Home Vacation Rentals By Owner In Longboat Key, FL

Showing 20 Of 817 Vacation Rentals
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$339.01

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Condo

Longboat Key Cedars Beach House-Pet Friendly-2 Minute Walk To The Beach

Longboat Key, Florida, United States

We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!br​Cancel 14 days prior to arrival receive 100% refundbrCancel 7-13 days prior to arrival receive 50% refundbrbrExperience 24/7 Live Customer ServicebrPrivate Beach AccessbrHeated PoolbrbrA Bayside tennis and residential community in the heart of Longboat Key, FL.brSunshine and warm breezes accent the well-appointed tri-level townhouses that surround Cedars Tennis Resort & Club. Some of our residents are full-time, some are seasonal, and some are even vacationers looking for a private getaway in paradise. Whatever your Longboat Key needs Cedars has a Club amenity or accommodation to meet it. One of the only full-service Clubs on the exclusive barrier island to Cultural Capital on Florida's West Coast, Sarasota, at Cedars you can enjoy the best of both worlds - a private island setting just a short drive to world-class activities. brbrEach unit in this village-like community has a spacious living area, a fully equipped kitchen with breakfast bar and a dining area. Most units feature a screened private patio that adjoins the living area – creating an open, airy feel where Florida breezes can flow freely. One- two- or three-bedroom townhouses are available for residence or rental and can accommodate a couple looking for a quiet getaway, or an entire family with spacious comfort.brbrEach townhouse is privately owned and therefore individual offerings and decor may vary - please visit our VACATION RENTALS page for specific unit rental details.brbr10 Har-Tru Tennis CourtsbrOur Club is proud to offer a selection of tennis amenities including professional instruction, daily clinics, round robins, seasonal tournaments and more - all on our soft-clay courts.brbrJr. Olympic Swimming PoolbrOur members and guests can enjoy our heated, Jr. Olympic sizes swimming pool complete with complimentary chaise lounge chairs and a seasonal Tiki Bar.brbr24/7 Fitness CenterbrA highlight for many of our members and guests, the Cedars fitness center is accessible 24/7 with secure access and modern equipment.brbrBicyclesbrNo matter the time of year, Longboat Key is a bicycle town. Gulf of Mexico Drive is often frequented with bikes of all kinds from beach-going families to competition cyclists. Cedars offers a selection of adult-sized bikes available to Members and guests (fees may apply) for daily use with advanced reservations.brbrMembers CenterbrThe Cedars Members Center is a relaxing place for Members and their guests to retreat after a rigorous match. Featuring coffee, lite bites, board games, a selection of books and TV’s - it is the perfect retreat. The Members Center is also available as a meeting space with advanced reservations.brbrPro ShopbrOur Pro Shop is open daily for tennis reservations and assistance and includes a selection of apparel and outdoor necessities.brbrSEASONAL Tiki BarbrThe Cedars Poolside Tiki Bar is open seasonally and is a great place to unwind at the end of the day, grab a drink and visit with local friends.brbrFishing PierbrStroll to the back of our community where the blue waters of Sarasota Bay reside. Our community fishing pier is complete with picnic tables for relaxing and plenty of fish for catching.brbrWooden BoardwalksbrCedars is broken up into three sections, the 500’s the 600’s and the 800’s, that connect through idyllic wooden boardwalks woven through picturesque mangroves. At night when the lanterns are lit it is a sight to behold.brbrWhat’s included in my stay brbr*With our continued desire to provide a superior guest experience, we offer all our guests a professional linen service which includes freshly laundered sheets, pillowcases, bath towels, hand towels, beach towels, washcloths, dishcloths, and bath mats.*brbrKITCHEN AND LAUNDRYbr• Spongebr• Dishwasher Tabletsbr• Dish Soapbr• Kitchen Cleaning Wipesbr• Laundry TabletsbrFULL BATHbr• Shampoobr• Conditionerbr• Body Lotionbr• Make-up wipesbr• Massage Body Barbr• Bath SaltsbrOur Lux packaging is made from recycled cardboard with matching tissue paper. Sealed with a Sojo sticker so guests know the products are unused.brSCENTSbr• White tea & coconutbr• Fresh citrusbr• LavenderbrADDITIONAL AMMENITIES br• 2 rolls toilet paper per bathroombr• 2 rolls paper towel per kitchenbr• 1 roll of 3 kitchen trash bagsbr• 1 roll of 5 room trash bagsbrBeach Chairsbr• Beach chairs are provided for every guest. brbrAdd-On Services provided by our Exclusive Concierge Service at a 10% discounted rate for all guests of Anna Maria Island Beach Rentals!brbr• Golf Cart Rentalsbr• Bike Rentalsbr• Kayak Rentalsbr• Paddle Board Rentalsbr• Beach Wagon Rentals br• Canopy Rentals br• Beach Toys Rentals br• Beach Cooler Rentals br• Children’s Life Jackets Rentals br• Corn Hole Rentals br• Skim Board Rentalsbr• Beach Cart Rentals br• Beach Wheelchair Rentals br• Crib rentalsbr• Highchair Rentals br• Child Safety Gate br• Children’s Car Seat Rentals br• Pack N’ Playbr• And more!
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Exceptional(1)

$322.9

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Private Vacation Home

3brm elevated canal front pool home on North Longboat Key

Longboat Key, Florida, United States

Welcome to Coconut Place: Your Canalfront Paradise!brbrPrepare to be captivated by the stunning Coconut Place, a beautifully designed 3-bedroom, 3-bath canalfront home, expertly managed by FL Vacation Connection. From the moment you arrive, this tropical oasis will leave a lasting impression.brbrAs you step onto the property, you’re greeted by lush, tropical landscaping and expansive decks that offer breathtaking views of the water. The plush green lawn gently slopes down to your very own private dock—perfect for casting a line and reeling in tonight’s fresh catch. The spacious wood deck provides an idyllic spot to sip your morning coffee, lounge with a good book, or simply watch the boats glide by. It’s your front-row seat to paradise, and it might just become your favorite place to unwind.brbrBut wait until you see the pool! This 12 x 20 sparkling inground pool, surrounded by elegant brick pavers, could easily become your go-to spot for relaxation. With both open and covered seating areas, you’ll have plenty of options to soak up the sun or enjoy the cool shade beneath a majestic tree that completes this perfect outdoor retreat.brbrInside, Coconut Place continues to impress with its clean, sophisticated decor. The spacious great room invites you to sink into a brand-new sectional sofa, where the whole family can gather after a fun-filled day. Whether you’re catching up on your favorite TV shows or enjoying a movie night on the flat-screen TV, comfort is key. The adjacent dining area, with seating for four and additional bar stools at the breakfast bar, is ideal for family meals or casual snacks.brbrThe kitchen is a gourmet’s dream, fully equipped to handle everything from quick bites to elaborate feasts. You’ll find everything you need to create delicious meals that you can enjoy in the comfort of your home away from home.brbrEach of the three bedrooms offers its own private ensuite bath, ensuring maximum privacy and convenience. The master suite is a sanctuary, featuring a luxurious soaking tub and a separate shower for a true spa-like experience. Whether you choose the King master, Queen master, or the Twin bedroom, you’re guaranteed a restful night’s sleep.brbrAt Coconut Place, every detail is designed with your comfort and enjoyment in mind. Come and discover the ultimate vacation experience in this canal front haven you’ll have everything you need and more for a truly unforgettable stay.brbrTown of Longboat Key RRR.00203.2023
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$255.01

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Condo

Amazing Location and high end. 2 Bedroom Condo

Longboat Key, Florida, United States

Beautiful fully remodeled condo in Beachplace. Raised ceilings, tile floors, upgraded kitchen including a wine fridge, upgraded finishes throughout. This unit books quickly so contact us today for your vacation home in paradise. brThe open bright kitchen has cerulean glass tile backsplash that warms the white custom cabinetry, quartz marble countertops, upgraded stainless steel appliances, and wine refrigerator. The large farm sink adds rich character and utility while entertaining your guests on the sculptured quartz open peninsula. An adjacent café bar is perfectly situated for your small appliances or displaying your crystal barware. The large dining room is open to the great room for enjoying movie night or relaxing on the lovely terrace for sunsets. The wall of custom brand new hurricane impact sliders open the living space to outdoors. Master bedroom offers a king bed and the second bedroom offers a queen and a single bed. 4 person maximum.br2 Parking spaces included. One under cover and one in main parking area for the building .brbrbr.The well-maintained and gorgeous grounds include the following amenities:br • 24 hour manned guard gate.br • Private beach access with chairs and umbrellas includedbr • 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.brThe online system will only book 12 months out, so please call us directly if you wish to book further in advance. 1 Month Minimum Required
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$237.96

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Private Vacation Home

2 bedroom/2bath private home in Longbeach Village on Longboat Key

Longboat Key, Florida, United States

Welcome to your vacation home! The elevated living space includes a master BR with en-suite bathroom and private balcony; Guest BR with adjacent full bath; Open concept Living-DR-Kitchen which adjacent outdoor deck for dining or relaxing; A laundry room and lots of closet space. The ground floor offers a covered lanai surrounded by tropical foliage with seating and a bbq grill, a circular driveway and a large garage.brbrLongboat Key is a barrier island just north of Sarasota and just south of Anna Maria Island. The home is located on the north end of the island, in a neighborhood that is colloquially known as The Village. You can walk to the quiet beach, the magnificent bay and several great restaurants/bars. It is a peaceful place to relax yet located near enough to world famous St. Armand’s Circle and downtown Sarasota to the south, or to Coquina Beach and Bradenton Beach to the north, both located on AMI. As you will see from or photos it is a beautiful spot on the planet; perfectly located to enjoy both peace and tranquillity and a bit of Old Florida fun. Although this part of Florida makes for a great escape from the cold winters up north, during the off-season (May-November) is really the most special: The crowds are gone, which means the traffic is light, the beaches are nearly empty and the restaurants are not full. The weather is always warm; yes, hot in the summer, but there is always a cooling breeze on the beach and the sea temperatures are so warm you will never want to get out of the water. And of course the days are longer so you have more time to enjoy the sunshine. Speaking of the sun, wake early and watch it rise over the Sarasota Bay and always catch it setting over the Gulf of Mexico. With so much to offer, you can’t go wrong. Look no further, you really have found your perfect getaway.
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Exceptional(2)

$195.74

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Condo

Beachplace building 4 unit 503 by FVC

Longboat Key, Florida, United States

Offered by FL Vacation Connection, this fifth floor condo has views of the reflecting pond and fountain as well as a partial view of the Gulf of Mexico from the open lanai. Walk the beautiful grounds to the pool and club house, take a few more steps and you are on the beautiful beach.br brThis 2 bedroom condo offers an updated kitchen with new cabinets, granite counter tops and a large open pass through to the dining room. Furnished with comfort in mind, this spacious floor plan is light and bright with new floor to ceiling windows. brbrBeachplace has everything you could dream of including gated 24 hour security, private beach access with chairs, club-house, fitness center, heated pool/spa, separate wading/children's pool, four har-tru tennis courts, elevators and a voluntary library where you can borrow books. Even a car washing station, EV Car charging station and BBQ grills (only at the pool area). brbrGreat unit, great location, great amenities spells time to kick back, relax and enjoy Longboat Key!brbrThis vacation rental is fully-stocked with linens, bath & beach towels. Pack light, as there is a washer and dryer in the unit for guest use.brbrThis unit offers high-speed Wi-Fi Internet access, perfect for streaming your favorite shows. We also can't think of a more inspiring work-space for those of you able to work remotely!brbrTown of Longboat Key RRR-00169.223
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Exceptional(2)

$199.77

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Condo

Updated 2 Bedroom Condo With Lanai Exit On Longboat Key By FVC

Longboat Key, Florida, United States

Professionally managed by FL Vacation Connection, this spacious unit is furnished with comfortable seating in the living room, perfect for watching your favorite program or for sharing photos of your trip with family using the complimentary WiFi! brbrMake yourself at home with the fully-equipped kitchen with dishwasher. Enjoy a hearty breakfast at the breakfast bar while planning your day, or cook up your catch of the day for dinner and enjoy as a family at the large dining table!brbrThe master bedroom has a comfortable king-sized bed and a large en-suite bathroom to wash off the salt water at the end of the day. The guest bedroom has a set of twin-sized beds with direct access to the second bathroom.brbrTake full advantage of your balcony off the living area, perfect for playing cards or just sipping a glass of wine after a sunshine filled day! Since this unit is on the first floor, guests have their own private stairway down from the balcony ... so literally steps away from the heated community pool, beach, and lush landscape of Beachplace! This first floor walkup means access is easy to all the amenitiesbrbrWasher and dryer, all linens, and beach towels are provided.brbrCome see the sunsets, enjoy the feel of sand between your toes, collect seashells or spot dolphins from the shore!brTown of Longboat Key RRR-00167.2023
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$387.1

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Condo

5-floor penthouse 60 feet from water 125 reviews

Longboat Key, Florida, United States

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. It is part of the Zilli Collection. Each with the Zilli touch of amazing view, decor, (not typical wicker furniture, silly beach artifacts, 40 year old flooring, one SIZE fits all, etc.). We call it upscale coastal. The properties are more of a resort, 5 star hotel feel. We own an elegant upscale home next door, a penthouse unit, a direct walk out unit, along with 2 units with the option to connect into one suite. brbrYou’ll find everything you need on-site from free WIFI to dishes, linens, towels and even a few extras you may need for your stay like puzzles and soap. There is a pool and a covered area with grills and picnic tables overlooking the beach. Hope to see you soon at one of my beautiful vacation homes. All you need is your bathing suit and a toothbrush. The beach is just steps away. brbrThis resort is not a place of public accommodation as defined by the ADA and, therefore, does not meet the accessibility requirements of the ADA. That said, there are some accessible features at the facility. Please ask me specific questions to determine if this property would a good fit for your needs.brbrPlease view my other beautiful vacation homes and make plans now to visit Longboat Key to see why we love it!!!br247170 - Zilli Villa is a two bedroom, two bath house located right on the beachbr4649102 - Zilli Ocean Front 101 is a direct walk outbr7900243 - Zilli Ocean Front 201 and 9070766 - Zilli Ocean Front 202 are individual condos that can be made into a suite for larger groups with a connecting door.br
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Exceptional(34)

$341.54

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Condo

Longboat Key Beachfront - Beautifully Updated with Prime Location

Longboat Key, Florida, United States

Come enjoy this beautiful beachfront condo! brbrCompletely renovated and updated,, this condo is located at the desirable north end of Longboat Key on one of the most beautiful beaches on the West Coast: white sand, shells, no crowds. The complex has only 64 units in four, 2-storey buildings; all units have their own private outside entrance. This unit is on the second floor where the ocean views are spectacular, including gorgeous sunsets. The condo is done in soothing beach colors (light yellow, blue, white and coral). The living area and master have mirrored walls, enhancing the views, and both open onto a large screened lanai. The living area has a queen sleeper sofa, love seat, chair and ottoman. There is a large TV with DVD. The dining has a table that will seat 10 and a buffet/server. There is colorful art throughout. The kitchen opens onto the dining area to give a light, open feeling. There is a small den off the kitchen with a full-size sleeper sofa and a closet with washer and dryer. Completely furbished, the kitchen has service for 12, many serving dishes and extra appliances including a Keurig coffee maker and an electric wok. The master suite has a king bed, dresser and a flat screen TV. Open the sliding doors to listen to the ocean, or close the room-darkening blinds if you want to sleep late. There are both a dressing area and a bathroom with shower off the master suite as well as a walk-in closet. New cabinets and granite counters can be found in both bathrooms. The second bedroom has twin beds, a single sleeper chair, a flat screen TV and its own complete bath. The beachfront pool can be accessed from the beach or the parking area and there are 2 tennis courts across the street for the exclusive use by Cedars West residents and guests. A barbeque grill is available on site.brbr(Please note that the Cedars West Condominium Association does not permit rentals for fewer than TWO WEEKS).br brLongboat Key is close to both Bradenton and Sarasota, one of the cultural centers of the West Coast. Activities abound for everyone. Nearby are fine and casual dining, golf, parasailing, diving, kayaking, theater, movies, opera, night life. Kids can have fun at Jungle Gardens, Mote Marine or playing miniature golf. Go deep sea fishing and cook your catch in your own kitchen. Plan a morning shopping in the upscale shops on St Armand's Circle and have lunch at the Columbia or another of St Armand's fine restaurants. Rent a bike or take the free trolley up to Bradenton Beach to have a beachfront meal. This is the place for you if you are looking for a relaxing and fun stay at the beach. brbrKeywords: Beachfront, Beach, Longboat Key, Cedars West, Gulf Coast, quiet, calm, waterfront, tennis, Pool
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$398.32

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Private Vacation Home

Marbury Lane: House on Longboat Key by RVA

Longboat Key, Florida, United States

Welcome to your perfect getaway on Longboat Key, FL! This stunning three-story vacation home is a dream come true for families and groups seeking a luxurious, yet comfortable retreat by the beach. With three spacious bedrooms and three beautifully appointed bathrooms, this home comfortably sleeps up to eight guests, making it ideal for larger gatherings.brbrbrbrAs you step inside, you’ll be greeted by an open and airy living space that invites relaxation. The master bedroom boasts a plush king-sized bed and a private balcony where you can sip your morning coffee while taking in the serene surroundings. Upstairs, you'll find a cozy bedroom with a full-sized bed, as well as a versatile guest bedroom featuring three single beds and a day bed, perfect for the kids or extra guests. brbrbrThe fully equipped kitchen makes it easy to whip up your favorite meals, which you can enjoy on the private balcony or by the heated pool. For those who love to grill, the gas grill is ready for your culinary adventures. After a day of sun and sand, unwind in the comfortable den with a sleeper sofa.brbrbrbrFor the active vacationers, this home comes with bikes and kayaks, allowing you to explore the beautiful surroundings of Longboat Key at your own pace. Whether you're biking along the scenic paths or paddling through the calm waters, adventure is always just a step away. And when it's time to hit the beach, you'll be just a short walk or drive away from the pristine shores, where you can soak up the sun, swim in the Gulf, or simply relax with a good book.brbrbrbrWith garage and outdoor parking, you’ll have plenty of space for your vehicles and any beach gear you bring along. This Longboat Key retreat truly has it all—luxury, comfort, and endless opportunities for fun. Book your stay today and start making memories that will last a lifetime!brbrbrbrAccommodations: 3 bedrooms, 3 bathroomsbrbrbrbrLocation: 723 Marbury Ln, Longboat KeybrbrbrbrAmenities: Short Walk to Beach, Private Pool, Gas Grill, 2 Private Balconies, Bikes, Garage Parking, Kayaks, Boat DockbrbrbrbrBedding: 1 King, 1 Full, 3 Twins, 1 Sleep Sofa, 1 Day BedbrbrbrbrView: PoolbrbrbrbrMinimum Night Requirements: MonthlybrbrbrbrPets Not AllowedbrbrbrbrNo parties or events allowed at this property
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Exceptional(81)

$344.36

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Condo

Secluded Bayside Gem with Spectacular Views!!!!

Longboat Key, Florida, United States

Reservations for this property have to be in full week intervals Sat-Sat check in /out. During peak season Jan-April we do not accept any reservation with children of any age.brbrNewly added Pickleball courtsbrbrFrom the moment you walk in you will feel the peace and serenity this unit has to offer. With its amazing views of the bay, coastal decor, high ceilings and natural light! Enjoy watching nature from your enclosed terrace which gives you the option of sliding open the doors for refreshing bay breezes or keep it closed for the cool A/C as you watch the wildlife like Dolphins, Manatees, pelicans and many more right from the terrace.brJust a 3-4 minute drive to some of the best beaches in Florida or stay home and enjoy the beautiful heated pool with amazing bay views.brTime to explore the area Take advantage of the many restaurants on the Key or take a short drive to St. Armand's Circle for amazing boutique shops and restaurants or Bridge Street for a laid back Key West feel with its waterfront restaurants and bars. In the mood for a little city vibe Take a ride over the bridge into Downtown Sarasota for a foreign film or a play, enjoy some of the best restaurants on the West Coast. In the mood for Museums Don't miss the spectacular Ringling Museum or maybe in the mood for a Botanical Garden be sure to visit Selby Gardens. If that's not enough, right on Longboat Key you have the Motes Aquarium where you will learn all about the sea life that you will encounter on the West Coast!brThis will all add up to a magical stay, which will have you coming back for years.brbrbr
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Exceptional(3)

$223.17

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Private Vacation Home

Tree-lined home w/ amazing decor & screened porch - near beach/dining

Longboat Key, Florida, United States

TreetopsbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrExperience the stunning beauty of Florida's Gulf Coast at this wonderfully positioned home among the palms of Longboat Key. The interior of this home is a thoughtful, light-filled showcase of international decor and furnishings, which the owner - a seasoned world traveler - has collected in her travels across Asia. You'll enjoy a screened-in porch, a sleek, air-conditioned living space, and an enviable location just one block from a secluded beach.brbrWhat's nearby:brWhether you're a beach-goer, an angler, or a snowbird flying south for the winter, you'll find plenty to keep you occupied on Longboat Key. You'll be only one block from a tranquil beach on the Gulf of Mexico. Schedule a morning match at the Longboat Key Public Tennis Center, which maintains 10 clay courts that are available for reservation. You could also rent a boat at Cannons Marina and spend an afternoon birding near Longboat Pass (half a mile north), still making it home in time to catch a spectacular sunset over the Gulf.brbrThings to know:brFree WiFibrFull kitchenbrThis property has a 30-night stay requirement. However, select properties have the flexibility for shorter stays.brbrThe property is managed by Vacasa Florida LLC.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 4 vehicles.brbrDock details: Longboat Key Marina - full-service 291-slip, deep-water marina. brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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