Longboat Key Homestays

The Beach on Longboat Key: Gulf-Front Luxury with Stunning Views and Modern Comforts"Escape to paradise at The Beach on Longboat Key, where South Beach flair meets Gulf-front relaxation. Enjoy stunning views, warm Gulf breezes, and direct beach access from this beautifully designed condominium resort. Featuring modern, beachy décor, fully equipped kitchens, and private balconies (for 2-bedroom units), this is the perfect destination for families, honeymooners, or business travelers. Book Unit #221 for a 2-bedroom retreat with breathtaking Gulf views, a king and queen bed, sleeper sofa, and all the amenities for a memorable stay. Experience Longboat Key like never before!The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium complex. New designs were created using South Beach flair, resulting in comfortably modern furnishings and decorations. Located directly on the beach, this resort features beautiful Gulf-front views. You are only steps from the white-sand beaches, placid turquoise waters, and memorable sunsets that will have you daydreaming about your next beach vacation month after month. All units feature a full-size kitchen or kitchenette with stainless steel appliances, granite countertops, and a private patio or balcony (2 bedrooms only). Whether you are traveling as a family, honeymooners, on business, or just want a resort with the best accommodations Longboat Key has to offer, this is the resort for you.Accommodations: The Beach on Longboat Key is a relaxing, yet modern retreat located directly on the Gulf of Mexico, located mid-island on Longboat Key. Choose from our various unit styles including studio, hotel, one and two bedroom units. Enjoy all the amenities of home in these fully furnished condominiums including LCD, flat-screen TVs, full-sized kitchen or kitchenette with stainless steel appliances and granite countertops, dining area, and modern, yet beachy, décor.Resort Features: On-site Office, Heated Swimming Pool, Private Beach Access, Wireless Internet Access, Complimentary Chaise Lounge Chairs and Umbrellas, Fully Equipped Kitchens or Kitchenettes, Picnic Area, Private Patio or Balcony (2 bedrooms only), Designer Decorated Units, Complimentary Parking, Community Laundry Facilities (private washer/dryer available in select units), Outdoor Shower, Various ViewsUnit #221 Features: 2-bedroom, 2-bath unit including full-size kitchen, private balcony, and Gulf-front viewsView: Gulf ViewBedding: 1 King Bed, 1 Queen Bed, Sleeper SofaAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Your home away from home in Longboat Key with 1 bedroom. This lovely condo offers WiFi, AC, heating, a washing machine, an iron, and a hair dryer. Perfect for a nice getaway, this pleasant space is ideal for solo travelers or couples looking for a cozy retreat. We think our place will help you experience everything Longboat Key has to offer.The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium complex. New designs were created using South Beach flair, resulting in comfortably modern furnishings and decorations. Located directly on the beach, this resort features beautiful Gulf-front views, which means you are only steps from the white-sand beaches and placid turquoise waters and memorable sunsets that will have you daydreaming about your next beach vacation month after month. All units feature a full-size kitchen or kitchenette with stainless steel appliances and granite countertops. Whether you are traveling as a family, honeymooners, on business or just want a resort with the best accommodations Longboat Key has to offer, this is the resort for you.Accommodations: The Beach on Longboat Key is a relaxing, yet modern retreat located directly on the Gulf of Mexico, located mid-island on Longboat Key. Choose from our various unit styles including studio, hotel, one- and two-bedroom units. Enjoy all the amenities of home in these fully furnished condominiums including LCD, flat-screen TVs, full-sized kitchen or kitchenette with stainless steel appliances and granite countertops, private patio or balcony (2 brdms only), dining area and modern, yet beachy, décor.Resort Features: On-site Office, Heated Swimming Pool, Private Beach Access, Wireless Internet Access, Complimentary Chaise Lounge Chairs and Umbrellas, Fully Equipped Kitchens or Kitchenettes, Picnic Area, Designer Decorated Units, Complimentary Parking, Community Laundry Facilities (private washer/dryer available in select units), Outdoor Shower, Various ViewsUnit #105 Features: full-size kitchen, community coin-operated washer/dryer, private patio, private beach access, beachfront, and Gulf-front viewsView: Gulf ViewBedding: 1 Queen Bed, 1 Twin Sleeper SofaAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Welcome to Your Coastal Oasis at Cabana Beach Club Unit 8!NO MAJOR HURRICANE DAMAGE!!!Just a two-minute stroll from private Gulf beach access—no streets to cross!—this charming ground-floor unit is the only two-bedroom in the exclusive Cabana Beach Club, a secluded boutique resort designed for romantic getaways or unforgettable family vacations.Step outside to your private patio, complete with an umbrella table and chairs for delightful outdoor dining, as well as a lounge area perfect for sunbathing and relaxation. Enjoy the tranquility provided by new hurricane windows and doors that enhance your comfort and serenity.Inside, unwind with HD cable, a Smart TV, and complimentary Wi-Fi, all while enjoying the cool breeze from central air conditioning and heat. You’ll also appreciate the convenience of free parking and inside unit laundry . We provide beach towels, umbrellas, and lounge chairs to make your beach days effortless!This unit comfortably sleeps four, with space for up to six guests. The master bedroom features a luxurious King Serta Perfect mattress with a memory foam topper, while the second bedroom offers a Queen bed with a gel foam mattress. The living area includes a pullout sofa for additional sleeping space. For families with infants, a Pack and Play is available upon request.The updated kitchen is a chef’s dream, fully equipped with a refrigerator, full-size oven with a ceramic cooktop, dishwasher, microwave, toaster, blender, coffeemaker, cookware, utensils, and stylish quartz countertops. Enjoy a complimentary starter supply of essentials like paper towels, coffee filters, and dishwashing supplies.The full bathroom features a double sink, toilet, and a spacious walk-in shower for your convenience.At Cabana Beach Club, indulge in private Gulf beach access, a heated pool, grills for evening cookouts, and a fishing dock for your leisure. Explore the stunning surroundings of Longboat Key, where you can stroll through the lush coastal landscape at Durante Park or enjoy outdoor activities at nearby Bayfront Park, which offers pickleball, tennis, basketball, and kayak rentals.Start your mornings with sunrise yoga on the beach, collect unique shells along the seven miles of pristine shoreline, and take a refreshing dip in the warm turquoise waters. Relax in Adirondack chairs on the private dock and watch manatees and dolphins frolic nearby.Our prime location places you conveniently close to a variety of restaurants, shops, and local attractions, including Mote Marine Aquarium and St. Armand’s Circle, known for its vibrant shopping and dining scene. Quaint Anna Maria Island is just a short drive away, offering even more opportunities for exploration.Your paradise awaits at Cabana Beach Club Unit 8—book your escape today!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.No smoking or vaping in the unit or on the patio.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Your home away from home in Longboat Key with 1 bedroom. This adorable condo is equipped with all the essentials for a comfortable stay, including WiFi, heating, and AC. Guests can relax in the cozy living space or take a short stroll to the nearby beach. We look forward to welcoming you to our place.Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium complex. New designs were created using South Beach flair, resulting in comfortably modern furnishings and decorations. Located directly on the beach, at The Beach on Longboat Key you are only steps from the white-sand beaches and placid turquoise waters that will have you daydreaming about your next beach vacation month after month. Whether you are traveling as a family, honeymooners, on business or just want a resort with the best accommodations Longboat Key has to offer, this is the resort for you.Accommodations: The Beach on Longboat Key is a relaxing, yet modern retreat located directly on the Gulf of Mexico, located mid-island on Longboat Key. Choose from our various unit styles including studio, hotel, one- and two-bedroom units. Enjoy all the amenities of home in these fully furnished condominiums including LCD, flat-screen TVs, kitchenette, granite countertops, dining area and modern, yet beachy, décor.Resort Features: On-site Office, Heated Swimming Pool, Private Beach Access, Wireless Internet Access, Complimentary Chaise Lounge Chairs and Umbrellas, Fully Equipped Kitchenette, Picnic Area, Designer Decorated Units, Complimentary Parking, Community Laundry Facilities, Outdoor Shower, Complimentary Parking (1-Space per Reservation).Unit #220 Features: Hotel room with kitchenette and updated furnishings. No outside seating option; and no beach views. Unit 220 is perfectly designed for quick getaways and budget beach-front stays.View: Complex ViewBedding: 1 King BedPlease Note: Although this property is located on the Gulf of Mexico, Unit 220 faces the East and therefore does not include a beach view or outdoor seating options. We kindly ask guests to take this into consideration when making their unit selections.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Consider this condo your home away from home while you visit Longboat Key. This fantastic rental offers 1 cozy bedroom, complete with all the essentials like WiFi, AC, and a washing machine. Experience the magic of Longboat Key at our condo.The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium complex. New designs were created using South Beach flair, resulting in comfortably modern furnishings and decorations. Located directly on the beach, this resort features beautiful Gulf-front views. You are only steps from the white-sand beaches, placid turquoise waters, and memorable sunsets that will have you daydreaming about your next beach vacation month after month. All units feature a full-size kitchen or kitchenette with stainless steel appliances and granite countertops. Whether you are traveling as a family, honeymooners, on business, or just want a resort with the best accommodations Longboat Key has to offer, this is the resort for you.Accommodations: The Beach on Longboat Key is a relaxing, yet modern retreat located directly on the Gulf of Mexico, located mid-island on Longboat Key. Choose from our various unit styles including studio, hotel, one- and two-bedroom units. Enjoy all the amenities in these fully furnished condominiums including flat-screen TVs, full-sized kitchen or kitchenette with stainless steel appliances and granite countertops, dining area, private balcony, and modern, yet beachy, décor.Resort Features: On-site Office, Heated Swimming Pool, Private Beach Access, Wireless Internet Access, Complimentary Chaise Lounge Chairs and Umbrellas, Fully Equipped Kitchens or Kitchenettes, Picnic Area, Private Balcony, Designer Decorated Units, Complimentary Parking, Community Laundry Facilities (private washer/dryer available in select units), Outdoor Shower, Various ViewsUnit #225 Features: 1-bedroom, 1-bath unit including full-size kitchen, private balcony, and Gulf-front viewsView: Gulf ViewBedding: 1 Queen Bed, Sleeper SofaAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Discover Your Dream Escape at Cabana Beach Club Unit 9 on Longboat Key!Welcome to your newly remodeled Gulf-side retreat, perfectly situated in the heart of charming Longboat Key. This lovely unit accommodates up to 5 guests and features 1 bedroom and 1 bathroom, making it an ideal choice for both romantic getaways and family vacations.Step inside to find a fully equipped kitchen complete with modern appliances, a new fridge, and all the cookware and utensils you’ll need to enjoy meals together. The cozy master bedroom boasts a king-size bed, while the living room offers a sleeper sectional and a pullout chair, comfortably sleeping five in total. With linens and towels provided, you can focus on relaxing and enjoying your stay.The unit is beautifully decorated in a Florida beach theme, creating the perfect ambiance for your coastal escape. Enjoy entertainment with flat-screen smart TVs in both the living room and bedroom, along with high-speed internet and cable access. We also provide a starter supply of essential items, including paper towels, coffee filters, and laundry detergent for your convenience. Washer and dryer located inside.Step outside to enjoy direct beach access, where you can soak up the sun on the soft, white sands or take a dip in the heated pool just steps from your door. For those looking to explore the waters, our boat and fishing dock is available, with rental slips offered at an additional fee.Longboat Key is the crown jewel of the Gulf of Mexico, offering a tranquil setting to unwind and recharge. Go for a leisurely walk along the shoreline, catch breathtaking sunsets, practice yoga at sunrise, or enjoy a refreshing swim in the warm turquoise waters. Spend your days fishing or barbecuing on the beach while watching dolphins and manatees play nearby.Our prime location places you just minutes away from a variety of restaurants, shops, and water sport rentals. Experience the vibrant nightlife and cultural events in nearby Sarasota, or visit the famous St. Armand’s Circle for shopping and dining.Make Cabana Beach Club Unit 9 your home away from home on Longboat Key. Book your unforgettable beach getaway today!About pets:No pets allowed.Pets not allowed.About children:Children allowed: ages 0-17.Children welcome.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.Non smoking only.About events:No events allowed.

Hurricane Update: Condo will be ready as of July 1, 2025. However the pool wont be ready till Aug 2025. During the month of July there might be some construction noise coming from the other condos. Welcome to our stunning beachfront condo, offering breathtaking water views. This charming getaway boasts a prime location, allowing you to indulge in the beauty of the shoreline just steps away. With accommodations to comfortably sleep up to six guests, you'll find everything you need for a memorable stay.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Private BEACH Access! *Designer Renovation* Single level, 4 min walk to Bright White Quartz Sand, Welcome to UPGRADED BEACH PARADISE Featuring - NEW Full Kitchen, NEW Cabinets and Granite Countertops. LUXURY Bathroom with New Vanity, Oversized Shower Tile and Moen wand sprayer showerhead. 65 inch 4k Roku Smart TVs with Super Fast 1000 MbPs internet. Very Posh Bedroom, KING SIZE Memory Foam Hybrid Bed Complete with office Desk. FULL-Size pull-out bed in the living room.ABSOLUTELY BEAUTIFUL!! - Don't settle for musty dated property! STARTING in the Living Room: Shiplap feature wall, NEW FULL Size High End PULL-OUT Sofa, 65 Inch 4K UHD Roku TV, [SUPPER FAST 1000 Mbps INTERNET WiFi]...KITCHEN ALL NEW: Granit Counters, NEW cabinets, NEW appliances...BATHROOM: NEW Vanity, NEW Matching Granite vanity top, DESIGNER Tile Shower...BEDROOM: KING SIZE Hybrid Foam and Spring Mattress, 65 Inch 4k UHD Roku TV, Closet Organizer, Side Tables and Lamps. IN UNIT WASHER & DRYER - **OUTSIDE PRIVATE SEATING AREAAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

This beautiful and comfortable unit 11 has 1 bedroom and living room with sleeper sofa so it can easily accommodate 4 people. It has wonderful view of the bay and own dock, so the guests can bring their boat. Cabana Beach Club is very small complex with only 11 units and offers great privacy. Canal side Cabana Beach Club consist only of 3 units.Gulf of Mexico’s beatiful beaches just across the street, a really short walk. The community has own heated pool as well. The unit is fully equipped, you will find everything you need - kitchen utensils, silverware, pots and pans, towels, sheets, beach chairs etc. Channel TV and WIFI.Convenience store within walking distance. Great restaurants nearby or just a short drive to Sarasota:https://www.sarasotamagazine.com/eat-and-drink/best-restaurants-sarasota?utm_campaign=Newsletter%20-%20SAR%20Biz%20Daily&utm_medium=email&_hsmi=107418908&_hsenc=p2ANqtz-86vaCriuyscrrDtMB-bvHWnb3LerJSx9FnIDAW6kjLUfzU-Grgk0xemQgEsI_zvJ_h0LdjHUZ1XUlCF1480v5tN5Uf1Q&utm_content=107418908&utm_source=hs_emailAbout pets:No pets allowed.Pets not allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Children welcome.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.Non smoking only.About events:No events allowed.

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!Also, if you want to vacation with friends or family, we own two upstairs unit, #222 and #224, as well...!Upon 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.When 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...! Upon 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!The 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...!The bathroom features only a shower for water conservation on the island!Beyond 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!The condo has both central heat and air. There is a smoke detector and fire extinguisher, as well.On 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!A propane grill is on the lawn with grilling utensils in our unit!On 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.The best part of our condo is the direct ocean view and private beach access - just sublime!Notes:1. Upon arrival, the condo will be prepared with fresh bed linens, bathroom towels, and beach towels. There will also be starter supplies of the following:Bathroom:- toilet paper- shampoo & conditioner - body wash- hand soap-hair dryerKitchen:- dish soap & sponge- paper towels- dishwasher detergent - trash bags- aluminum foil- plastic storage bags- cleaning spray- spices- olive oil - coffee filters - drip and Keurig!Closet:- iron & ironing board- laundry detergent - umbrella- sun umbrella- extra folding beach chairs- broom & dustpan Daily 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!2. 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.3. 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!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Please be respectful with morning and night noise. Quiet hours are10P.M.-7A.M. No parties. No smoking or vaping in condo or on lanai. No pets..There is ONE parking space per guest party. We cannot accommodate trailers or extra guest cars, unfortunately.,Please treat the condo as your own: wipe sand off feet, turn off lights, close the door when running the AC/heat, don't sit on furniture wet, etc..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.