Home Vacation Rentals By Owner In Sarasota, FL

Showing 680 Of 3494 Vacation Rentals
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$519.0

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Condo

PALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds.

Sarasota, Florida, United States

Simply breathtaking!brEmbrace the essence of your dreams becoming reality when you converge on the vibrant shores of America’s number one beach.brReimagine your day as it begins with a tranquil cup of coffee on the covered lanai or perhaps a serene walk along the beach as the ocean breeze calms your mind, body and soul.brMemories are timeless treasures of the heart and Siesta Key is the perfect place to start!brWelcome to Palm Bay Club - one of the premiere and most desirable locations on the island.brCentrally located and on the beach, Unit G-54 is situated on the fifth floor of the Grand Tower with spectacular views of the Gulf of Mexico and Siesta Key Beach.brbrThe immaculate grounds of Palm Bay Club provide a variety of amenities that will tailor to everyone’s needs.brPalm Bay Club has two heated pools within the community – one located on the Gulf side and the other located on the Bay side which also boasts a hot tub with unobstructed views of the Intracoastal Waterway.brIf fishing is one of your favorite activities, then head to the fishing pier and drop your line! brOther amenities include a state of the art fitness center, two tennis courts, a game room and unique to Palm Bay Club, a boat slip available for rent.brbrYour PRIVATE BEACH oasis awaits after a mere 20 second walk from the steps of the Grand Tower.brConsistently ranked as the best beach in the country, the quartz sand is cool to the touch and one of only three beaches of its kind.brFree umbrellas and lounge chairs are provided, but if you’re looking for something a little more tailored, be sure to reserve a beach cabana for a nominal fee.brStaying in for dinner tonight No problem! Rent a BBQ on the beach to wind down the day with family and friends.brbrAfter the sun has set for the day, indulge yourself at one of the many bars and restaurants on the island which caters to every culinary experience possible.brFrom casual burgers and fries, to award winning steaks and seafood, you simply can’t go wrong.brWhether you’re looking for an intimate fine dining experience or a friendly, laid back meal, Siesta Key has it all.brDon’t forget to head to the Village where you’ll find an abundance of local shops by day, but after sunset, a bustling nightlife awaits to extend the fun long into the evening.brbrUpdated in December of 2021, this 1 bedroom/1 bath condo sleeps four people.brWith direct access to the covered lanai, the master bedroom has a 43” Smart TV with two brand new queen size pillow top mattresses and a renovated bathroom with a granite counter vanity and newly tiled shower with sliding glass doors.brThe large, walk in closet provides generous storage beyond the credenza and dresser in the room.brbrThe well equipped kitchen provides you with all of the amenities that you’d expect at your home away from home.brConveniently perched along the granite counter tops, you’ll find a coffee maker, tea kettle, toaster, knife set and other cooking utensils.brInside the cabinets, you’ll find pots & pans, plates, glassware and silverware.brbrThe combined living and dining area includes a 65” Smart TV and provides ample seating whether you’re lounging on the couch, gazing into the ocean or sitting at the circular dining table reminiscing about the day’s activities.brThe leather sofa also coverts to a full size pull-out bed for additional sleeping accommodations.brbrAs you walk onto the covered lanai and sit down at the oversized table, the magic will touch you as the soft sound of the waves rolling onto the shore embrace you with a mystical sunset that’s always duplicated, but never replicated.
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$234.59

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Condo

Golf, Sun & Beaches - Meadows in Sarasota by RVA

Sarasota, Florida, United States

Welcome to Willow Green in the popular Meadows community of Sarasota, FL by RVA. This one-bedroom, one-bathroom condominium is nicely appointed and includes everything you need for a relaxing winter in paradise. Centrally located in the heart of Sarasota, the Meadows community has long been a favored rental spot for those seeking the Florida lifestyle in a lush, serene tropical setting. Unit 35 at Willow Green is a one-bedroom, one-bathroom condominium with garden views and all the comforts of home. Guests will have access to the Willow Green community pool -- and Memberships to The Meadows Country Club can be purchased directly thru the Club for an additional fee. brbrbrbrUpscale furnishings and a private setting are just some of the features that will draw you in to this condo. Additional amenities include WIFI, a private patio with garden views, private washer/dryer, stainless steel appliances and more. Willow Green is located within walking distance to restaurants and a local-favorite pub. As an added bonus, on Sundays from 10 AM to 2 PM the community offers a fresh market with local food and produce that is also within walking distance. Stop dreaming of the ideal Florida escape, contact us today.brbrbrbrClub Amenities: Guests will have access to the Willow Green community pool. You may purchase a membership to The Meadows Country Club for additional clubhouse amenities directly with the Club. The cost for 1 month during season is $575. This will allow access to the CC Fitness Center and 3 golf courses, among other things. These amenities are not included with the rental and must be purchased separately. Visit for details.brbrbrbrAccommodations: 1-Bedroom, 1-BathroombrbrbrbrAmenities: Garden Views, WIFI Internet, Washer/Dryer in Unit, Private Patio, Full-Size Kitchen, Quiet Sarasota Location, Community Pool, Nearby Restaurants, Weekly Fresh MarketbrbrbrbrLocation: 3071 Willow Green Unit 35, Sarasota FL 34235brbrbrbrBedding: 1 King + Sleeper SofabrbrbrbrView: Garden ViewbrbrbrbrMinimum Night Requirements: 90 NightsbrbrbrbrAssociation Requirements: Application + $100 Fee
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$331.31

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Villa

Cozy, Charming, Lovely Lido Key Villa - Beach down the block!

Sarasota, Florida, United States

Welcome to Cleveland Villas! Cute and cozy bungalow apartment perfectly located just a short walk from the sugar-white sands of Lido Beach and the shops and restaurants of St. Armand's Circle. Walking distance to Kayaking & Lido Beach Resort. Enjoy coffee or drinks on your private outdoor patio with loungers. Simple and conveniently located to everything you'll want to be near while on your Lido Beach vacation. Ideal for singles, couples or small families.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.brbrNOTE: BOOKING JANUARY, FEBRUARY or MARCH 2027 Please book whole months only NOT mid-month to mid-month. This time frame is a monthly minimum property and we don't want to be empty for part of the time. Booking February 1 - February 28 Okay. Want to book February 15 - March 15 Not okay. Please ask first if you are unsure. We will try and work with you.brbrThis stylish, historic 2 bedroom, 1 bathroom bungalow is ready for your next Lido Beach trip. It's ideal for singles and couples and VERY small families. brbrThis home can accommodate up to 4 guests with a bedding configuration as follows:brbr• Bedroom # 1: Queen Bed (1)br• Bedroom # 2: Twin Bed (2)brbrExclusive Amenities Include:brbr• Outdoor Covered Lanaibr• Washer/Dryerbr• Secure carport parkingbr• Free Hi-Speed WIFIbrbrJust down the block from the Lido Beach resort or Lido Beach and about a 10 min walk into St. Armand's Circle.brbrApprox. drive times to airport and major attraction cities:br5 to 15 min - beaches, theater, restaurants, shopping, and morebr20 min - SRQ Airportbr30 min - Outlet mallbr50 min - St Petebr60 min - TPA Airport/Port of Tampabr2hr - Disney WorldbrbrLido Beach is a unique island, just two miles away from buzzing downtown Sarasota. Ringling bridge is a walkers and runners paradise. Marina Jack - bar& grill and dinner cruise, walking trail, kayak launch, tiki bar, Sat morning farmers market, are just some of activities can be found just across the bridge. brbrLido Beach has two parks, one on each side of the island- south and north. Both have various public facilities. There is also a public, heated swimming pool on South side of the island. Kayak mangroves tours, beach grills and secluded park trails make this place very unique. This is a very safe neighborhood.brbr- Phenomenal Sarasota location - only minutes from downtown, St. Armand's Circle, Lido Beach and other local favoritesbrRental age restrictions:br-This property has a minimum primary renter age requirement of 25.br- Upon booking, a signed rental agreement and government issued photo identification are required prior to receiving an electronic access code to the property.br- Beach Chairs and Umbrella provided.br-No PETS allowed.br-No snorkeling gearbr-Stays in excess of three weeks may incur an additional cleaning fee.
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Exceptional(1)

$263.95

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Private Vacation Home

Historic & Lovely - Huge Backyard, Mother-In-Law Apt out back!

Sarasota, Florida, United States

Welcome to Living History at The Toombs House! Enjoy the charm of this beautifully restored historic home, thoughtfully updated with all the modern comforts you expect. You’ll find a brand-new kitchen, smart TVs, strong WiFi, and spacious bedrooms designed for relaxation. Step outside to a large backyard and inviting lanai—perfect for entertaining or unwinding after a day of exploring. Bonus feature is a separate mother-in-law apartment. Close to area beaches, restaurants and SRQ airport.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.brbrStaying at the Toombs House is like stepping back into the Roaring Twenties, Sarasota-style. Period-perfect updates blend flawlessly with original features like the 1926 wood floors, stucco and tile fireplace, and ornate archway. The gourmet kitchen is fully stocked with all the cooking utensils and appliances you need to prepare any meal, plus beautiful fine China to serve it on. brbrToombs House History:brbrThe historic Toombs House was built in 1926 during the Florida Land Boom, a period of intense growth during the 1920s before the stock market crashed and the country was plunged into the Great Depression. This remarkably preserved example of the Mediterranean Revival style boasts hallmark elements like a terracotta roof, arched windows, handmade tiles and charming wrought-iron accents. brbrAt the time the historic Toombs House was built in 1926, the state of Florida was riding the tail end of a wave of real estate development that was doomed to crash beginning in March the following year. Sarasota had experienced a period of wild, unrestrained growth during the early 1920s, during which time one of its most luxurious communities, Whitfield Estates, was planned around the newly built Whitfield Estates Country Club, now the Sara Bay Country Club. brbrThe Toombs House received a few updates over the years, including a large screened porch added in the 1950s, but it managed to retain its original style and historic charm, even as the neighborhood surrounding it grew and evolved. It’s not known how many of the houses built during the Florida Land Boom eventually fell into disrepair and were torn down and replaced.brbrIn 1997, the Toombs House was added to the Whitfield Estates Lantana Avenue Historic District4 and listed on the National Register of Historic Places. Historic properties on the NRHP can qualify for grants and other benefits that help with restoration and maintenance.brbrRevisit the glorious past in this exquisitely preserved historic home.brbrThis captivating 3-bedroom, 2 bathroom home features all the amenities you can think of for your beach vacation and offers an unbeatable location. This home is ideal for families and small groups.brbrThis home can accommodate up to 6 guests with a bedding configuration as follows:brbr• Bedroom # 1: Queen Bed (1) br• Bedroom # 2: Queen Bed (1)br• Mother-In-Law Apt: Queen Bed (1) brbrExclusive Amenities Include:brbr• Outdoor covered & screened-in HUGE Lanaibr• Fully Fenced-In backyardbr• Brand-New Washer/Dryerbr• Several Dining Tablesbr• Secure driveway Parkingbr• Gourmet Kitchenbr• Free Hi-Speed WIFI br• Heated PoolbrbrApprox. drive times to airport and major attraction cities:br5 to 25 min -Area Beaches, theater, restaurants, shopping, ++ morebr10 min - SRQ Airportbr30 min - Outlet mallbr50 min - St Petebr60 min - TPA Airport/Port of Tampabr2hr - Disney WorldbrbrBEACHES: Lido Key Beach (9.0 miles), Coquina Beach (12.0 miles), Anna Maria Public Beach (13.4 miles), Manatee Public Beach (13.4 miles), Siesta Key Beach (13.5 miles), Palmetto Avenue Beach (16.0 miles), Bean Point Beach (17.0 miles)brBOAT RENTALS: Latitude Sailing (on-site), Bradenton Boat Rental LLC (0.4 miles), Sarasota Boat Rental (6.6 miles)brDEEP SEA FISHING CHARTERS: Flying Fish Fleet (6.5 miles), Sarasota Fishing Charters (9.6 miles), Cortez Deep Sea Fishing (10.1 miles)brATTRACTIONS: The John and Mable Ringling Museum of Art (2.3 miles), Sarasota Jungle Gardens (3.8 miles), Mote Marine Laboratory & Aquarium (9.8 miles), Point of Rocks (13.9 miles), Ultimate Kayak SRQ - Siesta Key Kayak (15.8 miles)brRESTAURANTS: Tarpon Bay Grill & Tiki Bar (on-site), Crager's Restaurant (0.2 miles), The Banana Factory (0.4 miles), Anna Maria Oyster Bar Landside (0.5 miles), State Street Eating House + Cocktails (6.2 miles)brAIRPORT: Sarasota-Bradenton International Airport (3.1 miles)brbr- This property has a minimum primary renter age requirement of 25. br- Pets are welcome, however, we do charge a $150 non-refundable fee per pet*. (One Pet Max)br*Due to online booking policies, some payments may need to be submitted after the booking is reserved and confirmed. Please let us know if you have questions about the policies prior to booking.br-Stays in excess of three weeks may incur an additional cleaning fee.
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Exceptional(7)

$220.6

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Condo

Sunny Siesta Key Condo w/ Beach Access + Pool!

Sarasota, Florida, United States

Head to the white-sand beaches of Siesta Key with this 2-bedroom, 2-bath vacation rental as your home base! Boasting bay views, beach access, in-unit laundry, and resort amenities, this home-away-from-home offers all the desirables - and more! Throw on your swimsuit and sunglasses, then head to Siesta Key Beach for a seashell hunt! To beat the heat, pour your favorite cold beverage to enjoy in the sunroom. Whether you’re exploring the sights or lounging on-site, this condo can’t be beat!brbr-- THE PROPERTY --brbr1,500 Sq Ft | Sunroom | Free WiFibrbrBeach-loving families and close-knit friends are sure to enjoy this primely located getaway that provides all the amenities imaginable for a stress-free stay. brbrBedroom 1: King Bed | Bedroom 2: 2 Queen Beds brbrCOMMUNITY AMENITIES: Pools, shuffleboard, whirlpools, tennis courts, pickleball courts, fitness center, Gulfside sundeck, BBQs/picnic areas, fishing pierbrKITCHEN: Fully equipped, drip coffee maker, cooking basicsbrINDOOR LIVING: 3 Smart TVs, 2 dining tables, ceiling fansbrGENERAL: Washer & dryer, towels, linens, air conditioningbrFAQ: Step-free access, mandatory HOA registration form required after bookingbrPARKING: Driveway carport (2 vehicles)brbr-- THE LOCATION --brbrBEACHES: Crescent Beach (0.4 miles), Siesta Key Beach (1.6 miles), Sarasota Beach (2.4 miles), Lido Key Beach (10.8 miles), Manasota Key Beach (26.9 miles)brGOLFING: Village Green Golf Club (5.7 miles), The Palms Golf Club at Forest Lakes (6.6 miles), Rolling Green Golf Club (9.7 miles), The Highlands Golf Course (10.7 miles), The Groves Golf Course (10.7 miles) brSIGHTSEEING: Marie Selby Botanical Gardens (7.2 miles), Sarasota Jungle Gardens (10.1 miles), The John and Mable Ringling Museum of Art (11.1 miles), Ca’ d’Zan (11.6 miles), Riverwalk (19.7 miles)brFAMILY FUN: Bayfront Park (7.4 miles), Big Cat Habitat Gulf Coast Sanctuary (11.4 miles), Mote Marine Laboratory & Aquarium (11.5 miles)brAIRPORTS: Sarasota-Bradenton International Airport (11.5 miles), Tampa International Airport (70.3 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- No pets allowedbr- No events, parties or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Motorcycles, boat trailers, and RVs are not permittedbr- NOTE: After booking, there will be a registration form that the HOA requires to be completed and returned prior to arrival
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Exceptional(1)

$218.39

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Private Vacation Home

Bright, airy and centrally located with fenced yard, dog friendly, close to Gulf

Sarasota, Florida, United States

Sapphire Shores RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrCertificate Number [CERT # VR25-00093]brbrWelcome to your perfect getaway in sunny Sarasota! This charming, dog-friendly home is nestled in a quiet location, offering a fully fenced yard that provides a safe space for your furry friends and family to enjoy. With a comfortable layout and a spacious yard equipped with a gas grill and BBQ area, you can savor delightful outdoor meals while soaking up the warm Florida sunshine.brbrConveniently located, this home is just a short drive from the stunning Gulf beaches, where you can spend your days basking in the sun or exploring the vibrant local culture. The central location also grants easy access to shopping, dining, and entertainment options, as well as nearby botanical gardens and museums for those looking to immerse themselves in the area's natural beauty and history.brbrInside, you'll find a well-equipped kitchen featuring modern appliances, including a fridge, stove, and microwave, making meal preparation a breeze. The cozy living room is perfect for family movie nights, complete with a TV, DVD player, and a selection of board games for endless entertainment. brbrWhether you're seeking adventure or relaxation, this Sarasota home is the ideal base for your vacation. Book your stay today and create unforgettable memories in this family-friendly retreat!brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage 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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Exceptional(16)

$480.25

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Private Vacation Home

MidCentury Modern Heated Pool Retreat minutes to Siesta Key Beach & Downtown

Sarasota, Florida, United States

Welcome to our Designer MidCentury Modern Retreat in the Southgate neighborhood of Sarasota! Nestled just a short 11-minute drive from the stunning Siesta Key Beach and 12 minutes from the serene Crescent Beach, this property offers the perfect escape for your Florida getaway.brbrAs you step inside, you'll be greeted by a fully stocked kitchen, complete with a stove, oven, refrigerator, grill, and all the necessary appliances and utensils to whip up delicious meals. Unwind in the cozy living room or step outside to enjoy the water views and relax on the porch. The home also features a fireplace, smart TV, and a game room with a foosball table and ping pong table, ensuring endless entertainment.brbrPamper yourself with the luxurious amenities, With Shampoo, Conditioner and Body Soaps. New Cosy Cotton Sheets, Down Pillows and Plush Blankets including two bathrooms, Bath & Beach towels, and a hair dryer. Stay connected with the free WiFi, and keep your clothes fresh with the in-unit washer and dryer. For your comfort, the home offers air conditioning, linens, Yoga Mats & Ball .brbrEmbrace the great outdoors with the fire pit, outdoor play area, beach loungers, and outdoor furniture. Explore the nearby Lido Beach, just a 20-minute drive away, or venture to the picturesque St Armands Circle Shopping area, just 12 minutes from your doorstep.brbrWhether you're seeking a relaxing retreat or an adventure-filled getaway, this Southgate vacation home in Sarasota has it all. Book your stay and experience the perfect blend of comfort, convenience, and coastal charm.
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Exceptional(19)

$93.71

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Apartment

Pinecraft Paradise ~ Secluded Apt in central SRQ!

Sarasota, Florida, United States

Looking for a relaxing retreat in sunny Sarasota Kick back and relax in this trendy, chic apartment with a bit of coastal flair. This newly remodeled and refurnished apartment has everything you need to enjoy your Sarasota vacation!brbrThe Pinecraft Paradise is the perfect place to relax and enjoy your vacation. Located in the heart of Pinecraft (Amish Village), this apartment is a short walk away from restaurants, coffee & ice cream shops, a park, and only a 20 minute drive from the #1 rated Siesta Key Beach!brbrThis trendy, newly remodeled 1 bedroom, 1 bathroom apartment is complete with a bar & bar stools, plush memory foam mattress, back-porch, outdoor furniture, grill, and plenty of other amenities. You can relax out back under the covered, string-lit porch during a rainstorm, or chill in the beautiful living room. If you opt for a quiet evening at home instead of the busy, city lights, this modern, ready-to-use kitchen (food not provided) has you covered to cook up a delicious dinner at home – The Pinecraft Paradise has everything you need for a relaxing FL vacation!brbrbrTHE SPACE:br- Living Room: with love seat, sitting chair & entertainment centerbr- Kitchen with bar & barstoolsbr- Bedroom: Queen bed w/ memory foam mattressbr- Full bathroombr- Covered back porch with outdoor furniture & cozy string lightsbr- Grillbrbrbr--- Proximity to Local attractions. br• #1 Rated Beach in the USA Siesta Key Beach 20 Minutesbr• Lido Beach 20 Minutesbr• Downtown Sarasota 10 Minutesbr• Der Dutchman Restaurant 2 minutesbr• Anna Marie’s ice cream 2 minutesbr• Marina Jack 12 Minutesbr• SRQ Sarasota Airport only 17 MinutesbrbrbrCouple NOTES:brbr1. Pet Policy: **This property is NOT pet friendly. Please note: if we find an unauthorized pet in the home, we will ask for it to be removed immediately and charged an additional Non-Refundable fee of $500 and in some cases can be up to $1,000.brbr2. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per daybrbrWe look forward to hosting you!brbrPlease remember that you're staying in a house, not a hotel. Please treat the space with respect. If any problems arise, we will do our best to take action ASAP, but there is no one living on site 24/7.
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