocktails overlooking the marina. The fully equipped kitchen has everything you need for easy vacation living, while both bedrooms offer separate bathrooms.brbrLongboat Harbour residents enjoy exclusive access to a private beach pavilion on the Gulf of Mexico, complete with parking, restrooms, and beachfront lounge areas. The community also offers three heated pools, tennis and pickleball courts, a fitness center, kayak storage, and a deep-water marina—ideal for boating enthusiasts, a library, lounge, woodworking room and a sculpting studio.brbrConveniently located just minutes from St. Armands Circle and downtown Sarasota, this condo is the perfect blend of relaxation and convenience.brbrCome experience the island lifestyle at Longboat Harbour—where every day feels like a vacation.brbrAccommodations: Two-bedroom, Two-bathroombrbrAmenities: Community washer and dryer on first floor of the building, multiple community pools, kayak launch and storage, beach access with storage and bathrooms, fitness center, lounge, library and more...brbrLocation: 4350 Chatham Dr. #107E, Longboat Key FL 34228brbrBedding: 1 King, 2 TwinsbrbrView: HarborbrbrMinimum Night Requirements: 30 day minimumbrbrAssociation Requirements: Application + Application Fee of $150, 30 day approval time

Longboat Harbor #107E Condo by RVA

Longboat Key, Florida, United States

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4

Sleeps

$264.76

Escape to paradise at Beach Castle Resort #18, a bayside jewel on exclusive Longboat Key, Florida. Nestled between Sarasota Bay and the Gulf of Mexico, this updated 1-bed, 1-bath condo offers stunning tropical garden views and private beach access.brAwake to bay vistas, enjoy coffee on the private lanai amid ocean breezes. Features new furnishings, king bed, modern appliances, and coastal décor for relaxation and tranquility.brbrKey Highlights:br-Open living area with full sleeper sofa and a bonus twin sized convertible chairbr-Full kitchen with new appliances and dining areabr-Smart TVs, high-speed Wi-Fi, keyless entrybr-Lanai with panoramic tropical garden viewsbrbrResort Perks:brPrivate beach with free chairs/umbrellasbrHeated pool and hot tub in tropical settingbrShared boat docksbrGrills, on-site office, free laundrybrReserved parking for 2 carsbrbrGood to Know for Your Stay:br• Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay.br• Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs, a cooler, a wagon, and beach towels for your enjoyment.br• Pet Policy: To adhere to HOA guidelines, pets are not permitted at this property.br• A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area!

Renovated Condo with heated pool, private beach access, and boat dock

Longboat Key, Florida, United States

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Bath

Sleeps

$874.65

Short Term Stays availablebrImagine waking up to a breathtaking panorama of the Gulf of Mexico,. This completely remodeled condo, the largest in the community, offers unobstructed, 8th-floor views that will take your breath away. Picture yourself stepping onto the expansive terrace and feeling the cool Gulf breeze as you witness the nightly spectacle of a fiery sunset.brInside, immerse yourself in a world of coastal contemporary elegance. Every detail, from the designer furnishings to the artistic touches, has been meticulously curated to create a luxurious retreat. The gourmet kitchen, featuring top-of-the-line appliances and sleek quartz countertops, beckons you to unleash your inner chef against the backdrop of the ever-changing turquoise canvas of the Gulf.brUnwind in the sumptuous master suite, a haven of tranquility with a built-in entertainment center and a private workspace. The spa-like bathroom boasts dual vanities, an oversized walk-in shower with multiple showerheads, and private access to the terrace – the perfect place to unwind after a day of exploration.brThe guest suite offers an oasis of privacy for your visitors, complete with a glass-doored closet, separate vanity, and its own terrace access. Imagine them marveling at the fiery sunsets from their personal balcony.brThis is more than just a vacation rental; it's an experience. Spend your days strolling on pristine white sand beaches, soaking up the sun at the private pool and spa, or simply marveling at the breathtaking sunsets. In the evenings, explore the vibrant nearby attractions like St. Armand's Circle or downtown Sarasota, all within easy reach.brThe condo is fully equipped for your comfort, with top-of-the-line kitchenware, plush linens, and pool towels. Stay connected with high-speed Wi-Fi and enjoy your favorite streaming services.brPlease note: Additional maid services is required on stays longer than 2 weeks.. Guest access is limited to the beautiful private beach, pool, and hot tub area. Resort amenities such as golf, dining, bar service, tennis, room service, maid service, or fitness are not included and not able to be used.brLocated behind the gates of the Longboat Key Club and directly at your own resort beach. br Roku TV - Please bring your ap logins. brBook your unforgettable escape today!brbr4 Guests Maximum

Perfect Beach View Large 2 bedroom

Longboat Key, Florida, United States

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