Vacation Rentals By Owner In Longboat Key, FL

$598.57

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

Longboat Key, Florida, United States

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

Bed

3

Bath

8

Sleeps

$288.15

/ Nightly

Condo

Cozy 2-bedroom condo in fantastic Longboat Key, Florida

Longboat Key, Florida, United States

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.

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Bath

Sleeps

$418.43

/ Nightly

Private Vacation Home

Longboat Key Beach House

Longboat Key, Florida, United States

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.

3

Bed

2

Bath

9

Sleeps

$223.26

/ Nightly

Condo

Grand Bay 626 by FVC

Longboat Key, Florida, United States

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

Bed

Bath

Sleeps

$139.64

/ Nightly

Private Vacation Home

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

Longboat Key, Florida, United States

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!

3

Bed

2

Bath

5

Sleeps

$350.92

/ Nightly

Private Vacation Home

Pool, Spa and Beach Access Hideaway Bay

Longboat Key, Florida, United States

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.

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Bath

Sleeps

$396.93

/ Nightly

Condo

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

Longboat Key, Florida, United States

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

2

Bed

2

Bath

6

Sleeps

$342.14

/ Nightly

Condo

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

Longboat Key, Florida, United States

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.

2

Bed

2

Bath

4

Sleeps

$173.78

/ Nightly

Condo

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

Longboat Key, Florida, United States

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

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Bath

Sleeps

$250.78

/ Nightly

Private Vacation Home

Bayfront Home on Longboat Key w/Boat Lift

Longboat Key, Florida, United States

Stunning Panoramic Bay Views from Every Room!brbrThis beautifully renovated and turnkey-furnished 2-bedroom, 2-bathroom residence also includes a bonus sunrooma bright, inviting space with a brand-new leather pull-out sofa, perfect for use as a third bedroom when needed.brbrTake in majestic Sarasota Bay views from every room, with direct access to the Intracoastal Waterway and deeded beach access just steps away. Boating enthusiasts will appreciate the private dock with a 10,000 lb liftbring your own boat or rent one during your stay!brbrDesigned for entertaining, this home features a fully equipped outdoor kitchen, ideal for grilling and dining al fresco while enjoying the serene waterfront backdrop.brbrThis pet-friendly unit allows for 30-day minimum rentals, making it an excellent choice for seasonal living or extended getaways. Whether you're lounging in the sun watching boats drift by, fishing, kayaking, hosting friends, or simply relaxing, this home offers the ultimate coastal lifestyle.brbrIdeally located just down the street from Harry's famous Restaurant, Deli, and Corner Store, with nearby access to Durante Park, Bayfront Park, bike and kayak rentals, and a wide array of fabulous restaurants and shops. Just a short drive to St. Armands Circle and Anna Maria Island, this rare gem offers the best of both Gulf-front relaxation and peaceful bayfront living.brbrAmenities Include:brbr- View: Full Bay Viewsbrbr- Waterfront: Yesbrbr- Beach Distance: Approx. 1/2 milebrbr- Beach Access: Approx. 1/2 milebrbr- TV Cable/Satellite: Cable TVbrbr- Internet Access: Wifi Internetbrbr- washer dryer: washer dryer in homebrbr- Bed Size 1st/Master: Kingbrbr- Bed Size 2nd Rm: Queenbrbr- Beds Pull-out: Pull out Sofabrbr- Parking: Private Parkingbrbr- Patio: Patio with Full Bay Viewsbrbr- BBQ Grill: Outdoor Kitchenbrbr- Furnished: Turnkey Furnishedbrbr- Pets Allowed/Type: Dogs Allowed up to 50lbsbrbr- Gated: Gated Entrancebrbr- Minimum Stay: 30 days/nightbrbr- Agent: Gregory Kossbrbr- Office: Longboat Keybrbr

2

Bed

2

Bath

6

Sleeps

$624.03

/ Nightly

Condo

Welcome to your seaside sanctuary! Nestled along the shores of Longboat Key.

Longboat Key, Florida, United States

Nestled along the tranquil shores , this modern 2-bedroom beach condo invites you to experience the ultimate coastal retreat. With panoramic views of the azure waters and direct beach access just steps away, indulge in the sun, sand, and surf right from your doorstep. brbrStep inside to discover a cozy yet modern escape, where coastal-inspired decor and ample natural light create an inviting ambiance. The spacious living area offers a comfortable haven to unwind after a day of beachside adventures, while the fully-equipped kitchen beckons aspiring chefs to whip up seaside delicacies.brbrBoth bedrooms are thoughtfully appointed with plush bedding and serene coastal decor, ensuring a restful night's sleep as you're lulled by the gentle sound of the waves. Wake up to breathtaking view private balcony, sipping your morning coffee as you watch the world come to life.brbrBeyond the comforts of your condo, endless opportunities for relaxation and recreation await. Whether you're lounging by the pool, strolling along the pristine shoreline, or exploring the vibrant local scene at St. Armands Circle (2 miles away) , every moment here promises to be filled with unforgettable memories including sunsets from you patio with a refreshing drink in hand.brbrEscape to your own piece of paradise at this 2-bedroom beachfront retreat – where sun, sea, and serenity converge for the ultimate coastal getaway.

2

Bed

2

Bath

4

Sleeps

$297.56

/ Nightly

Condo

Arbomar #701 - 4485 GMD - ON the Beach!

Longboat Key, Florida, United States

7th floor corner unit with balcony offering wide, sweeping view of the beach and Gulf. Both bedrooms offer clear view of Bay and downtown Sarasota. The unit has been newly updated and professionally decorated complete with tile floors, quartz countertops, high end furnishings and remote blinds. Living Room has 65 Smart TV with Dolby ATMOS soundbar, queen size sleeper sofa and remote blinds over sliding door to balcony. Kitchen offers top of the line appliances and cooking implements (Zwilling knives, All-Clad cookware, Kitchen-Aid mixer, Vitamix blender, Cuisinart food processer). Master Bedroom has queen sized bed, 55 Smart TV, remote blinds, walk-in closet. Guest Bedroom has two twin beds, 55 Smart TV, remote blinds, custom closet.brbrLocated in the Arbomar, a nine story, 35 unit building located mid-key with easy access to Saint Armand's Circle, Publix and many highly rated restaurants. Building amenities include a beachside pool, gas grills, shuffleboard and other lawn games, exercise room, community room, lounge chairs for the beach, and dedicated parking.

Bed

Bath

Sleeps

$521.02

/ Nightly

Condo

Whitney Beach 319 2brm beachfront

Longboat Key, Florida, United States

Summary:brbrExperience this ground floor 2 brm/2 bath Unit# 319 at the Whitney Beach III condo complex on Longboat Key. Entertain your guests as you watch the sunsets!brbrThe master bedroom provides a tranquil atmosphere with earth tones. The en suite bathroom offers its step-in shower. The guest bedroom offers space for visiting family with a queen bed plus a set of twin bunk beds for the kids. Tub/Shower combination in the guest bath. brbrYour own office affords you the privacy to work from home .brbrBring your bikes, kayaks, and tennis rackets.brbrRRR-01064.2025brbrbrbrGuest Access:brbrKeyless lock systembrbrbrbrThe Neighborhood:brbrWhitney Beach III is a beachfront condominium community offering 1 and 2 bedroom condos, an EV charging station, tennis courts, community grills, chaise loungers for your enjoyment.brbrbrbrInteraction with Guests:brbrHost is available via cell, text, email or in person if requested.

Bed

Bath

Sleeps

$349.33

/ Nightly

Condo

Beachfront Luxury Rental | Longboat Key Condo | Ground-Floor, King Bed

Longboat Key, Florida, United States

Summary:brbrDiscover your Longboat Key beachfront luxury rental for a required one-month minimum stay. This completely renovated ground-floor condo at Whitney Beach offers the ultimate Florida extended stay experience. Keywords: Beachfront condo, Longboat Key, monthly rental, extended stay, ground-floor, king bed. brbrRRR-01063.2025brbrbrbrThe Space:brbrEscape for your ideal monthly Florida vacation to this meticulously renovated, 1 bedroom/1 bath luxury condo. Perfect for one or two guests seeking a relaxing, extended-stay experience, this residence is designed for the discerning traveler. And offering a living room sofa doubling as a pullout for overnight guests.brbrbrbrThe tranquil color palette invites immediate relaxation. Unwind in the spacious bedroom featuring a king-sized bed and an expansive walk-in closet with a dedicated makeup counter—allowing for seamless transitions from beach casual to evening elegance. A private workspace offers an ideal area for digital nomads or executives to manage their business with high-speed internet.brbrbrbrYour exclusive outdoor space is just steps from the pool and an 80-foot walk to the beach for direct Gulf of Mexico access. Enjoy premium beachfront living with the convenience of a ground-floor unit. Secure your luxury long-term stay on the Gulf Coast today!brbrbrbrGuest Access:brbrPrivate entrance, unassigned open air parking. A 4 digit door code will be texted to you 24 hours prior to your arrival.brbrbrbrThe Neighborhood:brbrA beachfront condo complex on Longboat Key in Whitney Beach. Quiet location.brbrA lease and association is required along with an application fee included in your rental contract. This would be completed after booking made and direct contact achieved.brbrbrbrGetting Around:brbrThere is open free parking on site. A parking pass provided is required to be placed on the rearview mirror of your vehicle.brbrbrbrInteraction with Guests:brbrLive locally and am available if needed, but otherwise, guests are undisturbed.

1

Bed

1

Bath

4

Sleeps

$486.86

/ Nightly

Condo

Whitney Beach 321 2brm beachfront

Longboat Key, Florida, United States

Summary:brbrImmerse yourself in refined luxury with this impeccably designed Whitney Beach #321. This condo offers spacious living areas flooded with natural light. The gourmet kitchen boasts top-of-the-line appliances. Retreat to the sumptuous master suite and indulge in the opulent ensuite bathroom. The guest bedroom offers a queen and a set of bunk beds. Private workspace with desk provide an opportunity to continue your business needs. Outside, a landscaped oasis with a pool awaits. Located in a sought-after Whitney Beach III. Experience luxury and redefine modern living with this exceptional sanctuary. RRR-01065.2025brbrbrbrThe Neighborhood:brbrWhitney Beach III Gulfside

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Sleeps

$403.54

/ Nightly

Condo

Beach Castle Resort, 2nd Floor, Updated, Walk to Beach/Bay, Pool

Longboat Key, Florida, United States

Welcome to your ideal getaway at Beach Castle Resort, Unit 16 on Longboat Key! This charming second-floor condo offers a cozy coastal vibe that will instantly put you in vacation mode. This two-bedroom, two-bathroom retreat is perfect for families or friends looking to unwind in a serene, beachside setting and just a 2-minute walk to the private beach where beach chairs and umbrellas are provided for your stay. brbrAs you step inside, you'll be greeted by an open living area designed for relaxation and comfort. The living room features a comfy queen pullout sofa and a huge SMART TV, making it the perfect spot for movie nights or catching up on your favorite shows. The wooden dining table, accompanied by four stylish wicker chairs, provides a great space for meals or board games.brbrThe kitchen is a chef's dream, boasting granite countertops, white cabinetry, and stainless-steel appliances. It's fully stocked with all the essentials you'll need to whip up delicious meals, whether you're preparing a quick breakfast before heading to the beach or a gourmet dinner to enjoy on the lanai.brbrSpeaking of the lanai, the sliding glass doors open to a screened-in outdoor space that truly feels like an extension of the living area. Here, you'll find a glass dining table for four, perfect for al fresco dining, and a cozy outdoor couch where you can sip your morning coffee or evening cocktail while taking in the lush landscaping. Surrounded by mangos and palm trees, the lanai offers a peaceful and private retreat.brbrThe primary bedroom is a sanctuary of comfort with a king-sized bed, soft linens, and a large dresser for all your belongings. The SMART TV ensures you can unwind with your favorite shows before drifting off to sleep. The primary bathroom features a large walk-in shower with stunning tile accents in hues of blue and copper, a vanity, and elegant copper hardware, creating a spa-like atmosphere.brbrThe guest bedroom is equally inviting, with two queen beds adorned with fun beachy bedspreads and vibrant art. This room has its own ensuite bathroom, which includes a tub and shower with the same beautiful tile accents behind the vanity and in the shower, ensuring a cohesive and stylish look throughout the condo.brbrBeach Castle Resort offers a range of amenities to enhance your stay, including a heated pool, hot tub, and private beach access. Whether you're lounging by the pool, taking a leisurely stroll along the pristine beach, or exploring the local shops and restaurants, you'll find plenty of ways to enjoy your time on Longboat Key.brThis updated condo at Beach Castle Resort combines the best of coastal living with modern comforts, making it the perfect choice for your next vacation. Book your stay today and experience the tranquil beauty and relaxed atmosphere of Longboat Key!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.brbrbr**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! brbrbrTown of Longboat Key: RRR-00266.2025

3

Bed

2

Bath

6

Sleeps

$777.27

/ Nightly

Private Vacation Home

Heated Pool, Dock, Putting Green, Close to Beach!

Longboat Key, Florida, United States

Decked Out on Marbury is a beautifully updated two-story home on a deep-water canal in the heart of Longboat Key. Boasting 4 bedrooms and 4.5 bathrooms, this resort-like home has plenty of fun amenities to ensure a memorable vacation for the entire family. The private house comfortably sleeps 10 and features a boat dock for those interested in bringing their personal watercraft.brbr- Heated Pool for Year Round Funbr- Just Steps from Longboat Key Beach br- Putting Greenbr- Propane Grill br- Private Boat Dock br- Pet-Friendly Home br- Fully Stocked Kitchen br- Kayaks br- Fire Pit br- Pool Loungersbr- Outdoor Seating br- Beach Essentials br- Keurig and Drip Coffee MakersbrbrAs you enter the home you will immediately go into vacation mode. The large entryway leads you to a variety of places to explore. Tucked directly to your left is a cozy den with a comfy sleeper sofa, over-sized bean bag chair, decorative console with TV and arcade-style golf game. A perfect little hideaway for the kid in all of us. Immediately to the right is the two-car garage entrance and a staircase that leads to the second story bedrooms.brbrAs you continue into the heart of the home you will find the formal dining room with a large, ornate wooden table with seating for 8, and buffet table to place all the delicious foods you will prepare in the gourmet kitchen. Just a few steps away is the inviting living room with over-stuffed couches, ottoman, chaise lounge and large flat-screen TV. Watch out for the octopus! French doors and large windows offer up amazing views of the pool and canal, as well as access to the backyard oasis. brbrAround the corner from the living room is the spacious and updated kitchen with high-end appliances. A cook's dream, the large space is well-equipped with everything needed to make a home-cooked meal and more. The granite bar with 7 stools is a great place to watch the cook in action or grab a quick bite before heading out to the beach. A small pool bathroom is conveniently located by the French doors in the kitchen, and the laundry room with large ice machine is just steps away. brbrOn the first floor you will find the primary bedroom suite on one end of the house, and the kids oversized bedroom at the other end near the kitchen. The primary bedroom contains a comfortable king bed appointed with soft bedding and flat-screen TV. French doors lead to the private pool and backyard. The primary bath has a tile enclosed, walk-in shower, granite top vanity and private restroom. The children's bedroom has two sets of twin bunk beds, large dresser and private bathroom with tub and shower.brbrOn the second floor there is a nice reading nook in the hallway and two guest bedrooms, both with queen size beds, TV's and dresser space. They each have their own private bathroom with tub and shower. brbrOutside is where all the fun begins! The private backyard hosts a heated pool, putting green, fire pit, dock and a variety of loungers, chairs, and couches to relax and soak in the sunshine. A round dining table and chairs, plus high-top bar with seats offers options for dining al fresco. Ready to explore the canals and Gulf Plenty of kayaks are available on the side of the house and there is room to tie up your boat at the dock. When it's time to explore the island on land, bicycles can be found in the two-car garage along with plenty of beach toys and essentials.brbr---------------------------------------------------------------------brOther Things to Note:brbrPet Fee: This is a pet friendly home and allows up to two dogs. Please include your pet in your booking so we can make the appropriate departure cleaning arrangements. A $250 pet fee is required to help with the departure cleaning to remove pet hair and dander from any furnishings and floors for our future guests. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding, and we look forward to hosting you and your pup!brbrPool Heater: We recommend only heating the pool in the months of October through May, as the pool during summer months should not need heating. If you’d like the pool heated during your stay, please let us know 48 hours or more before your arrival so we can have it ready for you. Please note, if you request heating after check-in, a $50 service fee will be added for our team to come out and activate the heater. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding—we want to ensure you enjoy a comfortable and relaxing swim!brbr---------------------------------------------------------------------brbrLongboat Key Life brbrLongboat 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 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.brbrbrRRR-00694.2025

Bed

Bath

Sleeps

$272.43

/ Nightly

Condo

Longbeach Lucky 13: Where Island Time Begins & Relaxation Never Ends by RVA

Longboat Key, Florida, United States

No luck needed here to know you've stumbled upon one of the best spots Longboat Key has to offer. Longbeach Lucky 13 by RVA is a two-bedroom, two-bathroom nicely appointed condominium in the idyllic community of Longbeach Village. Nestled back from the main island road, and tucked on the quiet Northern end, this community is the type of place where people ride their bikes to the beach or migrate to the water with a picnic basket to watch the sunset. Set at a different clock than the rest of the world -- at Longbeach Lucky 13 you will feel transported to a place of relaxation and retreat. Located in the Nautilus section of Longbeach Village, Unit #13 is spacious and includes a large galley kitchen, stainless steel appliances, laundry area, master and guest en-suite bathrooms and generous walk-in closets. But the show stopper has to be the private screened patio with plenty of space to sit back and enjoy the views. Located within a short walking distance from the islands pristine sand beaches -- at Longbeach Lucky 13 you are never far from an island escape. Also located just a short bike ride from many of our most popular island restaurants stops including Whitney's, The Shore and MarVista -- and anyone who has already been to our island can tell you these restaurants are unique and worth the trip alone. The community of Longbeach Village is a sanctuary that includes access to a heated community pool and community tennis courts, lush foliage and tropical ambiance. Whatever your island dreams are made of - we guarantee you will thank your lucky stars for finding Longbeach Lucky 13. brbrbrbrAccommodations: 2-Bedroom, 2-BathroombrbrbrbrAmenities: Gulf Views, Full-size Kitchen, Large Screened Patio, Wireless Internet, Washer/Dryer in Unit, Stainless Steel Appliances, Walking Distance to the Beach, Community Pool, Community Tennis Courts, En-Suite Bathrooms and Walk-in ClosetsbrbrbrbrLocation: 7065 Gulf of Mexico Drive Unit #13, Longboat Key FL 34228brbrbrbrBedding: 1 King, 1 Double BedbrbrbrbrView: Gulf ViewbrbrbrbrMinimum Night Requirements: 1 MonthbrbrbrbrAssociation Requirements (non refundable)br$125 + Application to Longbeach Condo Association,br$25 Check made payable to Lighthouse Property Management

2

Bed

2

Bath

4

Sleeps

$215.93

/ Nightly

Condo

Gorgeous 3-bedroom beachfront unit at Club Longboat!

Longboat Key, Florida, United States

New gorgeous 3 bedroom unit at Club Longboat! A developer's dream, and was this developers original unit! Completely remodeled, updated with all the comforts of home!brbrClub Longboat Beach and Tennis has long been an iconic gem on Longboat Key! It is situated in close proximity to St. Armand's 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 the place on the beach where generations enjoy family and friends. From a beautiful gulf front beach, to 8 Har-Tru Tennis Courts, 2 pools, Clubhouse and social activities, it's all here to enjoy.brbrCall Wagner Realty today to book your dream vacation getaway: brbrAmenities Include:brbr- View: Tennis courts-landscapingbrbr- Application Fee Req.: 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: Full bottom/twin topbrbr- Bed Size 3rd Rm: Fullbrbr- Beds Pull-out: Yesbrbr- Floor No.: 4brbr- Parking: Carport 436brbr- Balcony: Yesbrbr- BBQ Grill: Communitybrbr- Furnished: Updatedbrbr- Exercise Facility: Yesbrbr- Tennis: Yesbrbr- Minimum Stay: 30 daysbrbr- Agent: Gregory Kossbrbr- Office: Longboat Keybrbr

3

Bed

3

Bath

7

Sleeps

$275.69

/ Nightly

Condo

Cedars West C-105 - Beach, pool and tennis

Longboat Key, Florida, United States

Brand New Cedars West unit available!!!brbrDiscover the unique Florida vacation paradise of Cedars West where the splendor of Florida's Gulf Coast is rivaled by the elegant interior of your luxurious two bedroom condominium. Tastefully designed to complement the natural beauty of its surroundings, Cedars West offers privacy as well as breathtaking views. Watch the sunset on the water. Listen as the gentle waves caress the shore. Gather exquisite shells as you stroll the beach. You might enjoy a dip in our heated swimming pool. One of the best Florida vacation rentals on Longboat Key.brbrWagner RealtybrbrAmenities Include:brbr- View: Garden view/ Gulf viewbrbr- Waterfront: Yesbrbr- Beach Distance: Gulf frontbrbr- Pool, Heated: Yesbrbr- Beach Access: Yesbrbr- Pool: Yesbrbr- TV Cable/Satellite: Yesbrbr- Internet Access: Yesbrbr- washer dryer: Yes-stackablebrbr- Bed Size 1st/Master: Kingbrbr- Bed Size 2nd Rm: 2 Twinsbrbr- Beds Pull-out: Trundlebrbr- Floor No.: Ground floorbrbr- Parking: 1 designated spotbrbr- Patio: Screenedbrbr- Lanai: Yes/Screenedbrbr- BBQ Grill: Communitybrbr- TVs/VCR/DVD: Yesbrbr- Furnished: Yesbrbr- Tennis: Yesbrbr- Minimum Stay: 14 daysbrbr- Agent: Gregory Kossbrbr- Office: Longboat Keybrbr

2

Bed

2

Bath

6

Sleeps

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