
Pet-friendly holiday 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.

Mirror House
Soon as you enter our doors, you'll be enchanted by the blend of modern design with a homely atmosphere. It’s a single-room marvel that offers a comforting sanctuary. Immerse yourself in lines, tasteful furnishings, and a subtle color scheme that sets the stage for a stay. Modern amenities are at your fingertips.Sink into top-quality linens as you bask in the comfort of this space. We guarantee that you wake up feeling refreshed and prepared to embark on a brand new day filled with experiences.

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!

College Park/Winter Pk 1 bed/bath private entrance
255 sq ft studio- queen bed, workspace, kitchenette, large bathroom, private yard area & entrance. This gem is clean & quiet w/ complete blackout in bedroom. Bathroom has tons of natural light & 3 shower heads. There’s TV w/Roku, microwave, fridge & Keurig. Comfy, peaceful at I-4 Par exit # 44. $20 pet fee No cleaning fee. Universal 11 mi Kia Center 3 mi Airports (MCO) (SFB) 23 mi Orlando City Soccer 4.6 AdventHealth Orlando 0.6 mi Orlando Health, Arnold/Winnie Palmer 3.8 Rollins College 1.9

The Boho Jungalow - Private | HotTub | Downtown
This relaxing 1 bed 1 bath space in Downtown Orlando boasts a lush fenced-in private yard, hot tub, and fully equipped kitchen. We pride our studio on comfort, wellness, and delicate attention to detail to experience the magic of a trendy space in the heart of Orlando. Enjoy brand-new remodeling, furnishings, and appliances. This is the back unit of a 2-unit property. We include: ✅50" TV ✅Luxury mattress ✅Fiber optic Wi-Fi ✅Decaf Coffee & Tea ✅Disney Plus, Hulu, Max, Netflix ✅ Free Parking

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

New Mid Century-Modern Studio
Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

A Home Where Eclectic Luxury Meets Affordability
Welcome to The Altamonte House. Your home away from home. We offer fully free amenities, luxury bedding and pillows, and quintessential design throughout the rooms and home. There are work spaces in every bedroom, ultra-fast wifi, games galore, and a beautiful outdoor space equipped with outdoor dining and lounging. Pet Fee's per pet: $100 (notify host if you are bringing a pet- charged separately upon check in) Read the rules of the property before booking, to ensure that you agree.

Lovely Winter Park Home close to Hospitals !
Lovely Condo close to Full Sail, Rollins College, Valencia College, UCF and Advent Health Winter Park Hospital. Close to Park Avenue - Winter Park’s shopping, dining and cultural gem – boasts more than 140 boutiques, sidewalk cafes, and museums, all in the shadow of oak-canopied Central Park. In addition to the shops, dining and cultural offerings, you can plan a trip around special events that include seasonal art shows, concerts and fashion events.

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
-Studio Style Unit, Renovated cozy peaceful home with convenience of walkout patio & nature to a walking distance for the mall, park, & Publix - Studio Style Unit, Perfect location yet secluded from the hustle and bustle of Orlando and surrounding areas. - Close to Orlando attractions, lots of stores and uptown Altamonte springs but still nestled in a quiet and peaceful area. - Plenty of parking right in front of the property

Elegant, Spacious Three Bedroom Residential House.
Get the best experiences of Central Florida in this stylish, newly renovated centrally-located house. Minutes from top restaurants, beautiful Wekiva Springs and Rock Springs, Altamonte Mall, and Cranes Roost Area. Minutes from Super I-4 which can take you straight to downtown Orlando, Universal Studios, Walt Disney World. If you decide to go east enjoy beautiful downtown Daytona Beach, NASCAR, and New Smyrna Beach.
Popular amenities for Winter Springs pet-friendly home rentals
Pet-friendly house rentals

3BR House minutes walk to Park Ave

UCF | Airport and Downtown Orlando | Pool | BBQ

Beautiful House Completely Remodeled

Orlando Cactus House! 5min from Universal Studios

Stunning home with screened patio & fenced yard

Bright & Airy in DowntownSanford

2BR Home in Heart of Longwood

The Calm Green One | Cozy Downtown Stay
Pet-friendly home rentals with a pool

Sunny Heated Pool Suite • Prime Resort Area

Apartment, 7 Min to Orlando Airport/ Lake Nona

Mills Lakeside

Westgate Lakes+Spa Studio Sleeps 4

*Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

Modern 3 Bedroom Apartment Near the Theme Parks

Spacious Home with Pool & Hot Tub near Downtown

Historic lakefront guesthouse
Private, pet-friendly home rentals

Spacious Modern Japandi Retreat - Winter Park

Pet friendly Apartment

Cozy, Clean 4BR Family Home Near Sanford Airport

Kick off your shoes and Unwind

Apopka Dream Studio

Jacuzzi+GameRoom by Downtown/UCF

Peaceful Longwood Home – Minutes to Attractions 4B

Countryside Guest Suite 1 Bedroom, 1 Bath Studio
When is the best time to visit Winter Springs?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 108 | € 129 | € 132 | € 118 | € 120 | € 119 | € 120 | € 122 | € 116 | € 133 | € 132 | € 126 |
| 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 holiday rentals that are pet-friendly in Winter Springs

Total holiday rentals
Explore 30 holiday rentals in Winter Springs

Nightly prices starting at
Winter Springs holiday rentals start at € 26 per night before taxes and fees

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

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Winter Springs holiday rentals include wifi 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
Destinations to explore
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- Walt Disney World Resort Golf
- SeaWorld Orlando
- Ocean Walk Shops
- Daytona Beach Bandshell
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- ESPN Wide World of Sports
- Epcot
- Old Town
- Kia Center
- Daytona International Speedway
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Playalinda Beach
- Aquatica
- Bluegreen Vacations Fountains, Ascend Resort Collection
- Island H2O Live!
- Disney's Hollywood Studios
- ICON Park




