34228, Florida, United States Vacation Rental Homes By Owner - Page 33

Welcome to Las Hermanas Unit 1, an adorable cozy beachfront studio nestled directly on the pristine shores of Longboat Key. This idyllic retreat offers a perfect blend of comfort and coastal charm, providing an unparalleled beachfront experience with breathtaking views of the Gulf. Enjoy spectacular views, sunsets, and private beach access with sun loungers, outdoor furniture, grill, and large patio for outdoor relaxation.brbrAs you step into this delightful studio, you'll be greeted by an abundance of natural light that floods the space, creating a bright and cheery atmosphere. The coastal furnishings throughout the studio evoke a sense of relaxation and tranquility, setting the perfect tone for your beachfront escape.brbrThe centerpiece of the studio is a plush king-sized bed adorned with soft, inviting linens, ensuring a restful night's sleep after a day of sun-soaked adventures. The white furniture and large dresser add a touch of sophistication, creating a serene ambiance in the room. For your entertainment, a flat-screen TV is conveniently placed, providing a cozy spot to unwind and enjoy your favorite shows.brbrThe galley kitchen, adorned with granite countertops and white appliances, is not only aesthetically pleasing but also fully equipped to meet your culinary needs. Whether you prefer a leisurely breakfast or a romantic dinner for two, the kitchen offers all the amenities you need to prepare delightful meals. A charming bistro table with two chairs creates a perfect setting for intimate dining with a view of the Gulf.brbrShould you have additional guests joining your beach retreat, the studio offers a pullout queen sleeper sofa, providing extra sleeping space without compromising on comfort. This versatile feature ensures that Las Hermanas 1 is an ideal accommodation for couples or a small group of friends looking to create lasting beachfront memories.brbrOne of the highlights of this beachfront haven is the door that opens directly onto the beachfront paved patio. Step outside to find yourself surrounded by the soothing sounds of the waves and the soft, sandy shores beneath your feet. The private beach, complete with sun loungers, beckons you to relax and soak up the sun with the Gulf Coast as your stunning backdrop.brbrFor those who enjoy al fresco dining, a beautiful stone mosaic outdoor dining set awaits you on the patio. Whether you're savoring a home-cooked meal or grilling up your favorite barbecue delights on the charcoal grill, this outdoor space provides the perfect setting for enjoying the sea breeze and breathtaking sunsets.brbrLas Hermanas 1 is not just a studio; it's a seaside sanctuary where the serenity of the Gulf meets the comforts of home. Whether you're lounging on the beach, enjoying a meal on the patio, or simply basking in the coastal charm of the studio, this retreat promises an enchanting getaway filled with relaxation, romance, and the unmistakable allure of Longboat Key's beachfront paradise.brbrbrLas Hermanas Beachfront Oasisbr brSituated 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.brbrThis 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.brbrA 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.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 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.brbrPlease note: the AC is a wall unit not central air.brbrTown of Longboat Key: RRR-01193.2024

Apartment

Adorable Beachfront Studio, Private Beach, Originally Part of Starfish Motel

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

Bed

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

Bed

Bath

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

Bed

Bath

Sleeps

$211.84

October and November 2021 are still available with Deep Discount Prices! brbrWonderful Beachfront condo in magnificent Longboat key. You will Love the beautiful private Balcony with sensational beachfront views of turquoise Gulf waters. This unit is on the second floor with an elevator for easy access. Space is a roomy 1175 sqft with a full-size kitchen living room and dining room area. This condo comfortably sleeps 6, there are 2 bedrooms with queen beds and a pull-out couch. The building has a recently remodeled club room on the first floor with nicely appointed Men's and Women's changing rooms, a beautiful swimming pool with a shaded patio, tables and chairs leading to direct beach access. This is the perfect place for a family vacation or a quiet beach getaway for two. Come and enjoy the best of Florida Beach life.

Amazing Beachfront 2B/2B in Longboat Key

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$263.7

Welcome to Pearl On The Key, your coastal sanctuary Professionally Managed by Gulf Coast Vacation Rentals, at Privateer, an exclusive beachfront community nestled on the pristine shores of Longboat Key. This 2-bedroom, 2-bathroom 7th floor condo offers breathtaking Gulf views from every room, elegant interiors, and access to resort-style amenities—making it the perfect destination for your next Florida escape.brbrAs you step inside, you're greeted by a light, bright, and cozy atmosphere, with large windows that frame the sparkling blue waters of the Gulf. The kitchen is a chef's delight, featuring granite countertops, stainless steel appliances, and a breakfast bar with barstool seating—ideal for enjoying a quick bite or gathering with family and loved ones.brbrThe main living space is designed for comfort and relaxation, with two plush sofas, a flat-screen TV, and an adjacent dining table that seats four comfortably—all with sweeping ocean views. Step through the sliding doors to one of the condo's two private balconies, where you can sip your morning coffee or unwind with a glass of wine as the ocean breeze rolls in.brbrThe primary bedroom is a peaceful retreat, complete with a king-size bed, a sitting area with chairs, a TV, and its own balcony overlooking the pool and Gulf. The attached bathroom boasts an updated vanity and a gorgeous walk-in shower with modern finishes.brbrThe second bedroom features a queen-size bed, TV, ample closet space for personal belongings, and its own private balcony with more stunning ocean views. The second bathroom includes an updated vanity and a shower/tub combo, perfect for relaxing after a day in the sun.brbr Community Amenities at Privateer:brBeachfront heated pool & spabrDirect private beach accessbrTennis courtsbrFitness center & saunabrSocial room & librarybrGrilling area & firepitbrGated entry with secured building accessbrAssigned covered parkingbrLush tropical landscaping throughoutbrbrLocated just minutes from St. Armands Circle, golf courses, fine dining, and cultural attractions in Sarasota, this condo offers the perfect blend of relaxation and adventure.brWhether you're seeking tranquil beach days or exploring the vibrant coastal lifestyle of Longboat Key, this condo at Privateer is your perfect home away from home.brbrImportant Things to KnowbrbrThere is a communal washer and dryer facility that is on the same floor as the unit. brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.brbrYour reservation may require you to fill out a Home Owners Association application that may request personal details. Any application fees required by the HOA are non-refundable.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.

Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$293.57

Welcome to your coastal escape at 600 Tarawitt Drive on beautiful Longboat Key. This completely renovated 2-bedroom, 2-bath home sits on a quiet canal and offers the perfect mix of relaxed island living and modern comfort.brbrStart your mornings with coffee by the private pool, enjoy a short stroll to the beach for sun and shelling, and spend your afternoons fishing on the canal right outside your backdoor. Inside, the home feels fresh and inviting with updated finishes and an open, airy layout designed for easy vacation living.brbrLongboat Key is known for its laid-back charm, pristine beaches, and uncrowded feel, making it an ideal spot to truly unwind. When you’re ready for a little buzz, St. Armands Circle is just minutes away, offering boutique shopping, great restaurants, and lively outdoor dining — perfect for a casual lunch or a fun night out.brbrWhether you’re here to relax by the pool, explore the island, or enjoy the best of beach and dining nearby, this home puts you right where you want to be for a memorable Florida getaway.brbrAmenities: Private pool, canal in your backyard, quiet and peaceful neighborhood, Full size, fully stocked kitchen, washer and dryer, garage and upscale design and finishes.brbrLocation: 600 Tarawitt Dr. Longboat Key, FL 34228brbrBedding: King in primary, Queen in guest roombrbrView: Canal View with a short walk to the beachbrbrMinimum Restrictions Apply

Private Vacation Home

Tarawitt Tides- 2B / 2B, Stunning and Close to the Beach

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$483.01

Escape to your peaceful beachside + tropical retreat, nestled in desirable South Longboat Key on 31 acres of private beach on the Gulf of Mexico. Just 50 steps from the sand, this modern sanctuary offers serene views of the Longboat Key Club Golf Course. Stroll 10 minutes along the shore to the new 5-star St. Regis Resort, or take a short drive to Lido Beach, St. Armands Circle, or downtown Sarasota. With full amenities and unbeatable convenience, it's the perfect haven.brbr2 BR/2 BA Entire Condo w/ Fully Equipped Kitchen + Private Balcony:br1 King Bed Suitebr2nd BR - 2 XL Twin Beds (Adult Size Beds) that can be used separately or pushed together as the 2nd King Bed w/ a King Topper.brLiving Room: Sofa - Queen Bed Pull Out + New Leather Swivel/Recliner Chairbr24/7 Security Staff on the Property + Main Entry Guard Gate brFree Parking on Property brPrivate Island Living + Private Beach on The GulfbrBlack Out + Motorized Shades brWasher/Dryer/Iron/Ironing Board br2 New Wall Mounted TVsbrWIFI in Condo + at the Club HousebrLarge Swimming Pool, Kids Pool + Hot Tub brTennis + Pickle Ball CourtsbrDrip Coffee Maker + Nespresso MachinebrNo Pets Allowed!

Longboat Key near St Armands Beachside Sanctuary 2BR/2BA w/Full Kitchen

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$838.46

La Playa #203D – Gulf-Front Luxury Condo on Longboat Key by RVAbrbrWelcome to La Playa #203D, your private beachfront retreat on Longboat Key, Florida. Step right outside to the powdery white sands and emerald-green waters of the Gulf of Mexico, where relaxation and stunning sunsets await. This top-floor oceanfront condo combines the charm of Old Florida with modern coastal luxury, offering the perfect setting for a memorable Longboat Key vacation rental.brbrBeachfront Comfort and Coastal Elegance: This 3-bedroom, 2-bath condominium offers over 1,800 square feet of bright, open living space designed for both comfort and style. The living room opens to panoramic Gulf views and a private screened lanai, perfect for sipping your morning coffee as dolphins play offshore or winding down with a breathtaking sunset.brbrThe gourmet kitchen features quartz countertops, stainless steel appliances, and everything you need for effortless in-home dining. For outdoor cooking enthusiasts, beachfront grills are just steps away, making it easy to enjoy fresh-cooked meals with an ocean breeze.brbrBedrooms & Sleeping ArrangementsbrbrPrimary Suite (Main Level): King bed, ensuite bath with walk-in shower, elegant coastal décor.brbrSecond Master Suite (Top Floor): King bed, shared bath with walk-in shower, and a private terrace for stargazing or enjoying nightly sunsets.brbrGuest Bedroom: Two twin beds, perfect for families or friends traveling together.brbrEvery bedroom offers premium linens, smart TVs, and a tranquil ambiance that ensures restful nights after sun-soaked days.brbrResort Amenities & LocationbrbrGuests at La Playa Condominiums enjoy direct beach access, a heated community pool, and keyless entry for added convenience. This rental also includes Wi-Fi, washer/dryer, drip and Keurig coffee makers, and flat-screen Smart TVs throughout.brbrAddress: 4425 Gulf of Mexico Drive, Longboat Key, FLbrBedding: 2 King Beds, 2 Twin BedsbrView: Full Gulf Front ViewbrMinimum Stay: 7 NightsbrbrWhy Guests Love La Playa #203Dbrbr• Direct beachfront access — walk from your door to the sandbrbr• Private lanai and terrace with Gulf viewsbrbr• Upscale coastal furnishings and modern updatesbrbr• Close to St. Armands Circle, Sarasota attractions, and Siesta Key beachesbrbrWhether you’re planning a family beach getaway, a romantic couple’s retreat, or a winter escape, La Playa #203D by RVA offers everything you need for an unforgettable stay on Longboat Key.

Luxury 3BD Beachfront Living: La Playa 203D by RVA

Longboat Key, Florida, United States

3

Bed

Bath

6

Sleeps

$332.77

Escape to the sun-kissed shores of Longboat Key at this sunny 2-bedroom, 2-bathroom vacation rental. Just steps away from the private beach, this condo offers a full kitchen, on-site laundry, and access to a community clubhouse and tennis court. Explore the nearby Mote Marine Laboratory & Aquarium, drink and dine at the nearby St. Regis Resort, or indulge in retail therapy at St. Armands Circle. After a day of adventure, relax on your private patio or take a dip in the sparkling community pool.brbr-- THE PROPERTY --brbrCommunity Beach Access | Corner Unit w/ Private Stairs | Water Views brbrBedroom 1: King Bed | Bedroom 2: 2 Twin Beds brbrCOMMUNITY AMENITIES (open 8:00 AM-10:00 PM): Beach access, umbrella & chair rentals, pool, fitness center, hot tub, poolside grills & dining tables, tennis courts, pickleball courts, clubhouse, sauna, cornhole, ping pong, library, EV charger brHOME HIGHLIGHTS: Private patio, floor-to-ceiling windows, dining table, Smart TV, breakfast bar w/ seatingbrKITCHEN: Cooking basics, Keurig coffee maker, dishwasher, stove/oven, refrigerator, microwave, toaster, dishware & flatware brGENERAL: Free WiFi, complimentary toiletries, linens & towels, in-unit washer & dryer, central air conditioning, hair dryer, iron/board, trash bags & paper towels brACCESSIBILITY: Step-free access (elevator on-site), single-story unit brPARKING: Community parking lot (1 vehicle, assigned space), additional guest parkingbrbr-- THE LOCATION --brbrSUN AND SAND: The Pier at St. Regis & St. Regis Resort (1 mile), Lido Key Beach (4 miles), South Lido County Park (5 miles), Beer Can Island (9 miles), Siesta Beach (12 miles), Turtle Beach (15 miles) brART AND HISTORY: Mote Marine Laboratory & Aquarium (2 miles), Marie Selby Botanical Gardens Downtown Sarasota Campus (6 miles), The John and Mable Ringling Museum of Art (9 miles)brTEE TIME: IMG Academy Golf Club (14 miles), University Park Country Club (15 miles), Manatee County Golf Course (17 miles) brAIRPORTS: Sarasota Bradenton International Airport (9 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowed br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story unit offers step-free access via an on-site elevator. Stairs are required to exit the building from the private patio

Luxury Longboat Key Condo - Walk to Beach Access!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$202.64

A very warm welcome to your beautiful, home away from home on this Island Paradise! brbrThis gorgeous location is truly one of the most relaxing places on the planet, and we know that you are just going to love it!brbrWith views of the gorgeous Gulf of Mexico from the living areas, Master Bedroom and Lanai of our fabulous first floor apartment, you can walk straight out onto the lawn and be on the beach or at the pool in moments!brbrFurnished in Beach Cottage style, the main living area has an L-shaped sofa which will convert to a Queen size bed. There is a beautiful dining suite in the eating area.brbrMaster suite has a full king size bed and bathroom, and slider to the lanai area, large walk in closet, and television.brbrGuest suite has twin beds, Bathroom, and plenty of drawer space.brbrDen area with telephone and wireless internet available on request.brbrFully equipped kitchen, with plenty of home ware including utensils, pots and pans, glasses, dishes and cups.brbrLanai has it's own dining table and chairs if you feel like eating 'al fresco'brbrIt's a delight to sit and watch the sunset from our beautiful beach, and then watch the dolphins bask in the fading light...brbrbrKeywords: Condominium

1st Floor Home Away from Home - Steps to Beach - Pool

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$621.51

brEscape to this beautiful 4-bedroom, 2-bath canal-front retreat on Longboat Key—perfect for families or groups seeking the best of Gulf Coast living. This home offers elegance, comfort, and direct access to both canal and beach.brbrWhy You'll Love It.......brbrPrivate access to a pristine Gulf beachbrbrPrivate access to nature preserve for trail walking brbr132 ft of canal frontage with seawall and kayak launch for easy boatingbrbrLight-filled, open layout with vaulted ceilings and tile floors throughoutbrbrTwo cozy electric fireplaces—one in the living room and one in the family roombrbrSpacious 900 sq ft screened lanai porch—ideal for relaxing or entertaining with seamless indoor-outdoor flowbrbrChef-ready gourmet kitchen: solid wood cabinets, quartz counters, farmhouse sink, cooking utensils and pans to host all of your mealsbrbrbrLocation PerksbrbrJust steps from scenic Joan Durante Park—perfect for walking, jogging, or dog-walkingbrbrHigh walkability: enjoy local delis, casual spots, and upscale dining nearbybrbrBedroom Detailsbrbr4 cozy bedrooms, 4 queen beds and 1 twin over full bedbrbr2 beautiful bathroomsbrbrSleeps up to 11brbr2-car garage, fenced yard, and space for additional conveniencesbrbrBook now and experience stylish Florida living with waterfront vibes and easy beach access!brbrAs of 2026, guests will now be required to pay a $500 refundable damage deposit before check-in, via a separate platform, due to luxury items in our home. Deposit will be refunded once guests have checked out and home has been inspected. brbr30 Day Minimum Stay

Private Vacation Home

Canal-Front Charmer with Private Beach Access!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$193.72

BEACH, BOAT, BIKE, FISH, KAYAK, TV/SPORTS, ENTERTAINMENT, FOOD, RELAX & ENJOY! Nestled between the highly sought after Anna Maria Island and St. Armand's Circle this amazing Longboat Key Boathouse offers just as much enjoyment as it does relaxation. This direct waterfront ground floor condo, packed with amenities, is just a few minutes from the beach. Come walk out of your back door to the intercoastal waterway, fish or sit and enjoy the tranquility.brThe spacebrThis one-story condo unit includes a King Bed in the bedroom, a walk-in shower, walk in closet, sofa in living room, full kitchen, super high speed 500 mbps internet, stream your favorite movies, over 140 TV channels, Keurig coffee maker, dishwasher, in unit washer/dryer and a front and back patio with a private boat dock. Come walk out of your back door to the intercoastal waterway, fish or sit and enjoy the water! Just down the road is the kayak launch into the inter-coastal waterway.brbrGuests will need to provide their own boat and water activities (kayak, fishing gear, etc.).brbrI have cameras monitoring the front door and the dock.brGuest accessbrThe beach is close by. When you arrive to this spot and head towards the beach, you'll be greeted with the amazing natural vegetation and views that Longboat Key is famous for. Property also has a designated carport parking space and you will receive a personalized code for the duration of your stay to access the front and rear door of the unit.brOther things to notebrJust one block away, make sure to get your fresh coffee at the deli and bakery shop, beach chairs and snacks at the convenience store and bicycle rentals at the bike shop.brbrWhether you prefer to bike or go on a peaceful walk, the 16 acre Joan M Durante Community Park has an entrance approx. 100 feet from your front door with flower gardens and beautiful Banyan trees, it's a must see!brbrLongboat Key has lovely restaurants like Maison Blanche for French Cuisine, Lazy Lobster and Shore if you'd prefer to dine waterfront. Short drive to St. Armands, you have the famous Columbia, serving Spanish-Cuban cuisine, numerous Seafood and Steakhouses to choose from and our FAVORITE spot...Venezia for the best pizza (Chicken Alfredo with a Coconut Mojito... you'll thank me later)brbrIf you feel you still want a little more variety in your stay, head North 3 miles to a direct waterfront beach market on Coquina Beach every Wednesday and Sunday or shop till you drop in the beautiful Saint Armand's Circle which is 9 miles South. The Ringling Museum is a must-see as well.brbrThere are endless recreational and cultural activities of a classical Florida beach vacation right at your doorstep. No need to use the car for anything you don't want to!brbrA few years ago, we left behind stressful, fast-paced careers and set out for a new chapter in Florida. Our journey has taken us along the stunning Southwest Florida coastline and across the globe, but there's something truly special about Longboat Key.brbrHaving traveled extensively, we've always felt the most at peace by the water. Longboat Key, with its breathtaking beauty and serene atmosphere, feels like the perfect escape—a place where one can truly unwind, reconnect with nature, and feel at home.brbrThis incredible destination has become a haven, and I’m thrilled to share its unique charm and tranquility with others. My hope is that your time here brings you the same joy, relaxation, and sense of connection to nature that I’ve found.brbrThis property is truly a gem. Unlike the typical hotel experience, where the room is just a place to crash after a hectic itinerary, this BoatHouse on Longboat Key offers something entirely different. It feels like a true home, perfectly nestled in the heart of everything while surrounded by nature’s beauty.brbrHere, you can find the ideal balance of relaxation and activity. Whether you want to explore on bikes or kayaks, lounge on the beach, take a boat ride, shop, or indulge in 5-star dining, the options are endless. Or, you can simply unwind and soak in the tranquil ambiance of being directly on the water.brbrThe natural elements here create a sense of peace that’s hard to find elsewhere. It’s a place I absolutely love coming back to, and I’m certain you’ll feel the same.

Waterfront with Dock, Beach Close!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$256.4

Our condo is a part of Beachplace Condominiums located in Longboat Key, Florida. It is a two bedroom, two bathroom condo with beautiful Gulf of Mexico views throughout the condo. The condo is located on the corner of the building with full floor to ceiling windows in the living room. It is fully furnished including all appliances, washer and dryer, linens and kitchen supplies. Pool and beach access is just steps away with chairs and umbrellas available. This condo has been recently refreshed with all new appliances, kitchen items, and linens.

Ocean View Condo with Beach Access at Beachplace

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$176.62

This vacation home is a 2-bedroom, 2-bathroom town home with garden views from your private lanai and clubhouse views from the guest bedroom. Unit has been refinished to include updated, modern furnishings in a classy design. Kitchen includes upscale appliances complete with a french-door refrigerator with built-in Keurig, a spacious farmhouse sink, ample counter top space for chopping and sifting, and a backdrop art deco wall in a modern design. The master bathroom resembles a spa environment with wooden accents and clean lines. Now offering pet friendly options with prior approval.brbrPlease Note: 660 cedars Ct does not include a landline phone; guests will be required to bring a personal cell phone for calling purposes.brbrUnit Amenities: Wireless Internet, 1-Car Garage, Full-size Kitchen, Private Lanai, Garden and Clubhouse Views, Fitness Facility, Community Pool, Modern Decor, Pets Considered, Beach Access (1 mile from resort)brbrLocation: 660 Cedars Court Longboat key FL34288. 2 BR / 2 BA Townhome brbrView: Garden ViewbrbrBedding: 1 King, 2 Twin Beds, Sleeper SofabrbrMinimum Night Requirements: 14brbrAir-conditioned accommodations at this vacation home offer hair dryers. Rooms open to lanais. Kitchens offer refrigerators, separate dining areas, and coffee/tea makers.brRecreational amenities at the vacation home include a fitness centerbrAbout this propertybrEntire placebrYou'll have the entire home to yourself and will only share it with other guests in your party.brbrbr All Resort Features are included: On-site Office for reserving tennis court, bicycles, and access to the gym room. Heated Junior Olympic Swimming Pool, Public Beach Access 1 Mile from Resort, Complimentary Chaise Lounge Chairs, Fully Equipped Kitchens, Fishing Pier, Fitness Center, 10 Har-Tru Tennis Courts, Pro Shop, Complimentary Parking, Bicycle Availability and Various ViewsbrbrCedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious town homes that are perfect for families or couples. There is something to suit every mood at Cedars Tennis Resort – a junior Olympic swimming pool, a fitness center, fishing pier, bicycle availability and world-class tennis facilities are just some of the amenities you can enjoy while staying at this resort.brbrbrbrbrWith in a few minutes walking to the beach. Or a few minute driving to the natural beauty of Coquina Beach and Lido Beach those looking for an activity can check out Marina Jack. Mote Marine Laboratory & Aquarium and Sarasota Jungle Gardens are also worth visiting.brWhat's nearbybrCannons Marina - 16 min walkbrJewfish Key - 5 min drivebrLido Beach - 14 min drivebrSt. Armands Circle - 15 min drivebrSiesta Key Beach - 44 min drivebrGetting aroundbrSarasota-Bradenton Intl. Airport (SRQ) - 36 min drivebrRestaurantsbrHarry's Gourmet Deli - 9 min walkbrLazy Lobster Of Longboat Key - 14 min walkbrBlue Dolphin Cafe - 15 min walkbrRufus P. Jordan House - 5 min drivebrMaison Blanche - 7 min drive

Tennis resort Townhome on longboat key by the Sea. Family and pet friendly

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$239.19

Stunning, Fully Furnished, Penthouse, 2 BR/2BA Condo With Amazing Views! brbrRecently remodeled to give a cozy yet sophisticated beach feel. This ultra-clean unit on the 6th floor of Building 4 has the largest 2 bedroom floor plan and has everything you will need for a relaxing care-free beach vacation. The kitchen is fully stocked to satisfy any chef. There is an ample supply of linens, beach towels, crockery, cutlery and glassware. The master bedroom adjoins a large walk-in closet. Slide open the balcony doors from the living room or master bedroom to an extra large balcony available only for 6th floor units. Desirable south facing unit. The guest bedroom had two, comfortable double beds. Four new TVs.brbrbr “Beachplace” is a 31 acre, beautifully landscaped, gated community that includes 24 hr security, a junior sized olympic pool, tennis courts, grilling areas, clubhouse, and fitness center. A walk through the lush landscaping on Beachplace grounds leads to an extensive (1450 lineal feet) private beach. brbrExciting varied restaurants, shopping, active lifestyle activities & sightseeing are nearby. It is less than 3 miles from eclectic St. Armand’s Circle, and approximately 5 miles from vibrant downtown Sarasota. Mote aquarium, fishing, hiking, beach strolling and nature walks abound. If you simply want to relax, beach umbrellas and chairs are laid out daily for your relaxation. brbrCable TV, wi-fi and electric included. brHurry & Reserve It For Your Vacation Today! brbrbrKeywords: 2 bedroom/2 bath luxury condo on Longboat Key, Florida

Beachplace 4-604 Luxury 2 BR/2 BA Penthouse Condo. AVAIL JAN 2026!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$269.64

Welcome to the north shore of pristine Longboat Key. Whitney beach is a beach lovers paradise, with 800 feet of deeded beach on the sugary white sands of the Gulf of Mexico. Our gulf side Conservancy has 2 large tiki huts right on the beach with tables and chairs, tennis and pickle ball courts, shuffleboard, BBQ grills, and community beach chairs and loungers. Enjoy the 17 acres of our lush and tropical community, with 2 outdoor pools. Our 2nd floor (no elevator) condo unit was has one of the best water views on the Bayside, with 1000 feet of waterfront, boat house, docks, and a natural protected waterway. You can see dolphin, manatees, and snook right from the condo. brThe condo is very open and bright, with full length sliders that open up to a secluded water view. The unit feels larger than a typical 1/1 condo with a rare design that utilizes space in a large open area. The kitchen is fully equipped with SS appliances, and large breakfast bar. The master bedroom is very spacious with new king size bed and en-suite bathroom, which also is accessible from hallway. The master has a glimpse of the Gulf waters to wake up to. Brand new total renovation in 2023 to enhance the coastal living feel. Our condo is walking distance to restaurants, and several stores, as well as a short bike ride or drive to St. Armands square or Downtown Sarasota. For your use: 2 beach cruiser bikes, beach cabana(Cool Cabana) large 8x8 (easy set up), beach umbrellas, folding backpack type lightweight beach chairs (Whitney Beach has beach chairs and loungers on the beach), pickleball raquets/balls, tennis rackets/balls, beach towels), and fishing poles. Enjoy your after dinner drinks at the our Whitney Beach boat house (chairs and tables available), picnic lunch or dinner under Tiki Huts on the beach(gas BBQ available), fish off boat dock or in the gulf or walk to one of 5 great restaurants, a coffee shop, or a cocktail lounge. **30 day minimum rental

Whitney Beach Hidden Gem

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$380.7

Renovation completed in 2025! New master bath, whole house repaint, new furniture, etc. Longboat Key beach is ok post-hurricane, stores and restaurants open! Private updated townhome, just 100 yards from the beach. The spacious 2BR/2.5BA new listing has been tastefully furnished. It is within the exclusive community of Cedars East which offers a pool, fitness center, tennis, kayak/paddleboard launch and private fishing pier.brbrThe home is situated on a quiet cul-de-sac abutting mangroves, creating privacy throughout. It is within the exclusive community of Cedars East which offers a pool, fitness center, tennis, kayak/paddleboard launch and private fishing pier with plenty of seating including a picnic table and umbrella. Being near the front of the property makes beach access a breeze! You are sure to have an enjoyable vacation whether spending time at the beach, reading on the lanai, fishing, swimming in the pool, or exploring the shopping and restaurants in the area.brbrTwo bedrooms are located upstairs, each with their own private bathroom. The master bedroom features a king bed with custom closet and flat screen TV. The attached newly renovated bathroom offers a stand up shower and new dual-vanity sink.brbrThe main level features a fully stocked and recently renovated kitchen, half bath, dining room, screened in lanai, living room with two sofas (one pulls out into a full-size bed), and television.brbrThe second bedroom offers a queen bed with pull out trundle bed. The updated hall bathroom features a stand up shower and large vanity.brbrThe recently refinished garage offers a small grill and all the beach essentials including chairs, beach cart, cooler, and beach toys. Bikes are available from Cedars (for an additional fee) or from a vendor nearby.brbr*Children are welcome, please note there are two sets of stairsbr*Small dogs (under 30 pounds) - two - are allowed with prior approval and pet fee.br*Non-smokers pleasebr*contact me for shorter or longer stays br*The home can sleep 6 but there could be an additional $75 laundry fee for stays with more than 4 guests which goes directly to the cleaning servicebrbrWith all rentals, you have access to the community pool, kayak launch, nature trails, and fishing pier. For an added fee you can gain access to the tennis resort and fitness center as well. Fees are as follows, payable directly to the clubhouse:brbrFitness Center + Access to Bikes br-$90 one person/$150 familybrbrTennis Alone (does not include Fitness) br- $160 one person/$300 couple - Oct to Aprilbr- $45 one person/$60 couple - May to SeptbrbrGuest accessbrYou can enjoy the area on foot, on bike, or by car. There is a walking path throughout the community that will take you to the amenities. There is a walking/bike path along Gulf of Mexico Drive and Joan M Durante community park with trails is also nearby.brbrOther things to note:brPlease reach out before booking with pets.

Private Vacation Home

Updated Townhome, Secluded Beach + Pool

Longboat Key, Florida, United States

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Bath

Sleeps

$122.41

This 1st floor, 1 bedroom/1 bathroom beautifully and newly decorated condo is located directly across the street (beach access) from the Gulf of Mexico and it's beautiful beaches. A 2-3 minute walk and your toes are touching the sand! The condo sleeps 4; KING size bed in the master bedroom and a comfy pull out couch in the living room.brbrThe NEWLY updated kitchen (new countertops and backsplash) includes everything you need to make a full meal and the kitchen table seats 4. The bathroom has also been updated to a walk in shower. A grill is located on site for resident use. Plenty of sheets, towels and linens available at the condo.brbrThere are plenty of chairs, beach umbrellas and a beach cart - anything you would need for a day at the beach!brWifi included, TVs in the living room and master bedroom, laundry on site. There is no pool on site. brbrThe condo is located 15 minutes from St Armand's Circle and within walking distance of a Publix.brbrPets that are completely housebroken and under 50lbs are allowed - but please note they are to be on a leash at all times if outside and dogs are not allowed on the beach per city laws.brbrRVs, motor homes and boats are not allowed on property.

Perfect FL Longboat Key Getaway, steps from the Gulf! Sleeps 4

Longboat Key, Florida, United States

1

Bed

1

Bath