Vacation Condo Rentals By Owner In Longboat Key, FL

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air. Practice your golf game on our putting green or relax on our beautiful beach with your favorite novel. Wireless Internet access is available in the privacy of your individual unit, at the garden area or on the pool deck.brbrbrbrAccommodations: Silver Sands Gulf Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key. Choose from our various unit styles including hotel rooms, one- and two-bedroom garden view units, and one- and two-bedroom beach front units. brbrbrbrUnit #251S Features: 2-bedroom, 2-bathroom unit in the Green Building with a direct pool view and a distant Gulf view from your private patio.brbrbrbrView: Pool/Gulf ViewbrbrbrbrBedding: 1 King, 1 Queen, Sleeper SofabrbrbrbrResort Features: On-Site Office, Wi-Fi Internet Access, Coin-Operated Washer/Dryer, Community Pool, Private Beach Access, Shuffleboard Courts, Putting Green, Private Lanai (certain units), Complimentary Parking, Designer Decorated Units, Fully-Equipped Kitchen or Kitchenette, BBQ Area

2BR w/ Balcony – Silver Sands #251S, Longboat Key

Longboat Key, Florida, United States

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Bath

Sleeps

$242.39

Longboat Key second floor beach-front condo, with two bedrooms, additional bonus room, two full bathrooms, breathtaking views, and a private pool. The condo was fully renovated and is completely updated with new appliances. Large lanai with an unobstructed view of the Gulf of Mexico, spectacular sunset. New hurricane-rated sliding doors and new windows. The condo includes a washer and dryer and wifi. brThe large screened lanai is newly tiled and is furnished with a table and chairs. The view is breathtaking. Pictures don't lie. brbrThe Main Room includes a Dining and a Living room. The living room has wide sliding doors that open into the lanai and the view of the living room is amazing. brbrKitchen: fully equipped, new fridge, microwave, electric stove, dishwasher, coffee maker, and various appliances. brbrThe Master Bedroom has sliding doors that lead to the lanai with an amazing view of the beach. It is furnished with a brand new king-size bed and foam mattress. There is a large walk-in closet and a bathroom.brbrThe Second Bedroom has windows overlooking the back, is furnished with two twin beds that can be brought together to make a single Kind size bed, or kept separate, large walk-in closet and full bathroom with a shower. brbrBonus room: there is a small outpouching off the kitchen with a window that has a trundle daybed and can accommodate two additional guests. The room is fully enclosed with a door that opens to the hallway and a door that opens to the kitchen. brbrBath towels, beach towels, blankets, pillows, beach chairs, an umbrella, and a canopy are all provided. brbrSEA PINES is an intimate (4 building, 28-unit, 2-story), well-managed, newly gated complex in the northern end of Longboat Key with a private pool and direct access to the beach. It's within walking distance to very nice restaurants, and a short bike ride or drive to Anna Maria Island and Coquina Beach, Leffis Island preserve, and many restaurants and shops. Saint Armand Circle is about 15 mn drive. Publix is only 6 miles away. brbrRENTAL TERMS: Minimum monthly, maximum four occupants (additional guests may be considered). No pets. brbrNo smoking or vaping inside the Condo or anywhere on Sea Pines. Sea Pines is a smoke free property. brbrAn application is required by the home owner's association from all tenants with a non-refundable fee of $125. brbrThe Condo has been registered for Residential Rentals with the town of Longboat Key. Registration number: RRR-00943.2023.

Beach Front Condo Newly Renovated

Longboat Key, Florida, United States

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Select Dates for Price

Penthouse level fully renovated 2 bedroom condo offers modern luxury. It is paradise within paradise. This is a very rare find.brbrBeachplace is one of Longboat Key's premier vacation rental locations on the island!brWith amazing direct Oceanfront views, this top floor unit boasts a double balcony. brbrThis condo has it all including 2 bedrooms each with a King bed. It is freshly renovated and ready to be your home-away-from-home for a month or more. The Large master bedroom has a King bed, master bathroom with a walk-in shower and dual sinks. The guest bedroom has a king bed and an adjoining full bathroom with a walk-in shower as well. Unlike other Beachplace units, this top floor unit offers a hidden laundry room with washer/dryer and extra clothing storage. The kitchen is suitable for a chef with modern Wolf appliances and includes a wine fridge. High end finishes throughout the condo.brbrThe condo has HDTV and wireless internet in every room. brbrBeachplace includes the following amenities:br • 24 hour manned guard gate.br • Private beach access with chairs and umbrellas included and set-up for you dailybr • Wi-Fibr • Lighted tennis courtsbr • Heated pool and hot tubbr • Two state of the art fitness centersbr • Air conditioned clubhousebr • BBQ gas grills by the pool. brbrThis condo comes with 1 outdoor parking space, with guest spaces available.brYou are just moments from St Armand's Circle with all its top shopping and dining options. Easy access to the areas arts and cultural activities and moments from Sarasota Airport.brbrThis is a monthly rental that rents from the 1st of the month to the end of the month. brThis rental is managed by FGC - Florida Gulf Coast Vacation Rentals

Full Beach View 2 Bedroom Penthouse

Longboat Key, Florida, United States

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Bath

Sleeps

$192.92

Beachbound Bliss, professionally managed by Gulf Coast Vacation Rentals, welcomes you to a calming and comfortable retreat at Bay Harbour on Longboat Key. This third-floor Florida beach rental combines coastal charm with relaxed elegance, creating a welcoming space just minutes from pristine Gulf Coast beaches, local dining, and the vibrant energy of St. Armands Circle and Sarasota.brbrStep inside and feel the bright, airy atmosphere created by large windows and soft coastal finishes. The spacious kitchen features stainless steel appliances, granite countertops, and a breakfast bar with seating for two, perfect for quick morning bites before heading out for a beach day. A dining area for six offers an inviting place to gather for meals, conversation, and easy vacation living.brbrThe living room sets the tone for unwinding, with two plush couches, a TV, and calming views of the community pool with partial bay scenery beyond. Slide open the glass doors to your private balcony, where two outdoor chairs create a peaceful spot for morning coffee, afternoon lounging, or enjoying the warm Florida breeze.brbrThe primary bedroom invites complete relaxation with a king bed, large closet, TV, and private balcony access. Wake up to pool and partial bay views that start your day with a sense of calm. The primary bathroom includes an updated vanity and a spacious walk-in shower. The second bedroom offers a cozy queen bed and a TV, while the second bathroom features a large vanity and a convenient shower and tub combination.brbrWith its comfortable layout, coastal style, and exceptional Longboat Key location near the bay, beaches, boutiques, and restaurants, Beachbound Bliss offers the perfect blend of serenity and convenience.brbrBook your stay now and experience the laid back island lifestyle that makes Longboat Key a favorite Florida beach escape..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.

Relaxing 3rd floor Longboat Key condo with pool views - Beachbound Bliss

Longboat Key, Florida, United States

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Bath

Sleeps

$369.42

Looking for the ULTIMATE Beach getaway This is it! Welcome to paradise at the Harbour Villa Club. 2 Bedrooms, 2 Baths with 2 beds to comfortably sleep 4 in over 1250 sf of living space. All your living is conveniently on one floor, with open den next to kitchen. Spa and large heated pool just outside lanai just a few feet from the bay. 10 min walk to a private & gorgeous Beach! Spectacular bay views from every room. Enjoy onsite Tennis and grilling by the pool You will love it here!brbrStarter Supplies ProvidedbrbrTo help you get settled, we provide a limited supply of essential starter items upon arrival. These are intended to get you through the first few days and may not last for the duration of your stay,.brbrKitchen & LaundrybrPaper towelsbrDishwashing liquidbrAll-purpose cleaning spraybrDishwasher tablets (if a dishwasher is available)brTrash bags (a few provided in each trash can)brLaundry detergent for one load (if the property has a washer)brbrBathroomsbrToilet paperbrSmall bottle of shampoo & ConditionerbrBar soap at each sinkbrbrGuests are responsible for purchasing any additional supplies needed during their stay.brbrThe spacebrCome enjoy some peace in quiet in beautiful Longboat Key!brbrThis 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!brbrWe hope you have the opportunity to enjoy some of the unique features of this beautiful unit:brbr• Carefree check-in, go straight to your unit no office visit required.br• Fully-loaded Kitchen including microwave, stove, dishwasher, fridge, and coffee maker and even a wet bar.br• Dining Room Table that’s seats four.br• Bright and cozy living room area w/ large flat screen TV.br• Washer and Dryer Conveniently located inside the kitchen.br• Master bedroom with a king size bed, walk-in shower, and beautiful view of the bay!br• Spacious guest bedroom with new Queen bed and guest bath with walk-in shower.br• Large Patio overlooking the bay with outdoor seating and a table.brbrHarbor Villa Club amenitiesbr• Heated Poolbr• Hot Tubbr• Tennis Courtbr• Covered ParkingbrbrSurrounding 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.brbrLooking 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 St. 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.brbrOther things to notebr- Phenomenal Longboat Key location - Only minutes to Beaches, Restaurants and other local favoritesbr- HOA Application required after reservation made.br- This property has a minimum primary renter age requirement of 25.br- No Pets allowed per HOA. No exceptions.

Waterfront ❤ Spa/Pool ❤ Private Paradise on LBK !

Longboat Key, Florida, United States

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Bath

Sleeps

$356.45

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the ground floor (no stairs!), directly overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 10-second walk to the pool and onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!brbrAlso, if you want to vacation with friends or family, we own two upstairs unit, #222 and #224, as well...!brbrUpon arrival to The Beach on Longboat Key Resort, you will be wowed by this tropical property! Conveniently located mid-island on Longboat Key, on Gulf of Mexico Drive, this small, intimate resort, only 15 units, has so much to offer: direct, private beach access, heated pool, BBQ grill, pool and beach loungers, and onsite laundry.brbrWhen you arrive, make your way to our condo, Unit 103, on the ground floor (Look for the seashell doormat!), for optimal sunset viewing! The condo has a smart lock for smooth entry and exit. Each guest is assigned a secure, individualized 4-digit code (deleted upon departure!), allowing for 24/7 arrival and freedom from carrying a key when on the beach...! brbrUpon entering, you will walk through a small entryway to view the main living space. Our condo features a queen-size bed, along with a queen-size sleeper sofa for the extra members of your party - the little ones! There is a Smart television, with cable, for entertainment when you're not beaching it, along with a variety of reading material, board games, and children's toys. WiFi, of course, is available throughout! Also, there is a closet and underbed storage for belongings for a quick weekend getaway or a month-long stay...! For family use, we have a Pack 'N Play - convenient!brbrThe kitchen (dishwasher!), is fully stocked (coffee maker - drip and Keurig, blender, Tupperware, knife set, wine glasses, etc.), including everything you might need to cook meals in on the days you prefer not to dine out...!brbrThe bathroom features only a shower for water conservation on the island!brbrBeyond the main living space is a large, private lanai, with table and chairs, ideal for eating a meal or sipping a cocktail! There is also a deck box with beach toys too!brbrThe condo has both central heat and air. There is a smoke detector and fire extinguisher, as well.brbrOn property, there is a heated pool with deck and loungers! Grab a sun umbrella from our closet and stroll to the private beach with more lounge chairs. No need to bring your own!brbrA propane grill is on the lawn with grilling utensils in our unit!brbrOn the ground floor of The Beach complex, there is a free washer and dryer if needed during your trip. There is also a main dumpster for easy trash disposal.brbrThe best part of our condo is the direct ocean view and private beach access - just sublime!brbrNotes:brbr1. Upon arrival, the condo will be prepared with fresh bed linens, bathroom towels, and beach towels. brbrThere will also be starter supplies of the following:brbrBathroom:br- toilet paperbr- shampoo & conditioner br- body washbr- hand soapbr-hair dryerbrbrKitchen:br- dish soap & spongebr- paper towelsbr- dishwasher detergent br- trash bagsbr- aluminum foilbr- plastic storage bagsbr- cleaning spraybr- spicesbr- olive oil br- coffee filters - drip and Keurig!brbrCloset:br- iron & ironing boardbr- laundry detergent br- umbrellabr- sun umbrellabr- extra folding beach chairsbr- broom & dustpan brbrDaily housekeeping service is not available unless you would like to request a mid-stay clean for an extra fee, which I can arrange for you...! Sometimes that can come in really handy!brbr2. For our condo, there is one parking spot available - park wherever you like within the lot! Due to the size of the parking lot, unfortunately, no guest cars or trailers can be accommodated because it will take a spot away from another condo.brbr3. Please note our condo is a 330 sq-ft studio best suited for one-two adults or one-two adults plus one-two children in the sleeper sofa, and/or one in the Pack 'N Play, if needed. Unfortunately, we cannot accept reservations for over two adults due to sleeping arrangement comfort. If it is a unique situation, feel free to message me to discuss further. Thank you for your understanding!

Sandy Toes & Sun Kissed Nose: Open Next Wednesday & Thursday!

Longboat Key, Florida, United States

1

Bath

Sleeps

$255.09

Welcome to charming Buttonwood Bliss located in a beautiful, bayside community on Longboat Key. This two bedroom, two bath condo is just a quick walk to the beautiful gulf waters and glorious sunsets. The community's private dock offers guests their own boat slip. brbrAs you walk into your home away from home you will be greeted with direct views of the Sarasota Bay. This comfortable and inviting condo will welcome you as soon as you enter. After a day relaxing on the white sandy beaches, utilize the fully equipped kitchen with all the essentials you need to prepare an amazing meal. The condo features three barstools at the kitchen counter pass-through, a glass, high-top table for two, and a large white wooden dining table situated in the enclosed sunroom with expansive views of the bay. So, there is plenty of room for everyone to share a meal together. brbrWhen dinner is over, the cozy white leather couch and oversized armchair and ottoman are there to make you feel relaxed and ready to watch your favorite show on the large HDTV, sit down with a good book, or just cuddle up for a quick nap. This condo also showcases an enclosed and screened sunroom with large sliding glass doors. Open the sliders, pour yourself a late afternoon cocktail or a morning cup of coffee and enjoy the bay breeze and marine wildlife. brbrWhen it is time to retire, this two-bedroom condo offers a comfy king bed in the primary bedroom, and two twin beds in the second room. The primary bedroom has an en-suite bathroom with walk-in shower and large vanity, two bedside dressers, bench seating and large decorative mirror. There is also a large walk-in closet for all your personals. The guest bedroom has two nightstands, dresser and large mirrored closet. Ideal for a couples' getaway or a family vacation, this condo features a private washer and dryer, perfect for travelers staying in this monthly only community. brbrOther amenities include, plush linens and towels, toiletries, community pool, kayak launch, private beach access with lounge chairs, beach hut with picnic tables, tennis courts and so much more. Buttonwood Bliss has everything you need for a relaxing getaway. brbrAbout Buttonwood Cove Condominiums brbrThis direct bay front condominium complex is set on five beautifully landscaped acres with private access to both bay and beach. Four low-rise buildings house 56 2- and 3-bedroom units on Longboat Key. From the moment you arrive, the peaceful sound of the gulf and the fragrance of the salt air will transport you to a vacation state of mind. Picture yourself soaking in the sun on one of the community-provided beach chairs or taking a refreshing dip in the shared pool. Envision early morning kayaking through the mangroves or quietly fishing off the dock. Gather with friends in the clubhouse, or under the covered beach hut with picnic tables. Tennis courts offer guests a chance to brush up on their game. brbrButtonwood Cove is situated in the middle of Longboat Key making it an easy drive to Anna Maria Island, St. Armand's Circle and all the local restaurants and shopping destinations. For your shopping convenience, Publix supermarket, CVS pharmacy, a local dry cleaners and bank are just minutes away. Public transit stops right in front of the complex. The Sarasota-Bradenton International Airport is just twenty minutes away by car or taxi. brbrLongboat Key Life brbrOnce a vacation land of the Timucuan and Caloosa Indians, Longboat Key is a quieter gulf-side retreat located between Lido Key and Bradenton Beach 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.brbrRRR-00693.2025

Direct Bayfront LBK Condo, Private Beach, Near St Armands, Boat Slip

Longboat Key, Florida, United States

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Bath

Sleeps

$692.08

Coastal Contemporary Condo located at the Sea Gate complex on south Longboat Key. Corner unit on the fourth floor. Completely renovated wall to wall, floor to ceiling including all new appliances including an inductive cooktop and a wine cooler.brbrIdeal location on south Longboat Key. A 2-minute drive to a Publix Supermarket, a CVS pharmacy and a number of restaurants.brOn site amenities include a fitness center, a social room with a full kitchen, a library, a lap/swimming pool and a hot tub. A 2 minute walk to the beach , bicycle storage, kayak storage and a tennis court.brbrDirect sunsets year around from the balcony or most interior rooms thanks to the full Gulf front location.brbrInitial deposit of $7,000 due upon booking this listing with balance due two months prior to occupancy. Additionally, a $150 application fee is due to the condominium association for any applicant upon booking this listing. The initial deposit of $7,000 is fully refundable up to two months prior to occupancy. 89 day minimum please.

Full Gulf Front Gorgeous Condo . Directly on the Gulf

Longboat Key, Florida, United States

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Sleeps

$133.19

Relax at this delightfully peaceful waterfront condo on the beautiful island of Longboat Key. A short 5-minute walk to our private beach access & the bayfront. Watch a wide variety of birds, fish jump, and visits from manatees and dolphins directly outside your back sliding glass door, which overlooks a canal. Walking distance to restaurants and a 32-acre nature park. Bike, kayak, and paddleboard rentals are nearby. A short drive to Anna Maria Island and St. Armand’s Circle.brbrDiscover the allure of this charming single-story waterfront condo, perfectly nestled on a serene street with stunning views of a 32-acre nature park adorned with scenic walking trails, boardwalks, and multiple breathtaking bayfront overlooks. The living area is designed for relaxation and entertainment, offering two comfortable sofas, a smart TV, and a dining table that boasts lively canal views. You'll also appreciate the dedicated workspace equipped with high-speed internet for your productivity needs. The kitchen has all the essential amenities and a BBQ grill for outdoor cooking. brStep into the inviting bedroom, featuring a plush king-size bed, two nightstands equipped with multiple outlets, USB and USB-C ports for your convenience, and black-out curtains. The spacious walk-in closet is thoughtfully stocked with extra towels, blankets, bed linens, and pillows to ensure comfort. Additionally, an in-unit washer and dryer provide ultimate convenience. brTo enhance your beach day experience, the condo has beach chairs, coolers, towels, an umbrella, floating noodles, masks, fins, and a wagon, allowing you to enjoy the beach and exquisite clear blue waters of the Gulf of Mexico. Don’t miss your chance to experience the perfect blend of comfort, convenience, and natural beauty!brbrThe stunning 32-acre Joan M Durante Park is 100 feet from the front door. It offers coastal hammock forests, gardens, walking trails, fishing, picnic tables, benches, a gazebo, and boardwalks overlooking the bay (some boardwalks are currently under construction due to storm damage). brbrA short stroll up the road, you'll find a small corner store, a gourmet deli, multiple restaurants, a coffee and ice cream store, a pizza parlor, and local artisan gift stores. A 4-mile drive south will take you to a grocery store with a hot and cold bar and a drugstore.brbrBayfront Park is 5 minutes south. Here, you'll not only discover breathtaking views of Sarasota Bay but also lighted tennis & pickleball courts, picnic tables, shuffleboard courts, a basketball court, a playground, restrooms, a rec center with classes, floating docks for fishing, a kayak launch and rentals, and parking for a public beach access. brbrYou'll find waterfront golf courses, Mote Marine Laboratory & Aquarium on the island as well.

Longboat Key waterfront condo-a short walk to the beach & bay!

Longboat Key, Florida, United States

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Bath

Sleeps

$235.37

Cozy Condo in Cedars East is a place for you to unwind and revive yourself.brOnly a 5 minute walk to the beach. Close to the Best restaurants, parks and many more.brIt is a mini-retreat especially designed for you to come with family or friends to renew your love of life. Sit and gaze at the stunning views and take some time for you!

Cozy condo in Cedars East

Longboat Key, Florida, United States

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Bath

Sleeps

$178.91

• Welcoming and distinctive, fully furnished 2 bedroom, 2 bathroom condo in a tranquil environment.br• Very private first floor, 1600 sq. ft. unit with lush garden views.br• Master suite with office niche, king size bed and double sinks in bathroom.br Beautiful, brand new, spa-like master bath with separate, freestanding tub.br• Guest bedroom with twin beds.br• Completely remodeled kitchen with all new appliances and cabinets. Includes dishes and utensils for dining and cooking.br• Dining room seats up to 8 people.br• New TV’s in living room and master bedroom.br• New washer and dryer in unit.br• Covered parking for one vehicle plus additional guest parking.br• Screened lanai with Travertine floor and outdoor table and chairs.br• Outdoor patio with privacy garden.br• Wi-fi internet and cable TV.br• All other utilities included.brbrbrMINIMUM THREE MONTH STAY DURING HIGH SEASON, JANUARY THROUGH MARCH.brbrBayport Beach and Tennis Club is situated on 27 acres of beautiful private property. Clusters of white Mediterranean-style two story townhouses are surrounded by a tropical landscape of lush, exotic flora and fauna. Amenities include a junior Olympic-size swimming pool, a fitness gym, 4 tennis courts, bocce ball, a clubhouse with piano and numerous walking trails, which lead to Sarasota Bay and the Gulf of Mexico. A 1200-foot private beach with white sands has onsite chairs and umbrellas as part of the complex. The property also has a pond and a fishing pier on Sarasota Bay. The Club is close to a supermarket, a convenience, a hardware store, and 12 minutes from shopping on St. Armand’s circle. br

Tranquil Getaway In A Tropical Paradise

Longboat Key, Florida, United States

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Bath

Sleeps

$166.67

Beachplace 5-401 | Pond and Beach Views | Florida Vacation ConnectionbrbrWelcome to Beachplace 5-401, your serene getaway on the southern end of Longboat Key! This beautifully appointed 2-bedroom, 2-bath condo offers the perfect blend of coastal comfort and stunning views, overlooking both a peaceful pond and the sparkling Gulf of Mexico.brbrStep inside to a bright, open living space designed for relaxation. The private balcony invites you to unwind with morning coffee or evening cocktails while enjoying gentle sea breezes and picture-perfect sunsets. The fully equipped kitchen makes meal prep a breeze, and the dining area is ideal for both casual breakfasts and family dinners.brbrThe spacious primary suite features a king-sized bed, en-suite bath, and direct access to the lanai, perfect for waking up to tranquil water views. The guest bedroom offers a second king bed, making this a great option for families or friends traveling together.brbrLocated within the gated community of Beachplace, you'll have access to resort-style amenities including a heated pool and spa, tennis courts, fitness center, clubhouse, and private beach access just steps away.brbrWhether you’re lounging by the pool, strolling along the shoreline, or simply soaking in the views from your balcony, Beachplace 5-401 offers the ideal Longboat Key escape.brbrManaged by Florida Vacation Connection – your local experts in luxury vacation rentals.brbrTown of Longboat Key RRR-00168.2023

2/2 Gulf View condo at Beachplace on Longboat Key

Longboat Key, Florida, United States

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Bath

Sleeps

$327.7

Longboat Key Island Fun in a newly updated beautiful property!brNewly updated 3 story townhouse on beautiful Longboat Key with two bedrooms and two and a half bath sleeps 5 guest comfortably on King, Queen and pullout single beds. This well equipped property is ready and stocked with beach chairs, a cooler, a beach umbrella, and pull buggy for your convenience. Relax in this calm, stylish space. Walking distance to the beach! Community pool with restaurant!brClose to the stores, restaurants and beaches!

Island property on Longboat Key by the Beach! 3 minute walk to the beach!

Longboat Key, Florida, United States

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Bath

Sleeps

$401.61

Welcome to Harbour Villa #305 – a beautifully updated bayfront retreat offering the perfect blend of comfort, style, and island elegance. Recently renovated, this spacious condominium features a fully stocked gourmet kitchen with brand-new appliances, sleek countertops, and every essential for effortless dining at home. Entertain with ease at the built-in wet bar, complete with a plug-in ice maker, coffee maker, insulated cooler, wine and cocktail glassware, and beach towels, everything you need for a carefree stay.brbrThe inviting living area is designed for relaxation, complete with a plush queen sleeper sofa, large flat-screen TV, and ample space for family and friends, comfortably accommodating up to six guests. The primary suite offers a serene escape, featuring a new king-size bed, a flat-screen TV, walk-in shower, generous closet, and breathtaking views of the bay. The guest bedroom is equally spacious and inviting, perfect for restful nights after a day in the sun.brbrStep outside onto the large private patio overlooking the sparkling bay, furnished with outdoor seating and a dining table, ideal for morning coffee or sunset cocktails. For added convenience, your unit includes a washer and dryer, as well as seamless, contact-free check-in so you can go straight to your home away from home.brbrHarbour Villa Club offers premier resort amenities including a heated bayfront pool, relaxing hot tub, resurfaced tennis courts, covered parking, elevators, and available boat slips for an enhanced coastal experience.brbrPerfectly situated, Harbour Villa #305 is just a short 3-minute drive to the charming north end of Longboat Key, home to the historic Longboat Village and renowned waterfront dining at Mar Vista and Shore. Explore the hidden beauty of Beer Can Island, shop and dine at nearby St. Armands Circle, or venture toward Anna Maria Island for vibrant entertainment and beachside fun. For a day of adventure, enjoy kayaking, paddleboarding, golf, fishing charters, or a visit to Mote Marine Laboratory & Aquarium.brbrDiscover easy luxury and island living at its finest, your unforgettable Gulf Coast getaway awaits at Harbour Villa #305.

Beautiful bayfront view! December 2026 dates available now!

Longboat Key, Florida, United States

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Bath

Sleeps

$427.69

SEA CLUB III - WEEKLY VACATION RENTAL - BEACHSIDE CONDO ON LONGBOAT KEY. brbrPerfect Location on the beaches of Longboat Key! Step right onto the white sandy beach from your exterior front porch with breathtaking sunset views. This condo is within walking distance of gourmet food shops, great restaurants and a fabulous nature preserve with walking paths and a playground for the kids. brbrEnjoy beautiful sunny days in this nicely decorated 2-bedroom / 2-bath (sleeps 6) condominium ...surrounded by lush tropical landscaping and featuring a private heated pool and on-site laundry for your convenience. Fully outfitted kitchen. brbrThe 10-mile beach has powdery sand and the Gulf has a sandy bottom and gradual gradient - absolutely perfect for swimming and snorkeling and very family-friendly. You can also explore the many sights and attractions Longboat Key has to offer. Have dinner and drinks on your private patio while you watch the island's world-famous sunsets.brbrWhether you're looking for complete privacy or an active vacation rental on Longboat Key with family, you will find it here. The condo is spacious, comfortable and fully equipped for the perfect vacation destination on Longboat Key!brbrContact Wagner Realty for pricing and availability .brbrAmenities Include:brbr- View: Gulfbrbr- Waterfront: Yesbrbr- Pool, Heated: Yesbrbr- Pool: Communitybrbr- TV Cable/Satellite: Cablebrbr- Internet Access: Belkin b.82brbr- washer dryer: On-Site - Coinbrbr- Bed Size 1st/Master: Kingbrbr- Bed Size 2nd Rm: 2 Twinbrbr- Beds Pull-out: Queen Sleeper Sofabrbr- Floor No.: 1brbr- Parking: Openbrbr- Balcony: Yesbrbr- Furnished: Yesbrbr- Agent: Gregory Kossbrbr- Office: Longboat Keybrbr

Sea Club Iii Beachside Condo On Longboat Key

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$304.82

A spacious first-floor 2-bedroom, 2-bathroom condo with direct pool access and stunning bayfront views. Located just a 10-minute walk to the beach, this beautifully appointed retreat offers the perfect blend of comfort, relaxation, and convenience. Enjoy a private patio overlooking the bay, a fully equipped kitchen, and a bright, open living space. With resort-style amenities, including a pool, hot tub, and tennis courts, it’s an ideal escape for couples, families, and remote workers.brThe spacebrAmenities & Featuresbr✔ Bayfront condo with direct pool accessbr✔ Fully equipped kitchen with modern appliancesbr✔ King bed in master, two twin beds in guest roombr✔ High-speed Wi-Fi & smart TVbr✔ Washer & dryer in unitbr✔ Air conditioning & ceiling fansbr✔ Resort-style pool & hot tubbr✔ Tennis courts & BBQ areabr✔ Free parkingbrbrLocationbrHarbor Villa Club is centrally located on Longboat Key, offering easy access to:br Longboat Key Beach – 10-minute walkbr Local dining & cafes – 5-minute drivebr St. Armands Circle – 15-minute drivebr Mote Marine Aquarium & Nature Trails – 15-minute drivebrDowntown Sarasota - 20 min drivebrbrStep inside this bright and airy condo, featuring an open-concept layout with floor-to-ceiling windows that fill the space with natural light. The living area is designed for relaxation, with a cozy sofa, smart TV, and sliding glass doors leading to a private patio—perfect for enjoying morning coffee overlooking the bay and pool.brbrThe fully equipped kitchen features stainless steel appliances, quartz countertops, and all the essentials for cooking at home. The dining area comfortably seats six, making it easy to enjoy meals together.brbrPrimary Bedroom – King bed, ensuite bathroom, floor-to-ceiling windows with beautiful viewsbrGuest Bedroom – Two twin beds, adjacent to the second full bathroom

Waterfront 2BR 2BA Pool - 10 min walk to Beach

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$295.25

RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key island, including several overlooking the turquoise waters of the Gulf of Mexico, and a handful of others intimately nestled on the bayside, this condominium complex encompasses all the elements of a tropical paradise. The quiet ambiance and relaxed atmosphere of this vacation hideaway, coupled with the natural foliage and perfect location have created a must-see community on Longboat Key. The attention to detail, from the cleanliness of your unit to the manicured grounds, will be evident the moment you arrive. The glorious sunrises, the romantic sunsets, the lush tropical flowers abloom everywhere - you will believe you have found a personal paradise in the Cabana Beach Club. Many of our guests return year-after-year to relax and enjoy the area’s many attractions. Resort amenities include a heated swimming pool, community laundry facilities and complimentary chaise lounges.brbrbrbrAccommodations: Cabana Beach Club is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key with several units also located on the bay side. Choose from our various unit styles including one-, two-bedroom and efficiency units. Enjoy all the amenities of home in these fully furnished condominiums including TVs, full-sized kitchen or kitchenette, dining room, and modern, beach-styled decorations.brbrbrbrResort Features: Heated Swimming Pool, Private Beach Access, Internet Access (select units), Complimentary Chaise Lounge Chairs, Fully Equipped Kitchens or Kitchenettes, Barbeque Area, Private Patio or Lanai, Community Laundry Facilities, Outdoor Shower, Various ViewsbrbrbrbrUnit #5 Features: 1-bedroom, 1-bathroom pool front unit. Relax by the heated pool or take a dip in the Gulf of Mexico. Enjoy all the amenities needed for a beach vacation including TV, breakfast table, kitchenette, and beautiful Florida decorations. brbrbrbrView: Pool ViewbrbrbrbrBedding: 1 Queen, Sleeper Sofa

Newly Renovated 1BR – Cabana Beach #5 RVA

Longboat Key, Florida, United States

1

Bed

1

Bath

Sleeps

$582.92

Florida Vacation Connection proudly presents this exceptional corner-unit condo at the exclusive Longboat Key Towers—offering some of the most breathtaking views on the entire island! brbrPerched high above the sand in one of Longboat Key’s most prestigious addresses, this luxurious beachfront retreat delivers nearly 360 degrees of jaw-dropping views. From the Gulf-front balcony, enjoy sweeping vistas all the way south to Lido and Siesta Key, and north across the length of Longboat Key. The east-facing balcony captures the tranquil bay and the glittering skyline of downtown Sarasota. Sunrises, sunsets, and everything in between—this is coastal living at its most captivating.brbrInside, the spacious living room is bathed in natural light, with oversized windows framing the Gulf like a living painting. The adjacent dining area shares the same stunning beachfront backdrop, making every meal feel like a special occasion.brbrThe updated kitchen is both stylish and functional, featuring stainless steel appliances, a breakfast bar for casual dining, and the convenience of an in-unit washer and dryer.brbrThe serene primary suite is a true retreat, featuring a plush king-size bed and direct access to the east-facing lanai—perfect for enjoying peaceful bay views morning and night. The guest suite is equally inviting, offering two comfortable queen beds and stunning bay views, making it ideal for families or traveling companions.brbrThoughtfully designed and beautifully furnished, this condo blends elegance, comfort, and sophistication in every corner. Located on the coveted south end of Longboat Key, you’re just minutes from the world-class shopping and dining of St. Armands Circle.brbrFor those seeking the pinnacle of island living, Longboat Key Towers is the destination—and this condo is the experience. brbrTown of Longboat Key RRR.00199.2023

Longboat Key Towers 1004S by FVC

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$112.51

Professionally managed and offered by FL Vacation Connection.brbrSeaplace is a wonderful community with two swimming pools and two hot tubs, tennis courts, fitness facilities and best of all a gorgeous beach! Additional amenities include a club house, library, grilling area and even a nice playground for your children or grandchildren. Time and space for both adults and children to get out and play in the Florida sunshine!brbrThe view from the condo is one that you will enjoy. It overlooks a lush greenbelt out to the Gulf of Mexico. Your private, furnished and screened balcony is the perfect spot to take in the view. brbrThe interior of blue and yellow decor along with Mexican tile flooring make this a cheery place. Add in comfortable furnishings and you are all set to relax both indoors and out.brbrUnique to this condo, you will have two assigned parking spaces; one of which is located under cover in the carport.brbrWith so much to enjoy, both indoors and out, this is a great property on beautiful Longboat Key beach!brTown of Longboat Key RRR-00150.2023

Seaplce G7-405 by FVC

Longboat Key, Florida, United States

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Bath