Vacation Rentals By Owner In Winter Haven, FL

$85.12

Charming bed & breakfast in wonderful Winter Haven with WiFi, fitness room

Winter Haven, Florida, United States

Your cozy getaway awaits in Winter Haven at this fabulous bed & breakfast. With a delightful bedroom, WiFi, fitness room, and AC, guests will feel right at home. The property offers a peaceful retreat for those looking to relax and unwind. You're sure to make fantastic memories with a stay at our place.

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$310.78

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Private Vacation Home

Cheerful 4 Bed, 3 Bath Home with Screened Pool

Winter Haven, Florida, United States

About this spacebrThis stylish place to stay is perfect for vacation. With 2 ensuite bedrooms plus 2 additional rooms and 2 additional semi private sleeping areas there is room for everyone. Every space is newly furnished with stylish pieces and comfortable beds. The pool area is fully screened in so you can enjoy the Florida weather without the bugs. The open concept space is perfect for large groups and families and the kitchen is ready for you to make a meal. A laundry room houses a washer and dryer.brThe spacebrThere are 4 bedrooms. At the front of the house french doors open to a space that includes 2 bedrooms with queen beds, a bathroom and a playroom with a twin bed (this room is not private but we've placed a room divider by the bed. There is also a shared full bathroom with double sinks.brbrLocated at back of the house, off the open concept living room is the first and largest ensuite bedroom with a king bed and large full bathroom with separate shower and tub. A sliding door opens to the screened in pool deck. We have two stackable twin beds for little ones to sleep on in this room or use it as a daybed for reading. The walls were built with extra sound proofing so that late night, living room, movie watching or early morning, pancake making won't disrupt sleep.brbrOn the other side of the house off the dining room is the second ensuite with a queen bed and private bathroom. There is a door in the bathroom leading to the screened in pool deck. A large window in the room overlooks the pool.brbrIn each room you will find ample closet space, ceiling fans, extra pillows and blankets. And plenty of towels! No one towel person for an entire stay here!!brbrThe living space is open concept with 3 sliders leading to the screened in pool. Ample space to move around and enjoy each others company. Sectional sofa and a smart tv in the living room, you can sign in to your own streaming accounts. The dining table seats 8 (one side is a bench so extra kids can squeeze in if needed, and there is room to pull up extra chairs) and the large kitchen island seats 4. There is another table and chairs on the pool deck.brbrThere is a large dedicated desk space with granite counter tops and an office chair. Pencils, pens, crayons, etc in the drawers.brbrThe pool is not heated, most of the year it is comfortable but in the coldest winter months it can be pretty cold. There is a covered lanai with seating and have I mentioned that the entire space is screened in Extra pool towels are located in the laundry room, we ask that you wash and put away your own pool towels. A propane grill and yard games are located on the pool deck. The back yard is private.brbrGames galore are located in the front playroom closet.brbrThere is room in the driveway for 4 cars. Street parking is allowed.brGuest accessbrYou'll have access the entire home but not the garage.brOther things to notebrNo parties. We love our neighbors and ask that you respect that this is a family neighborhood. No guests outside of the reservation without permission. No excessive noise.brbrNo smoking in the home or the screened pool deck. Please dispose of cigarette butts properly and not in the yard.

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$100.78

/ Nightly

Apartment

Winter Haven Apt: 1 Mi to Polk State College!

Winter Haven, Florida, United States

Close to Polk State College, this convenient, vibrant vacation rental is great for prospective students and alumni, visiting parents with pets, extended-stay team coaches, or travelers looking to enjoy what Winter Haven has to offer. This 2nd-floor apartment offers the basics with 1 bedroom, 1 bathroom, a full kitchen, driveway parking, and a covered balcony with an outdoor dining area. Take the dog for a walk along Lake Elbert or embrace your inner child with a trip to Legoland Florida Resort.brbr-- THE PROPERTY --brbrPet Friendly w/ Fee (Paid Pre-Trip) | Covered Balcony | Outdoor Dining AreabrbrBedroom: Full Bed, Child-Sized Sleeper SofabrbrINDOOR LIVING: Dining table, board games, books, 540 sq ftbrKITCHEN: Fridge, microwave, hot plate, drip coffee maker, electric tea kettle, toaster oven, cooking basics, dishware & flatwarebrGENERAL: Free WiFi, keyless entry, central heating & A/C, linens/towels, trash bags/paper towelsbrACCESSIBILITY: 2nd-floor apartment, exterior staircase to enterbrPARKING: Gravel driveway (2 vehicles)brbr-- THE LOCATION --brbrFUN FOR THE WHOLE FAMILY: Legoland Florida Resort (5 miles), Disney World (28 miles), SeaWorld (36 miles), Universal Studios (39 miles)brTEE TIME: The Country Club of Winter Haven (5 miles), Willowbrook Golf Course (5 miles)brHOT SPOTS: Lake Elbert (walkable), Polk State College (1 mile), Chain O' Lakes Complex (2 miles), Cypress Gardens (4 miles), Bok Tower Gardens (17 miles)brNEARBY TOWNS: Lakeland (16 miles), Orlando (48 miles), Tampa (51 miles), Vero Beach (93 miles)brAIRPORTS: Orlando International Airport (49 miles), Tampa International Airport (57 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required at check-inbr- NOTE: This 2nd-floor apartment requires an exterior staircase to enter

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$199.94

/ Nightly

Private Vacation Home

3/ 2 kid friendly home, only minutes to Legoland.

Winter Haven, Florida, United States

Spacious fully furnished one story home. Central heat and air conditioning. WiFi and security system. br2 bedrooms have a queen-sized bed, and master bedroom has a king size bed with attached full bath. Master bedroom has smart tv. All bedrooms have large closets. Well supplied kitchen has open floor plan. Fully stock laundry area in attached garage with washer, dryer, iron and ironing board. Large screened in Lanai with 10-person hot tub, sink, ice maker and fridge. All rooms including lanai have ceiling fans. Gas hooks up for grill outside lanai. Less than 2 miles driveway to driveway to Legoland. brRoughly an hour to Disney theme parks or Clearwater beach. Located on the Chain or lakes, great for pontoon boat rides, fishing or basking in the sun.

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$289.45

/ Nightly

Villa

Family Vacation Home · 8 Minutes from Legoland Florida

Winter Haven, Florida, United States

Welcome to Casa Turner, your modern and family-friendly vacation home in Winter Haven, Florida. brbrThis spacious 3-bedroom, 2-bath home accommodates up to 6 guests and is just 8 minutes from LEGOLAND Florida Resort. brbrEnjoy a relaxing stay with a fully equipped kitchen, smart TVs, high-speed Wi-Fi, and a private fenced backyard. brbrLocated in a safe, quiet neighborhood near Lake Howard and Downtown Winter Haven, Casa Turner is the perfect base to explore Central Florida’s lakes, theme parks, and charming local spots while enjoying warm, attentive service throughout your stay.

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$412.16

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Private Vacation Home

Lakefront house with Boat Dock and Hot tub on the Winter Haven Chain of Lakes

Winter Haven, Florida, United States

Bring your boat and explore the famous Chain of Lakes in Winter Haven Florida. This nearly new home, built in 2023, features a large fenced in yard for the kids, a dock with an available boat slip, four bedrooms, including two king beds, a queen bed, and a kids room with twin over full bunk bed, and a separate twin bed—perfect for families or groups. Three full bathrooms including a jack and Jill bath between bedrooms 2 and 3 with dual sinks and separate toilet/bath room. Master bath has a large dual head shower. Extra large screened in Lanai with hot tub that is always heated and ready to go. Whether you’re relaxing indoors or planning your next adventure, this perfect spot has everything you need. Relax on the dock or lake, or easy day trip to Disney and other amusement parks, or LegoLand (in Winter Haven).brOne garage bay available to guest vehicles.

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$387.67

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Private Vacation Home

Heated Pool, Arcade with PS5, 5min from Legoland-Stylish LakeHome

Winter Haven, Florida, United States

***NO LOCAL GUESTS*** RESERVATIONS OF MORE THAN 6 people not accepted. Property max capacity is 6 people, One of the very few Stylish stays in Winter haven. Only 5 min to Legoland, 40 min from Busch Gardens, and 40 min from Disney. CENTRALLY LOCATED, 5 minutes from Wal-Mart and near (within 5-10 minutes) all major shopping stores. This newly renovated TRI-level lakefront home has a huge HEATED pool (heated at an additional cost of $100 per day), in home theater, and arcade with a PS5! Close to restaurants & shopping. Our attention to detail and style is unmatched. We love providing luxury accommodations for our guest. Please note: The pool heater is available at an additional $100 per day. Request for pool heater must be done for entire stay, no partial stay request for pool heater as it takes up to 24hrs to reach the desired temperature. While we are a pet friendly home, a pet fee of $250 is required for all reservations including a pet. Rules for pets during stay are as follows:brPets must be leashed on property.brPick up after dog.brDogs to stay off furniture and/or bed. brDon't leave animals unsupervised.brPets must be housebroken.brAnimals sometimes tend to bite and claw at things when they are in unfamiliar areas. Therefore, if a pet is to be left alone indoors, it must be crated no exceptions.

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$237.82

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Private Vacation Home

Cozy Lakefront Home w/ Pool -7 mins from Legoland

Winter Haven, Florida, United States

Welcome to Tulum House! Discover true family bliss at our 3-bedroom lakeside retreat in Winter Haven. Dive into the private pool, fire up the grill for a family feast, and unwind in this Tulum-inspired luxury abode. With a wealth of family-friendly activities nearby, from Legoland to lakeside strolls, this safe and quiet neighborhood is your gateway to cherished quality time. Create unforgettable memories in this blissful home for years to come. brbrAll major stores 5 minutes away

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$280.42

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Private Vacation Home

Family Winter Haven Retreat w/ Pool & Game Room

Winter Haven, Florida, United States

Relax in style at this spacious 3BR Winter Haven home with a private pool, game room, and space for up to 10 guests. Just minutes from LEGOLAND, lakes, and local dining, this single-level retreat offers two king bedrooms, a bunk room, and a bonus lounge with a queen sleeper. Enjoy a fully stocked kitchen, Keurig coffee, BBQ grill, and ping pong or pool table fun!brbrWelcome to your Winter Haven escape — a stylish and family-ready 3-bedroom, 2-bathroom home designed for comfort and relaxation. Nestled in a quiet neighborhood just minutes from LEGOLAND Florida and Chain of Lakes Park, this 1,764 sq ft home comfortably sleeps up to 10 guests.brbrInside, you'll find a bright and inviting open layout with a modern coastal feel. The living room features two large leather sofas, a 65 Smart TV with streaming apps, and a variety of books and board games (including Ticket to Ride) for family fun.brbrThe kitchen is fully stocked with cooking basics, wine glasses, a toaster, blender, baking sheets, dishwasher, and a Keurig coffee maker — everything you need to make meals at home. Dine together at the table with seating for 8.brbrSleeping arrangements include:brbrBedroom 1: King bed + closet + en-suite bathbrbrBedroom 2: King bed + dresser + ceiling fanbrbrBedroom 3: Full-over-full bunk bed + twin trundle (sleeps 4 total)brbrBonus Room: Queen-size sleeper sofa + smart TVbrbrThe stylish bathrooms are updated with fresh towels, shampoo, conditioner, and body wash provided.brbrStep outside to your private fenced backyard oasis, complete with an outdoor pool, BBQ grill, sun loungers, and outdoor dining area. There's also a ping pong table and pool table for even more fun.brbrThe home includes free parking in the driveway and plenty of free street parking. Everything is on one level.brbrGuests will have full access to the entire property, including:brbr- All 3 bedrooms + bonus roombr- 2 full bathroomsbr- Fully stocked kitchen & dining areabr- Private poolbr- Screened patio and BBQ grillbr- Game areas with ping pong and pool tablebr- In-unit laundry (washer/dryer included)br- Free driveway and street parkingbr- Smart TV with streamingbr- Wi-Fibr- Keyless self-check-in makes arrival easy and flexible.brbrWe respect your privacy during your stay. Should you need anything at all, we're always available through the app inbox.brbrWe provide starter supplies including:brbr- Toilet paperbr- Paper towelsbr- Shampoo, conditioner, and body washbr- Trash bagsbrbrIf you run out, please visit these nearby stores:brbr- Publix Super Market – 1.7 mi / 5 minbr- Walmart Supercenter – 3.4 mi / 8 minbr- Walgreens Pharmacy – 1.6 mi / 5 minbrbrLocal attractions include:brbr- LEGOLAND Florida Resort – 3.8 mi / 10 minbr- Peppa Pig Theme Park – 3.8 mi / 10 minbr- Chain of Lakes Park – 2.5 mi / 7 minbr- Downtown Winter Haven dining & shops – 4 mi / 10 minbr- Bok Tower Gardens – 15 mi / 25 minbr- Disney World – 35 mi / 50 minbrbrThis home is not on the water, but many lakes, parks, and boat rentals are nearby.

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$218.16

/ Nightly

Private Vacation Home

Peaceful Lakeside Retreat

Winter Haven, Florida, United States

Tranquility awaits you at this beautiful lakefront home. We invite you to enjoy the best of Florida indoor/outdoor living in any season. Less than 7 miles from Legoland and minutes away from downtown, this home is close to some of Central Florida`s major attractions but still offers the privacy of a serene vacation home. Bring your Kayaks, canoes and jet skis to the lake, or just sit and relax on the swing. This home is everything you need for the vacation you deserve.

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$934.86

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Private Vacation Home

Spectacular Waterfront Home in Winter Haven

Winter Haven, Florida, United States

HIGHLIGHTSbr+Custom built in 2006 br+Chef’s kitchen with Viking Professional appliancesbr+Waterfront on 3 sides of the property!br+2 docks with boat cleats - bring your boat!br+Beautifully manicured grounds - all new lakeside landscapingbr+Screen enclosed Florida Pool with hot tubbr+Additional waterfront above ground hot tubbr+West facing for fabulous sunsetsbr+Covered parking for 2 vehiclesbr+Upstairs and downstairs screened porchesbr+TVs in every roombrbrCONVENIENCES:brbrInterior:brbrSpanning over 3000 square feet, the interior has a relaxed and open floor plan with 2-story soaring ceilings, a spacious great room, wall-to-wall French doors and lower/upper screened porches for enjoying the amazing lakefront setting and sunsets.brbrThe Great Room is filled with beautiful furniture, decorations and artwork that provide an ambiance of tropical relaxation and belonging.brbrThe chef’s kitchen is designed for entertaining with Viking Professional Series appliances featuring a 6-burner stove, two raised bars/buffets, granite slab countertops, and a custom pounded copper farm sink with unobstructed lake views.brbrThe laundry room features raised front loading GE washer and dryer with a separate sink.brbrbr4 RoomsbrbrPrivate Master Suite: the entire upper level is yours for luxurious living with a comfy king bed, private sunset balcony (with chairs and a table), California style walk-in closet, relaxing master bath with soaking tub, walk-in shower and double sink granite vanity.brbrOur 3 downstairs rooms are themed to reflect to the unique location on Lake Eloise, the Water Ski Capital of the World, and former home of Cypress Gardens. br br“Lake Room”: Queen bed overlooking the lake with direct access to downstairs patio.brbr“Ski Room”: 2 “day beds” that each easily convert to 2 King beds. Playful tropical colors with a water ski theme. Walk in closet inside Jack and Jill bathroom.brbrThe Lake Room and Ski Room share a “Jack and Jill” bathroom with separate tub, walk in shower, and double sinksbrbrGarden Room: Queen bed with private bathroom and showerbrbrAll bedrooms rooms have TVs and luggage racksbrbrExteriorbrbrThe property is a tropical paradise with plenty of room for playing and relaxing.brbrSurrounded by water, not neighbors.brbrOur Caribbean style entrance features a Red Door, the multicultural sign of welcome and warmth. Pineapples, a symbol of Southern Hospitality, are placed inside and out to garner good cheer, human warmth, and family affection.brbrOur two docks are now available for your pleasure. The main dock features a large covered bar area with plenty of seating. It’s a perfect place for entertaining or just hanging out while enjoying the breathtaking lake views in style. The main dock also features a large uncovered area for fun in the sun. brbrThe jewel of the dock is our lakeside jacuzzi – relax amidst our signature cypress trees that rise from the lake, just feet away. Marvel at magnificent views of nature at its best. brbrbrGet set for outdoor living where you can use our 36Blackstone griddle or grill out or relax in our Adirondack chairs or comfy 2 person swinging chairs. Bring or rent a boat for cruising the Chain of Lakes. It’s a perfect place for a water ski or wakeboard session on the world’s most famous lake for the sport. If angling is your style, cast and reel on 18 connected lakes for a great fish story.brbrNearly 1-acre of grounds are masterfully manicured with majestic cypress trees, flax, pineapple, citrus, a wide variety of palms, and much more.brbrTake satisfaction knowing you're living your best life at our waterfront oasis. This is a place you won’t want to leave!brbrFor more info, links, and photos follow our facebook page “Cypress Gardens Lake House”brbrOur Story – by Tony KlarichbrbrDid you know that Lake Eloise is the world’s most famous site for water skiing Dick Pope, Sr. came here in the 1930s and founded Cypress Gardens, Florida’s first theme park. A decades long ski show became the thrilling centerpiece of Pope’s park. To promote his tropical paradise, Pope plied the media with tens of thousands of images of beautiful young men and women in bathing suits skimming across the water.brbrPope’s promotions worked, and millions made the trek to Cypress Gardens including Elvis, Betty Grable, King Hussein of Jordan, multiple Miss Americas, and numerous stars of stage and screen.brbrPope inspired me too. I was recently inducted in the Water Skiing Hall of Fame, and like many before was attracted to the “Water Skiing Capital of the World” all the way from California. It has been a long time dream of mine to retire in Florida near Cypress Gardens to build on Pope’s legacy in towed watersports. We are only here part time, so we are sharing our space with our space with you.brbrIn the meantime my wife and I are using this beautiful home as a base of operations to co-produce the Wake-Ski 100, the Centennial Celebration of Towed Watersports in 2022 to be hosted just 15 miles away at the Lake Myrtle Sports complex. You will be a part of this legacy too, when you stay at our home. History has been made on this lake, and much more is to come.brbrEvent InfobrMaximum overnight guests is 10 unless pre approved by ownerbrDay Guests = less than 4 hours on property. Fee= $15/day guest per day (4 hours)brAdditional late fees for overnight or day guests not booked or pre-approved.brEvent fees & additional requirements for 15+ guestsbrEvent insurance for 15+ guests is required (we have a contact)brOutside services and vendors are not permittedbrOnsite parking on driveway or lawn outside fencebrMonitored by outside security cameras: Ring Devices (6): Front Door, Carport, Front Driveway, Back Patio, Side Door, Enclosed Hut Covering Main Dock. All cameras record at all times.brWARNING: Do not disable, cover, redirect or tamper with cameras. If you do, someone will come to restore cameras and inspect the property AT YOUR EXPENSE.br breaking these rules results in report to VRBO + loss of security deposit and/or additional fees

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$362.19

/ Nightly

Private Vacation Home

Winter Haven, Florida, United States

Come to Lake Hamilton’s luxurious lake house and let the sunsets take your breath away as you relax and enjoy making memories at our gorgeous Mediterranean home! No detail has been missed with gorgeous travertine tile and crown moulding throughout the home. The kitchen is full of natural light with three skylights that stream in the Florida sunshine! There is a fabulous patio door that opens wall to wall to bring the outside in! If you prefer to spend some downtime with the kids by the heated pool or dip your toes in Lake Hamilton or spend a day out on the lake fishing, at Haven's Oasis, all those options are there for you. We have two double seating 13.5 ft kayaks for the adventurers! This beautiful, spacious home has plenty of room for a family reunion or a gathering with good friends. brbr brbrThe home has 100 ft of waterfront fun with two docks for easy lake access. The nearest boat launch is less than 1 mile away from the property. The large lanai is complete with a heated swimming pool and outdoor kitchen and entertaining area with many tranquil seating areas. The gourmet kitchen will not disappoint and is fully appointed with all the necessities for you to make a feast! The main bedroom is just off the kitchen and living area and has its own private suite to do a bit of work or just enjoy some quiet time. The ground floor also offers two other bedrooms and one doubles as a game room that the kids will love. There are a total of two full baths (main bath with a walk-in shower & 2nd bath with a tub/shower combo) and a half bath on the ground floor and a spacious laundry room. As an added bonus, there is a movie theater for your entertaining enjoyment complete with twinkling lights on the ceiling for the full effect! brbr brbr**Home can also be rented as a 6 bedroom home** brbr brbrNote: Garage is not available for guests' use. brbr brbrLegoland & Peppa Pig Theme Parks are within 4 miles of the property and with easy access to Highway 27. Disney Parks are only 27 miles from the home and 45 miles from Orlando International Airport. brbr brbrSLEEPING ARRANGEMENTS (6): brbrGuest bedroom #1- King bed - Nightstands with reading lamps - Master Suite with Desk & chair, Sofa & Chair - Closet - Smart TV - En-suite bathroom with a sink vanity and walk-in shower -French doors leading to pool lanai brbr brbrGuest bedroom #2 - Queen bed - Nightstand with reading lamp - Dresser with smart TV- Shared Bathroom just outside the room with tub & shower and two vanities with sinks brbr brbrGuest bedroom #3 (located on the ground floor) brbr- Queen bed - Nightstand with reading lamps - Pac Man game, Electronic dart game & TV brbr brbrMovie Theater - Sofa, Loveseat, futon & chair (no recliners) brbr brbrAMENITIES: brbr- Fully-equipped kitchen with full sized appliances (including range, double oven, refrigerator, dishwasher & microwave), travertine floors and granite countertops. brbr- Open floor plan layout between the living room, kitchen and dining room areas. brbr- Large dining room table seats 8 with additional table and seating for 4 and 3 bar stools available at the kitchen counter. brbr- Comfortable living room with sofas, large screen TV. brbr- Patio off of the living room has a heated pool, an outdoor dining table, BBQ grill and outdoor sofa, four chaise loungers, 2 bar stools, 55 Smart TV, fire pit with seating for four brbr- Full size washing machine & dryer located on the first floor. brbr- Free WIFI brbr- Non-Smoking, please! This is a family friendly property. You will be charged $250 if it's found there was smoking within the home. brbrPrior to your visit, we will send you an email with directions and full instructions. brbrNo Pets Allowed brbrNote: Garage is not available for guests' use. brbr brbrNOTE: Please be advised: For your safety and security, exterior video surveillance (driveway & front porch) are in use. Tampering is prohibited. brbr------ brbr+ SAFETY FEATURES and CLEANING PRACTICES brbr Remote keyless entry * Smoke detectors * Fire Extinguisherbrbr**************************************** brbr brbrBook your stay today with confidence! We are iTrip - Lakes of Central Florida; a professional short-term rental property management company in central Florida. We have hosted over 3000 great stays with an average guest review score of 4.8 out of 5! brbr brbr brbrExtended Stays - Any reservation exceeding 30 nights will be required to pay an additional cleaning fee each month that the stay extends. Cleaning will be coordinated with the management team. The additional cost will be added to your reservation after confirmation. brbr brbr****************************************

Bed

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$222.17

/ Nightly

Private Vacation Home

Winter Haven Hideaway

Winter Haven, Florida, United States

Welcome to your perfect Winter Haven Florida getaway near Legoland & Chain of Lakes! This spacious 3-bedroom, 2-bathroom home offers the ideal blend of relaxation and entertainment. Dive into your private pool, gather around the fire pit for s'mores, or let the kids and pets play safely in the fully fenced backyard. There's also a sunroom and Florida room fully equipped for soaking in all the Florida sunshine. Perfect for families, friends, and their furry companions seeking a peaceful retreat.brbrProperty HighlightsbrbrPrivate pool with extended deck for sunbathing and outdoor diningbrCozy fire pit area perfect for evening gatheringsbrSecure, fenced backyard with lush landscaping - perfect for petsbrSpacious open-concept living areabrFully equipped kitchen with modern appliancesbrMaster bedroom with en-suite bathroombrTwo additional comfortable bedroomsbrHigh-speed WiFi and smart TVbrParking for multiple vehiclesbrbrbrLocation & Attractions (With Exact Travel Times)brPerfectly positioned in Southeast Winter Haven, you'll be close to:brbrImmediate Area:brbrLEGOLAND Florida Resort (8 minutes, 3.5 miles)brChain of Lakes Complex (6 minutes, 2.1 miles)brLake Summit (2 minutes, 0.3 miles)brLake Eloise (4 minutes, 1.2 miles)brPublix (Walking Distance, 0.2 miles)brSoutheast Plaza Shopping Center (3 minutes, 0.8 miles)brDog-friendly DiOGi Park (12 minutes, 4.2 miles)brDowntown Winter Haven (7-9 minutes, 2.8 miles):brbrbrRestaurants & Cafes:brbrMcDonalds (walking distance, 0.3 miles)brPapa John's (walking distance, 0.2 miles)brBuffet City (walking distance, 0.3 miles)brCheckers (3 minutes, 0.4 miles)brOlive Garden(3 minutes, 0.9 miles) brDuke's Brewhouse (3 minutes, 0.7 miles)brChik-Fil-A (5 minutes, 1.4 miles)brOutBack Steakhouse (4 minutes, 1.1 miles)brTsunami Sushi (8 minutes)brFire Restaurant (9 minutes)brRichard's Fine Coffees (7 minutes)brAndy's Igloo Drive-In Restaurant (6 minutes)brbrbrNearby Activities & Attractions:brbrWinter Haven Public Library (8 minutes)brTheatre Winter Haven (8 minutes)brWinter Haven Farmers Market - Saturdays (7 minutes)brBok Tower Gardens (22 minutes, 12.4 miles) - Dogs welcome on leashbrPublix Sports Park (16 minutes, 5.8 miles)brChain O' Lakes Park (11 minutes, 3.9 miles)brLake Myrtle Sports Complex (24 minutes, 11.2 miles)brEagle Ridge Mall (14 minutes, 6.7 miles)brWinter Haven Tennis Center (11 minutes, 3.2 miles)brPeterson Park (6 minutes, 1.8 miles)brbrbrMajor Attractions:brbrDisney World (42 minutes, 29.8 miles)brUniversal Studios (58 minutes, 47.2 miles)brBusch Gardens Tampa (62 minutes, 54.6 miles)brTampa International Airport (83 minutes, 61.3 miles)brOrlando International Airport (52 minutes, 44.7 miles)brDisney's Dog Park at Lake Buena Vista (37 minutes, 26.4 miles)brbrbrLocal Conveniences:brbrPublix Super Market (walking distance, 0.2 miles)brWalmart Supercenter (7 minutes, 2.5 miles)brCVS Pharmacy (3 minutes, 1.0 mile)brPetSmart (8 minutes, 2.9 miles)brPetco (7 minutes, 2.7 miles)brWinter Haven Animal Hospital (11 minutes, 3.4 miles)brMultiple gas stations within 1 mile (2-4 minutes)brVarious fast food and casual dining options within 2 miles (5-7 minutes)brbrbrExtensive Parking Features:brbrCovered carport with space for 2 vehiclesbrExtended concrete pad perfect for boat storagebrAdditional uncovered driveway parking for 2-3 vehiclesbrMotion-sensor security lightingbrElectric outlet available for boat batteriesbrGarden hose access for boat washingbrWide turnaround area for easy boat maneuveringbrbrEntire home is yours during your stay. Self check-in available with keypad entry. Pool, outdoor amenities, and all parking areas are exclusively for guest use. Dedicated pet entrance with towels for muddy paws. Easy access to carport and boat storage area with security lighting for early morning fishing trips.brbrFull use of the fenced in enclosed yard with pool, outdoor seating area, fire pit, and hammock with all amenities.brbrPlease note:brbrThe pool is regularly maintained and chemically balanced to ensure it's ready for swimming. Pool maintenance and cleaning occurs every Thursday for about 30 minutes to 1 hour. To ensure the pool remains in top condition, access to the pool area will be required during this time. Please note that the pool may not always be completely free of leaves between cleaning sessions. A pool net will be provided for your convenience to help with any leaves you may encounter during your stay.brbrLawn care services are scheduled on Tuesdays, biweekly, and then weekly during the summer months. They are usually quick and will ensure minimal disruption to your stay. Please allow them to complete work without disruption as this is necessary to maintain the property. brbrThe pool and lawn care are required services to maintain the house, so please do not ask them to leave or come back at another time when they come if it is during your stay as it will be unable to accommodated.brbrThe kitchen is fully equipped with cookware, dishes, cups and utensils to make your stay comfortable! The kitchen stove has 5 gas burners and oven, but please note that the igniter for the front right burner is currently not working. However, this burner can be safely and easily lit using the electric lighter provided in the kitchen cabinet. brbrThank you for your understanding and cooperation!brGuests can reach out at any time if they have any concerns they need addressed.brbrPerfect For:brbrFamilies visiting LEGOLANDbrMulti-family vacationsbrPet owners seeking dog-friendly accommodationbrSnowbirds seeking winter escapebrRemote workers needing peaceful environmentbrWater sports enthusiastsbrFishing enthusiasts with boatsbrMultiple vehicle familiesbrbrAdditional features:brPack-n-play and high chair available upon requestbrBeach towels providedbrBasic supplies included (toilet paper, paper towels, soap) to get you started, any additional needs and there are grocery stores nearby.brWelcome basket with coffee, tea, and local treatsbrbrbrParking and Boat Amenities:brbrLarge driveway and carports for multiple cars, boats, or jet skis.brFresh water hookup for boat washingbrSecurity flood lights covering parking areasbrbrNearest Chain of Lakes Boat Ramps: brbrLake Summit Public Boat Ramp (1.3 miles, 3 minutes)brLake Roy Public Boat Ramp (1.3 miles, 4 minutes)brLake Otis Boat Ramp (1 mile, 4 minutesbrWilliam G. Roe Park and Boat Ramp- Lake Shipp (3 miles, 9 minutes)brbrbrLocal marine services:brbrWest Marine (1.8 miles, 6 minutes)brMarine Supply of Winter Haven (3.8 miles, 11 minutes)brAction Marine (4.1 miles, 12 minutes)brbrbrFuel stations with ethanol-free gas for boats:brbrMarathon Marine Gas Station (2.3 miles, 7 minutes)brWH Marine & RV Fuel Station (3.5 miles, 10 minutes)brbrSecurity Notice: For the safety of our guests and property, there are security cameras located outside only—one overlooking the pool area, and another covering the carport/driveway. There are no cameras inside the home. There is also a ring Camera with view of the Front Door and Driveway.

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$242.36

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Private Vacation Home

Spacious 4-Bedroom Family-Friendly House in Winter Haven, FL

Winter Haven, Florida, United States

Welcome to your home away from home! This spacious 4-bedroom, 2.5-bathroom house in Winter Haven offers a fully stocked kitchen, central A/C, fast Wi-Fi, TVs, and a private, fully fenced backyard with outdoor dining. Perfect for families or groups of up to 8, you're minutes from downtown Winter Haven, shopping, dining, and local attractions like LEGOLAND. Relax, unwind, and enjoy all the comforts of home!brbrABOUT THE PROPERTY:brbrStep inside this 2,200 sq. ft. home and find everything you need for a comfortable stay.brbrLiving Area: Relax in the cozy living room with a 55” TV, comfortable seating, and plenty of natural light.brbrKitchen & Dining: Fully equipped kitchen with modern appliances, including a Keurig coffee maker, blender, microwave, and dishwasher. The dining table seats 6 for shared meals.brbrSleeping Arrangements:br-- Bedroom 1: King bed, en-suite bathroom, TV, and walk-in closet.br-- Bedroom 2: Queen bed with closet storage.br-- Bedroom 3: Queen bed with closet storage.br-- Bedroom 4: Queen bed with a TV and cozy seating bench.brbrBathrooms: Two full bathrooms with hot water and a bathtub, plus a half-bath for added convenience.brbrBackyard: Fully fenced for privacy, featuring outdoor dining furniture and a pergola to enjoy.brbrExtras include central heating and air conditioning, washer/dryer, room-darkening shades, and a dedicated workspace in the common area.brbrGUEST ACCESS:brbrGuests have access to the entire home, including the garage with free parking, the private fenced backyard, and all amenities listed. You'll also find laundry facilities (washer and dryer) and fast Wi-Fi to stay connected.brbrAccess is via a smart lock using a provided code. Instructions will be sent prior to check-in.brbrINTERACTIONS WITH GUESTS:brbrWe respect your privacy and are committed to ensuring your stay is seamless.brbrOTHER THINGS TO NOTE:brbrWe provide starter supplies, including toiletries, paper towels, and trash bags. If you run out, nearby stores are just a short drive away:brbr-- Publix Super Market: 1.5 miles (5-minute drive)br-- Walmart Supercenter: 2.2 miles (7-minute drive)br-- Walgreens Pharmacy: 1.2 miles (4-minute drive)brbrLocal Attractions:brbr-- LEGOLAND Florida Resort: 5.8 miles (12 minutes)br-- Downtown Winter Haven: 3.5 miles (10 minutes)br-- Chain of Lakes Park: 4 miles (10 minutes)br-- Bok Tower Gardens: 17 miles (30 minutes)br-- Dining options nearby include Arabellas Italian Ristorante (10 minutes) and Haven Coffee Roasters (9 minutes).

Bed

Bath

Sleeps

$194.13

/ Nightly

Private Vacation Home

4-bedroom house by LegoLand with WiFi, AC

Winter Haven, Florida, United States

Welcome to your perfect family getaway—just 7 minutes from LEGOLAND Florida! This spacious 4-bedroom, 2.5-bath home features 7 comfy beds and plenty of space to relax. Thoughtfully designed for families, it includes toddler essentials, a crib, and even a double stroller—all to make traveling with little ones easier. Clean, stylish, and fully equipped, our home is your worry-free base for a fun and memorable stay.brbrWe can’t wait to host your family and help you create lasting memories together!brbrHosted by KE Consulting & Services LLC

4

Bed

2

Bath

8

Sleeps

$512.0

/ Nightly

Private Vacation Home

An Amazing Mid-Century Modern Experience

Winter Haven, Florida, United States

Welcome to The Gene Leedy House, the life-long residence of iconic architect, Gene Leedy. A founding member of the Sarasota School of Architecture, Gene moved to Winter Haven, FL in 1954 and began to leave his mark on the small, citrus town, now known to locals as “Leedy Land”. One of his first projects, which would later be historically recognized as the “Craney Spec Homes”, consisted of eleven mid-century modern homes built on a crest between an existing Grapefruit grove and Lake Elbert. At the time, Gene’s modern design was deemed radical for its use of open floor plans, lack of ornamentation, exposed framing, sliding glass doors used as walls, and use of common, “honest” materials in uncommon ways. These elements, which are now commonplace in modern design, helped establish Gene and the Sarasota School of Architecture’s lasting legacy on modern architecture and explains why he occupied the home for over sixty years.brAfter Gene’s passing in 2019, the residence was purchased by architect and long-time family friend, Max Strang. Max, who spent many of his younger years visiting the house, realized the opportunity to honor his former mentor and restore the residence back to its previous state. While the property has undergone many changes, Max’s vision for the property was to not only rehabilitate, but restore many of the elements that were present in the original design. While some new touches have been made, you’ll find even more original elements restored, including most of the iconic furniture that’s been in the home for over sixty years. brbrThis listing represents a truly unique opportunity to stay in the home of one of Florida’s most revered modern architects. Please note that this home was originally built in 1957 and is on the National Historic Register. Guests are encouraged to take this under consideration before booking this home.brbrThe home features two separate “wings”. The Main Wing is comprised of the Living Room, Dining Area, Kitchen, Bar/Library and two bedrooms. The Main Bedroom suite features a bedroom, attached office, bathroom and courtyard patios. There is another small bedroom with a bathroom across the hall.brbrThe North Wing is located across the courtyard and functions well as a private suite with a bedroom, bathroom and lounge. The lounge has a sofa bed and can be closed off to be used as a private bedroom if needed.

Bed

Bath

Sleeps

$233.54

/ Nightly

Private Vacation Home

Lake Rochelle Rental Lakefront

Winter Haven, Florida, United States

Huge, fenced yard with quaint 3/2 trilevel brhouse overlooking Lake Rochelle in Northeast Winter Haven. Just brminutes from LegoLand Florida and U.S. 27 and approx. forty minutesbrto Disney/Universal/Sea World, our lakehouse is designed to get away brfrom it all. No smoking please. Great bird watching, fishing, and brboating. Very serene environment with quiet neighborhood and preserve across the lake.

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Sleeps

$148.94

/ Nightly

Apartment

Cozy Vintage Apt D near Lakeland/Hospitals/Lakes

Winter Haven, Florida, United States

Welcome to Cozy Vintage – a lovingly restored two-story gem where classic character meets modern comfort.brOur one-bedroom apartment includes a equipped kitchen, a living room with sofa bed, and a private bathroom, giving you all the essentials of home in a peaceful retreat. We have a beautiful outdoor area with chairs to relax and a BBQ grill available for guest use. Please note that the outdoor space is shared with the other four apartments on the property. brDesigned for relaxing, meditating, and recharging, our apartments blend the charm of vintage style with the ease of modern amenities.brLocated in a quiet neighborhood, yet only minutes from restaurants, shops, hospitals, and universities, Cozy Vintage offers the perfect balance of serenity and convenience — whether for a short getaway or an extended stay.

Bed

Bath

Sleeps

$123.24

/ Nightly

Apartment

1-bedroom Apartment C near Hospitals/Legoland/Chain of Lakes

Winter Haven, Florida, United States

Welcome to our charming two-story antique building, beautifully restored and transformed into four cozy apartments . This is our lovely 1-bedroom apartment is the perfect retreat for couples, solo travelers, or small families. The spacious bedroom features a comfortable queen bed, while the living room offers a sofa bed for an additional guest. A fully equipped kitchen makes it easy to prepare meals at home, and thoughtful amenities like air conditioning, a hair dryer, and an iron ensure a stress-free stay.brGuests will also have a sharable backyard with other guests — a charming spot to relax and unwind outdoors.brAfter a day of exploring Winter Haven’s lakes, theme parks, and local attractions, come back and relax in the comfort of your private retreat. Whether you’re here for a weekend escape or a longer stay, our apartment has everything you need to feel right at home.

1

Bed

1

Bath

Exceptional(9)

$128.47

/ Nightly

Private Vacation Home

Charming 2-bedroom country house with AC, WiFi in Winter Haven

Winter Haven, Florida, United States

Escape to this marvelous 2-bedroom Winter Haven country house retreat. With a cozy full bed and a comfy twin bed, guests can unwind in style. This cool property boasts essential amenities like WiFi, AC, and a washing machine. The bathroom comes equipped with a hair dryer for added convenience. Make yourself at home in this charming space and experience the ultimate relaxation. Enjoy all that Winter Haven has to offer when you stay at our place.

2

Bed

1

Bath

4

Sleeps

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