Winter Haven vacation rentals
Book unique homes, vacation rentals, and more on Airbnb
Top-rated vacation rentals in Winter Haven
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Haven vacation rentals
Winter Haven home rentals
Home in Winter Haven
4.86 out of 5 average rating, 190 reviews💎LakeFront💎ModernCottageTiny-Home☀🎢4milesLEGOLAND🎢
Feb 9 – 16
Home in Winter Haven
4.9 out of 5 average rating, 257 reviewsThe Old Haven - An Enduring Piece of Nostalgia
Nov 29 – Dec 6
Home in Winter Haven
4.91 out of 5 average rating, 150 reviewsHidden Haven Lakehouse Pool by Legoland
Jul 18 – 25
Home in Haines City
4.88 out of 5 average rating, 136 reviews3 Bedroom Executive with Private Pool near Disney
Oct 23 – 30
Home in Winter Haven
4.83 out of 5 average rating, 127 reviewsFlorida Getaway near Legoland& Orlando Attractions
Aug 1 – 8
Home in Lakeland
4.95 out of 5 average rating, 111 reviewsCute, Historic District Home - GREAT LOCATION
Aug 9 – 16
Home in Haines City
4.96 out of 5 average rating, 137 reviewsLuxury Home 4/3 near Disney, 2 Masters
Sep 15 – 22
Home in Winter Haven
4.91 out of 5 average rating, 143 reviewsA Little Slice of "Haven" Home (No Cleaning Fee)
Feb 24 – Mar 3
Other great vacation rentals in Winter Haven
Guesthouse in Winter Haven
4.98 out of 5 average rating, 124 reviewsQuiet,Country and Close to Everything!
Jun 8 – 15
Cabin in Haines City
4.98 out of 5 average rating, 126 reviewsNearby Legoland,Disney,Universal,Seaworld and more
Jun 19 – 26
Guesthouse in Lake Alfred
4.96 out of 5 average rating, 113 reviewsAdorable Agave Suite w/ private pool and entrance
Jul 29 – Aug 5
Apartment in Auburndale
4.96 out of 5 average rating, 211 reviewsAriana Place - Tree House Like Lakefront Views
May 7 – 14
Guesthouse in Winter Haven
4.87 out of 5 average rating, 141 reviewsBrutus Way Cottage, a cosy hide away
Aug 22 – 29
Cottage in Davenport
4.92 out of 5 average rating, 123 reviews$79! Cozy Cottage + Outdoor Fun -Close to Disney!
Apr 16 – 23
Loft in Auburndale
4.94 out of 5 average rating, 131 reviews2 Bedroom Apartment near Legoland and Disney
Jun 24 – Jul 1
Villa in Lake Wales
4.99 out of 5 average rating, 179 reviewsLakefront, Dock, 2 Kayaks, near Bok & Legoland
Dec 23 – 30
Quick stats about vacation rentals in Winter Haven
Total rentals | 360 properties |
---|---|
Rentals with dedicated workspaces | 210 properties have a dedicated workspace |
Rentals with a pool | 80 properties have a pool |
Pet-friendly rentals | 120 properties allow pets |
Family-friendly rentals | 200 properties are a good fit for families |
Total number of reviews | 13K reviews |
Frequently Asked Questions
Where should I stay in Winter Haven?
Make yourself at home in Winter Haven by choosing from our most frequently booked neighborhoods. We have over 240 vacation rentals in Downtown Winter Haven, over 240 vacation rentals in Eagle Lake, and over 240 vacation rentals in Florence Villa.
Are there vacation rentals with a dedicated workspace in Winter Haven?
Yes! Work meets play with ease at over 210 vacation rentals in Winter Haven featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Winter Haven?
Four-legged friends are welcome in Winter Haven. Choose from more than 120 vacation rentals for guests traveling with pets.
Are there Winter Haven vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 80 vacation homes with pools in Winter Haven, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in guesthouse rentals in Winter Haven?
Experience the best of Winter Haven with our guesthouse rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Winter Haven?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with a bbq area, over 10 homes with a gym, over 80 homes with self check-in, over 250 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Winter Haven?
Winter Haven has more than 200 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Winter Haven have a bbq area?
Absolutely! We offer over 50 house rentals with a bbq area in Winter Haven. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Winter Haven have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Winter Haven. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winter Haven have a gym?
Absolutely! We offer over 10 house rentals with a gym in Winter Haven. Enjoy a tailored experience with all the comforts you desire.
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