Vacation Condo Rentals By Owner In Longboat Key, FL

Offered by FL Vacation Connection, this perfect island getaway is located on the southern tip of Longboat Key with a beautiful beach and pool area. brThis deluxe unit features almost 1700 sq ft with a 52’ long, beachfront lanai. The oversized living and dining area and both bedrooms open to the lanai. There is a fully equipped kitchen with microwave oven and a washer and dryer. The master bedroom has a king size bed with dressing area and bath. The guest bedroom has two twin/single beds and a dressing area and bath. brOur guests have access to the beautiful private beach, pool and hot tub area only. Resort amenities (golf, dining, tennis, room and maid service or fitness) are private and not included. No money is exchanged on the property.

2 Bedroom Beachfront Condo by FVC

Longboat Key, Florida, United States

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Select Dates for Price

Looking for a laid-back getaway with water views and island vibes Welcome to your home away from home on the beautiful bay side of Longboat Key! This comfy 2-bedroom, 2-bath condo has everything you need for a peaceful and relaxing stay.brbrWake up to gorgeous sunrises over the bay, and spend your days soaking up the Florida sunshine. The condo features a bright and open living space, a fully stocked kitchen with all the essentials, and a cozy screened-in lanai that’s perfect for morning coffee or evening cocktails.brbrThe master bedroom has a king-size bed and private bath, while the second bedroom comes with two twin beds—great for guests. There’s plenty of space to stretch out, unwind, and enjoy island life.brbrStep outside and you’re just a short walk or bike ride from the beach! The community also offers a heated pool surrounded by tropical scenery.

Pelican Harbour, Beach Club T2 Condo by RVA

Longboat Key, Florida, United States

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Bath

Sleeps

$371.28

On the Beach - Full view of the Gulf of Mexico. Fully furnished and equipped. Includes Long Distance phone service within the US, 2 TV's with cable service, Wi-Fi high speed internet, Screened Gulf front Lanai with table and chairs for a great dining view. second floor unit near the elevator. Coin operated washer / dryer available on each floor. Near the famous St Armands Circle for great shopping and restaurants.

ON the Beach, 2nd Floor, Elevator, Heated swimming pool and Spa, Freshly painted

Longboat Key, Florida, United States

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Bath

Sleeps

$344.83

Totally renovated 2 Bedroom & 2 Bath 4th floor Condo in the Beachplace gated community with beautiful views of the Gulf and Bay! Recently decorated with a coastal feel and a brand new 55” TV, the condo has a King Sized Master Bedroom Suite and Twin beds in the guest room and a washer dryer in the unit. Amenities: Grounds have a resort like look and feel, Heated Pool and Spa, Nice Clubhouse, Fitness Center with Locker Room and Sauna, Tennis Courts, Elevator and Wireless Internet. Beachplace is just minutes from the renowned shops and world-class dining at St. Armand's Circle and downtown Sarasota. One Month rental Minimum but some special request will be considered. No smoking / no pets.

Gulf and Bay View Newly Renovated Condo

Longboat Key, Florida, United States

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Bath

4

Sleeps

$238.37

Your cozy getaway awaits in Longboat Key at this pleasant condo. With two bedrooms featuring a king bed and a twin bed, guests find plenty of space to relax. The two bathrooms include showers, luxury towels, and hair dryers, making mornings easy and comfortable. Enjoy a peaceful atmosphere where you can unwind after a day of exploring. Take a dip in the salt water pool or walk the beach to your hearts desire! The condo stays comfortable year-round with air conditioning and heating, leather recliners, and much more. This enjoyable retreat offers a welcoming place to call home. Feel free to reach out to us during your stay – we're happy to suggest local spots to check out.

Lovely Gulf Front 2-bedroom condo with in charming Longboat Key. First floor.

Longboat Key, Florida, United States

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Bath

Sleeps

$257.37

Welcome to Dolphin's Retreat, where you can experience the ultimate beachfront vacation! brbr Property Highlights:br✨ Beachfront access: Enjoy direct access to the beach just steps away from the condobr✨ Fully equipped kitchen: Includes refrigerator, oven, stove, microwave, and dishwasherbr✨ Ocean views: Stunning views from the living room or bedroombr✨ Washer and dryer: In-unit for your conveniencebr✨ Cable TV and Wi-Fi: High-speed internet and cable TV channelsbr✨ Community pool: Refreshing dip after a day at the beachbr✨ Tennis court: On-site for family or friendsbr✨ Parking: Dedicated parking space includedbrbrThis stunning property boasts panoramic ocean views and direct access to the pristine white sand beach. Spend your days swimming, sunbathing, and relaxing on the beach, or venture out to explore the nearby attractions, restaurants, and shops. Inside, beautifully decorated condo is fully equipped with all the amenities you need for a comfortable and luxurious stay. The highlight of this property is the private balcony overlooking the ocean, where you can enjoy your morning coffee or a glass of wine while watching the dolphins play in the water. With spacious and comfortable bedrooms with King beds, a fully equipped kitchen, and a cozy living area with sleeper sofa, you'll have everything you need for a relaxing and rejuvenating stay. This complex is complete with top-notch amenities that will make your stay comfortable and enjoyable. Take a refreshing swim in our heated pool, where you can soak up the sun and relax in a tranquil atmosphere. If you're looking to stay active, our tennis courts offer the perfect opportunity to work up a sweat and challenge yourself with a friendly game. You are also walking distance to Broadway Street where you have Whitney's, Mar Vista, and the Shore restaurants. Book your stay at Dolphin's Retreat and make unforgettable memories on the beautiful beachfront of Longboat Key!brbrbrPAYMENT AND CANCELLATION TERMS WHEN BOOKING ON VRBObrbrAt the time of booking your credit card will be charged by Shore Thing Property Services LLC for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrWe require 25% deposit with the final payment due 60 days prior to your arrival date. Full payment will be due immediately if the arrival date is within 60 days. brbrAlthough the VRBO policy states no refunds, we will refund in the event that you need to cancel your reservation prior to 60 days before your arrival date. We will implement our Shore Thing Properties cancellation policy as indicated on the rental agreement. This allows for a refund of the deposit paid minus a $250 cancellation fee and the original management fee. Within 60 days of arrival there are no refunds.brbrADDITIONAL INFORMATION:brbrHouse keeping will provide you with a starter supply of toilet paper, soap, and garbage bags, but guests will likely need to replenish the supply during their stay.

Beachfront Bliss: 2/2 with Stunning Gulf Views!

Longboat Key, Florida, United States

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Bath

6

Sleeps

$294.08

Leave the snow behind and soak up the sun! This stunningly renovated 2-bedroom, 2-bathroom condo has everything you need for a carefree beach vacation – including a washer and dryer for sandy swimsuits!brbrEnjoy private access to the shimmering Gulf beaches, relax by the heated pool, or paddle your cares away in the community kayaks. Socialize in the spacious clubhouse, or get energized in the fitness center.brbrPerfectly located in the heart of the island, you’re just minutes from Publix, the charming boutiques and cafes of St. Armand's Circle, the vibrant culture of Downtown Sarasota, and the laid-back vibes of Anna Maria Island.brbrNote: Some amenities are still recovering from the 2024 hurricanes, but the sun, surf, and island magic are waiting for you!brbrBook your dream beach getaway today – paradise is calling!

Steps from the Sand – Luxury Beach Condo with Pool Access!

Longboat Key, Florida, United States

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Bath

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$527.34

Experience the ultimate beach lifestyle with this ground-floor condo at Silver Sands Resort, where your back lanai steps directly onto the white sands of Longboat Key's private beach. Enjoy unparalleled access for shell collecting, sandcastle crafting, snorkeling, and the thrill of spotting dolphins right from your doorstep.brbrUnit Features:br- Master Bedroom: Private, with a king-size bed and flat-screen TV for ultimate relaxation.br- Living Area: Cozy with a queen sleeper sofa and another smart TV, seamlessly flowing into a fully-equipped kitchen perfect for dining at home or enjoying meals with the ocean breeze on your screened lanai.br- Outdoor Living: The lanai offers an unobstructed view of the Gulf of Mexico, ideal for leaving the doors open to enjoy the sound of the waves while cooking, reading, or sleeping.brbrResort Amenities:br- Heated Saltwater Pool: Just ten steps from your door, equipped with complimentary chaise lounges and umbrellas for your sunbathing pleasure.br- Recreational Activities: Engage in shuffleboard or mini-golf right on the property, ensuring fun for all ages.brbr- Conveniences:br - On-site laundry facilities for your convenience.br - Maid services available to keep your stay as relaxing as possible.br - On-site management to cater to your needs.br - Wagons: Provided for easy hauling of luggage or groceries from your car.br- Free Wi-Fi: offering unlimited internet access in your unit and throughout the resort for work, entertainment, or staying connected with loved ones.brbrNearby Attractions with Driving Distances:br- Busch Gardens: About an hour's drive north in Tampa, offering thrilling rides and animal encounters.br- Anna Maria Island: Just a 20-minute drive north, known for its quaint charm and beautiful beaches. Don't miss the shops on Bridge Street, where you can find unique boutiques, art galleries, and local eateries.br- Ringling Museum of Art & Ca' d'Zan: Approximately 15 minutes away in Sarasota, a must-visit for art and history lovers.br- Lido Key: A quick 10-minute drive south, perfect for beach days and local exploration.br- Sarasota Bradenton International Airport: Only 10-15 minutes away, making your arrival or departure seamless.br- Myakka River State Park: About a 30-minute drive east, offering a deep dive into Florida's natural beauty.br- MacDill AFB: Around an hour north in Tampa, an excellent opportunity to visit a family member serving at the base, or for those interested in aviation and military history.br- Aquarium of Florida (Florida Aquarium): Roughly an hour's drive north in Tampa, educational and fun for all ages.br- St. Armand's Circle- About 10 Minutes South with shops and restaurantsbr-Joan Durante Park: A short drive away, this park features scenic trails ideal for walking or biking, offering a serene escape into nature.br-Bayfront Park: Also nearby, this park provides basketball and pickleball courts along with kayak rentals, making it a hub for both sports enthusiasts and water adventurers.br-Dining Options: Numerous restaurants are within walking distance, offering a variety of cuisines to satisfy any palate right after your day by the beach or in the parks.br-Harry's Convenience Store: Located on Longboat Key, this store is perfect for grabbing beach essentials, snacks, or a cold drink, just a short distance from your condo.br-ABC Baby Rentals: For families traveling with young children, ABC Baby Rentals offers all the necessary baby gear from cribs to strollers, located in Sarasota but serving the surrounding areas, ensuring a comfortable and hassle-free vacation.br-Backyard Bike Rental: Explore the island in style with rentals from Backyard Bike Rental, offering a range of bicycles for all ages, conveniently located near the resort.brbrThis condo isn't just a place to stay; it's your personal gateway to the Florida beach experience where every moment is filled with luxury, leisure, and the soothing sounds of the sea, surrounded by a wealth of attractions easily accessible by car.

Beachfront 1-bedroom condo in Longboat Key, Private beach in your backyard.

Longboat Key, Florida, United States

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Bath

Sleeps

$193.66

This Beachplace condo, situated on the sands of Longboat Key, Florida, offers a breathtaking, panoramic view of the Gulf of Mexico’s aquamarine waters! The 2-bed/2-bath direct oceanfront and RECENTLY UPDATED corner unit has new hurricane-impact glass doors and windows, new floorings throughout, completely renovated bathrooms, new custom closets, remodeled kitchen with new fingerprint-resistant stainless steel appliances, freshly painted walls, and new beach décor... brRelax inside, enjoying the soothing rhythm of the waves and the views of the glistening sunshine from the master bedroom, living room, and kitchen; Wine and dine on the wrap-around Lanai while admiring the sunset; Take a stroll along finely-combed, soft sands of the private beach, which is only steps away, and you might even catch dolphins dancing by... So, come enjoy this sensational paradise and an unforgettable getaway!br brBeachplace is a 24/7 gated and guarded community. It also features a luxurious club house with a fitness room, Club room, Olympic-sized heated swimming pool, children's pool, hot tub, Sauna, well-maintained tennis courts, pickle ball courts and a short drive to St. Armand’s Circle, where you can dine and wine at one of the many magnificent restaurants or shop for nifty items at those unique boutiques...br***RRCR#: RRR-00030.2023br***IMPORTANT:br1. Booking is by calendar month, exceptions may be made by the Owner.br2. Cancellation Policy varies depending on the Season and the duration of rental. PLEASE ASK OWNER for details!br3. Once reservation is made, Owner will provide a Lease, Welcome Guides, etc. br4. Condo Association has a No Pet, No Smoking Policy.

REMODELED!!! Enjoy a Taste of Paradise from an Oceanfront Condo on White Sands!

Longboat Key, Florida, United States

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Bath

4

Sleeps

$216.97

Welcome to this exquisite top-floor, 3 bedroom, 2 bath, end-unit condo at Bay Harbour by FVC. Newly furnished in 2022 and equipped with elevator access for your convenience. Start your mornings with a breathtaking view as you sip coffee overlooking the ocean, canal, and lush surroundings. Enjoy stunning vistas of the bay, meticulously landscaped grounds, and the inviting swimming pool.brbrAdventure awaits! Charter a yacht or pontoon or take a leisurely walk or ride to nearby restaurants and shops. Dive into paddleboarding, kayaking, swimming, golfing, or savor a home-cooked meal in a fully equipped kitchen. This exclusive island destination offers endless ways to relax and recharge, just a short causeway from the mainland.brbrInside, unwind with four new big-screen smart TVs, high-speed WiFi, a reclining leather sofa and bar area. The flexible bedroom with a Murphy bed doubles as a home office, perfect for combining work with a luxurious escape. BONUS, washer and dryer are conveniently located in-unit!brbrEach bedroom is designed with comfort in mind. The spacious king bedroom includes a daybed with two twin beds, while the queen master suite boasts an adjustable electric bed. Every room features private seating and a TV for maximum relaxation, whether you're traveling solo or with friends and family.brbrEnjoy the welcoming, safe, and upscale country-club atmosphere of Longboat Key. Spend your days lounging by the pool, exploring the neighborhood, and experiencing the beauty of ocean sunsets. From fresh ocean air to world-class dining, friendly locals, and boutique shopping, this destination has it all.brbrMake the most of your evenings with a two-minute stroll to Dockside Restaurant. Savor gourmet cuisine and cocktails on the water, all while watching a spectacular sunset. Whatever you desire, you’ll find a magical experience waiting for you in this luxurious Longboat Key condo!brbrLongboat Key RRR-01213.2024

Bay Harbour A306 by FVC

Longboat Key, Florida, United States

3

Bed

Bath

6

Sleeps

$381.69

Experience resort-style living in this beautifully updated sixth-floor condo at Promenade. The expansive open floor plan connects a modern kitchen to a spacious great room, leading to a large terrace with breathtaking ocean and bay views and unforgettable sunsets.brbrEnjoy exclusive access to 400 feet of private beachfront, a fully equipped fitness center, oversized heated pool and spa, private boardwalk to pristine white sands, and on-site management for added convenience. Just minutes from the shops and restaurants of St. Armands Circle.brbrRental requires a minimum stay of 3 consecutive months, making it perfect for seasonal getaways and long-term relaxation.

Luxury Coastal Escape in Longboat Key, Florida-Beachfront Condo for Rent!

Longboat Key, Florida, United States

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Bath

Sleeps

$400.21

Newly Renovated!! Sunny southern exposure abounds from this charming 2 bedroom 2 bath get a way at Beachplace. This third floor residence has wonderful Gulf beach views from the balcony. It is tastefully furnished with a spacious split bedroom plan. Flat screen TVs in the living room and both bedrooms, DVD players and wireless internet all for your enjoyment. The master bath, has a rain shower head and bench for seating. The spare bathroom, has a bath tub/shower combo. The kitchen includes a 36 inch induction range, and is fully stocked with all your cooking needs. Tropical landscaping and peaceful setting make it hard to ever leave. Beachplace, located on a prime stretch of perfect sandy beach of the Gulf, offers residents first-rate amenities. Heated pool and spa, stylish clubhouse, fitness center, and just steps to the beach and the pool. Close to the renowned shops and world-class dining at St. Armand's Circle and downtown Sarasota. One premium under-building parking space is included.

Relaxing Beachside Retreat on Longboat Key

Longboat Key, Florida, United States

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Bath

Sleeps

$404.87

Exclusive Gulf View Condo – Sand Cay Beach Resort, Unit 206, Longboat Key brbrWelcome to Longboat Key, one of the most beautiful and exclusive islands in Florida – ranked as the 2nd most favored island in North America by a leading travel magazine. Here, the authentic Florida beach lifestyle blends seamlessly with an elegant, upscale environment: miles of soft white sand, turquoise waters, refined dining, boutique shopping, and the tranquility of island life.br brAt the heart of the island lies the Sand Cay Beach Resort, a boutique beachfront property with just 60 privately owned condominiums. With its direct beach access, tropical gardens, heated pool, tennis & pickleball courts, BBQs, and on-site office, the resort combines relaxed Floridian charm with the comfort of a well-managed community.brbrbr✨ Condo Highlights – Unit 206 (Gulf View Category)brbr• 2nd floor condo with elevator access – perfect vantage point with panoramic Gulf views and unforgettable sunsetsbr• Fully renovated & modernized – updated bathrooms, hardwood floors, fresh paint, Caribbean-inspired décorbr• Premium equipment: 2024 Samsung Smart TV, BOSE Bluetooth sound system, Royal Doulton dishes, Villeroy & Boch kitchen accessoriesbr• Spacious 2BR / 2BA layout – ideal for families or couples traveling togetherbr• South-facing orientation – natural light fills the condo all daybrbrbr ️ Everything You Need for the BeachbrbrTo make your beach days effortless, we provide:br• Tommy Bahama portable beach chairsbr• Towelsbr• Umbrellasbr• Coolers for cold drinks and snacksbrbrbr☀️ Living & Comfortbrbr• Beach Style Interior: Bright, airy design with hand-picked furniture, coastal artwork, and stylish accessories that create an authentic Floridian atmosphere. Every detail, from the colors to the décor, reflects the charm of the Gulf Coast and makes you feel instantly at home.br• Fully equipped kitchen: Stainless steel appliances, ice cube maker, dishwasher, and a complete set of high-quality cookware, dishes, and utensils for every needbr• Open floor plan with kitchen, dining, and living areabr• DirecTV with a wide selection of live channels, including major sports networks – perfect for catching your favorite football games, movies, or family shows during your stay.br• High-Speed WiFi (up to 500 Mbit) – reliable and fast internet connection, perfect for streaming, video calls, and remote work.br• High-End hardwood flooring throughout for a fresh and elegant lookbrbrEverything you need for family meals, relaxed breakfasts while overlooking the ocean, or sunset dinners is at your fingertips.brbrbr Resort Amenities (included)brbr• Heated pool year-roundbr• Tennis & pickleball courts, shuffleboardbr• Beach furniture & loungers provided right on the sandbr• BBQ area directly at the beach – grill with a breathtaking ocean viewbr• Free WiFi across the resortbr• Complimentary laundry facilitiesbr• On-site office with friendly staff ready to assistbrbrbr Beaches & LocationbrbrFrom Unit 206, you are just steps from the white sandy beach of the Gulf of Mexico – semi-private, quiet, and never overcrowded. Watch pelicans, dolphins, and unforgettable sunsets right from your condo or while enjoying a stroll along the shore.brbrNearby you’ll also find:brbr• St. Armands Circle – fine dining & boutique shoppingbr• Robinson Preserve & Myakka River State Park – kayaking, bird watching, and Florida wildlifebr• Sarasota & Tampa Bay – culture, aquariums, theme parks, and morebrbrbr AtmospherebrbrBegin your mornings on the patio with the sound of the waves and the warmth of the Florida sun. Spend the day on the beach or by the pool, and in the evening relax with a glass of wine as the sky turns pink and orange. Fire up the beachside BBQs and grill with one of the best views on Longboat Key – the Gulf of Mexico right in front of you.brbrbrBook your stay at Sand Cay Beach Resort, Unit 206 (Gulf View Category), today and experience the perfect mix of authentic Floridian beach life and the luxury of Longboat Key’s exclusive island setting.

Exclusive Beach-Style Condo with great Gulf-View Sand Cay 206, Longboat Key

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$375.55

Adorable hidden gem directly on the beach and Gulf of Mexico.brYour own private beach with sun loungers and all the beach essentials.brBeautifully landscaped with a paved patio for dining al fresco and watching amazing sunsets.brbrWelcome to Las Hermanas #2, your direct beachfront 1-bedroom, 1-bath getaway nestled on the picturesque shores of Longboat Key. This charming vacation rental is part of the hidden gem that was once the renowned Starfish Motel, now transformed into a coastal haven that promises a rejuvenating escape.brAs you step into Las Hermanas #2, you'll be greeted by light hues of coastal blue that permeate the entire space, creating an atmosphere of tranquility and relaxation. The beachy furnishings, adorned with wicker, stripes, and crisp white accents, evoke the essence of seaside living, setting the perfect tone for your beach retreat.brThe living area is a cozy haven with a flat-screen TV, inviting you to unwind after a day of sun-soaked adventures. A pullout queen sleeper sofa provides additional sleeping space, making this vacation rental ideal for couples or small families. Direct access from the living area leads to the sunroom, where expansive views of the beach unfold, inviting the soothing sounds of the ocean breeze.brThe open kitchen is a culinary delight, boasting granite countertops, white cabinetry, and modern appliances. Fully stocked with cooking essentials, it invites you to whip up delicious meals during your stay. Two bar stools at the counter offer a casual dining spot, perfect for quick breakfasts or leisurely conversations while enjoying the coastal ambiance.brThe sunroom, bathed in natural light, features a dining table where you can savor your meals with a backdrop of panoramic views. Ceiling-to-floor sliding glass doors seamlessly connect the interior to the outside paved patio, creating a seamless transition between indoor and outdoor living. The patio, surrounded by local landscaping, showcases beautiful stone mosaic tables and benches, providing an inviting space for al fresco dining or simply basking in the coastal atmosphere. Grills are available for those who wish to indulge in a beachfront barbecue experience.brThe highlight of Las Hermanas #2 is undoubtedly the private beach access. A paved path leads from the patio to the sandy shores, where sun loungers await, inviting you to soak up the Florida sun. Experience breathtaking sunsets over the Gulf of Mexico, creating a spectacular backdrop for memorable evenings.brThe bedroom is a serene retreat with a plush king-sized bed, ensuring a restful night's sleep. Ample storage is provided by a large dresser, and the strategically placed windows offer captivating views of the beach, allowing you to wake up to the sight and sound of the Gulf.brThe bathroom features a bathtub and shower combination, a granite vanity, and soft towels that add a touch of luxury to your daily routine.brLas Hermanas #2 is not just a vacation rental; it's a sanctuary where coastal charm meets modern comfort. Whether you're seeking a romantic getaway or a family beach vacation, this hidden gem on Longboat Key promises an unforgettable experience with its inviting interiors, private beach access, and mesmerizing views of the Gulf.brLas Hermanas OasisbrSituated on the pristine shores of Longboat Key beach, Las Hermanas stands as a timeless retreat, embodying the essence of Old Florida coastal charm. Once known as the Starfish Motel over 30 years ago, this idyllic haven was aptly renamed The Sisters in homage to the owner's four daughters, who frolicked on these sands as little girls and continue to create cherished memories with their extended families today.brThis beachfront oasis comprises four individual and fully equipped accommodations, including two cozy studios and two spacious one-bedroom retreats. The allure of Las Hermanas lies not only in its familial history but in its direct connection to the Gulf of Mexico, offering guests a front-row seat to the breathtaking beauty of the Gulf.brA large paved patio beckons guests to unwind and revel in the coastal splendor, with private beach access, sun loungers, grills, and outdoor dining furniture creating an inviting atmosphere for relaxation and camaraderie. Conveniently located close to shops, restaurants, and a grocery store, Las Hermanas invites visitors to immerse themselves in the perfect blend of tranquility and accessibility, ensuring an unforgettable retreat on the sun-kissed shores of Longboat Key.brLongboat Key LifebrOnce a vacation land of the Timucuan and Caloosa Indians, Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida's southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island's eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island’s winding bike path.brLongboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views.brJust south and across the bridge is bustling St. Armand's Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops.brbrTown of Longboat Key: RRR-01192.2024

Beach Front Hidden Gem Steps to the Gulf and Sand

Longboat Key, Florida, United States

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Bath

Sleeps

$371.35

Private oasis directly on Longboat Key beach and steps to the Gulf of Mexico.brFully equipped with all the essentials, coastal decor and comfy king size bed and linens.brPlenty of outdoor furniture and sun loungers on the large patio to enjoy the beach views, sunshine and sunsets.brbrEscape to the enchanting coastal haven of Las Hermanas #3, a hidden gem nestled within the idyllic landscape of Longboat Key. As part of the formerly known Starfish Motel, this one-bedroom, one-bathroom beachfront retreat invites you to indulge in the ultimate seaside getaway.brAs you step into Las Hermanas #3, you're greeted by a delightful burst of pastel hues adorning the walls, setting the tone for a charming and relaxing atmosphere. Coastal casual furnishings seamlessly blend with the surroundings, creating a warm and inviting ambiance. The open floor plan seamlessly connects the living room and kitchen, providing a sense of spaciousness and unity.brThe living room is a cozy retreat, featuring a queen sleeper sofa and two generously sized, plush chairs – the perfect spot to unwind after a day of sun-soaked adventures. A flat-screen TV offers entertainment, but the real showstopper is the direct passage to the sunroom, where panoramic views of the Gulf of Mexico await. This sun-drenched haven is adorned with a dining table and seating for four, creating a tranquil spot to enjoy meals with a backdrop of breathtaking ocean vistas.brSlide open the ceiling-to-floor glass sliders, and step onto the beautiful outdoor patio. Here, stone mosaic tables and benches beckon for al fresco dining or simply basking in the sun-kissed glow. Grills are ready for barbecue enthusiasts to showcase their culinary skills. The patio is enveloped by lush local foliage, creating a sense of seclusion and natural beauty.brA meandering path leads to the private beach, where an array of sun loungers invites you to soak up the sun or lose yourself in a captivating book. The rhythmic sound of the waves provides a soothing soundtrack to your tropical escape.brThe kitchen is a chef's dream, boasting granite countertops, white cabinetry, and modern appliances. Equipped with cooking essentials, it's a space where culinary creations come to life. Whether you're preparing a gourmet feast or whipping up a quick snack, this kitchen is both functional and stylish.brThe bedroom is a sanctuary of comfort, featuring a plush king-sized bed, a dresser, and soft linens. Wake up to the gentle caress of sunlight filtering through the windows, offering stunning views of the pristine beach just beyond.brThe bathroom is a nice retreat, offering a perfect blend of convenience and indulgence. A shower and bathtub combination provides options for relaxation, while the granite vanity and plush towels add a touch of sophistication.brLas Hermanas #3 is not just a beachfront hideaway; it's a celebration of coastal living, where every detail is designed to enhance your experience. Whether you're seeking a romantic retreat or a solo escape, this charming haven invites you to create lasting memories against the backdrop of Longboat Key's natural beauty. Book your stay and immerse yourself in the magic of Las Hermanas #3 – a true hidden gem on the shores of the Gulf of Mexico.brLas Hermanas OasisbrSituated on the pristine shores of Longboat Key beach, Las Hermanas stands as a timeless retreat, embodying the essence of Old Florida coastal charm. Once known as the Starfish Motel over 30 years ago, this idyllic haven was aptly renamed The Sisters in homage to the owner's four daughters, who frolicked on these sands as little girls and continue to create cherished memories with their extended families today.brThis beachfront oasis comprises four individual and fully equipped accommodations, including two cozy studios and two spacious one-bedroom retreats. The allure of Las Hermanas lies not only in its familial history but in its direct connection to the Gulf of Mexico, offering guests a front-row seat to the breathtaking beauty of the Gulf.brA large paved patio beckons guests to unwind and revel in the coastal splendor, with private beach access, sun loungers, grills, and outdoor dining furniture creating an inviting atmosphere for relaxation and camaraderie. Conveniently located close to shops, restaurants, and a grocery store, Las Hermanas invites visitors to immerse themselves in the perfect blend of tranquility and accessibility, ensuring an unforgettable retreat on the sun-kissed shores of Longboat Key.brLongboat Key LifebrOnce a vacation land of the Timucuan and Caloosa Indians, Longboat Key is a quieter gulf-side retreat located between Lido Key and Anna Maria Island along Florida's southwest coast. The barrier island is surrounded by the beautiful Gulf of Mexico and Sarasota Bay. The island's eastern shoreline is covered in mangroves with hidden canals and marinas. On the western shoreline, you can walk for miles on the white sandy beaches and swim in the gentle gulf. Imagine spending your days beachcombing, snorkeling, kayaking, paddle boarding, fishing, sailing, golfing, or cycling along the island's winding bike path.brLongboat Key is known for its abundance of dining options. With the Gulf and Sarasota Bay in its backyard, many restaurants focus on serving local, fresh seafood while visitors enjoy amazing waterfront views.brJust south and across the bridge is bustling St. Armand's Circle, a popular destination filled with boutiques, cafes, restaurants and tropical landscaped courtyards. Head north on Longboat Key, cross the Longboat Pass bridge, and find yourself on Bradenton Beach, Anna Maria Island and Holmes Beach. This area offers gorgeous, white sandy beaches, crystal clear water, fun waterfront bars, restaurants and a variety of shops.brbrTown of Longboat Key: RRR-01191.2024

Beachfront Cozy Condo: Sand n Gulf Steps Away

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$432.47

Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s islanders also cherish the many recreational and cultural amenities like golf, shopping, museums, a wide array of dining choices and a myriad of water sport activities are all nearby.brOur property has a relaxed, upscale feel and is located in an extremely safe area. Great for vacationers seeking peace and tranquility as well as families wanting an active get-a-way. You will be just steps away from the white sand beach and right next door to the Zota Hotel, which offers casual beach dinners and drinks. brQuaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay with us. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise with us.

Unit #313 Sand Cay Beach Resort Pool View

Longboat Key, Florida, United States

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Bath

Sleeps

$268.37

Come enjoy some peace in quiet in beautiful Longboat Key. This clean and comfortable 2 bedroom 2 bathroom condo on Sarasota bay is perfect for a relaxing getaway. You can have the perfect vacation without even leaving this condo complex!brWe hope you have the opportunity to enjoy some of the unique features of this beautiful unit:br• Carefree check-in, go straight to your unit no office visit required.br• Fully Equipped Kitchen including microwave, stove, dishwasher, fridge, and coffee maker.br• Dining Room Table that’s seats four.br• Bright and cozy living room area w/ a large flat screen TV.br• Washer and Dryer Conveniently located in unit.br• Master bedroom with a king size bed, flat screen TV, walk in shower, walk in closet, and beautiful view of the bay!br• Spacious guest bedroom with two twin beds and guest bath with walk in shower.br• Large Patio overlooking the bay with outdoor seating and a table.brHarbor Villa Club amenitiesbr• Poolbr• Hot Tubbr• Tennis Courtbr• Boat Slips (Rented Separately)br• Covered Parkingbr• ElevatorsbrSurrounding AreabrThe Harbour Villa’s are just a 3-minute drive to the north end of the key home to the historic Longbeach Village, known in its earlier days as a transient fishing village. While taking a stroll through this neighborhood your likely to see peacocks on roofs or resting in someone’s yard. It is also a great place for dinner with a view, with options for waterfront restaurants such as the rustic Mar Vista or the more modern Shore. The north end of the key also holds a hidden gem known as Beer Can Island. Erosion has uprooted many of the Australian pines trees here giving it a deserted island feel, a great place worth exploring. 3 minutes in the other direction will put you at Harry’s your local corner store since 1979. Harry’s also has both a deli and an upscale restaurant behind the store, so you have options for whatever you’re in the mood for. Looking to go for a hike Joan M. Durante Community Park is a 3-minute drive south and has excellent walking trails through the mangroves with portions that overlook the bay. There is a lot of wildlife to see here and a small park out front for children. Mote Marine Laboratory & Aquarium is also a great place to visit if you are interested in marine life. There are many actives to enjoy on the key as well such and Paddle boarding, Kayaking, and golf. Longboat Key charters offers sightseeing/ecotours, fishing, and sunset tours. The south end of longboat meets At. Armand’s Circle which has a great mix of restaurants, bars, and unique shops. The north end of the island runs into Anna Maria Island which is a hub of entertainment as well.

Beautiful 2/2 bay view unit!! End of 2026 dates available!

Longboat Key, Florida, United States

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Bath

4

Sleeps

$547.66

Imagine waking up to breathtaking views of the Gulf and the Sarasota skyline - every single room boasts this incredible panorama! This luxurious condo offers a king-size master bedroom with stunning bay and skyline views, and a comfortable second bedroom with a queen bed.brbrThe open-concept kitchen, living, and dining area seamlessly flow together, all bathed in natural light from expansive Gulf-facing windows. Prepare meals while enjoying the ever-changing seascape, then gather around the table to share stories of your day.brbrIslands West boasts the ideal Longboat location. Situated towards the south end, you'll find yourself steps from the Publix shopping center and a short drive to the vibrant St. Armands Circle and downtown Sarasota.brbrUnwind by the beachfront pool and spa, work out in the fitness center, or challenge your friends on the on-site tennis courts. Afterwards, sink your toes into the sugar-white sand and let the tranquility of Longboat Key wash over you. Take long walks on the endless beach in either direction, and reconnect with nature's beauty.brbrThis is a true island paradise, but be advised - a minimum 90-day rental is required. Make your reservation today and start living your dream!

Direct Beachfront Condo Birds eye view

Longboat Key, Florida, United States

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Bath

Sleeps

$821.38

Experience the coastal charm of Longboat Key at our newest addition: La Playa, Unit 202D. This oceanfront getaway offers direct access to the soft, powdery sands and shimmering turquoise waters of the Gulf of Mexico, perfect for those seeking a peaceful beach escape.brbrbrbrThis beautifully designed 3-bedroom, 2-bath condominium effortlessly combines contemporary comfort with the nostalgic ambiance of a classic seaside escape. Step into the living area and be greeted by breathtaking views of the Gulf, leading you to a private patio where you can start your day watching dolphins dance in the waves or sea turtles make their way to the shore. The gourmet kitchen is fully equipped for all your culinary adventures, whether you're preparing meals inside or taking advantage of the beachside grills just steps away.brbrbrbrThe master bedroom on the main floor invites relaxation with its king-sized bed, tasteful décor, and an ensuite bathroom featuring a walk-in shower. Upstairs, the second master suite also boasts a king bed and shared bathroom, and leads to a secluded terrace—perfect for sipping cocktails at sunset or stargazing under the clear night sky. The third bedroom is ideal for families, offering two twin beds for a cozy and comfortable stay, ensuring everyone has their own space to relax.brbrbrbrUnit 202D is designed to exceed your vacation expectations, offering a serene beachfront experience with all the comforts of home.brbrbrbrAccommodations: Three-bedroom, two-bathroombrbrbrbrAmenities: On the Beach, Private Patio, Beach Access, Full-size Kitchen, Wireless Internet Access, Flat-Screen TV's, Community Pool, Washer/DryerbrbrbrbrLocation: 4425 Gulf of Mexico Drive, Longboat KeybrbrbrbrBedding: 2 King Beds, 2 Twin BedsbrbrbrbrView: Gulf Front ViewbrbrbrbrMinimum Night Requirements: 7 Nights

Luxury on the Sand – Large Oceanfront Condo La Playa #202D by RVA

Longboat Key, Florida, United States

3

Bed