Pet-friendly holiday rentals in Longwood

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Longwood

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A set of wooden steps leads up to a charming cottage nestled among trees. The entrance features large glass doors, inviting natural light into the space. The surrounding area is landscaped, enhancing the tranquil ambiance of the private property.
Cottage in Eustis
4.95 out of 5 average rating, 133 reviews

Redbird cottage and farm. Equestrian lake cottage

Step back into “Old Florida” charm at this updated 1968 lake cottage, on a 7-acre equestrian farm. Secluded from main roads yet just minutes from downtown Mount Dora and Eustis, this peaceful retreat offers the perfect blend of rustic serenity and comfort. Located on a lake that offers direct water access. Campfires are welcomed, and the tranquil setting is made even more magical by the sight of horses. Inside, you'll find cozy touches and comfortable furnishings, including pillow-top mattresses

Top guest favourite
A bright and airy bedroom is furnished with two spacious beds, each topped with coordinating grey bedding. A comfortable seating area is located in the background, and decorative plants create a calming atmosphere. Elegant wall art adds a touch of sophistication to the space.
Guest suite in Orlando
4.98 out of 5 average rating, 217 reviews

Bonsai House

Welcome to Bonsai Home, a unique blend of modern comfort and nature's embrace. Our charming abode, nestled between Orlando and Winter Park, offers a harmonious fusion of stylish interior design and a soothing ambiance. As you settle into your cozy living space, indulge in our thoughtful amenities and captivating details inspired by the tranquility of bonsai. Rest assured that we are at your service whenever you need assistance or have any inquiries. We extend our warmest welcome to Bonsai Home!

Top guest favourite
A comfortable sitting area is visible, featuring a blue sofa with yellow accent pillows, a gray armchair, and a dark wood TV stand with a large flat-screen TV. Natural light filters through the large windows adorned with blinds, creating a bright and inviting space.
Guest suite in Altamonte Springs
4.97 out of 5 average rating, 109 reviews

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!

Top guest favourite
A cozy bedroom showcases a queen bed with an orange floral duvet cover and matching pillows. Three pieces of wall art in soft hues are displayed above the headboard. A door leading to the private entrance is visible, providing easy access.
Flat in College Park
4.94 out of 5 average rating, 273 reviews

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

Top guest favourite
The image depicts a calm lake at sunset, with reflections of clouds and colors mirrored in the water. In the foreground, a fishing boat is anchored, positioned near the lake's serene shoreline surrounded by lush greenery.
Home in Longwood
4.94 out of 5 average rating, 149 reviews

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

Top guest favourite
A white door with a glass panel leads into the studio, framed by a decorative welcome mat on stone pavers. Lush green plants are positioned beside the door, adding a natural touch to the entrance. Soft shadows from nearby foliage create a calming atmosphere.
Guest suite in College Park
4.97 out of 5 average rating, 246 reviews

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.

Top guest favourite
A spacious living area is highlighted by exposed wooden beams above. A light-colored sofa is complemented by two bright orange chairs. A round coffee table is centered on a textured rug, while large windows provide natural light and views of the outdoors.
Home in Altamonte Springs
4.98 out of 5 average rating, 338 reviews

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.

Top guest favourite
A spacious bedroom features a large bed with white bedding and decorative pillows. Two soft bedside lamps illuminate the area, complemented by a cozy armchair and a decorative bench at the foot of the bed. Exposed brick wall accents the room.
Guest house in Wadeview Park
4.98 out of 5 average rating, 120 reviews

The Cottage A Pet Friendly Guesthouse

Welcome to The Cottage! A pet friendly, super cute, and quiet studio apartment built in 2016, located above the detached garage behind my house. Pets always stay for free, and no additional cleaning fees are charged. Private self access is provided so you come and go as you please. The unit has a full kitchen, king sized bed, 4 pillows, 100% cotton sheets and coverlet. Laundry detergent and dish soap are provided. Trash is located on the west sideof the building.

Guest favourite
A modern kitchen features sleek cabinetry and a large island with bar seating. Unique patterned ceiling tiles complement the granite countertops. A stainless steel refrigerator and double ovens are visible, highlighting a functional yet stylish cooking space.
Home in Lake Mary
4.88 out of 5 average rating, 112 reviews

Markham Woods 4BR Pool Retreat near Attractions

1 camera near the front door for security. Recording 24/7 ANY PARTIES HOSTED WILL BE CANCELED STRICT POLICY Great blend of medieval charm and modern comforts in the spacious living area with expansive glass windows. Luxuriate in the lavish master suite boasting a king-sized bed and indulgent oversized showers. Outside, discover a sprawling backyard with a pool. Conveniently close to Disney, Daytona Beach, and local attractions for a serene getaway. getaway.

Guest favourite
An outdoor seating area features comfortable couches adorned with colorful cushions. A coffee table sits in the center, surrounded by vibrant area rugs. Decorative lanterns hang overhead, and the backdrop includes lush greenery, creating an inviting space for relaxation and socializing.
Tiny home in Orlando
4.9 out of 5 average rating, 99 reviews

FunTropicalTinyGemUCF

Ready for an unforgettable getaway? Escape to our brand-new Tiny RV House — where fun meets relaxation in a one-of-a-kind space! Proudly a ‘GOLD Guest Favorite’ and ranked in the top 10% of all Orlando Airbnbs. 100% Unique. Features a very comfortable King Bed, WiFi, Smart TV, fireplace, central A/C, and heat. Enjoy stunning lake views front the screened room free of mosquitoes! Cozy, stylish, and packed with charm — come see why guests can’t stop raving!

Top guest favourite
A spacious bedroom features a large bed dressed in neutral tones, accented by decorative pillows. Natural light filters through angular windows, illuminating the space. A seating area with a gray bench is positioned at the foot of the bed, and wooden walls provide a warm backdrop.
Home in Longwood
4.98 out of 5 average rating, 123 reviews

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!

Superhost
A modern kitchen is equipped with stainless steel appliances, including a refrigerator, oven, and dishwasher. White cabinetry contrasts with the light-colored backsplash and countertops. A window provides natural light, while a coffee maker and various kitchen utensils are arranged on the counter.
Villa in Altamonte Springs
4.81 out of 5 average rating, 105 reviews

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

Popular amenities for Longwood pet-friendly home rentals

When is the best time to visit Longwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$209 SGD$231 SGD$238 SGD$168 SGD$209 SGD$204 SGD$213 SGD$207 SGD$208 SGD$181 SGD$211 SGD$224 SGD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Quick stats about holiday rentals that are pet-friendly in Longwood

  • Total holiday rentals

    Explore 30 holiday rentals in Longwood

  • Nightly prices starting at

    Longwood holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,850 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

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Longwood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Longwood rentals

  • 4.8 Average rating

    Longwood stays are highly rated by guests – averaging 4.8 out of 5!