Home Vacation Rentals By Owner In Winter Haven, FL

Showing 100 Of 149 Vacation Rentals
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Exceptional(3)

$777.24

/ Nightly
Private Vacation Home

Lake, Pool, HotTub, Game Room, 8 Beds, Sleeps 17

Winter Haven, Florida, United States

Ultimate Lakefront Escape on Lake Howard | Pool • Game Room • Legoland • Sleeps 17brbrWelcome to your private lakefront retreat on Lake Howard, part of the famous Winter Haven Chain of Lakes. Designed for unforgettable gatherings, this spacious and amenity-packed home is perfect for families, friend groups, retreats, and celebrations—offering resort-style living with stunning water views at every turn.brbrSleeps up to 17 guests | 4 Bedrooms | 3 BathroomsbrbrFrom sunrise coffee on the dock to sunset fireside conversations, this home delivers the ultimate Florida lake life experience.brbr⸻brbrHighlights You’ll Lovebr • Direct Lakefront Access on Lake Howardbr • Private Pool with screened enclosurebr • Game Room for all agesbr • Putting Green for friendly competitionbr • Large Outdoor Social Area with covered lounge seatingbr • Firepit for cozy evenings under the starsbr • Boat Dock & Lake Views (perfect for relaxing or waterside fun)brbr⸻brbrInside the Homebr • Open-concept living with natural light and lake viewsbr • Fully equipped kitchen ideal for group mealsbr • Comfortable sleeping arrangements for large groupsbr • Clean, modern bathrooms with updated finishesbr • Multiple indoor and outdoor gathering spaces so everyone can spread out and relaxbrbr⸻brbrOutdoor Living at Its BestbrbrThis home truly shines outdoors. Enjoy the resort-style pool, challenge friends on the putting green, grill and gather in the covered outdoor kitchen and lounge, or unwind by the firepit as the sun sets over the water. The dock offers the perfect spot for morning yoga, fishing, or simply soaking in the views.brbr⸻brbrPrime Winter Haven Locationbr • Located on Lake Howard, part of the Chain of Lakesbr • Minutes to downtown Winter Haven dining & shoppingbr • Short drive to Legoland Floridabr • Easy access to Orlando & Tampa attractionsbrbr⸻brbrPerfect For:brbr✔ Family reunionsbr✔ Group vacationsbr✔ Golf & lake getawaysbr✔ Holiday staysbr✔ Special occasionsbrbr⸻brbrWhether you’re floating in the pool, playing games, or enjoying lakefront sunsets, this property was designed to bring people together while offering comfort, space, and unforgettable memories.
Bed 5

Bed

Bath 3

Bath

Sleep 18

Sleeps

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Exceptional(113)

$548.29

/ Nightly
Private Vacation Home

Huge Luxury Lake House on the Chain of Lakes near Legoland!

Winter Haven, Florida, United States

Welcome to your ultimate getaway in Winter Haven! This stunning 5,500 sq. ft. lakeside home offers 5 bedrooms, 5 bathrooms, and an unbeatable blend of relaxation and fun.brbrThe Space:brbrBedrooms & Bathrooms: Three bedrooms on the first floor, including a poolside bathroom with a walk-in accessible shower, and two more bedrooms upstairs.brbrDining & Cooking: Grill on the pool deck or cook in the fully stocked kitchen, then gather at the oversized indoor dining table. Enjoy your morning coffee on the serene lanai.brbrGame Room: Unwind with pool, darts, card games, board games, puzzles, or the vintage pinball machine.brbrRelaxation Zone: Browse the upstairs library or simply sit back with a good book.brbrPool Perks: Float the day away in the private pool, with optional heating available for an additional charge. Please let us know at least 24 hours before check-in if you are interested in heating the pool during your stay. The pool is not heated however we offer this amenity for an additional charge. Please message us at least 24 hours before check-in if you are interested in heating the pool during your stay. Due to the high cost of propane, this can be quite expensive.brbrLakefront Lifestyle: Fish from the dock, paddle the lake with provided kayaks, or gather for a cozy bonfire by the water.brbrBoating Adventures: Bring your own boat or jet skis (or rent nearby) to explore the chain of 21 interconnected lakes.brbrLocation Highlights:brLess than 5 minutes to Legoland Resortbr5 miles to Downtown Winter Havenbr14 miles to Bok Tower Gardensbr30 miles to Disney Worldbr36 miles to Universal Studiosbr46 miles to TampabrbrWhether you're floating in the pool, taking in lake views, or exploring nearby attractions, this home is perfect for creating unforgettable memories with family and friends!
Bed 5

Bed

Bath 5

Bath

Sleep 15

Sleeps

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Exceptional(23)

$364.02

/ Nightly
Private Vacation Home

Large Family Home, Legoland, Pet Friendly, 7 Beds

Winter Haven, Florida, United States

Nestled near Lake Howard in Winter Haven, this elegant 4BR-2BA retreat offers a perfect blend of comfort, style, and convenience. Fenced backyard and lush landscaping for privacy, the Villa is designed with families, couples, and groups.brbrbrVideo link:brhttps://photos.app.goo.gl/vSyTYTFr63QDARHL7brbrStep inside this beautifully renovated, single-level home designed for families, couples, and groups. The bright and airy interior features modern furnishings and thoughtful decorative touches, creating a tranquil and welcoming atmosphere. The layout offers plenty of room for everyone to relax and connect.brEnjoy all the amenities needed for a perfect stay:br- A fully stocked kitchen, ready for you to prepare everything from quick breakfasts to full family dinners.br- A private, fenced backyard with lush landscaping, offering a safe space for kids and pets to play.br- A cozy sunroom with a wood-paneled ceiling, perfect for morning coffee or evening conversations.br- Ample private parking for up to 4 vehicles, including covered parking for 2.brbr## The NeighborhoodbrOur villa is nestled in a quiet neighborhood just three houses back from Lake Howard, offering peek-a-boo views of the water. A wide trail running along the lake is just steps away, providing a scenic route for walking, running, and biking.brbrThe trail connects to the Lake Howard boat docks, giving you access to the South Chain of Lakes. With premium lake access, you can explore 16 interconnected lakes. Consider a boat rental to enjoy a relaxing day on the water or even take a unique trip to Legoland by docking at their lakeside pier on Lake Eloise.brbr## Getting AroundbrThe villa’s central location makes it an ideal base for exploring the area's top attractions. You are just a short drive from everything you need:br- 5 minutes to Winter Haven Hospitalbr- 7 minutes to AdventHealth Fieldhousebr- 9 minutes to Simmers Young Park & Diamondplex Softball Complexbr- 15 minutes to Legoland & Lake Myrtle Sports Parkbr- 30 minutes to Sun 'n Fun Aerospace Expobr- 35 minutes to Bok Tower Gardensbr- 45 minutes to Walt Disney World (Magic Kingdom, EPCOT, Animal Kingdom)br- 60 minutes to Orlando International Airport (MCO) & Tampa International Airport (TPA)brbrWithin a short drive to Legoland, AdventHealth Fieldhouse, DiamondPlex, Simmers Young Park and Lake Myrtle Sports Park, the Chain of Lakes Villa offers a great spot to explore the riches of Greater Winter Haven.brbrGuest review: '...The house was very convenient for Legoland and matched the description exactly. Highly recommended if you are bringing your family to Legoland or the area.'brbr## Important InformationbrWe are happy to welcome your furry friends to our pet-friendly property. Please note again that the detached garage and shed on the property are not available for guest use.
Bed 4

Bed

Bath 2

Bath

Sleep 12

Sleeps

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Exceptional(2)

$290.85

/ Nightly
Private Vacation Home

Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn

Winter Haven, Florida, United States

This cozy bungalow includes 3 bedrooms and 1 ½ baths, and it sleeps up to 8 guests comfortably! Located approximately 45 minutes from Tampa & Orlando, guests can also visit Legoland which is less than 15 minutes away. With games, puzzles and Dvds, and a cozy patio with seating to enjoy the fresh air. Enjoy downtown entertainment within walking distance (10-15min walk), only a half mile away! Home is centrally located to dining, shopping, and small town fare.brbrThis cozy home packs a punch! The house includes a fully stocked kitchen as well as a washer & dryer. This is a duplex, so only the downstairs is available. The upstairs is occupied by a long-term tenant. The house also offers a baby chair. We are always trying to improve and add to make the stay as convenient and comfortable as possible for our guests.brbrGuests will only have access to the first floor.brbrI will greet you upon arrival if need be and live only a minute away from home. The house has a key code lock box for self check in. There is a house info folder just inside door explaining details about the house (wifi password, etc) and it lists nearby stores, restaurants, and bars. Everything is made to be a simple transition for all guests visiting. I am always available for any questions or concerns and just a phone call or text away.brbrSafe and quiet neighborhood. 9 min walk to our local and famous brewery, Grove Roots. Lots of restaurants and grocery stores etc very close by. Walgreens is only 0.1 miles away! Half a mile away from downtown Winter Haven. 5 miles away from Legoland Florida. 45 min away from Orlando, 39 min to Disney, 51 min to Universal Studious, 54 minutes from Orlando International airport . One hour away from Busch Gardens and the Tampa International airport.brbrPublic transportation is available. A complete directory will be available to assist you with your stay in Winter Haven.brbrWe hope you enjoy your stay! brbrWe just want to take this time to point out an important reminder that we do conduct a full inventory check both before you check-in and after you check out. We hope that you will treat our home as if it was your own.brbrMissing items will be charged against your stay and we certainly don’t want to have to do that. The following shows you the costs that may accumulate should items go missing.brbrSmall towels = $10.00brLarge towels = $20.00brBoard games (missing or damaged) = $15.00brDVDs (missing or damaged) = $5.00brBed sheets = $30.00brPillow Cases = $10.00brPillows = $30.00/eachbrbrBackyard board and bean toss game available. Charcoal grill and propane grill as well as all grilling utensils available at house. We also have a crib for babies available and a desktop for people who need a space for work or school.brbr***Please note!! If requested dates are unavailable, you can check out our other 2 homes in downtown Winter Haven by copying and pasting the links below :)brbrSweet Cottage & The Old HavenbrbrAgain we do hope you enjoy your stay and please feel free to contact us should you have any questions or concerns!brbrThank You!brbrRay & Layal FloodbrWe have taken pleasure in making sure the home we provide has the listed amenities available, is clean, and is well maintained. Although we do a thorough professional clean between each guest stay, we kindly ask that before leaving, you clean and put away any dishes or kitchenware used and any dirty towels in the hamper. Also, please report any malfunctioning appliances or issues to us right away. The house is very comfortable, and we hope you love it as much as we do. We want to emphasize that there is to be absolutely NO SMOKING in the home. Also, cooking with strong-smelling spices or deep frying is prohibited. Guests have done this in the past and it has taken nearly three days to remove the strong odors from the house, even with our professional cleaning. If the home is found to have a pungent smell from cooking or smoking following your stay, we will need to impose a $300 fine.
Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps

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Exceptional(12)

$288.4

/ Nightly
Private Vacation Home

The Old Haven - An Enduring Piece of Nostalgia

Winter Haven, Florida, United States

This charming home was built in 1908 and is located 45 minutes from Tampa/Orlando. Fully furnished, this space is perfect for families and friends providing plenty of space to sleep 8 people comfortably. With games, puzzles and Dvds, backyard fun for kids while the parents watch from the porch. Enjoy downtown entertainment within walking distance! Home is centrally located to dining, shopping, and small town fare. 4 bar restaurants walking distance on the lake. Live music from Lake sometimes.brbrEnjoy Old World charm in this beautiful American classic home built in 1908. This home has been updated to offer more modern conveniences.brbrGuests will have access to all areas of home.brbrI will greet you upon arrival if need be and live only 5 minutes away from home. The house has a key code lock box for self check in that works for most guests since a house info folder is just inside door and everything is simple. I am always available for any questions or concerns and just a phone call or text away.brbrEclectic neighborhood. 2 min walk to Lake Howard. Lots of restaurants and grocery stores etc very close by. Half a mile away from downtown Winter Haven. 5 miles away from Legoland Florida. 45 min away from Orlando, 39 min to Disney, 51 min to Universal Studious, 54 minutes from Orlando International airport . One hour away from Busch Gardens and the Tampa International airport.brbrPublic transportation is available. A complete directory will be available to assist you in your stay in Winter Haven.brbrWe hope you enjoy your stay! brbrWe just want to take this time to point out an important reminder that we do conduct a full inventory check both before you check-in and after you check out. We hope that you will treat our home as if it was your own.brbrMissing items will be charged against your stay and we certainly don’t want to have to do that. The following shows you the costs that may accumulate should items go missing.brbrSmall towels = $10.00brLarge towels = $20.00brBoard games (missing or damaged) = $15.00brDVDs (missing or damaged) = $5.00brBed sheets = $30.00brPillow Cases = $10.00brPillows = $30.00/eachbrbrBackyard board and bean toss game available. Charcoal grill and propane grill as well as all grilling utensils available at house. We also have a crib for babies and a high chair available and a desktop for people who need a space for work or school.brbrHave a boat Great! You can find a public boat ramp (on lake Howard) less than half a mile away from the house. Lake Howard is part of the Chain O'Lakes that connects over 15 lakes! You can even visit Legoland a few lakes over and watch their ski shows! Lake Howard also has one of my personal favorite places to watch the sunset. Located half a mile away from the house, in front of the McDonalds, is a small amphitheater that leads onto a dock that is angled in the perfect position to view a sunset over a lake. brbrNot only are you half a mile away from the lakes, but you are also conveniently half a mile away from Downtown Winter Haven. Visit the boutiques, thrift stores, restaurants & bars, and more!brbrbr***Please note!! If requested dates are unavailable, you can check out our other 2 homes in downtown Winter Haven by copying and pasting the links below :)brbrSweet Cottage:brhttps://www.airbnb.com/rooms/32089545 adults=7&source_impression_id=p3_1580306090_2teF3WdmkSxBLhNUbrbrCozy Bungalowbrhttps://www.airbnb.com/rooms/29177986 adults=7&source_impression_id=p3_1580305662_jWwWXorxejaoEAUaadults=7&source_impression_id=p3_1580306147_xeUerVfWix2w8JHXbrbrAgain we do hope you enjoy your stay and please feel free to contact us should you have any questions or concerns!brbrThank You!brbrRay & Layal FloodbrWe have taken pleasure in making sure the home we provide has the listed amenities available, is clean, and is well maintained. Although we do a thorough professional clean between each guest stay, we kindly ask that before leaving, you clean and put away any dishes or kitchenware used and any dirty towels in the hamper. Also, please report any malfunctioning appliances or issues to us right away. The house is very comfortable, and we hope you love it as much as we do. We want to emphasize that there is to be absolutely NO SMOKING in the home. Also, cooking with strong-smelling spices or deep frying is prohibited. Guests have done this in the past and it has taken nearly three days to remove the strong odors from the house, even with our professional cleaning. If the home is found to have a pungent smell from cooking or smoking following your stay, we will need to impose a $300 fine.
Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps

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Exceptional(2)

$107.35

/ Nightly
Apartment

The Unique cozy studio

Winter Haven, Florida, United States

Super comfortable! brModern clean fully functioning. centrally located in Winter Haven. 1/2 mile to downtown, less than 4 miles to Legoland. every shopping need and many great dining choices all within a mile of the house. brbrYour own driveway, patio, private studio, and bath.brbrYour own driveway, private patio, and private entry. This Studio apt. is on the right side of a duplex. We live in the other half of the duplex but your side is totally private, with its own central heat & air.brbrYou alone will have access to your patio, unit, and bathroom.brbrNice quiet safe friendly neighborhood close to everything.brbrSelf-check in after 3 pm. You will use the code given for the lock keypad.brWe have taken pleasure in making sure the home we provide has the listed amenities available, is clean, and is well maintained. Although we do a thorough professional clean between each guest stay, we kindly ask that before leaving, you clean and put away any dishes or kitchenware used and any dirty towels in the hamper. Also, please report any malfunctioning appliances or issues to us right away. The house is very comfortable, and we hope you love it as much as we do. We want to emphasize that there is to be absolutely NO SMOKING in the home. Also, cooking with strong-smelling spices or deep frying is prohibited. Guests have done this in the past and it has taken nearly three days to remove the strong odors from the house, even with our professional cleaning. If the home is found to have a pungent smell from cooking or smoking following your stay, we will need to impose a $300 fine. If it is found that you have more guests staying the night than has been booked, you may be requested to leave the property without a refund.
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

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Exceptional(12)

$305.5

/ Nightly
Private Vacation Home

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

Winter Haven, Florida, United States

Enjoy a relaxing stay in this spacious and comfortable home, perfect for families or groups. The open layout of the living area is great for socializing, and the fully equipped kitchen is ideal for preparing meals together. Unwind in the cozy bedrooms and take advantage of the outdoor space, whether grilling on the patio or roasting marshmallows over the fire pit. With plenty of entertainment options, such as board games and a foosball table, there's never a dull moment. Book your stay now and make lasting memories at this fantastic vacation rental!brWe have taken pleasure in making sure the home we provide has the listed amenities available, is clean, and is well maintained. Although we do a thorough professional clean between each guest stay, we kindly ask that before leaving, you clean and put away any dishes or kitchenware used and any dirty towels in the hamper. Also, please report any malfunctioning appliances or issues to us right away. The house is very comfortable, and we hope you love it as much as we do. We want to emphasize that there is to be absolutely NO SMOKING in the home. Also, cooking with strong-smelling spices or deep frying is prohibited. Guests have done this in the past and it has taken nearly three days to remove the strong odors from the house, even with our professional cleaning. If the home is found to have a pungent smell from cooking or smoking following your stay, we will need to impose a $300 fine.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(5)

$278.75

/ Nightly
Cottage

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Winter Haven, Florida, United States

This delightful lake-life inspired cottage includes 2 bedrooms and 1 ½ baths, a fooseball table, and easily sleeps 7 guests comfortably. Located just 15 minutes from Legoland and 45 minutes from Tampa & Orlando, this home is perfect for both families and those traveling for work.brbr In fact, this Home is centrally located to dining, shopping, and small town fare. Come stay and enjoy downtown entertainment within walking distance (0.5 miles), or a quick car drive to Legoland (5.2 miles).brbrThe house includes a well stocked kitchen, washer & dryer, and fooseball table brBackyard board and bean toss games are also available. Both propane and charcoal grills are located at the house, with grilling utensils in the kitchen. Everything you need for a cool Florida night backyard BBQ! brbrA Baby crib & high chair are available upon request. We are always trying to improve and add extras in order to make your stay as convenient and comfortable as possible. brbrWith board games, puzzles, Dvds, and a foosball table, you are bound to have fun in this house!brbrGuests will have access to all areas of home.brbrI will greet you upon arrival if needed, and we live only a minute away from the home. The house has a key code lock box for self check in. There is a house info folder just inside the door explaining the details of the house (wifi password, etc), as well as a list of nearby stores, restaurants, and bars. Everything is made to be a simple transition for all guests visiting. I am always available for any questions or concerns and just a phone call or text away.brbrSafe and quiet neighborhood 1/2 mile walk to our local and famous brewery, Grove Roots. There are many restaurants, grocery stores, drug stores, etc close by. Walgreens is only 0.1 miles away! Half a mile away from downtown Winter Haven. 5 miles away from Legoland Florida. 45 min away from Orlando, 39 min to Disney, 51 min to Universal Studious, 54 minutes from Orlando International airport . One hour away from Busch Gardens and the Tampa International airport.brbrPublic transportation is available. A complete directory will be available to assist you in your stay in Winter Haven.brbrWe hope you enjoy your stay! brbrWe just want to take this time to point out an important reminder that we do conduct a full inventory check both before you check-in and after you check out. We hope that you will treat our home as if it was your own.brbrMissing items will be charged against your stay and we certainly don’t want to have to do that. The following shows you the costs that may accumulate should items go missing.brbrSmall towels = $10.00brLarge towels = $20.00brBoard games (missing or damaged) = $15.00brDVDs (missing or damaged) = $5.00brBed sheets = $30.00brPillow Cases = $10.00brPillows = $30.00/eachbrbrBackyard board and bean toss games are also available. Both propane and charcoal grills are located at the house, with grilling utensils in the kitchen. We also have a crib for babies available and a desktop for people who need a space for work or school.brbr***Please note!! If requested dates are unavailable, you can check out our other 2 homes in downtown Winter Haven by copying and pasting the links below :)brbrThe Old Haven & Cozy BungalowbrbrAgain we do hope you enjoy your stay and please feel free to contact us should you have any questions or concerns!brbrThank You!brbrRay & Layal FloodbrWe have taken pleasure in making sure the home we provide has the listed amenities available, is clean, and is well maintained. Although we do a thorough professional clean between each guest stay, we kindly ask that before leaving, you clean and put away any dishes or kitchenware used and any dirty towels in the hamper. Also, please report any malfunctioning appliances or issues to us right away. The house is very comfortable, and we hope you love it as much as we do. We want to emphasize that there is to be absolutely NO SMOKING in the home. Also, cooking with strong-smelling spices or deep frying is prohibited. Guests have done this in the past and it has taken nearly three days to remove the strong odors from the house, even with our professional cleaning. If the home is found to have a pungent smell from cooking or smoking following your stay, we will need to impose a $300 fine.
Bed 2

Bed

Bath 1

Bath

Sleep 8

Sleeps

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Exceptional(18)

$644.13

/ Nightly
Private Vacation Home

Luxury Lakefront | Heated Salt Pool, Dock & Kayaks | Home Theatre & EV Charger | Near Theme Parks

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 a gorgeous patio, outdoor kitchen and heated pool to share with family & friends! The kitchen is full of natural light with three skylights that stream in the Florida sunshine! There is a fabulous patio door that opens 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 pato is complete with a heated swimming pool and outdoor kitchen and entertaining area with many tranquil seating areas - a dining table for six, 55 Smart TV, a fire pit area & seating for four, outdoor bar with two bar stools, four chaise sun loungers & an outdoor sofa. The gourmet kitchen will not disappoint and is fully appointed with all the necessities for you to make a feast! The master 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. There are also two bedrooms and one doubles as a game room that the kids will love. There are a total of two full baths and a half bath on the ground floor and a full 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 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. We are also just a 10-15 minute drive to downtown to try one of the many restaurants available in Winter Haven. brbr brbrSLEEPING ARRANGEMENTS (maximum occupancy of 13): brbrMaster bedroom (located on the ground floor)- King bed - Nightstands with reading lamps-Bedroom #1 - Master Suite with Desk & chair, Sofa & Chair- Smart TV- En-suite bathroom with a sink vanity and walk-in shower-French doors leading to pool deck brbrBedroom #2 - Guest bedroom - Queen bed- Nightstand with reading lamp- Dresser with Smart TV brbr- Shared Bathroom just outside the room with tub & shower and two vanities with sinks brbrBedroom #3 - Guest bedroom/Game room - Queen bed- Nightstand with reading lamp- Dresser- Smart TV, Pac Man game, Electronic dart game & small game table brbrBedroom #4 - Upstairs King Guest bedroom- Dresser with Smart TV brbrBedroom #5 - Upstairs Queen & Twin Guest bedroom - TV Stand with Smart TV brbrBedroom #6 - Upstairs 2 Twin Guest bedroom brbrShared Bathroom with 3 vanities & walk-in shower on second floor brbrMovie Theater - Sofa, loveseat, futon & chair (no recliners) brbr brbrAMENITIES: brbr 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 electric sofas, large screen TV. brbr- Patio off of the living room has a heated pool, Outdoor 55 Smart TV, an outdoor dining table (6), BBQ grill and outdoor sofa, four chaise loungers, 2 bar stools and fire pit with brbr 4 chairs, brbr- Laundry room with full size washing machine & dryer brbr- Free WIFI brbr- Non-Smoking, please! This is a family friendly property. brbr- No Pets Allowed brbr------ brbrNOTE: Please be advised: For your safety and security, exterior video surveillance (driveway & front porch) are in use. Tampering is prohibited. brbr+ SAFETY FEATURES and CLEANING PRACTICES brbrSmoke 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 6

Bed

Bath 3

Bath

Sleep 13

Sleeps

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Exceptional(18)

$255.93

/ Nightly
Private Vacation Home

6 Mi to Legoland: Retreat w/ Pool & Fenced Yard

Winter Haven, Florida, United States

Families Welcome | Day Trip to Disney | Game Nights at Home | Prime Location | 2,175 Sq FtbrbrEscape to Florida and settle in at this lovely 3-bedroom, 2-bath Winter Haven vacation rental! Perfect for families and friends, this home offers multiple living spaces, Smart TVs for endless entertainment, and a private pool ideal for cooling off under the warm Florida sun. Ready to adventure Tee off at Willowbrook Golf Course or experience the thrills of a lifetime at Universal Studios. Book now!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 2 twin bedsbrbrINDOOR LIVINGbr- Smart TVs, books/board gamesbr- Dining table, breakfast barbr- FireplacebrbrOUTDOOR LIVINGbr- Furnished screened-in patiobr- Screened-in lanaibr- Private poolbr- Fenced-in yard w/ garden & gazebobrbrKITCHENbr- Refrigerator, stove/oven, toaster oven, dishwasherbr- Keurig coffee maker (starter coffee provided)br- Cooking basics, dishware/flatwarebrbrGENERALbr- Free WiFibr- Central A/C & heating, ceiling fansbr- Washer/dryer, hair dryer, hangersbr- Towels & linens, trash bags & paper towelsbrbrFAQbr- Optional nightly pool heat fee (paid pre-trip, applied to entire stay)br- Door alarms on pool doors & outdoor baby gatebrbrACCESSIBILITYbr- Single-story home, 2 steps required to enterbrbrPARKINGbr- Driveway (2 vehicles)br- Free street parking (first-come, first-served)br- Garage not available for guest parkingbrbr-- THE LOCATION --brbr- Near Publix, local restaurants & shopping centersbr- Access to Lake Howardbr- 4 miles to Willowbrook Golf Course & 7 miles to Lake Henry Golf Coursebr- 18 miles to Bok Tower Gardensbr- 31-39 miles to Epcot, Hollywood Studios & Universal Studiosbr- 45 miles to Orlando International Airport & 55 miles to Tampa International Airportbrbr-- 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- 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-inbrbrADDITIONAL INFORMATIONbr- There is an optional pool heat fee of $75/night (+ fees & taxes, paid pre-trip, applied to entire stay)br- For your safety, this property features door alarms on the pool doors and offers an outdoor baby gate that separates the screened-in patio from the pool areabr- This single-story home requires 2 steps to enter
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(4)

$232.23

/ Nightly
Private Vacation Home

Disney Castle Cove - Private Pool & Community Boat Ramp close to Legoland

Winter Haven, Florida, United States

Discover the perfect vacation rental: a Disney-themed 4-bedroom, 2-bath home just 34 miles from Disney World Resort. Enjoy the luxury of two spacious living rooms and a well-stocked kitchen for all your culinary needs. Relax by the private pool after a day at the parks. Each bedroom is uniquely decorated with beloved Disney characters, creating a magical retreat for families. Make unforgettable memories in this enchanting home, ideal for your family getaway.brbr√ Bedroom One - brThe centerpiece of the modern themed bedroom is a lavish, king sized bed with a comfy mattress and linens that promise a restful night's sleep. It has a large closet, plenty of storage space for extended stays. It has black-out curtains, which make it great for sleeping in. Smart TVbrbr√ Ensuite Master Full Bathroom -brLocated in the Main Bedroom. Shower / Tub Combo. Shampoo, conditioner, body wash and a hair dryer available for use. Plenty of towels available. brbr√ Bedroom Two - brThis stylish bedroom comes with a queen sized bed with a comfy mattress and linens. It has a large closet and storage space for extended stays. brbr√ Bedroom Three - brThe Mickey and Minnie room has twin size bunk beds! brbr√ Bedroom Four - brThe Lilo and Stitch room has two separate twin beds. brbr√ Full Guest Bathroom: brCute Bathroom with a tub/shower combo. Shampoo, conditioner, body wash and a hair dryer available for use. Plenty of towels available. brbr√ Living Room:brCurl up on the couch and enjoy your favorite show or movie on the screen smart TV. This living room comfortably seats 4 people. brbr√ Family Room:brDon't want to watch the same movie The front family room has a futon couch and a Smart TV!brbr√ Kitchen:brThe kitchen is a culinary haven, equipped with everything you need to unleash your inner chef. Whether you're whipping up a meal from scratch or reheating leftovers, you'll find all the tools you need. For coffee enthusiasts, you’ll find a coffee machine with a variety of coffees, and creamers.brbr√ Dining Space:brWe have a picnic style table that can seat 4-6 with two additional seats at the island bar. brbr√ Pool and Patio:brScreened in patio and pool area for the hot summer days! The pool is not heated, but warms up very quickly in the summer time. brThe patio has a built in misting system you can turn on to cool down even if you are not going for a swim. The outdoor patio table sits 4 people. Propane grill available for use as well.brbr√ Extras:br- Boat ramp for Lake Sears at the front of our community! Bring your water toys!br- Driveway can fit 2-3 vehicles, street parking is available just don't block other driveways. br- Washer and Dryer (supplies included)brbrGuest accessbrWhile you'll have access to almost the entirety of our delightful space, you do not have access to the garage. It is locked for owner use only. brbr√ Guest access: Keyless entry and self check in on your own time, which makes it super convenient to access at any time.br√ Early check-in/late check-out: We'll do our best to grant special requests, but we can’t guarantee that we’ll be able to make every request happen. Contact your host to see if we can help accommodate any special requests.br√ Discounts: Want to extend your stay We offer discounts for stays over 60 days!br√ Pet Policy: Furry friends, we love you, but we can't have you here. br√ Laundry: Traveling light or staying a while We have a set of washers and dryers, and we provide laundry soap, too!brbrWelcome to Winter Haven, Florida: Where Magic Meets SunshinebrbrNestled in the heart of the Sunshine State, Winter Haven is a charming city that beckons visitors with its unique blend of Southern hospitality, year-round warmth, and an abundance of family-friendly attractions. This picturesque city, known as the Chain of Lakes City due to its interconnected system of 50 pristine lakes, offers a captivating tapestry of experiences that will leave you enchanted.brbrDowntown Winter Haven: A Slice of Old Florida CharmbrbrStep into the heart of Winter Haven, and you'll be transported to a world where history meets modernity. Downtown Winter Haven is a delightful blend of quaint, tree-lined streets and vibrant, bustling energy. Stroll along Central Avenue, where you'll encounter a captivating mix of boutique shops, charming cafes, and art galleries. The historic district boasts stunning architecture, with beautifully restored buildings dating back to the early 20th century.brbrThe city's commitment to the arts is evident in its numerous public art installations, showcasing the talents of local artists. Be sure to visit the Central Park, a picturesque spot where you can enjoy a leisurely picnic or catch a live performance at the outdoor amphitheater. Downtown Winter Haven is the perfect place to savor the flavors of local cuisine, whether you're in the mood for fresh seafood or Southern comfort food.brbrLegoland Florida Resort: Imagination UnleashedbrbrJust a short distance from the property lies one of Florida's most enchanting attractions - Legoland Florida Resort. This whimsical wonderland is a paradise for families and Lego enthusiasts of all ages. Dive into a world of creativity and imagination as you explore the theme park's thrilling rides, enchanting shows, and life-sized Lego creations.brbrFrom adrenaline-pumping roller coasters to intricate Lego sculptures, there's no shortage of marvels to discover. Younger visitors will delight in the interactive play areas and water park, while the entire family can enjoy a leisurely boat ride along the serene Cypress Gardens. Legoland Florida Resort offers an unforgettable experience where the building blocks of fun never end.brbrProximity to Disney World: The Magic is Closer Than You ThinkbrbrWinter Haven's strategic location places it within easy reach of one of the world's most beloved attractions, Walt Disney World Resort. Just a short 32 mile drive away, you can immerse yourself in the enchanting worlds of Disney, from the magical kingdoms of the Magic Kingdom and Epcot to the thrilling adventures of Disney's Hollywood Studios and Animal Kingdom.brbrAfter an exhilarating day at Disney World, Winter Haven provides a peaceful retreat where you can unwind and recharge. The city's serene lakeside views and warm, friendly atmosphere are the perfect antidote to the excitement of the theme parks.brbrWinter Haven, Florida, is a destination that captures the essence of the Sunshine State with its warm climate, beautiful lakes, and an abundance of family-friendly activities. Whether you're exploring the historic charm of downtown, building memories at Legoland, or embarking on a Disney adventure, Winter Haven is a place where the magic of Florida truly shines. Come experience the wonder of Winter Haven.
Bed 4

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Bath 2

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Sleep 8

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Exceptional(4)

$203.82

/ Nightly
Private Vacation Home

Carefree Cove on Lake Connie - With Hot Tub! 15 mins to Legoland

Winter Haven, Florida, United States

Nestled on the shores of Winter Haven's Lake Connie, this charming 3-bedroom promises a tranquil escape. This cozy lake house has excellent views. Outside, a private hot tub awaits on the deck. A fire pit as well as a screened in patio perfect for lots of outdoor relaxation. A fully equipped kitchen complete with coffee bar. With comfortable bedrooms, and modern amenities, this lakeside retreat ensures a delightful stay.brbr√ Master Bedroom + Ensuite BathroombrThe centerpiece of the bedroom is a lavish queen size bed adorned with soft linens that promise a restful night's sleep. Smart TV and a large closet perfect for extended stays. brbr√ Master Bathroom:brPrepare to be pampered in the stunning bathroom featuring a spacious walk in shower & a large bathroom vanitybrbr√ Second Bedroom: brOne queen bed, comfy linens, lots of natural lighting. Smart TV!brbr√ Third Bedroom: brTwo Twin Beds, comfy linens lots of natural lighting. Smart TV!brbr√ Living Room:brRelaxation takes center stage in the living room. Cozy space with trendy furnishings. Smart TV! brbr√ Dining Space:brOur Dining room seats 4 with additional outdoor dining that seat 6. br br√ Kitchen:brThe kitchen is a culinary haven, equipped with everything you need to unleash your inner chef. Whether you're whipping up a meal from scratch or reheating leftovers, you'll find all the tools you need. A Coffee bar for coffee lovers ready for your enjoyment. brbr√ Patio and Fire Pit:brEnjoy the outdoors in our screened in patio or gather around the fire for roasting s'mores and sharing stories.brbr√ Hot Tub:brTake a dip in our hot tub that comfortably seats 4 peoplebrbr√ Lake Views:brFish off of the dock, or sunbathe on the deck!brbrWhile you'll have access to almost ALL of our delightful space, our red shed is not accessible to guests as well as a locked owners closet for supplies. brbr√ Guest access: Keyless entry and self check in on your own time. So convenient! br√ Early check-in/late check-out: We'll do our best to grant special requests, but we can’t always make it work. Contact your host!br√ Discounts: Want to extend your stay We offer discounts for stays a week or longer. br√ Pet Policy: Furry friends, we love you, but we can’t have you here. Violating this will result in a $200 Fine. br√ Laundry: Traveling light or staying awhile We have a set of washers and dryers and we provide laundry soap too!brWelcome to Winter Haven, Florida: Where Magic Meets SunshinebrbrNestled in the heart of the Sunshine State, Winter Haven is a charming city that beckons visitors with its unique blend of Southern hospitality, year-round warmth, and an abundance of family-friendly attractions. This picturesque city, known as the Chain of Lakes City due to its interconnected system of 50 pristine lakes, offers a captivating tapestry of experiences that will leave you enchanted.brbrDowntown Winter Haven: A Slice of Old Florida CharmbrbrStep into the heart of Winter Haven, and you'll be transported to a world where history meets modernity. Downtown Winter Haven is a delightful blend of quaint, tree-lined streets and vibrant, bustling energy. Stroll along Central Avenue, where you'll encounter a captivating mix of boutique shops, charming cafes, and art galleries. The historic district boasts stunning architecture, with beautifully restored buildings dating back to the early 20th century.brbrThe city's commitment to the arts is evident in its numerous public art installations, showcasing the talents of local artists. Be sure to visit the Central Park, a picturesque spot where you can enjoy a leisurely picnic or catch a live performance at the outdoor amphitheater. Downtown Winter Haven is the perfect place to savor the flavors of local cuisine, whether you're in the mood for fresh seafood or Southern comfort food.brbrLegoland Florida Resort: Imagination UnleashedbrbrJust a short distance from the property lies one of Florida's most enchanting attractions - Legoland Florida Resort. This whimsical wonderland is a paradise for families and Lego enthusiasts of all ages. Dive into a world of creativity and imagination as you explore the theme park's thrilling rides, enchanting shows, and life-sized Lego creations.brbrFrom adrenaline-pumping roller coasters to intricate Lego sculptures, there's no shortage of marvels to discover. Younger visitors will delight in the interactive play areas and water park, while the entire family can enjoy a leisurely boat ride along the serene Cypress Gardens. Legoland Florida Resort offers an unforgettable experience where the building blocks of fun never end.brbrProximity to Disney World: The Magic is Closer Than You ThinkbrbrWinter Haven's strategic location places it within easy reach of one of the world's most beloved attractions, Walt Disney World Resort. Just a short 32 mile drive away, you can immerse yourself in the enchanting worlds of Disney, from the magical kingdoms of the Magic Kingdom and Epcot to the thrilling adventures of Disney's Hollywood Studios and Animal Kingdom.brbrAfter an exhilarating day at Disney World, Winter Haven provides a peaceful retreat where you can unwind and recharge. The city's serene lakeside views and warm, friendly atmosphere are the perfect antidote to the excitement of the theme parks.brbrWinter Haven, Florida, is a destination that captures the essence of the Sunshine State with its warm climate, beautiful lakes, and an abundance of family-friendly activities. Whether you're exploring the historic charm of downtown, building memories at Legoland, or embarking on a Disney adventure, Winter Haven is a place where the magic of Florida truly shines. Come experience the wonder of Winter Haven.br
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(29)

$438.51

/ Nightly
Private Vacation Home

Lakefront Lego Land Estate

Winter Haven, Florida, United States

Welcome to the Lakefront Legoland Estate, a spacious 5-bedroom, 4-bathroom pool home set directly on Lake Summit, part of the Winter Haven Chain of Lakes. Just one mile from LEGOLAND Florida and Peppa Pig Theme Park, and an easy drive to all Central Florida attractions, this home is perfect for families or groups looking for space, comfort, and unbeatable lakefront views.brbrInside, you'll find over 4,000 sq. ft. of living space thoughtfully designed for comfort and convenience. The open living area includes plenty of seating and a smart TV. The kitchen is fully stocked with all the essentials—appliances, cookware, dishes, and a coffee maker—plus a dining area that seats six. Downstairs, the game room is a guest favorite, complete with a pool table, lounge seating, a full bathroom, and direct access to the back patio. With a clear view of the lake beyond, it’s a great spot to relax, play, or step right outside to enjoy the Florida sunshine.brbrSleeping Arrangementsbr• Master Suite – King bed, ensuite bath (Main Level)br• Bedroom 2 – Two twin beds (Main Level)br• Bedroom 3 – Two twin beds (Upstairs)br• Bedroom 4 – Full-size Murphy bed (Main Level)br• Bedroom 5 - Queen bed (Downstairs) brbrOutdoor LivingbrStep outside to your own private lakeside retreat. The large pool and expansive patio are ideal for family fun, sunbathing, or enjoying your morning coffee with a view. The covered porch provides shade and comfort all day, while the direct lake access gives you a front-row seat to stunning sunsets on the water.brbrThe home also provides WiFi, Smart TVs, washer & dryer, linens/towels, laundry detergent, paper towels, toilet paper, and complimentary toiletries.brbrPrime LocationbrbrLEGOLAND Florida Resort – 1 mile (5-minute drive) brPeppa Pig Theme Park – 1 mile (5-minute drive) brDowntown Winter Haven – 3 miles (8-minute drive) brLakeland Linder International Airport (LAL) – 17 miles (25-minute drive) Bok Tower Gardens – 18 miles (30-minute drive) brDowntown Lakeland – 20 miles (30-minute drive) brWalt Disney World Resort (All Parks) – 35 miles (50-minute drive) brOrlando International Airport (MCO)– 52 miles (1-hour drive) brUniversal Studios Florida – 45 miles (1-hour drive) brTampa International Airport (TPA) – 54 miles (1-hour drive)
Bed 5

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Bath 4

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Sleep 8

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Exceptional(2)

$266.32

/ Nightly
Private Vacation Home

9 Mi to Legoland: Family Gem w/ Games Galore!

Winter Haven, Florida, United States

Cowboy Pool | Near Outdoor Activities | Colorful InteriorbrbrKid-friendly amenities Check. Mini-golf You bet! You and your loved ones are the only thing missing at this 4-bed, 2-bath Winter Haven vacation rental! Whether you're seeking a relaxing weekend in the sunshine or a thrilling day at nearby theme parks, you'll enjoy calling this retreat your home away from home — the ultimate getaway for relaxing after a day of excitement. Don't wait too long — memories this good deserve to be made!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 queen bed, 1 twin bed w/ 1 twin trundlebr- Bedroom 4: 2 twin bedsbr- Additional Sleeping: 1 portable cribbrbrINDOOR LIVINGbr- Smart TVsbr- Board games, Legos, children's toysbr- Pinball machine, mini pool tablebr- Dining table, breakfast barbr- High chairbrbrOUTDOOR LIVINGbr- Fenced-in yard w/ putt-putt golfbr- Cowboy pool (unheated)br- Screened-in porch w/ pop-a-shot basketball & dart boardbrbrKITCHENbr- Refrigerator, microwave, stove/oven, dishwasherbr- Keurig coffee maker (coffee provided)br- Cooking basics, dishware/flatwarebrbrGENERALbr- Free WiFibr- Central A/C & heating, ceiling fansbr- Linens & towels, trash bags & paper towelsbr- Washer/dryerbrbrFAQbr- 1 exterior security camera (outward facing)brbrACCESSIBILITYbr- Single-story home, 1 step required to enterbrbrPARKINGbr- Driveway (3 vehicles)brbr-- THE LOCATION --brbr- Near the Chain of Lakes & local green spacesbr- 6 miles to Circle B Bar Reservebr- 8 miles to Peppa Pig Theme Park & 31 miles to Walt Disney Worldbr- 9 miles to Willowbrook Golf Course & 12 miles to Lake Ashton Golf Clubbr- 20 miles to Bok Tower Gardensbr- 16 miles to Lakeland Linder International Airport, 52 miles to Tampa International Airport & 54 miles to Orlando International Airportbrbr-- 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- 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-inbrbrADDITIONAL INFORMATIONbr- Your safety matters. This property features 1 exterior security camera on the front of the house, facing outwards towards the driveway. The camera does not look into any interior spaces. It records video and audio when motion is detectedbr- This single-story home requires 1 step to enter
Bed 4

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Bath 2

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Sleep 10

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