Home Vacation Rentals By Owner In Winter Haven, FL

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Exceptional(8)

$177.17

/ Nightly
Condo

Waterfront Condo w/ Pool access, Dock, Patio Views & 3 Miles from LEGOLAND

Winter Haven, Florida, United States

Welcome to your peaceful getaway on beautiful Lake Lulu! This airy and inviting upstairs 2-bedroom, 2-bathroom condo is the perfect place to unwind. brbr brbrEnjoy two spacious en suite bedrooms — one with a luxurious king bed, the other with a cozy queen bed — perfect for couples, small families, or friends traveling together. Each bedroom offers privacy & comfort that echoes the lake’s tranquil vibe. brbr brbrThe small yet fully equipped kitchen includes all the conveniences of home, ideal for everything from quick breakfasts to full holiday dinners. Cookware, dishes, and modern appliances are all provided so you can dine in with ease. brbr brbrStep out onto the screened-in patio and take in serene views of Lake Lulu with your morning coffee or evening drink. It’s the ideal spot to enjoy the sights and sounds of the water in total comfort. brbr brbrGuests also have access to the community’s private dock — perfect for fishing, birdwatching, or simply soaking up the lakeside ambiance — and a large outdoor pool, perfect for a refreshing dip under the Florida sun. brbr brbrAnd for family fun, you're just 3 miles from LEGOLAND Florida Resort, making this the perfect home base for your Central Florida adventure! brbr brbrIncluded Amenities: brbr brbrLarge community pool brbrPrivate community dock on Lake Lulu brbrScreened-in patio overlooking the lake brbrWasher & dryer brbrOne (1) dedicated guest parking space brbrLocation is minutes from shopping & entertainment brbr brbrWhether you're here for a quiet escape, a romantic retreat, or a fun-filled family vacation, this Lake Lulu condo offers comfort, convenience, and a beautiful place to recharge. Book now! brbr brbr******** brbrSLEEPING ARRANGEMENTS (sleeps 4): brbr brbrBedroom: brbr brbrPrimary brbr- King bed with 43 Vizio Smart TV with apps brbr- En suite bathroom with walk-in shower brbr- Night stands with reading lamps brbr- Ceiling fan brbrGuest Bedroom brbr- Queen bed brbr- En suite bathroom with tub/shower brbr- Night stands with reading lamps brbr- Ceiling fan brbr brbrLiving Room: brbr brbr- Sofa & two accent chairs, coffee table & bench brbr- 53 Vizio Smart TV with apps brbr brbr******** brbr brbrHIGHLIGHTS: brbr brbr- Dining table seats 4 people brbr- Bar area seats 2 people brbr- 53 Vizio Smart TV with apps brbr- Washing machine & dryer brbr- Free WIFI! brbr- Free parking (1) dedicated space only brbr-NO PETS. NO SMOKING. Tenant must be 25 years old. NO PARTIES, EVENTS, PERFORMING ARTISTS OR BANDS ALLOWED AT ANY TIME. You may not exceed the maximum occupancy at any time — day or night. These are causes for eviction with no refund, and may damage our ability to offer the home for future guests exposing you to liability. This is a residential condo -- please be respectful of our neighbors. brbr- For TV apps, personal subscription required brbr brbrWith the serene lake views and countless amenities, you might find it hard to leave! If you do venture out, Downtown Winter Haven is just minutes away, offering great dining, shopping, and arts. Try local spots like Grove Roots Brewing Co. for citrus-inspired artisanal beers, or visit unique antique shops, art-filled alleyways, and nearby attractions like the beautiful beaches of St. Petersburg and Clearwater are just over 70 miles away, perfect for a day trip! brbr brbrLegoland & Peppa Pig Theme Parks are within 3.7 miles of the property & accessible by boat. Disney Parks are only 30 miles from the home and 48 miles from Orlando International Airport, Downtown Tampa 51 mi, Publix Southeast Plaza Grocery .7 mi., Downtown Winter Haven 3.1 mi.brbr**************************************** 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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$497.33

/ Nightly
Hotel

Colorful Room w/ Waterpark & Lego Fun! Free Parkin

Winter Haven, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 398 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 9:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $33 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ There is a damage deposit fee per night and per unit.brbr✦ Luggage storage is unavailable for the Legoland Beach Retreat.brbr✦ Shuttle service is only from the Beach Retreat to LEGOLAND Theme Park, Water Park, and Peppa Pig Theme Parkbrbr✦Nightly parking + tax
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$497.32

/ Nightly
Hotel

Adventure Awaits: LEGOLAND Hotel Florida, Creative Dining, Mini Golf Fun

Winter Haven, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 398 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 9:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $33 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ There is a damage deposit fee per night and per unit.brbr✦ Luggage storage is unavailable for the Legoland Beach Retreat.brbr✦ Shuttle service is only from the Beach Retreat to LEGOLAND Theme Park, Water Park, and Peppa Pig Theme Parkbrbr✦Nightly parking + tax
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$339.39

/ Nightly
Hotel

Beach Retreat Bungalow: Family Joy, LEGO Surprises, Steps from the Waterpark

Winter Haven, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 275 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 9:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $33 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ There is a damage deposit fee per night and per unit.brbr✦ Luggage storage is unavailable for the Legoland Beach Retreat.brbr✦ Shuttle service is only from the Beach Retreat to LEGOLAND Theme Park, Water Park, and Peppa Pig Theme Parkbrbr✦Nightly parking + tax
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$995.66

/ Nightly
Hotel

Family Dream Room with Playgrounds Galore | 2 Adventure Theme Rooms w/ Pool

Winter Haven, Florida, United States

This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 398 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 9:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $33 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ There is a damage deposit fee per night and per unit.brbr✦ Luggage storage is unavailable for the Legoland Beach Retreat.brbr✦ Shuttle service is only from the Beach Retreat to LEGOLAND Theme Park, Water Park, and Peppa Pig Theme Parkbrbr✦Nightly parking + tax
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Bath 2

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Sleep 10

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$339.39

/ Nightly
Hotel

Theme Park at your Door Steps | Near Lake Dexter | Waterpark and Pool Access

Winter Haven, Florida, United States

This listing is for a room within a hotel.brbr✦ Your room is 275 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 9:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $33 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ There is a damage deposit fee per night and per unit.brbr✦ Luggage storage is unavailable for the Legoland Beach Retreat.brbr✦ Shuttle service is only from the Beach Retreat to LEGOLAND Theme Park, Water Park, and Peppa Pig Theme Parkbrbr✦Nightly parking + tax
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Sleep 5

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$995.66

/ Nightly
Hotel

Adventurer's Dream Room, Legoland Hotel, Mini Golf Excursion, 2 Family Stays

Winter Haven, Florida, United States

This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 398 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 9:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $33 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ There is a damage deposit fee per night and per unit.brbr✦ Luggage storage is unavailable for the Legoland Beach Retreat.brbr✦ Shuttle service is only from the Beach Retreat to LEGOLAND Theme Park, Water Park, and Peppa Pig Theme Parkbrbr✦Nightly parking + tax
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Sleep 10

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$203.47

/ Nightly
Cottage

1-Bedroom Guest Cottage on Historic Lakefront Estate

Winter Haven, Florida, United States

Truly a one of a kind find. A fully furnished private guest house on a large historic estate. The guest house is free standing. Its multiple glass doors open to the very large swimming pool. The kitchen is full sized and well equipped. The furnishing is contemporary. The grounds are 1.75 acres with large oak trees, palm trees, and tropical plants. In the summer eat the fresh pineapples that grow on the property. The property is lakefront on Lake Howard (part of Winter Haven's Chain of Lakes). Bring your boat! Pets welcome. This charming property features a cozy bedroom with a queen bed, a bathroom with a bidet and shower, and essential amenities like WiFi, a washing machine, AC, and heating. Experience tranquility at this delightful cottage.
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Exceptional(25)

$79.52

/ Nightly
Apartment

Private Entrance 1 Bd 1.5 Bath Guest Suite in Cypress Gardens near Legoland

Winter Haven, Florida, United States

1 bedroom, 1.5 bath In-law Guest Suite with private entrance in safe, quiet neighborhood in the Cypress Gardens area of Winter Haven, only 1.2 miles from Legoland. Although attached to main house, this in-law unit is totally separate from it and includes a king bed, bunk beds, sofa sleeper, and kitchenette with fridge, microwave, air fryer, Instapot, and induction cooktop for light cooking. Full bath is attached to main living area and bedroom has private half bath. Separate desk with MFC printer. 2 TVs include popular streaming services. Sleeps up to 5. Parking space reserved for guests in driveway. Private screened patio too! **If you are booking this through Expedia, note that your check-in instructions will come from VRBO, not Expedia, a few days before your stay begins.**
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Exceptional(25)

$284.17

/ Nightly
Private vacation home

Legoland Pool House with Suite 4 bedroom 2 bathroom

Winter Haven, Florida, United States

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Bath 2

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Sleep 12

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Exceptional(25)

$337.68

/ Nightly
Private vacation home

Waterfront Lakehouse, Private Dock, Tiki Bar, Playground, Near Legoland | Lake Idylwild Delight

Winter Haven, Florida, United States

Bed 3

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Bath 2

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Sleep 8

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Exceptional(25)

$333.40

/ Nightly
Private vacation home

Ricks's Retreat - Downtown Winter Haven Getaway, Near Chain of Lakes

Winter Haven, Florida, United States

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Bath 2

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Sleep 8

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Exceptional(25)

$323.68

/ Nightly
Private vacation home

Lake House on the LEGOLAND Chain-of-Lakes with Private Pool, Beach and Boat Dock

Winter Haven, Florida, United States

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Bath 3

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Exceptional(25)

$321.81

/ Nightly
Private vacation home

Lake Hamilton Oasis - Pool • Dock • Sunrise Views

Winter Haven, Florida, United States

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Bath 2

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Sleep 6

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Exceptional(25)

$310.78

/ Nightly
Private vacation home

Cheerful 4 Bed, 3 Bath Home with Screened Pool

Winter Haven, Florida, United States

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Bath 3

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Sleep 11

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Exceptional(25)

$290.85

/ Nightly
Private vacation home

Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn

Winter Haven, Florida, United States

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Sleep 8

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Exceptional(25)

$279.31

/ Nightly
Private vacation home

Family-Friendly Pool Home Just Minutes from Legoland — Sleeps 6+!

Winter Haven, Florida, United States

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Sleep 8

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Exceptional(25)

$235.19

/ Nightly
Apartment

Hot Tub & Fire Pit: Lakefront Home on Lake Eloise

Winter Haven, Florida, United States

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Sleep 4

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Exceptional(25)

$252.02

/ Nightly
Private vacation home

Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!

Winter Haven, Florida, United States

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Bath 2

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Sleep 8

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