
Pet-friendly vacation rentals in Winter Springs
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winter Springs
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Bright & Airy in DowntownSanford
Beautiful, modern, and immaculately clean place with character and small town charm located in the very heart of historic downtown Sanford. Only steps away from the best dining and entertainment, and just a short drive away from all that Orlando has to offer! You will love the two spacious bedrooms, each fitted with luxurious king size beds and their own workstations. The rooms are split on either end of the home for extra privacy. Make a meal or pour a drink in the lovely fully stocked kitchen.

The Boat House on Lake Dora - Downtown Waterfront
WATERFRONT! The Boat House is an 800sf private residence built directly over Lake Dora offering panoramic lakefront views. Located on Mount Dora's Famous Boat House Row, right in the heart of downtown Mount Dora, where you can roll out of bed and walk a few steps to one of the quaint coffee shops. The Boat House was once a tin boat shed with floors open to the water and housed two boats. Today, you will find warm, cozy furnishings, comfortable beds, a quiet location and sunsets every evening!

Private Studio King Bed & Massage Chair + Sofa
Quiet, peaceful & centrally-located private studio in Altamonte Springs. 1st floor, 2 private entrances, full kitchen, private AC, strong WiFi, free parking, and total privacy. Walk to Sandlando Park & Seminole Wekiva Trail. Just 2 blocks from I-4, 1.5 mi to Cranes Roost, Uptown & Altamonte Mall. Less than 10 min to Downtown Orlando, Wekiva Springs, hospitals & shopping. Ideal for remote work, extended stays, couples or solo travelers. Enjoy comfort, location & convenience. Book now and enjoy!

Parent's Retreat!
Whether working in the area, visiting your student or catching a UCF Sporting event. This pet friendly "Parent's Retreat" is just what you're looking for. Located less than 2 miles from campus. this apartment is a great place to land at the end of the day. Kitchen includes microwave, fridge, coffee maker and air fryer. This 380 sq ft newly remodeled mother-in-law suite has private entrance, patio and yard. Suite is completely closed off from the house and has keyless locks for easy check in.

Cozy Knight Stay
Cozy Knight Stay…minutes from UCF & much more! Welcome to our cozy and pet-friendly newly renovated condo with a full kitchen, offering sleeping space for 4 with a king-sized master suite and queen-sized pull-out sofa. A short distance from the vibrant UCF campus and the magical world of Disney, this charming retreat is perfect for solo travelers, couples, or small families looking for a comfortable stay in Orlando. Book your stay now and make unforgettable memories in the Sunshine State!

Cozy 4/2, King Beds, Pergola & Hot Tub, Local Pool
Newly renovated farmhouse gem centrally located in the beautiful Casselberry / Orlando area. Stylish and thoughtful touches throughout will make you feel right at home. 2 king beds, 1 queen and 1 bunk room (2 doubles & 2 twins) along with an 8' farmhouse table (seats 8) makes this home great for both small & larger groups alike. Complete with a hot tub, amazing walk-in shower, Marvel Arcade, Private patio with pergola outdoor furniture & gas grill, it's great for both the adults and kiddos!

Pvt Fishing lk , Pets,Nature, Pool,garage
No HOA. Private 20 acre lake property, with fishing boats and trolling motors, canoes , peaceful boardwalk / dock. Large extra parking for trailers or work trucks. Fishing gear / poles. 2 car garage for safely storing whatever you bring. Fishing gear, tools, bikes, Harley's. Located near Seminole Trail, parks, sun-rail station. 45-60 min from the beach or the attractions DISNEY, UNIVERSAL STUDIOS, close to Lake Mary, Sanford, Wekiva Springs, Daytona 500, Bike week, 20 min from Boombah

Cozy Getaway | Game Garage + Fenced Backyard +more
Unwind in a comfortable and well-equipped home! Play pool, fusball, darts, and basketball in the game garage. Conveniently located near Orlando/Sanford Airport, Wekiwa Springs, and a variety of attractions. Enjoy the fully equipped kitchen for all your culinary needs, sleep soundly in comfortable beds, and relax on the spacious back deck with a privacy fence. We have an old school Nintendo 64 and retro Galaga game on the wall to play. Perfect for work, family, or vacation getaway!

Renovated Peaceful Luxury Walk to Mall Park Publix
- Luxury 2 Bedroom/1Bath Style Renovated peaceful home with Fireplace, Skylights, 87 inch TV, Chandelier, & Full kitchen - Spacious bathroom - Americans with Disabilities Act (ADA) bars for shower and toilet & Smart mirror - Outdoor Gym with Kids Playground & Dedicated Laundry Room - 1 minute drive to major highway Orlando ( Disney, Universal, Aquatica, Beaches, Downtown ) Approximately 30 minutes away - Plenty of free private parking right in front of the house - Pet friendly

5 Springs Close Goats Chicken Free Eggs Memories
5 natural springs 4 to 10 minutes away Fur Babies WELCOME FREE Farm Fresh Eggs Pet the goats Feed the Chickens NO ROOSTERS! Fire pit (we set up the wood daily) Tree swing/bench swing Cornhole Grills Picnic pavilion 5 Acres 2 King 1 Twin pull-out 1 queen inflatable bed The kitchen is fully stocked. Disney 40 min Rock Springs 3 min Kings Landing, Kelly Park, Wekiwa Springs, Barrel Springs, and Wekiva Springs are all less than 5 MILES away. Wekiva Island is a Must VISIT!

Private 4-Bedroom home with pool!
Entire home located on 1 acre of land in the luxury neighbor hood of Markham Woods. This property is the ideal place to stay for a family vacation, or business trip. Take a swim in our large pool and enjoy the Florida Sun! Please add exact number of your guests, in your booking! Please NO Parties or gatherings! Please NO smoking on the property. If any violation occurs, your stay will be terminated immediately, and you will be charged a $1,500 fine!

Sweet Stay with fully fenced yard
Relax with the whole family at this cozy home! Featuring three bedrooms with comfy beds, two full bathrooms, and a well-stocked kitchen, it has everything you need for a comfortable stay. Located on a quiet street, the large, fully fenced backyard is perfect for kids and pets. Just 10 blocks from downtown Sanford, you'll be close to fantastic shopping, dining, and breweries.
Popular amenities for Winter Springs pet-friendly home rentals
Pet-friendly house rentals

Modern Farm House, Fenced In Yard. Private Entry!

"The Skinny" on Lake Gertrude! HOT TUB Lakefront!

Cozy, Clean 4BR Family Home Near Sanford Airport

Mid-Century Modern Dwelling

Joe's Bar and Grill

Golf Car Fun ,Spring & Swing Retreat

Historic Sanford Sunshine Cottage w/ Treetop suite

Cheerful 3 bedroom with a spacious shaded yard
Pet-friendly home rentals with a pool

3 BR/2BA Home w Private Pool~12 min to Airport!

Mount Dora, FL Private Corner Home w/pool

Villa Resort Club

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

Private pool home near Downtown

~Chic Oasis • 6-Guest Suite • Pool Heat • Near All

Mills Lakeside

Spacious Home with Pool & Hot Tub near Downtown
Private, pet-friendly home rentals

Home - Sweet - Home

Gem Vacation Winter Park

Cozy Comfortable Small Town Getaway,

Pet friendly Apartment

B - Modern Elegance! 3 blocks to Park Ave

Midas Pond RV Farm Experience

Fenced in backyard! KING bed! Walk to DT Mt Dora!

Serenity @ Court
When is the best time to visit Winter Springs?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ463 | ﺩ.ﺇ551 | ﺩ.ﺇ562 | ﺩ.ﺇ503 | ﺩ.ﺇ514 | ﺩ.ﺇ507 | ﺩ.ﺇ510 | ﺩ.ﺇ521 | ﺩ.ﺇ496 | ﺩ.ﺇ510 | ﺩ.ﺇ562 | ﺩ.ﺇ555 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about vacation rentals that are pet-friendly in Winter Springs

Total vacation rentals
Explore 30 vacation rentals in Winter Springs

Nightly prices starting at
Winter Springs vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 1,210 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Winter Springs vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winter Springs rentals

4.7 Average rating
Winter Springs stays receive an average rating of 4.7 out of 5 from guests
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- Universal Studios Florida
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