34228, Florida, United States Vacation Rental Homes By Owner - Page 18

Step into tranquility with Longboat Village Getaway, a charming two-bedroom, two-bathroom stilted home nestled on the peaceful residential side of Longboat Key. Situated within walking distance of the Longboat Key Center for the Arts, where creativity flourishes, you'll relish in the serene ambiance this vacation retreat offers.brbrbrbrRecently updated with clean, contemporary furnishings and amenities, and just a brief stroll from the renowned Longboat Key beach, this spacious home is perfect for families, groups, couples, or anyone seeking ample space to unwind in paradise.brbrbrbrFeaturing wireless Internet access, a fully-equipped kitchen, private balconies off each bedroom, a loft media room, a cozy den for additional guests, and a convenient private washer/dryer, Longboat Village Getaway provides everything you need for a memorable vacation experience.brbrbrbrEscape to your own slice of paradise - book your stay at Longboat Village Getaway today and embrace the bliss of Longboat Key's tranquil surroundings.brbrbrbrAccommodations: 2-Bedroom, 2-BathroombrbrbrbrLocation: 7080 Longboat Drive North, Longboat KeybrbrbrbrAmenities: Private Balconies off each Bedroom, Wireless Internet, Full-size Kitchen, Loft Media Room, Pets Allowed (with restrictions), Washer/Dryer Availability, Private LocationbrbrbrbrBedding: 1 King in Master, 1 Queen in Downstairs Guest Bedroom + Sleeper Sofa in DenbrbrbrbrView: Garden ViewbrbrbrbrMinimum Night Requirements: Restrictions ApplybrbrbrbrPet Policy: An additional pet fee will be added to applicable bookings. To reserve a pet-friendly booking contact our local team or select the additional pet fee at checkout. Pets not given prior approval will not be accepted.

Charming Longboat Village Hideaway–2BR in a Quiet Coastal Neighborhood by RVA

Longboat Key, Florida, United States

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Bath

Sleeps

$302.57

Discover a newly renovated beachfront sanctuary where Tommy Bahama-inspired style meets modern luxury. This 4th-floor retreat features travertine marble floors, granite countertops, and custom cabinetry throughout. Relax on your private lanai as the sun sets over the Gulf of America, or spend your days enjoying our heated beachside pool, private tennis and pickleball courts, and exclusive beach access.brAdventure awaits with bay access for kayaking and fishing, and Bayfront Park just across the street. When you aren't exploring, unwind in the spacious living area featuring smart TVs, a new Bassett sectional, or retreat to the master suite with its own private balcony and spa-like walk-in shower. Located just seven minutes from the world-class dining of St. Armand's Circle and the cultural gems of Sarasota, this is the ultimate tropical lifestyle.

Exquisite Beachfront Condo with both Sunrise & Sunset Views

Longboat Key, Florida, United States

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Bath

Sleeps

$264.15

Discover the beauty of Longboat Key from this superb 1-bedroom townhome. With a pleasant living room and 2 sofa beds, our property offers a cool and comfortable space for guests. Enjoy the convenience of amenities like a washing machine, WiFi, iron, hair dryer, heating, and AC. Whether you're relaxing in the cozy bedroom or exploring the nearby attractions, you're sure to make fantastic memories with a stay at our place.

Cozy 1-bedroom townhome in charming Longboat Key with AC, WiFi

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$244.02

Welcome to your island getaway at 6960 Poinsettia Avenue, a bright and breezy 2-bedroom, 2-bath home just a short stroll from the beautiful beaches of Longboat Key. This laid-back coastal retreat is all about comfort, sunshine, and easy island living.brbrInside, you’ll find an open, airy floor plan with plenty of natural light and a relaxed beach-house vibe. The kitchen is fully equipped for casual meals at home, and the cozy living area is perfect for lounging after a day on the sand. Step outside to your private patio surrounded by tropical greenery — the perfect spot for morning coffee, or unwinding under the stars.brbrYou’ll love how close you are to everything — the beach, local restaurants, island shops, and even nearby St. Armands Circle are just minutes away. Whether you’re here to soak up the sun, paddle through the bay, or simply slow down and enjoy the island pace, this charming home makes the perfect Longboat Key escape.brbrHighlights:br2 bedrooms / 2 bathroomsbrShort walk to the Gulf beachesbrPrivate patio with tropical landscapingbrBright, open living spacesbrClose to restaurants, shops, and island attractionsbrPets AllowedbrbrAccommodations: 2- Bedroom, 2- BathroombrbrLocation: 6960 Poinsettia Ave. Longboat Key, FL 34228brbrBedding: Queen in primary, Queen in guest, Queen sleep sofa in living roombrbrView: GardenbrbrMinimum Night Requirements: 30 day minimumbrbrPet Policy: An additional pet fee will be added to applicable bookings. To reserve a pet-friendly booking contact our local team or select the additional pet fee at checkout. Pets not given prior approval will not be accepted.

Casa Poinsetta- 2BR in a Quiet Coastal Neighborhood by RVA.

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$338.93

MONTHLY/SEASONAL RENTAL! Welcome to Paradise. This very comfortable and spacious 3rd floor, 1500 sqft 2 bed/2 bath condo has 3 different water views. Master bedroom has King size bed & second bedroom has twin beds. The casual beach condo sleeps 6, and features a fold out sectional sofa, washer/dryer, granite counters, and 2 enclosed lanais. Amenities include basic cable, WiFi, heated pool, canoe/kayak launch, fishing pier, tennis/pickleball court, outdoor grills, updated club room with kitchen. Portobello is a friendly condo complex, close to everything, with access to the bay and its own private beach. This is a place you will love to return to every year. (Please note strict occupancy limit of 6 people. Condo board fines $500 per day for occupancy over 6 people. An HOA information form must be submitted and approved prior to tenancy.)

Beautiful Portobello Condo Steps to Private Beach, Tennis and Pool

Longboat Key, Florida, United States

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Bath

Sleeps

$478.37

Welcome to Longboat Dream! Professionally managed by Gulf Coast Vacation Rentals, experience this brand new 3-story residence on Longboat Key offering the ultimate in luxury and relaxation. Boasting a private pool and spa, this oasis is just steps away from private beach access at the end of the street.brbrMain Level: As you enter, the main level greets you with a spacious garage and sliding glass doors that lead to the fenced-in yard. Here, you'll find the sparkling pool and spa, complemented by an outdoor dining table and plenty of chaise loungers for soaking up the Florida sun.brbrInside, the open-concept living area is flooded with natural light from large windows, creating an inviting and airy atmosphere. The living room features a comfortable L-shaped couch and two additional day chairs, perfect for lounging or entertaining. Adjacent to the living room is a chef's dream kitchen, complete with a large kitchen island, top-of-the-line appliances, and a lovely dining table. A convenient half bathroom is also located on this level.brbrThe first bedroom, also on the main level, offers a king-size bed and an attached bathroom with a gorgeous walk-in shower, providing a private retreat for family and loved ones.brbrTop Level: The top level houses the laundry area with a washer and dryer for your convenience. At the end of the hall, the primary bedroom awaits, featuring a king-size bed, a desk for setting up your remote office, and an attached spa-inspired bathroom. Indulge in the dual vanity and the giant walk-in shower with dual shower heads for a truly luxurious experience.brbrThe third bedroom is perfect for kids, with double bunk beds accommodating four twin beds and an attached bathroom with a stunning shower/tub combo. The fourth bedroom offers another king-size bed and an attached bathroom with a shower/tub combo, ensuring comfort and privacy for all.brbrEvery detail in this home exudes a lovely coastal and welcoming vibe, allowing you to truly relax in paradise. Nothing was overlooked in the design, ensuring that your stay here will be nothing short of extraordinary.brbrThere is an 85 TV in the main living room and 55 TV's in all of the bedrooms. brbrThere are outdoor deck space on each level including rooftop deck, that has two chaise loungers for you to soak up the Florida sunshine, a table perfect for dining while looking over the view of the water. brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties.brbrFurry friends welcome! Up to 2 pets allowed. A non-refundable pet fee applies and must be paid directly to the management company.brbrPrivate beach access is down at the end of companion way, next to Sea Twig Condominiums. brbrPool heating is optional, for an additional non-refundable fee of $25 per day + taxes to be paid directly to the management company after the reservation is confirmed. Pool heat request made after guest arrival will incur an additional $45 trip charge. The pool & spa cannot be heated at the same time.

Luxurious 4BR pool home on Longboat Key steps to the beach - Longboat Dream

Longboat Key, Florida, United States

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Bath

Sleeps

$287.02

Welcome to your island retreat! Now priced even more attractively and boasting coastal charm, this lushly landscaped residence stands as the most affordable single-family listing on Longboat Key, Florida. This delightful and turnkey furnished single-story garden home is of block construction and located in the heart of the highly sought-after historic Longbeach Village, on the north end of Longboat Key. Just moments from the bay and the extraordinary white sand beaches of the Gulf of Mexico, this property is a beach lover's paradise. The bayside neighborhood is golf cart friendly and enjoys convenient access to a variety of outdoor activities, from kayaking and paddle boarding to boating and fishing. Enjoy coffee at the bayfront with stunning sunrises, or head over to the nearby beach to witness breathtaking sunsets over the Gulf of Mexico. Upon entering the home, you are greeted by a bright, open floor plan that seamlessly connects the living, dining, and kitchen areas. Large windows and sliding glass doors flood the living space with an abundance of natural light. The living area features a cozy wood-burning fireplace, making it an inviting spot for relaxation and gatherings. The open kitchen boasts ample storage and serving spaces. The split floor plan offers two spacious bedrooms designed for comfort and tranquility. The exterior spaces include a generous and inviting lanai, large private outdoor shower, and copious storage areas for bicycles and other island lifestyle accessories. If you have considered building new, use the home to enjoy as your private getaway, or seasonal or monthly rental right away. In Longbeach Village you will find a relaxed and friendly atmosphere uniquely placed just steps to the bay and multiple restaurants and waterside dining. The convenient Whitney Plaza offers additional restaurants, coffee shops, a salon, pub, fitness centers, and a delightful boutique. Sarasota and St. Armands Circle is just a short drive away to the south with its renowned arts and entertainment venues. While Anna Maria Island and Bridge Street is a short drive to the north. Experience this rare and affordable opportunity to experience the treasured island lifestyle that Longbeach Village and Longboat Key have to offer.

Longboat Key Vacation Rental - Steps From Beach & Restaurants

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$153.53

Seasonal And Monthly Rental. Beautifully remodeled 1st floor Whitney Beach condo where you can enjoy the easy carefree island living here in this newly remodeled beach condo. The highly desirable ground floor condos here at Whitney Beach provide an additional 200sf+/- of outdoor space in the form of two separate outdoor patios. The front courtyard with privacy fencing and pavers is perfect for outdoor living and toy (Kayaks, Sup, Bikes, Beach gear) storage. The very scenic back paver patio provides a tranquil space to take in the sights and sounds of island life as an ideal dining space. As you make your way inside you will immediately notice improvements and upgrades. brbrThe interior offers a large open space that really leads the 1-bedroom condos in spaciousness here on Longboat Key. The beautifully remodeled kitchen opens up and overlooks the large living and dining areas that provides a wall of glass overlooking a scenic back patio with lush tropical landscape that is legendary here at Whitney Beach plus peek-a-boo view of Bishops Bayou. Upgrades include Kitchen remodel with new stainless steel appliances, new faucet, new sink, beautiful quartz countertop and stylish backsplash. Living room is filled with very attractive new flooring and modern furniture. The Master bath is a spa like atmosphere. It has been completely remodeled with a walk-in shower, floor to ceiling modern tile, glass doors, new flooring and very attractive dual vanity with vessel sinks. Master bedroom en-suite provides direct access from the bathroom to the oversized master bedroom with a spacious closet. The complete interior is freshly painted with a cool coastal contemporary feel. In-unit washer / dryer plus outside storage providing tremendous convenience. brbrThis condo community as a whole has never been better! Three years of improvements in this timelessly favored complex with new and improved boat docks, decking and boat house. Buildings have been repainted and all courtyard fences, stairways and walkways have been replaced. New landscaping, paver walkways and lighting fixtures throughout. Whitney Beach is a Beach-to-Bay community providing access to Bishop's Bayou leading to Sarasota Bay for boating, kayaking and paddle boarding. On the beach side, there is Whitney Beach Conservatory, land owned by the condo association for use by residents and guests with 800 ft of pristine beach frontage on the Gulf! There are 2 tennis courts, 2 tiki huts and picnic areas, two heated swimming pools, Bbq area and the beautiful beach with lounge chairs for use on the gorgeous white sand of Longboat Key. brbrThis is a destination you will enjoy on the beautiful north end of Longboat Key! Plenty of restaurants and shopping are close by in the Whitney Beach Plaza and the historic Village district. Short drive to Anna Maria and St. Armand's Circle, featuring world-reknown shopping and dining.brbrRates shown are base rents that include utilities. Additional fees include departure cleaning fees, Internet fees if not provided by Owner, sales/resort taxes and pet fees if applicable. Note that rates are subject to change without notice and reservations are not guaranteed until initial reservation deposit is received. Holiday rates may apply as applicable.brbrAmenities Include:brbr- View: Garden Viewbrbr- Application Fee Req.: Yesbrbr- Waterfront: Bayside communitybrbr- Beach Distance: Closebrbr- Pool, Heated: Heated Poolbrbr- Beach Access: Deededbrbr- Pool: 3 Community Poolsbrbr- TV Cable/Satellite: Cable TVbrbr- Internet Access: Wifibrbr- washer dryer: washer dryer in Unitbrbr- Bed Size 1st/Master: Kingbrbr- Beds Pull-out: Sleeper sofabrbr- Floor No.: Ground Floorbrbr- Parking: One Reserved Parkingbrbr- Patio: Enclosed openbrbr- Furnished: Turnkey Furnishedbrbr- Master Bath Features: Walk-in showerbrbr- Community Features: Pool-tennisbrbr- Tennis: Tennis Courtsbrbr- Minimum Stay: 30 daysbrbr- Agent: Gregory Kossbrbr- Office: Longboat Keybrbr

Longboat Key Paradise! Pool ~ Beach ~ Kayaking ~ Shopping

Longboat Key, Florida, United States

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Bath

Sleeps

$521.81

Welcome to Sea Duced—your exclusive beachfront getaway on the beautiful shores of Longboat Key! This rarely available 3-bedroom, 3-bath townhouse in the 360 North community features its very own private indoor pool and sits just steps from the soft white sand and sparkling Gulf of Mexico.brbrOriginally designed by Tim Seibert, co-founder of the Sarasota School of Architecture, this home perfectly frames the breathtaking views of the beach and brilliant blue waters. With nearly 3,000 square feet of living space, you'll enjoy soaring vaulted ceilings, contemporary finishes, sculptural lighting, PGT impact windows, and an in-unit private elevator. Five separate outdoor decks invite you to relax, unwind, and soak in the coastal breeze.brbrThe main living level is open, bright, and beautifully designed with custom cabinetry and a gourmet kitchen featuring sleek quartz countertops. The spacious primary suite is a true retreat with a king-size bed, private balcony, skylights, hardwood floors, and a luxurious ensuite offering a soaking tub and large walk-in shower. The guest rooms are welcoming as well—one with a queen-size bed and the other with two full-size beds, perfect for family and friends.brbrTucked within a 9-acre stretch of protected beachfront, this charming gated community offers peace, privacy, and nonstop relaxation. Located on the north end of Longboat Key, you're just moments from Bradenton Beach and Anna Maria Island. Each bedroom, the living room, and the pool area are equipped with flat-screen Smart TVs, and cable is available in the 3rd-floor master suite and living room.brbrNorth Longboat Key is also a paradise for swimming, boating, and fishing—and conveniently only 30 minutes from the airport.brbrSea Duced is where comfort, serenity, and stunning coastal beauty come together. Your escape awaits!brbrImportant Things to KnowbrbrYour reservation may require you to fill out a Home Owners Association application that may request personal details.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No pets.brbrPool heating is optional, for an additional non-refundable fee of $25 per day + taxes to be paid directly to the management company after the reservation is confirmed. Pool heat request made after guest arrival will incur an additional $45 trip charge.brbrIn addition to the main fridge and washer/dryer inside the home, there is an extra fridge and washer/dryer located in the garage for guest use.brbrPlease note that the property mailbox is reserved for owner correspondence and is not available for guest use. If you need to receive mail during your stay, we suggest arranging a temporary PO Box at the local post office.

Luxury beachfront Longboat Key getaway with indoor pool - SeaDuced

Longboat Key, Florida, United States

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Sleeps

Select Dates for Price

RVA features an intimate beachfront condominium property on the Gulf of Mexico. The quiet beach can be reached by charming wooden boardwalk that extends to the back of the property. Hugged by lush landscaping and featuring a spectacular swimming pool, Sea Twig is a paradise beach getaway. This two-bedroom, two-bath unit is beautifully furnished in Florida pastel decorations. Enjoy the hardwood floors, full-sized kitchen, private lanai, and community pool.brbrbrbrAccommodations: Two-bedroom, two-bathbrbrbrbrAmenities: Private Lanai, Grill, Wireless Internet, Full-size Kitchen, Community Pool, Washer/Dryer, Beach AccessbrbrbrbrLocation: 5645 Gulf of Mexico Drive, Longboat KeybrbrbrbrBedding: 1 King, 2 TwinsbrbrbrbrView: Gulf Front ViewbrbrbrbrMinimum Night Requirements: Restrictions Apply

Gulfside Escape at Sea Twig #103- Relax & Unwind Steps to Sand & Pool by RVA

Longboat Key, Florida, United States

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Bath

Sleeps

$598.57

Unit #221S - Spacious & Upgraded 3-Bedroom Beachfront Condo on Longboat KeybrbrExperience the perfect blend of comfort and convenience in Unit #221S, a beautifully upgraded three-bedroom condo on Longboat Key. This unit is the result of combining #220 and #221 through a lock-off door, creating a spacious retreat ideal for families or larger groups.brbrRecently renovated with stylish, modern furnishings, Unit #221S offers a full-sized dining room and a well-equipped kitchen, perfect for preparing meals at home. There's also a kitchenette for added convenience, plus a private balcony off the kitchen where you can enjoy your morning coffee or evening cocktails while soaking in the fresh air.brbrWith two king-sized beds and one queen-sized bed, the condo comfortably accommodates up to 8 guests. Relax in the cozy living area, or take advantage of the beach access just steps away. With three bathrooms, each with a hairdryer, this condo is designed for comfort and practicality.brbrAdditional amenities include WiFi, heating, air conditioning, and a washing machine for your convenience. Whether you're lounging by the pool, exploring the local area, or unwinding on the beach, Unit #221S is the perfect home base for your Longboat Key vacation.brbrBook your stay today and enjoy all this beautiful condo has to offer!

3-bedroom, 3 bath condo in beautiful Longboat Key. Beachfront views w/ pool.

Longboat Key, Florida, United States

Bed

Bath

8

Sleeps

$288.15

Stay comfortably in Longboat Key at this lovely 2-bedroom condo. The space features a king bed and twin beds, plus a cozy living room with queen sofa bed for extra guests. With two bathrooms, each equipped with a shower and hair dryer, getting ready is a breeze. The condo offers a tranquil atmosphere, perfect for unwinding after a day of exploring. Guests can enjoy the convenience of heating and air conditioning to stay comfortable year-round. Kick back, relax, and enjoy everything Longboat Key and our tremendous condo has to offer.

Cozy 2-bedroom condo in fantastic Longboat Key, Florida

Longboat Key, Florida, United States

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Bath

Sleeps

$418.43

This quaint beach house with a private backyard and outdoor shower is everything you need to enjoy your relaxing Florida getaway, which includes your beach supplies. It’s 1 block to the beach access, great restaurants and a deli, Also Included is membership and access to Cedars East Tennis Club, which includes a junior Olympic POOL, Pickleball Courts, world class tennis courts, pickleball courts, 24 hour gym and tiki bar, also a 5 minute walk away. Minutes to Holmes and Coquina Beaches.brCentrally located on Longboat Key, with the casual lifestyle, home is located on a quiet street that dead ends at a canal with bay. It’s 1 mile to the beach access it’s a block to Great Restaurants and Shopping! Walk to 32 acre Durante Park - a beautiful coastal hammock forest. Take a bike ride to Bicentennial Park or enjoy shuffleboard, basketball, soccer, tennis and more at the Bay Front Park Recreation Center. Welcome to Paradise! Only minutes from St. Armand’s Circle Cozy beach house has a private backyard with outdoor seating and fire pit. There is a gas grill for grilling your meals. The outdoor shower is a great way to rinse off in nature. The front porch offers a nice place to have your morning coffee.

Longboat Key Beach House

Longboat Key, Florida, United States

Bed

Bath

9

Sleeps

$223.26

Luxury Waterfront Retreat at Grand Bay – Unit 626, Longboat Key brbrExperience the ultimate in coastal elegance at this stunning waterfront condominium at Grand Bay on Longboat Key. Professionally managed by Florida Vacation Connection, this beautifully appointed two-bedroom, two-bathroom residence offers breathtaking bay and golf course views, resort-style amenities, and a prime location near St. Armands Circle and downtown Sarasota. brbrStep into a bright and spacious open-concept living area, where floor-to-ceiling windows showcase the sparkling waters of Sarasota Bay. The expansive terrace provides the perfect spot for morning coffee or evening cocktails as you take in the serene surroundings. brbrThe fully equipped gourmet kitchen boasts granite countertops, modern appliances, and ample space for preparing meals. The elegant primary suite features a king-size bed, terrace access, a spa-like en-suite bathroom, and walk-in closets. The guest bedroom is thoughtfully designed with comfort in mind, making it a welcoming retreat for visitors. brbrAs part of the exclusive Grand Bay community, guests will enjoy access to a wealth of resort-style amenities, including: br- A heated waterfront pool and spa br- A state-of-the-art fitness center br- Tennis courts for friendly matches br- A private beach club for residents and guests br- 24-hour gated security for peace of mind brbrLocated just minutes from white sandy beaches, world-class dining, and upscale shopping, this luxury retreat is the perfect escape for those seeking relaxation, adventure, and everything in between. brbrBook your unforgettable Longboat Key getaway today!brbrTown of LBK RRR-01259.2025

Grand Bay 626 by FVC

Longboat Key, Florida, United States

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Bath

Sleeps

$139.64

OUTSTANDING LOCATION on LONGBOAT KEY, only a 5-minute drive to the gorgeous beach!brbrThis delightful beach house is 1,404 sq ft with 2 bedrooms, 2 bathrooms, a large deck and outdoor area with a fire pit.brbrThe main living area is on the 2nd floor, which you can access by wooden stairs from the front and back of the house.brbr★Living Area:brWalk up the stairs and you will feel right at home in this charming house! The living room is very cosy with its large U-shaped couch, armchairs, wooden floor, large TV (65), and beachy decoration.brThe white wooden dining table with 4 chairs is perfect for your meals or as a work desk.brbr★Kitchen:brPods and trash bags provided to start you off.brThe kitchen is fully equipped with updated appliances: microwave, oven, stove, dishwasher, fridge, coffee maker, kettle and toaster.brbr★Bedrooms:brBedsheets provided.brThe beautiful master bedroom, in shades of white and blue, features a queen size bed, TV, 2 night stands with lamps, a large window, wooden floors and white armchairs.brThe 2nd bedroom includes a king size bed that can be changed into 2 twins per your request. This beach-themed room includes 2 night stands with lamps, large carpets and cute frames. It's luminous with several widows.brbr★Bathrooms:brThe master bathroom is en-suite with a large walk-in shower with 2 shower heads, a sink and toilet.brThe 2nd bathroom is located just before this bedroom, with a tub, sink and toilet.brbr★Outdoor Space:brWalk through the sliding doors and you will love the large deck with outdoor furniture, grill, and large umbrella to fully enjoy your Floridian vacation.brYou have another set of stairs from the deck behind the house that leads to the backyard. The available fire pit will be perfect for your stay during winter time!brThere's even an outdoor shower you can use to rinse sandy feet.brbr★Laundry:brThe large washer & dryer (LG) are located in the closet.brbr★Parking:brYou can park up to 2 cars in the driveway in front of the garage (do not park on the street).brbr★Miscellaneous:brThe first floor features a 2 doors garage space but CANNOT be used to park cars. It's perfect to store your beach things or luggage. There's an extra fridge you can use, as well as 2 beach chairs, 2 umbrellas and 1 beach cart.brA roll-away bed is available as well (located there) - it's for 1 guest only, and not a long term stay option. Please, move up the stairs very carefully and at your own risk.brbr★Location:brThis house is at the perfect location on Longboat Key: Saint Judes Drive is a quiet street off the main road, but with everything you need.brBoth a convenient store and a restaurant are located on St Jude Dr. Other restaurants and a bike rental are at walking distance.brThe beach is just a short drive away: head toward Gulf of Mexico Drive, turn left, and you'll find public parking on your right within a mile for easy access to the sand.brLongboat Key is famous for its beautiful beaches, luxury resorts and Golf courses. it's the perfect location for a peaceful and dreamlike vacation.brbr★ If you want to discover more of Sarasota:brLido Key, St Armand's Circle (famous for its boutiques, restaurants and events) and Mote Aquarium are 15 min drive away.brAna Maria Island (Coquina Beach), is 15 min drive awaybrDowntown Sarasota (with its boutiques, restaurants, bars, theater, opera, exhibitions, events...) is 20 min drive away.brSRQ Airport is 25/30 min away.brbr*Please be aware that Joan Durante Community Park is located just behind the house with wetlands. The backyard is not fenced and wetlands could be accessed from the property - supervise children at all times.*brbr★Important Notes & Rules:br- Not a party house, please be mindful of residentsbr- No pets - a small dog could be accepted, contact usbr- Non smokingbr- Ac cannot be lower than 70 F and heat cannot be higher than 82 Fbr- Don't leave doors/windows open when AC/Heat is running.brbr★Add-on:brTraveling with a little one We offer a Pack 'n Play for use during your stay for a one-time fee of $50. This includes clean, fitted sheets for your convenience. Just let us know in advance if you'd like to add this to your booking!brbr★Wildlife Awareness:brFlorida's diverse wildlife awaits responsibly; refrain from direct contact and adhere to safety guidelines. For more information, visit the Florida Fish and Wildlife Conservation Commission.brbrYour unforgettable getaway awaits!

Delightful 2/2 Beach House LBK 5 Min drive to Beach

Longboat Key, Florida, United States

Bed

Bath

5

Sleeps

$350.92

Recently added to our Luxury Longboat Key Vacation Rentals - Please welcome Beachwalk Hideaway with Private Pool and Spa – Steps to Beach Access. brbrWelcome to Beachwalk Hideaway, an elegant Longboat Key vacation rental tucked away on quiet Firehouse Court, offering the perfect blend of luxury, privacy, and island charm. This intimate coastal retreat is ideal for guests seeking a 30-day minimum stay on Longboat Key, where relaxed sophistication meets effortless beach living.brbrInside, the home is beautifully designed with coastal-inspired décor, natural textures, and abundant natural light that creates a calm, welcoming atmosphere. Spacious living and dining areas flow seamlessly into the outdoor space, making this home perfect for entertaining, unwinding, and embracing the indoor-outdoor lifestyle that defines Florida Gulf Coast living. Thoughtfully appointed bedrooms provide a peaceful sanctuary after sun-filled days on the island. brbrPrime Location Near Longboat Key Beach and Bradenton Beach - This Longboat Key luxury rental is just a short walk to three nearby beach access points, all located within one block, ensuring easy access to powdery white sand and some of the best sunsets on the Gulf of Mexico. Guests also enjoy walkable access to top local dining, including Whitney’s, Shore, and Mar Vista, as well as nearby Bradenton Beach, home to the beach market, Bridge Street shopping, and vibrant waterfront restaurants. brbrPrivate Outdoor Oasis with Pool & Spa – Step outside to discover an exceptional outdoor living space featuring a luxurious private pool and spa, surrounded by lush tropical landscaping. A private enclosed outdoor shower adds an extra touch of island living, perfect after a day at the beach or a dip in the pool. Whether you’re enjoying morning coffee on the patio, relaxing poolside, or unwinding in the spa under the stars, Beachwalk Hideaway offers a true island escape designed for relaxation and rejuvenation.br brIdeal for Monthly Stays on Longboat Key - Perfect for seasonal residents, snowbirds, or extended stays, this monthly Longboat Key rental offers comfort, privacy, and an unbeatable location. Every detail has been curated to support longer stays while maintaining the elegance and ease of a luxury vacation home. brbrbrProperty Details:brAccommodations: 3 Bedrooms | 2.5 BathroomsbrBedding: 1 King | 2 Queen Beds | 1 Queen Sleeper SofabrOutdoor Features: Private Pool and Spa, Epansive Outdoor Living SpacebrAddress: 350 Firehouse Court, Longboat Key, FL 34228brMinimum Length of Stay: Varies - Contact Us For DetailsbrLocation Highlights: Walk to beach access, Dining, Bradenton Beach and Bridge StreetbrComplimentary electric car charger with Tesla chargerbr3-in-1 game tablebrElliptical machinebrPets Allowed: Dogs only, Max Weight 40 lbs. Anything outside the scope, please call for consideration.brbrBeachwalk Hideaway is more than a Longboat Key rental—it’s a refined coastal retreat where time slows down, stress fades away, and island living is experienced at its finest.

Pool, Spa and Beach Access Hideaway Bay

Longboat Key, Florida, United States

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Bath

Sleeps

$396.93

Escape to a tranquil paradise on Longboat Key and discover the hidden gem known as Pura Vida, a delightful 2-bedroom, 2-bath ground floor condo located within the serene Beach Castle Resort in unit 15. With its beautifully updated interior boasting a cool and clean coastal chic aesthetic in soothing hues of blue, cream and white, this vacation rental promises a relaxing retreat like no other.brbrThe primary suite is a haven of comfort and style, featuring a spacious bathroom with a walk-in shower, a single sink vanity, and all the amenities you need. Sink into the plush platform king bed with solid wood nightstands and a generous dresser while enjoying your favorite shows on the flat-screen TV.brbrIn the guest bedroom, you'll find two inviting queen beds, adorned with crisp white bedding, and a charming, distressed-washed dresser. A flat-screen TV is also at your disposal for entertainment. Rest and rejuvenate in this peaceful space.brbrThe open living and dining area is designed for relaxation and socializing. Unwind on the comfortable cream colored sofa or ultra-suede swivel chairs while watching movies on the large flat-screen TV. Gather around the modern dining table for four, where you can enjoy meals and create lasting memories.brbrThe well-appointed kitchen is equipped with modern stainless-steel appliances, a granite countertop, and an abundance of glasses, cookware, and utensils. Whether you're a culinary enthusiast or just need to prepare a quick snack, you'll find everything you need here.brbrThe guest bathroom is equally impressive, featuring a granite vanity, sink, and a spacious walk-in shower. Convenience and elegance seamlessly combine in this space.brbrStep outside from the living room onto the screened-in lanai, where you can savor your morning coffee or dine al fresco at the outdoor table and chairs. Surrounded by tropical landscaping adorned with mature mango trees and swaying palms, this private retreat offers a serene space to unwind and soak up the natural beauty.brbrFor those seeking aquatic adventures, the condo is just a few steps away from the heated community pool and hot tub. Sun loungers, umbrellas, tables, and chairs are at your disposal, ensuring you can bask in the Florida sun in style and comfort.brbrBeach lovers will be delighted to know that the resort provides private access to the pristine Gulf of Mexico beaches, offering endless opportunities for sunbathing, swimming, and beach combing. Additionally, water enthusiasts can take advantage of the private boat dock on the bay, perfect for fishing, kayaking, or boating.brWhether you're seeking relaxation, outdoor adventures, or a peaceful getaway, Pura Vida at Beach Castle Resort on Longboat Key offers it all. Book your vacation rental today and experience the beauty and serenity of this secluded paradise. Your perfect vacation awaits!brbrAbout 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, each meticulously designed to provide a cozy and inviting atmosphere for your stay.brbrImmerse 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.brbrIf 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.brbrExploration 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.brbrAt 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.brbrLongboat Key Life brLongboat 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.brbr**IMPORTANT PARKING INFORMATION**brBeach Castle Resort has a new parking pass policy in place. Each reservation includes one on-site parking pass, which must be clearly displayed on your dashboard whenever your vehicle is parked on the property. You’ll find the pass inside the condo—please retrieve it after check-in time. To avoid any issues, we kindly ask that you do not park at the resort before check-in or without the pass displayed. Unauthorized vehicles may be towed. An extra parking pass will be provided for The Cedars Condominiums just a short distance up the street. Thank you for your cooperation and understanding!brbrTown of Longboat Key: RRR-00690.2025

Beach Castle Resort, 1st Floor, Pool, Walk to Beach/Bay

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$342.14

Experience Longboat Key like a local in this 2-bedroom condo. This lovely property features 2 queen beds, AC, WiFi, heating, and a bathtub. Make your holiday one for the books with a stay at our place.

Charming 2-bedroom condo with WiFi and AC in beautiful Longboat Key

Longboat Key, Florida, United States

Bed

Bath

4

Sleeps

$173.78

New Listing at Long Beach! brbrBeautiful private beachfront and located on Florida's favorite white sand! This beautiful condo is located on Longboat Key, just minutes from St Armand's Circle and Anna Maria Island, with plenty of opportunities to explore the Island. To fully enjoy your stay, the community pool is right around the corner from the back screened patio and in only a few more steps is your very own private beach. The guest bedroom features a walk-in closet with its own en-suite bath. The master bedroom has access to an oversized patio, perfect for those picture-perfect sunsets.brbrGrocery stores are only five minutes away and so is Bradenton Beach's Historic Bridge Street, where you will find rooftop bars, piano bars, an abundance of restaurants, and island shops.brbrCall Wagner Realty today to book your vacation getaway! brbrAmenities Include:brbr- View: Gulfsidebrbr- Application Fee Req.: Yesbrbr- Waterfront: Yesbrbr- Beach Distance: Beachsidebrbr- Pool, Heated: Yesbrbr- Beach Access: Yesbrbr- TV Cable/Satellite: Yesbrbr- Internet Access: Yesbrbr- washer dryer: Yesbrbr- Bed Size 1st/Master: Kingbrbr- Bed Size 2nd Rm: Queenbrbr- Beds Pull-out: Yesbrbr- Floor No.: 1st floorbrbr- Lanai: Yesbrbr- Furnished: Yesbrbr- Tennis: Yesbrbr- Agent: Gregory Kossbrbr- Office: Longboat Keybrbr

Stunning UPDATED BEACHFRONT Rental on Longboat Key, Close to AMI, Shopping, Dining, and More!

Longboat Key, Florida, United States

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Bath