Vacation Rentals By Owner In Longboat Key, FL

$491.55

Luxury Waterfront Longboat Key Home Steps to Beach

Longboat Key, Florida, United States

Located in Longboat Key, enjoy what this 3-bedroom house has to offer. View With 1 full bed and 2 king beds, guests can relax in comfort. The property features amenities like a heat swimming pool with spa, top appliances, hair dryer, AC, heating, WiFi, iron, and a washing machine. The 2 bathrooms are equipped with a hair dryer, shower, jetted bathtub, and bathtub. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

3

Bed

2

Bath

4

Sleeps

$438.95

/ Nightly

Condo

Beach and Garden View 2 Bedroom Condo

Longboat Key, Florida, United States

Come enjoy the Beach - Private parking included.brBeautiful beachview unit on the 3rd floor with a Beach and Lake view. Beachplace Building 3 unit 304. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. A sought after unit with shiplap wall in living room and master bedroom, great flooring throughout, beautiful walk in shower and a view that will keep you on the balcony full time. This one is very well remodeled and ready for immediate renters.brbrBeachplace is one of Longboat Key's premier vacation rental locations on the island!brThere is ample closet space throughout, with a washer/dryer in-unit. The condo has HDTV and wireless internet in every room. 65 inch TV in living room and 55 inch now in bedroom.brbrThe well-maintained and gorgeous grounds include the following amenities:br • 24 hour manned guard gate.br • Private beach access with chairs and umbrellas includedbr • Wi-Fibr • Lighted tennis courtsbr • Heated pool and hot tubbr • Two state of the art fitness centersbr • Air conditioned clubhousebr • BBQ gas grills by the pool.brRental includes Cable tv, Wifi, parking, water and electric.br1 Month minimum requiredbrbrRRR-0597.2023

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Sleeps

$230.98

/ Nightly

Condo

Longboat Key Cedars Beach House-Pet Friendly-2 Minute Walk To The Beach

Longboat Key, Florida, United States

We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!br100% refund if canceled at least 30 days before check-in; 50% refund if canceled 14-30 days before check-in.brbrExperience 24/7 Live Customer ServicebrPrivate Beach AccessbrHeated PoolbrbrA Bayside tennis and residential community in the heart of Longboat Key, FL.brSunshine and warm breezes accent the well-appointed tri-level townhouses that surround Cedars Tennis Resort & Club. Some of our residents are full-time, some are seasonal, and some are even vacationers looking for a private getaway in paradise. Whatever your Longboat Key needs Cedars has a Club amenity or accommodation to meet it. One of the only full-service Clubs on the exclusive barrier island to Cultural Capital on Florida's West Coast, Sarasota, at Cedars you can enjoy the best of both worlds - a private island setting just a short drive to world-class activities. brbrEach unit in this village-like community has a spacious living area, a fully equipped kitchen with breakfast bar and a dining area. Most units feature a screened private patio that adjoins the living area – creating an open, airy feel where Florida breezes can flow freely. One- two- or three-bedroom townhouses are available for residence or rental and can accommodate a couple looking for a quiet getaway, or an entire family with spacious comfort.brbrEach townhouse is privately owned and therefore individual offerings and decor may vary - please visit our VACATION RENTALS page for specific unit rental details.brbr10 Har-Tru Tennis CourtsbrOur Club is proud to offer a selection of tennis amenities including professional instruction, daily clinics, round robins, seasonal tournaments and more - all on our soft-clay courts.brbrJr. Olympic Swimming PoolbrOur members and guests can enjoy our heated, Jr. Olympic sizes swimming pool complete with complimentary chaise lounge chairs and a seasonal Tiki Bar.brbr24/7 Fitness CenterbrA highlight for many of our members and guests, the Cedars fitness center is accessible 24/7 with secure access and modern equipment.brbrBicyclesbrNo matter the time of year, Longboat Key is a bicycle town. Gulf of Mexico Drive is often frequented with bikes of all kinds from beach-going families to competition cyclists. Cedars offers a selection of adult-sized bikes available to Members and guests (fees may apply) for daily use with advanced reservations.brbrMembers CenterbrThe Cedars Members Center is a relaxing place for Members and their guests to retreat after a rigorous match. Featuring coffee, lite bites, board games, a selection of books and TV’s - it is the perfect retreat. The Members Center is also available as a meeting space with advanced reservations.brbrPro ShopbrOur Pro Shop is open daily for tennis reservations and assistance and includes a selection of apparel and outdoor necessities.brbrSEASONAL Tiki BarbrThe Cedars Poolside Tiki Bar is open seasonally and is a great place to unwind at the end of the day, grab a drink and visit with local friends.brbrFishing PierbrStroll to the back of our community where the blue waters of Sarasota Bay reside. Our community fishing pier is complete with picnic tables for relaxing and plenty of fish for catching.brbrWooden BoardwalksbrCedars is broken up into three sections, the 500’s the 600’s and the 800’s, that connect through idyllic wooden boardwalks woven through picturesque mangroves. At night when the lanterns are lit it is a sight to behold.brbrWhat’s included in my stay brbr*With our continued desire to provide a superior guest experience, we offer all our guests a professional linen service which includes freshly laundered sheets, pillowcases, bath towels, hand towels, beach towels, washcloths, dishcloths, and bath mats.*brbrKITCHEN AND LAUNDRYbr• Spongebr• Dishwasher Tabletsbr• Dish Soapbr• Kitchen Cleaning Wipesbr• Laundry TabletsbrFULL BATHbr• Shampoobr• Conditionerbr• Body Lotionbr• Make-up wipesbr• Massage Body Barbr• Bath SaltsbrOur Lux packaging is made from recycled cardboard with matching tissue paper. Sealed with a Sojo sticker so guests know the products are unused.brSCENTSbr• White tea & coconutbr• Fresh citrusbr• LavenderbrADDITIONAL AMMENITIES br• 2 rolls toilet paper per bathroombr• 2 rolls paper towel per kitchenbr• 1 roll of 3 kitchen trash bagsbr• 1 roll of 5 room trash bagsbrBeach Chairsbr• Beach chairs are provided for every guest. brbrAdd-On Services provided by our Exclusive Concierge Service at a 10% discounted rate for all guests of Anna Maria Island Beach Rentals!brbr• Golf Cart Rentalsbr• Bike Rentalsbr• Kayak Rentalsbr• Paddle Board Rentalsbr• Beach Wagon Rentals br• Canopy Rentals br• Beach Toys Rentals br• Beach Cooler Rentals br• Children’s Life Jackets Rentals br• Corn Hole Rentals br• Skim Board Rentalsbr• Beach Cart Rentals br• Beach Wheelchair Rentals br• Crib rentalsbr• Highchair Rentals br• Child Safety Gate br• Children’s Car Seat Rentals br• Pack N’ Playbr• And more!

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Bath

Sleeps

$283.4

/ Nightly

Condo

Stunning Canal Condo - Walk to Beach - Sleeps 4

Longboat Key, Florida, United States

***HOME WITH CANAL VIEW/WALK TO THE BEACH***brbrPleasant and quiet residential street in beautiful Longboat Key. This 2 bedroom, 1.5 bathroom sits on a water canal. Newly furnished with a farmhouse coastal décor offering two bedrooms on the second floor with a king sized bed and 42” TV in the master bedroom, and two twin beds in the second bedroom. The linen closet is stocked with an inflatable mattress and beach towels. The kitchen is equipped with a microwave, stove, oven, toaster, blender, coffee-machine and a brand new dishwasher, new sink and faucet.brbrThe living area and master bedroom feature sliding glass doors to the canal. Wake up and step out into the balcony overseeing the canal and breath in the tropical breeze while listening to the palms sway. Have morning coffee or tea in our patio table and keep an eye open for the marine life that tends to drift down the canal. The living room has a smart 65” TV and we offer 600 MBPS fast speed free internet perfect for working remotely. brbrTake a short walk to the white sandy beaches with crystalline waters in the Gulf of Mexico and catch the most breathtaking and very private sunsets. We include in our rental beach gear such as umbrella with chairs, small cooler, boogie board and paddles. You are welcome to use our beach wagon.

2

Bed

1

Bath

4

Sleeps

$368.92

/ Nightly

Condo

Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews

Longboat Key, Florida, United States

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. 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 beachbr4649102 - 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.br

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Sleeps

$210.21

/ Nightly

Private Vacation Home

Tree-lined home w/ amazing decor & screened porch - near beach/dining

Longboat Key, Florida, United States

TreetopsbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrExperience the stunning beauty of Florida's Gulf Coast at this wonderfully positioned home among the palms of Longboat Key. The interior of this home is a thoughtful, light-filled showcase of international decor and furnishings, which the owner - a seasoned world traveler - has collected in her travels across Asia. You'll enjoy a screened-in porch, a sleek, air-conditioned living space, and an enviable location just one block from a secluded beach.brbrWhat's nearby:brWhether you're a beach-goer, an angler, or a snowbird flying south for the winter, you'll find plenty to keep you occupied on Longboat Key. You'll be only one block from a tranquil beach on the Gulf of Mexico. Schedule a morning match at the Longboat Key Public Tennis Center, which maintains 10 clay courts that are available for reservation. You could also rent a boat at Cannons Marina and spend an afternoon birding near Longboat Pass (half a mile north), still making it home in time to catch a spectacular sunset over the Gulf.brbrThings to know:brFree WiFibrFull kitchenbrThis property has a 30-night stay requirement. However, select properties have the flexibility for shorter stays.brbrThe property is managed by Vacasa Florida LLC.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 4 vehicles.brbrDock details: Longboat Key Marina - full-service 291-slip, deep-water marina. brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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Sleeps

$325.54

/ Nightly

Condo

Beachplace 10-402 by FVC

Longboat Key, Florida, United States

Proudly offered by FL Vacation Connection, this property is ideal for professionals working remotely!br brBeautifully furnished 2 bedroom, 2 bath vacation rental new to the vacation rental market! This redecorated and upgraded unit provides a clean, beach cottage atmosphere with a private lanai overlooking the gorgeous tropical landscaping of Beachplace.brbrThis unit is special because it has a workspace in the guest room and the highest speed internet available! So if you are looking for a place to work remotely in paradise, this is the condo for you!brbrThe large, open, kitchen has a breakfast bar and a separate dining area. The unit has a dishwasher, ice maker, washer, dryer and much more. The spacious living room has plenty of seating for everyone to spread out and enjoy their own space while taking in a movie on the large HDTV television. The main bedroom has a king-sized bed, and the guest room has two twins. Every one of our rentals includes sheets, bath & beach towels and a fully equipped kitchen.brbrBeachplace has wonderful amenities including tennis courts, a large Olympic pool, hot tub, gym, community grills, a beautiful clubhouse, and umbrellas and chairs awaiting you on your beautiful white sand beach! Wonderful shopping and dining options await just a few miles down the road at St. Armands Circle!

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Bath

Sleeps

$183.23

/ Nightly

Condo

Beachplace building 4 unit 503 by FVC

Longboat Key, Florida, United States

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

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Bath

Sleeps

$200.41

/ Nightly

Condo

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

Longboat Key, Florida, United States

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

2

Bed

2

Bath

4

Sleeps

$229.9

/ Nightly

Private Vacation Home

2 bedroom/2bath private home in Longbeach Village on Longboat Key

Longboat Key, Florida, United States

Welcome to your vacation home! The elevated living space includes a master BR with en-suite bathroom and private balcony; Guest BR with adjacent full bath; Open concept Living-DR-Kitchen which adjacent outdoor deck for dining or relaxing; A laundry room and lots of closet space. The ground floor offers a covered lanai surrounded by tropical foliage with seating and a bbq grill, a circular driveway and a large garage.brbrLongboat Key is a barrier island just north of Sarasota and just south of Anna Maria Island. The home is located on the north end of the island, in a neighborhood that is colloquially known as The Village. You can walk to the quiet beach, the magnificent bay and several great restaurants/bars. It is a peaceful place to relax yet located near enough to world famous St. Armand’s Circle and downtown Sarasota to the south, or to Coquina Beach and Bradenton Beach to the north, both located on AMI. As you will see from or photos it is a beautiful spot on the planet; perfectly located to enjoy both peace and tranquillity and a bit of Old Florida fun. Although this part of Florida makes for a great escape from the cold winters up north, during the off-season (May-November) is really the most special: The crowds are gone, which means the traffic is light, the beaches are nearly empty and the restaurants are not full. The weather is always warm; yes, hot in the summer, but there is always a cooling breeze on the beach and the sea temperatures are so warm you will never want to get out of the water. And of course the days are longer so you have more time to enjoy the sunshine. Speaking of the sun, wake early and watch it rise over the Sarasota Bay and always catch it setting over the Gulf of Mexico. With so much to offer, you can’t go wrong. Look no further, you really have found your perfect getaway.

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Bath

Sleeps

$297.42

/ Nightly

Condo

Beautiful penthouse with Gulf of Mexico and beach views

Longboat Key, Florida, United States

Beautiful beach views and sunsets from the 3rd floor of this newly renovated penthouse with 2 spacious bedrooms,2 bathrooms.brLarge balcony from where you can enjoy views of the beach, resort style pool and well maintained tropical landscaping.brThe unit includes washer/dryer and skylights that provide extra lighting in the living room and guest bedroom.brThe Shore is a waterfront community with elevator, heated swimming pool and spa, fitness center, sauna, clubhouse with library and craft room.brThe residence also has an assigned parking space. It is conveniently located close to shopping and restaurants.

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Bath

Sleeps

$566.09

/ Nightly

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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Sleeps

$727.02

/ Nightly

Villa

One-of-a-Kind Villa in Beach Castle Direct Views of the Bay, Walk to Beach

Longboat Key, Florida, United States

Hidden gem in Beach Castle Resort on Longboat Key. The only 3 bedroom, 3 bathroom with a two private parking spaces.brDirect bay front views with floor to ceiling windows. Brand new fishing dock with boat slips.brPrivate beach access with loungers, umbrellas, outdoor shower, grill and table to enjoy a sunset meal.brbrEscape to the idyllic shores of Longboat Key and experience the epitome of waterfront luxury at Bayside Hideaway. This exquisite vacation villa is located in the popular Beach Castle Resort. This unparalleled gem offers direct bay front views from numerous rooms within the home, making it a truly unique and one-of-a-kind villa in this small complex. With a two-car garage and a private white picket fenced front area, complete with a charming gate leading to the front door, this villa exudes coastal comfort vibes with its tastefully adorned tropical decor.brUpon stepping into this lavish oasis, you'll be greeted by the spacious interior that boasts not one, but two inviting living rooms and two elegant dining areas, ensuring ample space for relaxation and entertainment. The gourmet kitchen is a chef's dream, featuring modern appliances, sleek countertops, and an open layout, making it perfect for preparing delectable meals while socializing with your guests.brWhat truly sets this villa apart are the floor-to-ceiling windows that adorn the open living area, providing breathtaking views of the lush lawn and the serene waters of Sarasota Bay. These windows not only flood the interior with natural light but also create a seamless connection with the pristine outdoor surroundings.brThe primary bedroom, a secluded sanctuary, occupies the entire second floor. It features a luxurious king-sized bed, a flat-screen TV for late-night entertainment, and an ensuite bathroom that includes a large walk-in shower. The highlight of this room is undoubtedly the panoramic bay front view, allowing guests to wake up to the tranquil beauty of the bay and bask in the glow of morning sunrises.brFor guests on the first floor, two equally inviting rooms await. The first guest room features a comfortable queen-sized bed adorned with plush linens, an ensuite bathroom with a spacious walk-in shower, and direct access to the screened-in lanai. This cozy nook is perfect for sipping your morning coffee or enjoying an evening cocktail while taking in the refreshing bay breeze.brThe second guest room on the first floor is equally delightful, boasting two queen-sized beds, providing ample sleeping space for friends or family. It also offers captivating views of the bay and its own ensuite bathroom, complete with a tub and shower combo, ensuring a relaxing experience for all visitors.brOne of the highlights of the villa is the Mexican-tiled screened-in lanai, where you can unwind in style. Furnished with a large outdoor dining table, comfortable chairs, and sun loungers, it is an excellent spot to savor meals alfresco, bask in the warm Florida sun, or gaze out at the ever-changing bay views. Phenomenal sunrises off the bay paint a daily masterpiece that you can admire from the comfort of your villa.brThis villa's allure extends beyond its opulent interior; it boasts direct access to the resort’s private fishing dock and a convenient gas grill right outside your doorstep. Imagine catching your dinner just steps away from your vacation haven and then grilling it to perfection while watching the evening sky over the bay.brFor those who are water enthusiasts, a boat slip is available, allowing you to explore the surrounding waters at your leisure. Whether you're into fishing or simply cruising along the tranquil bay, the options are endless. In this vacation villa, you have the privilege of experiencing the true essence of beachfront living and savoring the beauty of Longboat Key in unparalleled comfort and style.brAbout Beach Castle ResortbrEscape to the timeless allure of Beach Castle Resort, a family-friendly community nestled on picturesque Longboat Key, offering an enchanting blend of Old Florida charm and modern comfort. The resort boasts a range of accommodation options, including 1 and 2 bedroom condos, and this unique 3 bedroom villa. Each are meticulously designed to provide a cozy and inviting atmosphere for your stay.brImmerse yourself in the essence of relaxation at our community heated pool and hot tub, surrounded by comfortable chairs, umbrellas, and tables, perfect for unwinding under the warm Florida sun. For the active traveler, we offer tennis and pickleball courts to indulge your competitive spirit.brIf you're a fishing enthusiast, our private boat dock with a convenient fishing table awaits your catch of the day. Savor the outdoors with a bayside gas grill, ideal for cookouts, and enjoy your meals at the adjacent table and chairs.brExploration is at your doorstep, with a leisurely stroll to nearby restaurants and shops. And when you're ready for some beachfront bliss, our private beach access welcomes you with sun loungers, umbrellas, and a beachside patio featuring a table, chairs, and a gas grill for seaside picnics. Rinse off the salt and sand in our outdoor shower after a day in the waves.brAt Beach Castle Resort, you have the flexibility to enjoy a short getaway or an extended stay, making it one of the rare resorts that cater to your vacation preferences. Discover a tranquil haven where memories are made and cherished amidst the beauty of Longboat Key's coastline.brLongboat Key Life Once 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.

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Sleeps

$194.39

/ Nightly

Cottage

Perfect cottage! Million dollar views

Longboat Key, Florida, United States

Adorable beach cottage with million dollar views of Sarasota Bay out front and a canal out back. Gorgeous seating in both locations offer a choice of views! Fish right out the door or keep your boat on our lift for an additional charge. Add private Beach access, Duarte Park for a hike and fabulous restaurants all just a 5 minute walk and you'll never want to leave!brThe charming cottage has beach inspired decor and is well equipped. We rented it, loved it, and bought it! A secret gem!brThe spacebrnull.brGuest accessbrFull house

2

Bed

2

Bath

5

Sleeps

$297.17

/ Nightly

Apartment

Cabana Beach Club - Beachfront Stunning Ocean View *Snow Bird Promo* Winter 2027

Longboat Key, Florida, United States

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

2

Bed

2

Bath

6

Sleeps

$440.18

/ Nightly

Private Vacation Home

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

Longboat Key, Florida, United States

Welcome to your perfect getaway on Longboat Key, FL! This stunning three-story vacation home is a dream come true for families and groups seeking a luxurious, yet comfortable retreat by the beach. With three spacious bedrooms and three beautifully appointed bathrooms, this home comfortably sleeps up to eight guests, making it ideal for larger gatherings.brbrbrbrAs you step inside, you’ll be greeted by an open and airy living space that invites relaxation. The master bedroom boasts a plush king-sized bed and a private balcony where you can sip your morning coffee while taking in the serene surroundings. Upstairs, you'll find a cozy bedroom with a full-sized bed, as well as a versatile guest bedroom featuring three single beds and a day bed, perfect for the kids or extra guests. brbrbrThe fully equipped kitchen makes it easy to whip up your favorite meals, which you can enjoy on the private balcony or by the pool. For those who love to grill, the gas grill is ready for your culinary adventures. After a day of sun and sand, unwind in the comfortable den with a sleeper sofa.brbrbrbrFor the active vacationers, this home comes with bikes and kayaks, allowing you to explore the beautiful surroundings of Longboat Key at your own pace. Whether you're biking along the scenic paths or paddling through the calm waters, adventure is always just a step away. And when it's time to hit the beach, you'll be just a short walk or drive away from the pristine shores, where you can soak up the sun, swim in the Gulf, or simply relax with a good book.brbrbrbrWith garage and outdoor parking, you’ll have plenty of space for your vehicles and any beach gear you bring along. This Longboat Key retreat truly has it all—luxury, comfort, and endless opportunities for fun. Book your stay today and start making memories that will last a lifetime!brbrbrbrAccommodations: 3 bedrooms, 3 bathrooms, flex room or 4th bedroom with multi-bunksbrbrbrbrLocation: 723 Marbury Ln, Longboat KeybrbrbrbrAmenities: Short Walk to Beach, Private Pool, Gas Grill, 2 Private Balconies, Bikes, Garage Parking, Kayaks, Boat DockbrbrbrbrBedding: 1 King, 1 Full, 3 Twins, 1 Sleep Sofa, 1 Day BedbrbrbrbrView: PoolbrbrbrbrMinimum Night Requirements: MonthlybrbrbrbrWell trained dogs welcomebrbrbrbrNo parties or events allowed at this property

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$289.77

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Condo

Secluded Bayside Gem with Spectacular Views!!!!

Longboat Key, Florida, United States

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

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$680.26

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Villa

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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$374.85

/ Nightly

Condo

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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$440.89

/ Nightly

Condo

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

3

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2

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6

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