Vacation Rentals By Owner In Winter Haven, FL

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)

Lakefront Lego Land Estate

Winter Haven, Florida, United States

Bed

Bath

Sleeps

$396.08

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

Waterfront Winter Haven Home with Dock & Hot Tub!

Winter Haven, Florida, United States

Bed

Bath

Sleeps

$228.53

Welcome to your perfect home-away-from-home, just 2 minutes from LEGOLAND Florida! This spacious 4-bedroom retreat features a private pool, cozy backyard fire pit for s’mores, and a fully equipped kitchen. Relax in the bright living room, enjoy comfy bedrooms, and make lasting family memories. Whether you’re here for fun or relaxation, this home offers comfort, style, and the best location for your LEGOLAND getaway!

Spacious 4-bedroom house in pleasant Winter Haven with AC

Winter Haven, Florida, United States

Bed

Bath

Sleeps

$371.45

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****************************************

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

Winter Haven, Florida, United States

3

Bed

Bath

6

Sleeps

$858.61

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!

Expansive Lakeside Living at this Sunset Haven Gem

Winter Haven, Florida, United States

Bed

Bath

Sleeps

$156.97

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.

Family Haven Retreat | Near Legoland & Downtown

Winter Haven, Florida, United States

Bed

Bath

Sleeps

$224.08

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.

Cozy Haven Retreat | Near Legoland | Pet-Friendly

Winter Haven, Florida, United States

Bed

Bath

Sleeps

$298.23

Stay comfortably in Central Florida at this 4-bedroom Lakefront Home on the Lego Land Chain-of-Lakes! With two Master Suites and two Guest Suites, there's plenty of space for everyone to relax and unwind. Imagine waking up in the morning and enjoying a cup of coffee on the pool deck, beach or dock, surrounded by the enchanting beauty on the shore of Lake Hartridge. The house is equipped with high-speed WiFi, washing & drying machines, central heat, and central AC ensuring a cool and convenient stay. The two Master Tiled Bathrooms offer the perfect amenities for a refreshing shower after a day of exploring Disney, Lego Land, bird watching, fishing, or water skiing on one of the 19 Lakes on the Chain. Whether you're traveling with family or friends, you're sure to make fantastic memories with a stay at our Lake House. Feel free to reach out during your stay - we're happy to suggest local spots to check out.

Lake House with Private Pool, Beach & Dock

Winter Haven, Florida, United States

Bed

3

Bath

10

Sleeps

$313.6

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.

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

Winter Haven, Florida, United States

Bed

Bath

Sleeps

$602.0

This Winter Haven house boasts 7 inviting bedrooms, including 2 king beds, a queen bed, twin beds, full beds, and a cozy sofa bed. brbrWhether gathering with family or friends, this serene retreat offers a tranquil escape from the everyday, enjoy the pool and outdoor areas with the amazing florida weather.brbrFall in love with Winter Haven and enjoy the magic it has to offer.

Charming 7-Bedroom Estate with AC & Resort-Style Pool – Winter Haven

Winter Haven, Florida, United States

Bed

Bath

Sleeps

$422.04

WFH Friendly | Lake Access On-Site | 5,100 Sq FtbrEscape to the ‘Water Ski Capital of the World’ at this Winter Haven vacation rental on the Chain of Lakes. This 4-bedroom, 4.5-bath, Chateaux-style home offers stunning fixtures and unique features for a one-of-a-kind stay. Go boating on multiple nearby lakes, visit Disney World and Universal Studios, or opt to stay home and swim in the beautiful lap pool. A blissful escape awaits!br-- THE PROPERTY --brSLEEPING ARRANGEMENTS- Bedroom 1: 1 king bed- Bedroom 2: 1 king bed- Bedroom 3: 2 twin beds- Bedroom 4: 1 queen Murphy bedbrOUTDOOR LIVING- Private pool (heated w/ pool, depth 3.5’-5.5’), lanai- Balcony, lake views- Private yard, outdoor dining area- Beach chairsbrINDOOR LIVING- Smart TV w/ cable- Imported double French doors, grand marble entry- Brass light fixtures, crystal dining room chandelier- Floating spiral staircase- Jetted bathtub + shower- En-suite bathroom, walk-in closets- PianobrKITCHEN- Refrigerator, stove/oven, microwave, dishwasher- Coffee maker, blender, Crockpot, toaster- Ice maker, water filter- Spices, cooking basics, dishware/flatwarebrGENERAL- Free WiFi- Central A/C & heating, ceiling fans- Washer, dryer, laundry detergent, iron & board- Linens & towels- Complimentary toiletries, hair dryer, hangersbrFAQ- Fireplace (decorative only)- Optional nightly pool heat fee (paid pre-trip, applied to entire stay)- Large banister gapsbrACCESSIBILITY- 2-story home, 1 exterior step required to enter- 1 bedroom & 1 full bathroom on 1st floorbrPARKING- Driveway (6 vehicles)- Free street parking (first-come, first-served)- A dock is available for boat parkingbrbrbr-- THE LOCATION --br- Lake Mirror access on-site: water skiing, wakeboarding, fishing, lakeside restaurants- 3 miles to Chain of Lakes Park- 5-7 miles to golf courses- 7 miles to Legoland Florida Resort- 28 miles to Disney World & 39 miles to Universal Studios- 47 miles to Orlando International Airportbr-- REST EASY WITH US --brEvolve 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.br-- POLICIES --br- No smoking- No pets allowed- No events, parties, or large gatherings- Must be at least 25 years old to book- Additional fees and taxes may apply- Photo ID may be required upon check-inbrADDITIONAL INFORMATION- This 2-story property requires 1 step for entry. While there is a bedroom and bathroom on the 1st floor, this property requires the use of stairs to access many parts of the home- There is an optional pool heat fee of $40/night (+ fees & taxes, paid pre-trip, applied to entire stay)- This property may not be suitable for infants and young children due to the large gaps in the banisters

Villa

Lanai & Pool: Elegant Villa in Winter Haven!

Winter Haven, Florida, United States

Bed

Bath

8

Sleeps

$164.6

Step back 100 years in this beautifully restored Spanish Gothic home in the heart of Winter Haven. Featuring rich architectural details, elegant furnishings, and modern comforts, this unique retreat offers a memorable stay. Centrally located near Polk County attractions including LEGOLAND, Bok Tower Gardens, Lake Myrtle Sports Complex, Florida Southern College, Winter Haven Airport, and the Chain-of-Lakes. Perfect for families, couples, or extended stays seeking charm and convenience.

Cozy Castle- 2-bedroom house in serene Winter Haven with AC

Winter Haven, Florida, United States

Bed

Bath

Sleeps

$201.63

Pet-Friendly Private Yard | Central Location | Families WelcomebrbrExperience the best of Winter Haven when you stay at this 3-bedroom, 2-bath house. This vacation rental, located near many fun-filled attractions, makes a great home base for groups that want to see the sights. Enjoy a peaceful morning coffee in the sunny breakfast nook before driving to Bok Tower Gardens or even Disney World! At the end of the day, whip up a meal in the kitchen and unwind in front of the Smart TV.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 twin bedbr- Additional Sleeping: 1 queen air mattressbrbrINDOOR LIVINGbr- 2 Smart TVs w/ cable & streaming app (Netflix)br- 2 dining tables, electric fireplacebr- Custom furniturebr- BooksbrbrOUTDOOR LIVINGbr- Lanaibr- YardbrbrKITCHEN br- Stove/oven, refrigerator, dishwasherbr- Dishware/flatware, cooking basicsbr- Drip coffee makerbr- Microwave, blender, rice cooker, toaster ovenbr- Trash bags & paper towelsbrbrGENERAL br- Free WiFibr- Central A/C & heating, heated floors, ceiling fansbr- Washer/dryer & laundry detergentbr- Linens/towels & hair dryerbrbrFAQbr- 1 exterior security camera (facing out)br- Pet fee (paid pre-trip)br- Quiet hours (9:00 PM-7:00 AM)br- On-site maintenance team br- Subdivision renovations (1st week of June 2025)brbrACCESSIBILITYbr- Single-story home, 1 step to enterbrbrPARKINGbr- Driveway (2 vehicles)br- Heated garage (2 vehicles)br- Free street parking (first-come, first-served)br- RV/trailer parking allowed on-sitebr- No parking on grassbrbr-- THE LOCATION --brbr- Close to golf coursesbr- 7-8 miles to LEGOLAND & Peppa Pig Theme Parkbr- 15 miles to Bok Tower Gardensbr- 37 miles to Dinosaur Worldbr- 41 miles to Disney Worldbr- 53 miles to Orlando Int'l 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 smoking or vapingbr- Pet friendly w/ $70 fee (+ fees & taxes, 2 pet max)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 9:00 PM to 7:00 AMbrbrADDITIONAL INFORMATIONbr- This single-story home requires 1 step to enterbr- There is a trailer on the property for the on-site maintenance team br- Major renovations in the subdivision, including gate installation and fencing work on the property lot, will take place in the first week of June br- Your safety matters. This property features 1 exterior security camera located by the front door facing the front entry. It does not look into any interior spaces. The camera records video and sound when activated by motion

8 Mi to Legoland: Winter Haven Home w/ Lanai!

Winter Haven, Florida, United States

3

Bed

Bath

5

Sleeps

$142.36

Escape to this delightful house in picturesque Winter Haven. This cozy retreat features 2 queen bedrooms, a modern bathroom with a shower, and essential heating and AC, Netflix, You can have complete control over your home's lights and temperature simply by asking Alexa. Experience what Winter Haven has to offer with a stay at our charming house.

Smart Home 2-bedroom house in marvelous Winter Haven with AC, Netflix, Alexa.

Winter Haven, Florida, United States

Bed

Bath

Sleeps

$285.54

Enjoy your stay in this Historic, large, peaceful, fully renovated Manor. This home consists of 5 bedrooms, 3 bathrooms with modern, fully equipped kitchen, butlers pantry, 2 stocked coffee bars new AC, blue tooth speaker, mood lights and more! All rooms are fully furnished for your comfort. Includes a Private, large yard, in a country like setting but has many amenities in walking distance. Lake access with docks and boat launch across the street. This home is near Legoland, Polk State College, Lake Maude Park with nature walk, modern playground, picnic areas, and a short drive from many sports complexes, hospital, and event venues and centers! Only pre-approved events allowed with additional event fee for over 25 people on property. Parking over 6 cars is available at an additional fee. Unapproved parties will be charged up to $1000 fine.

Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events

Winter Haven, Florida, United States

Bed

Bath

Sleeps

$130.67

Unwind in Winter Haven at this delightful cozy home. The space features one bedroom, full bathroom with a refreshing shower and all the amenities you need. This is your home away from home. This home features a full kitchen with all your amenties; refrigerator, stove, microwave, dishwasher , coffee maker, utensils, pots, pans, dinnerware and many more.brGuests stay comfortable year-round thanks to heating and air conditioning. An iron is also available to keep your clothes looking sharp. Whether you’re relaxing indoors or planning your next adventure, this peaceful retreat offers a welcoming spot to recharge. This is centrally located. br2 minutes to downtown Winter haven, Walking distance to Lake Howard, 5 minutes to Winter-haven Hospital, and advent health Fieldhousebr10 minutes to Legoland.brFall in love with Winter Haven and enjoy the magic it has to offer.Parking space feature two car parking.

Cozy 1 bedroom home in Winter Haven perfect for your getaway.

Winter Haven, Florida, United States

Bed

Bath

Sleeps

$179.2

Enjoy a peaceful stay at this 2-bedroom house in Winter Haven *** Master bedroom is not available to guests *** The bedrooms each feature a comfortable queen bed, perfect for a restful night. Guests can refresh in the bathroom’s soothing bathtub and make use of the hair dryer for added convenience. The house offers heating and air conditioning to keep the temperature just right. Whether you want to relax indoors or get a quick workout on the back porch, this pleasant space has you covered. We hope you'll enjoy your stay at our phenomenal house.brWe are close to shopping areas, US27, Bok Tower gardens, and Legoland. We are also about 40 miles from Orlando, and 45 miles from Tampa.

Cozy 2-bedroom house in a beautiful Winter Haven area near Legoland and BokTower

Winter Haven, Florida, United States

Bed

1

Bath

Sleeps

$524.16

Welcome to The Luxury Lakehouse on Lake Ruby, your private waterfront retreat in Winter Haven. This beautifully updated 3 bedroom home blends comfort, space, and lakeside living, offering the perfect setting for families, couples, and groups. Enjoy stunning water views, a private dock, a spacious game room, and easy access to Legoland and all that Winter Haven offers.brbrInside, you’ll find a relaxing primary suite with a king bed, two additional bedrooms with queen beds, and a comfortable sofa bed for extra guests. Three well appointed bathrooms, including one with a jetted tub, provide plenty of convenience for larger groups. The home features strong air conditioning, high speed WiFi, smart TVs, and a fully equipped kitchen designed for easy vacation living.brbrStep outside to the lakefront deck and enjoy your morning coffee by the water. Spend your days fishing off the dock, exploring the Chain of Lakes, or unwinding in the game room with family activities. Whether you’re planning a peaceful getaway or a fun filled trip to Legoland, this lakefront home offers space, privacy, and comfort for every type of stay.brbrRelax, spread out, and enjoy everything Lake Ruby and Winter Haven have to offer at this inviting and well equipped luxury lake house.

Luxury Lakehouse on Lake Ruby - Dock - Game Room - Near Legoland

Winter Haven, Florida, United States

Bed

Bath

Sleeps

$189.88

Enjoy the best sunset in Winter Haven on a hammock, then drive 3 mins for dinner downtown. You can't beat this slice of paradise.brbrThis lake home offers two bedrooms with queen beds. Choose between phenomenal views in the lake room, or extra privacy in the master. Comfortable for 4 adults. 2 full baths and a large, fully equipped kitchen are included. brbrDiscounted prices! This is our soft launch. We are still getting the space up to our standards. Furnishings and amenities to be upgraded over the coming months. brbrThe home is decorated and furnished with the owner's personal collection. Please be respectful. We'll make sure you have a fantastic experience. The owner sometimes occupies a separate unit in the back of the property and shares the driveway.brbrPlease note: washer and dryer are not included. There's a smart TV but no cable. We are working on adding these ammenities.

Best sunsets in Winter Haven. Lakefront home 5 minutes from downtown!

Winter Haven, Florida, United States

Bed

Bath