Home Vacation Home Rentals By Owner In Winter Haven, FL

Showing 40 Of 102 Vacation Rentals
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Exceptional(2)

$103.01

/ Nightly
Private Vacation Home

Waterfront Vacation Rental on Lake Mirror!

Winter Haven, Florida, United States

Situated directly on Lake Mirror, this charming Winter Haven vacation rental is perfect for snowbirds looking to embrace lake life and experience endless water sport recreation! Whether you spend your days fishing off the dock, exploring the lake, or watching local wildlife, you’ll love having this 2-bedroom, 2-bath abode as your home away from home. When not enjoying the outdoors, relax in the living room and admire the beautiful lakefront views or prepare dinner in the well-equipped kitchen.brbr-- THE PROPERTY --brbrWFH Friendly | On-Site Dock | Outdoor Dining Area brbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed, Twin Bed brbrHOME HIGHLIGHTS: Smart TV, laptop-friendly workspace, multiple dining areas, patio, yard w/ direct lake accessbrKITCHEN: Fridge, stove, coffee maker, microwave, cooking basics, toaster, dishware/flatware, trash bags/paper towelsbrGENERAL: Free WiFi, washer/dryer, lockbox, A/C units, complimentary toiletries, hair dryer, linens/towels, iron/board, ceiling fansbrFAQ: Not childproofed, step-free accessbrPARKING: Driveway (2 vehicles), carport (1 vehicle)brbr-- THE LOCATION --brbrLAKE MIRROR (on-site): water skiing, wakeboarding, fishing, lakeside restaurants on the Winter Haven Chain of Lakes, boat rentals, dinner cruises brFAMILY ATTRACTIONS: Legoland Florida Resort (8 miles), Disney World (33 miles), SeaWorld (36 miles), Universal Studios (40 miles)brTEE TIME: Willowbrook Golf Course (4 miles), The Country Club of Winter Haven (7 miles), Bartow Golf Course (13 miles)brTHINGS TO DO + SEE: Polk State College (3 miles), Auburndale Speedway (3.5 miles), Chain of Lakes Park (4 miles), Cypress Gardens (6 miles), Frank Lloyd Wright architecture tour at Florida Southern College (14 miles), Bok Tower Gardens (19 miles)brDAY TRIPS: Lakeland (14 miles), Orlando (47 miles), Tampa (49 miles), Vero Beach (96 miles)brAIRPORT: Orlando International Airport (48 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- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Due to the lack of child-friendly features and unfenced lake access, this property may not be suitable for young children
Bed 2

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Bath 2

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Sleep 5

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Exceptional(4)

$707.84

/ 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

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Bath 3

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Sleep 18

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Exceptional(2)

$239.59

/ 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

Bath

Sleep 10

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Exceptional(4)

$191.47

/ 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(5)

$224.37

/ 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(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(69)

$396.08

/ Nightly
Private Vacation Home

Waterfront Winter Haven Home with Dock & Hot Tub!

Winter Haven, Florida, United States

Your lakeside paradise awaits at this 4-bedroom, 3-bath Winter Haven vacation rental, perfect for your 'Sunshine State' getaway! The home features luxury amenities, including a 26-foot dock, swimming pool, hot tub, gazebo bar, and game room! Spend each day water skiing on Lake Lulu, toasting cocktails on the dock bar, or jumping in the pool! If that’s not enough for you, this house is nestled right amidst the Chain of Lakes, next to Legoland, and near multiple restaurants you can reach by boat!brbr-- THE PROPERTY --brbrDock w/ Gazebo Bar | Paddleboard + Kayak | Air Conditioning | Pool TablebrbrThis unique and remodeled lakefront home is the dream-like getaway you've been searching for, offering all the space and modern amenities needed for a memorable trip. brbrBedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Full Beds | Bedroom 4: King Bed | Living Room: Sleeper SofabrbrDOCK: 26-foot dock, accommodates 4-6 boats, gazebo bar w/ fridge, cleaning station & light-up engraving (20 lakes on the chain)brSTEP OUTSIDE: Outdoor pool & patio w/ lanai, hot tub, gas & charcoal grill, 2 adult bikesbrINDOOR LIVING: 7 Smart TVs w/ Roku, wood-burning fireplace (firewood not provided), game room, video gamesbrKITCHEN: Fully equipped, stainless steel appliances, granite counters, kitchen island, eat-in breakfast bar, drip coffee maker, dishware/flatwarebrGENERAL: Free WiFi, linens/towels, central heat & A/C, first aid kit, washer/dryer, trash bags, paper towelsbrFAQ: 4 exterior security cameras (facing out), 1 exterior step required, single-story home, quiet hours (11:00 PM - 7:00 AM)brPARKING: Garage (2 vehicles), driveway (3 vehicles), street parkingbrbr-- THE LOCATION --brbrLAKEFRONT: Lake Lulu (direct access), water skiing, wakeboarding, fishing, lakeside restaurants brFAMILY FUN: Legoland Florida Resort (4.0 miles), Disney World (33.2 miles), SeaWorld (37.7 miles), Universal Studios (42.5 miles)brGOLF: The Country Club of Winter Haven (5.8 miles), Willowbrook Golf Course (6.0 miles)brAREA ATTRACTIONS: Chain of Lakes Park (0.9 miles), Cypress Gardens (2.6 miles), Polk State College (2.9 miles), Bok Tower Gardens (15.6 miles)brNEARBY CITIES: Lakeland (17.5 miles), Orlando (49.0 miles), Tampa (50.5 miles), Vero Beach (91.2 miles)brAIRPORT: Orlando International Airport (50.6 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- Pet friendly w/ $250 fee (+ fees & taxes, dogs and cats only, 2 pets max)br- 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-inbr- NOTE: Your safety matters. This property features 4 exterior security cameras. Camera 1 is located on the front of the home facing the driveway. Camera 2 is located on the front porch facing the entryway. Cameras 3 and 4 are located in the back of the home facing the dock and backyard. They do not look into any interior spacesbr- NOTE: Please observe quiet hours from 11:00 PM to 7:00 AMbr- NOTE: Firewood is not provided at the property; it is recommended that you supply your own
Bed 4

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Bath 3

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Sleep 12

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Exceptional(17)

$371.45

/ Nightly
Private Vacation Home

Luxury Lakefront Retreat | Heated Pool, Theater & Private Dock | Near Legoland | EV Charger

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****************************************
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Bath 2

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Sleep 6

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$858.61

/ Nightly
Private Vacation Home

Expansive Lakeside Living at this Sunset Haven Gem

Winter Haven, Florida, United States

Recharge your spirit at our extraordinary waterfront home on the famous Winter Haven Chain of (19) Lakes! brbrImmerse yourself in nature with spectacular lake views and vibrant sunsets. Perfect for families or couples looking to unwind.brbrEnjoy connected living from our thoughtful kitchen to the great room with expansive lake views to the enclosed patio for outside dining and entertaining,brbrWe are just a few minutes to Legoland, restaurants and shopping, but miles from ordinary.brbrYOUR PROPERTYbrbrThis remarkable 4 bedroom 3-bath is more than 2700 sq. ft. and has everything you need for waterfront fun and relaxation. Step through the vaulted entry to escape into another world of natural beauty and comfort.brbrHIGHLIGHTS br+Custom built in 2012br+Waterfront on 3 sides of the property br+Covered dock with boat slipbr+West facing for fabulous sunsetsbr+Open design with elegant appointments by Gigibr+Lake view kitchen with oversized island and bar seating for 8br+Dedicated coffee barbr+Sweeping lake vistas connecting the kitchen, great room, pool and patio br+Screen enclosed pool patio & spa, griddle, bar and outdoor dining br+TVs in 3 roomsbr+Visit our host profile for our additional listings, including booking the house next doorbr+“Cypress Gardens Lake House” for more infobrbrWELCOMEbrbrAs owners this property, with an eye to retiring here in the next 5 years or so, we spend around 50 days a year on site, making upgrades and constant improvements. Because we actually spend quality personal time living in these houses, they have all the niceties and amenities you would expect from a family home. It’s personal to us, and we continually strive to make these spaces amazing for our ourselves and our guests.brbrINTERIORbr brSpanning over 2,700 square feet on one floor, the interior has a warm connecting feel opening to breathtaking lake vistas. brbrThe Great Room, kitchen and dining areas are independent yet connected to the screen enclosed pool bar and patio with the expanse of the open lake and private docks just a few steps beyond.brbrOur family, friends and guests universally comment on the great feeling of the connected common living spaces and how beautiful the sweeping lake views are from inside the house.brbrThe Great Room with extra high ceilings features relaxed seating for everyone to enjoy being together. brbrThe kitchen is well appointed for easy entertaining with bar seating and an oversized island. It includes a coffee bar with Keurig, Nespresso (Virtuo pods), French press, drip, coffee grinder, and electric kettle.brbrThe laundry room features raised front loading GE washer and dryer with a separate sink.brbrAttention to lighting is important to us and you will find numerous dimmers, up lights, and coffered ceilings with recessed lights to create the perfect ambiance.brWe have installed a robust business grade Internet system that covers the entire house and grounds. We have Spectrum Internet Gig (the fastest available). Our business IT provider monitors 24-7 for fast response. brbrWe have installed a whole house water softener for improved water quality. brbrFor drinking water aficionados, we have a installed a triple filter reverse osmosis water purification system at the kitchen sink for the best health and taste possible.brbr4 Roomsbrbr1. Private Master SuitebrTurn right at the welcome alcove through double French doors to enter an oasis of refined relaxation. The Tommy Bahamas half poster King Bed is beautiful an oh so comfy. Stream your favorites with our Samsung Smart TV. The sliding glass door on the right opens to the screened pool and lake beyond. Perfectly positioned on your left is the walk-in closet, walk in shower, master bath with soaking tub, and 2 separate sinks with vanities.brbr2. Pool RoombrRest easy in our Tommy Bahamas queen bed and en-suite bathroom with shower. The sliding glass door opens directly to the screened pool and lake beyond.brbr3. Queen RoombrQueen bed with large walk-in closet and Samsung Smart TV. En-suite bathroom & shower (with additional Great room access).brbr4. Twin RoombrTwo twin beds for single sleepers or kids. The whole room sits inside our signature “Fish Bowl” stylings. The space features a dedicated closet and Samsung Smart TV. A sturdy desk with basic office supplies can be used as a workspace area.brbr“Pull-Out Sofa”: add up to 2 more guests with our pull-out sofa in the great room. Bathroom access in the hall way is just off the great roombrbrAll bedrooms have dedicated closets and luggage racks.brbrEXTERIORbrbrThe property is a hidden gem waiting to be discovered. There’s plenty of room for playing and relaxing.brbrGet set for outdoor living with our screened lakeside area. A large portion including the dining set and bar area are protected and covered with the extension of the roof. The pool and spas beyond are perfectly positioned between the action of the house and the serenity of historic Lake Eloise. Our behind the bar Blackstone Griddle has dedicated venting to cook up your favorites. A beverage refrigerator behind the bar is perfect for keeping your food and drinks chilled and ready for sharing. brbrRelax in sun or shade with our two reclining lounge chairs: or take a load off with our love seat under shade and overlooking all the action.brbrThe pool is warmed by a Solar Heating System. Average Central Florida Pool Temperatures with this system are above 80 degrees from late February to late November. We have set the system to a max temperature of 86 degrees. The spa can be heated any time of year to 102 degrees with a gas heater at the push of a button.brbrBring 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 watersports lake. If angling is your style, cast and reel on 18 connected lakes for a great fish story. We have a dedicated pontoon boat on site for rental. This is for guests only and is available for at a significantly discounted rate.brbrbrOur two docks are available for your pleasure. The main dock features covered boat slip with bumpers and additional space for lakeside relaxation. Our second dock in the southside canal affords views to the wilds of Cypress Gardens. brbrTake satisfaction knowing you're living your best life at our waterfront oasis. This is a place you won’t want to leave!
Bed 4

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Bath 3

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Exceptional(2)

$156.97

/ Nightly
Private Vacation Home

Family Haven Retreat | Near Legoland & Downtown

Winter Haven, Florida, United States

The Space:brbrThis spacious family home is thoughtfully designed for guests with children. The master bedroom features a king bed, Bedroom 2 has a queen bed, and Bedroom 3 offers two twin beds — ideal for kids. The living room has a comfortable pullout option and smart TV. The fully equipped kitchen has everything you need for family meals, from a high chair and children's dinnerware to a full cookware set. Baby amenities including a baby bath, baby monitor, and changing table are available. Board games and children's books provide entertainment for all ages.brbrbrbrGuest Access:brbrGuests enjoy full access to the entire home and all amenities. Self check-in via smart lock ensures easy arrival. A comprehensive welcome guide with Legoland tips, family-friendly restaurant recommendations, and house instructions is provided.brbrbrbrThe Neighborhood:brbrLocated in a peaceful Winter Haven neighborhood with a perfect blend of tranquility and accessibility. Legoland Florida Resort is a short drive away. Downtown Winter Haven offers charming shops, restaurants, and the historic Ritz Theatre. The Chain of Lakes provides beautiful parks and waterfront recreation. Bok Tower Gardens, a stunning 250-acre garden and bird sanctuary, is nearby.brbrbrbrGetting Around:brbrLegoland Florida is approximately 10 minutes away. Walt Disney World is 45 minutes, and Orlando International Airport is about 1 hour. Tampa and its beaches are approximately 1 hour west. Free parking in the driveway. Local grocery stores including Publix, restaurants, and pharmacies are within a 5-minute drive. Easy access to US-17 and US-92 for exploring the region.brbrbrbrOther Things to Note:brbrWe love hosting families! Baby amenities are provided at no extra charge, just let us know what you need.brbrbrbrInteraction with Guests:brbrWe are available 24/7 and respond quickly to all messages. We specialize in hosting families and are happy to share our best tips for visiting Legoland and the area's attractions.
Bed 3

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Exceptional(5)

$224.08

/ Nightly
Private Vacation Home

Cozy Haven Retreat | Near Legoland | Pet-Friendly

Winter Haven, Florida, United States

Summary:brbrThe perfect family home base near Legoland! This charming 3-bedroom, 1-bathroom Winter Haven retreat sleeps 8 and welcomes your furry family members too. Enjoy a fully stocked kitchen, fast WiFi, a fenced yard for pets and kids, bikes for exploring, and a pullout sofa for extra guests. Legoland is just minutes away, and you are centrally located for day trips to Disney World, Universal, and Tampa's attractions.brbrbrbrThe Space:brbrThis comfortable family home features 3 bedrooms and a spacious living area with a pullout sofa bed — perfect for families on extended stays. The fully stocked kitchen has everything you need to prepare meals, saving you money on dining out during your vacation. The home includes fast WiFi for streaming and remote work, a smart TV, board games for family game nights, and a washer/dryer for longer stays. The fenced backyard is ideal for kids to play and pets to roam safely.brbrbrbrGuest Access:brbrGuests have full access to the entire home, fenced yard, bikes, and all amenities. Self check-in via smart lock makes arrival easy at any hour. A comprehensive welcome guide with Legoland tips, local dining recommendations, and house instructions is provided.brbrbrbrThe Neighborhood:brbrLocated in a prime Winter Haven neighborhood with easy access to Central Florida's best attractions. Legoland Florida Resort is just a short drive away — perfect for families with children ages 2-12. The Chain of Lakes offers beautiful waterfront parks and recreation. Downtown Winter Haven features charming shops, restaurants, and the historic Ritz Theatre. Disney World is approximately 45 minutes away.brbrbrbrGetting Around:brbrConveniently located with quick access to major highways for seamless travel throughout Central Florida. Legoland Florida is approximately 10 minutes away. Walt Disney World is 45 minutes, Tampa is about 1 hour, and Orlando International Airport is approximately 1 hour. Free parking in the driveway. Local grocery stores, restaurants, and pharmacies are all within a 5-minute drive.brbrbrbrOther Things to Note:brbrPets are welcome with prior approval — please let us know about your furry friends when booking. The fenced yard provides a safe space for pets and children. This is a quiet residential neighborhood; please observe quiet hours after 10 PM. No parties or events. Bikes are provided for guest use — helmets recommended.brbrbrbrInteraction with Guests:brbrWe are available 24/7 via the Airbnb app and pride ourselves on fast response times. A detailed digital guidebook is sent before arrival with everything you need for a wonderful stay.
Bed 3

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Bath 1

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Sleep 8

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$313.6

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Private Vacation Home

Luxury 3BR with Private POOL • 4 MIN to LEGOLAND • GAME ROOM & FULL KITCHEN.

Winter Haven, Florida, United States

4 min from Legoland! Enjoy this luxury 3BR/2BA Family Oasis with a private POOL & child safety fence, grill area with outdoor dining, and a fully fenced yard. Game room with air hockey, toys & NEX Playground console. Master king suite with walk-in closet, 2 other queen size beds with pull out twin size trundles, TVs in every room, fireplace, and full kitchen with dining room. Central AC/Heat, washer & dryer, Lake Ned access, and stylish décor - perfect for family fun in the Florida sunshine!brbrThe space:brbr 3 BEDROOMS:brbr1st BEDROOM: Master Bedroom with KING-size bed and walk-in closet. Master Bathroom. brbr2nd and 3rd BEDROOMS: Each has a QUEEN-size bed with a pull-out TWIN trundle.brbrPack & Play available upon request.brbrLAUNDRY ROOM:brWasher and dryer included.brbrTV & ENTERTAINMENT:brAll bedrooms have TVs. The living room features a 75-inch TV, and the game room has a TV with a NEX Playground game console.brEach TV includes a built-in Roku streaming platform for movies, cartoons, and shows.brbrLIVING ROOM:brSpacious area with a fireplace, large sofa, and two accent chairs.brbr2 FULL BATHROOMS:brEach bathroom includes a shower and toilet, plus all essentials – shampoo, soap, towels, etc.brbrFULL KITCHEN:brEquipped with everything you’ll need – full-size refrigerator, dishwasher, stove, oven, microwave, toaster, coffee machine, kettle, cooking utensils, paper towels, dish soap, and more.brbrDINING:brDining table for 6 by the kitchen, plus 2 extra dining areas in the pool area and backyard.brbrPOOL:brLarge screened pool with child safety fence, life vests, lounge chairs, and outdoor dining area.brbr GAME ROOM:brAir Hockey Table, NEX Playground console, and plenty of board games for family fun.brbrTOY AREA:brFilled with toys like Paw Patrol, PJ Masks, and more — plus many books for bedtime stories.brbrHEATING & COOLING:brCentral air conditioning and heating.brbrGRILL & OUTDOOR AREA:brPrivate fully fenced backyard with picnic table and grill — perfect for outdoor dining and BBQs.brbrPARKING:br2-car garage plus driveway parking.brbrSTORAGE:brLarge entry closet, master walk-in closet, and additional bedroom closets and dressers.brbrADDITIONAL AMENITIES:brbr• Blow Dryerbr• Iron + Ironing Boardbr• Towelsbr• Soap + Shampoobr• Pack & Play (upon request)br• High Chair (upon request)br• Beach Umbrella + 2 Foldable Beach Chairs (upon request)br• Child Safety Plug Covers (upon request)br• Wi-Fi & Ethernet Connectionbr• Fire Extinguisher + Smoke Alarmbr• Carbon monoxide detector not required, as the property is fully electric and has no gas appliances.br• The fireplace is for decor and ambiance only, not for use. Please contact the host if you need to use it for further details.
Bed 3

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Bath 2

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Sleep 8

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