Pet-friendly holiday rentals in Casselberry

4.98 out of 5 average rating, 206 reviews

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

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!

Guest suite in Altamonte Springs

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.

4.97 out of 5 average rating, 105 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!

Apartment in College Park

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.

4.94 out of 5 average rating, 256 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

4.88 out of 5 average rating, 111 reviews

A spacious living area features a large sectional couch and a stylish coffee table. Natural light filters through the windows, highlighting modern décor. An arcade game stands in the background, and a laundry area is visible to the left, contributing to the home's functionality.

Home in Casselberry

Cozy 4/2, King Beds, Pergola, Hot Tub & 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!

Guest suite in College Park

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.

4.96 out of 5 average rating, 228 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.

Home in Altamonte Springs

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.

4.98 out of 5 average rating, 332 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.

4.93 out of 5 average rating, 233 reviews

A modern kitchen features white cabinets and stainless steel appliances, complemented by granite countertops. A large island with seating is positioned centrally, while the dining area is visible through glass doors leading to the backyard.

Home in Longwood

Cozy 3 Bedroom Home, Great location!!

Equipped with one camera near the keypad facing the front door and is recording 24/7 , and perfectly situated in an ideal location. The marble countertops and stainless steel appliances create a dreamlike setting. The fenced backyard features a barbecue grill, smart TVs, and board games. Note: we charge an event fee; do not book without discussing and paying the fee. Minutes from I-4, Wekiwa Springs State Park, Disney, and Downtown Orlando. Book this exquisite sanctuary today.

Guesthouse in Wadeview Park

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.

4.98 out of 5 average rating, 115 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.

4.83 out of 5 average rating, 107 reviews

A modern kitchen is seen, featuring white cabinetry and a speckled granite countertop. Stainless steel appliances, including a microwave and toaster, are positioned conveniently. A small potted plant adds a touch of greenery, while natural light filters in through the window above the sink.

Condo in Winter Park

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.

4.95 out of 5 average rating, 133 reviews

A bright bedroom features a spacious bed with a plush headboard and soft linens. Natural light enters through two windows, illuminating the room. A round mirror is mounted on the wall above a minimalistic desk with a chair, adding functionality to the cozy space.

Home in College Park

Priv. Modern Cozy CP 1B/1Ba Suite near DT Orl & WP

Private & Comfortable 1 bd/ba suite in a 2021 townhome with front view windows, queen size bed, walk-in shower& private entrance. Equipped w/ ceiling and portable fans, Roku smart TV, mini fridge/freezer, microwave, and Keurig. Located in a safe, quiet, walkable neighborhood. 5 minutes of College Park shops, 10 minutes from downtown Orlando, 25 minutes to Universal Studios, 30 minutes to Orlando International Airport, & 40 minutes to Disney.

Villa in Altamonte Springs

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.

4.8 out of 5 average rating, 100 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

4.9 out of 5 average rating, 138 reviews

A spacious studio guesthouse is shown featuring a queen-sized bed with light bedding. A smart TV is mounted on the wall, and two windows provide natural light. A sliding wooden door leads to a bathroom area, with an accent chair placed nearby.

Tiny home in Orlando

~Hideaway Casita~ private studio guesthouse

Completely private, newly renovated studio guesthouse with private backyard oasis featuring an amazing gas fire pit and outdoor grill located in a quiet neighborhood in central Orlando! A large room with a comfortable queen-sized bed, smart TV, two accent chairs, a kitchen corner, a/c, refrigerator, double cast iron burner, WiFi, coffee maker, toaster and full bathroom. Hablamos Español

Popular amenities for Casselberry pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.96 out of 5 average rating, 105 reviews

An open-concept living area features natural light streaming through large windows with scenic views of the lake. Cozy seating arrangements include a comfortable sectional and accent chairs, complemented by a dining space and a well-equipped kitchen with modern appliances.

Home in Tavares

Lake Dora Dream-Waterfront/Pool

A spacious living area is displayed, featuring a sectional sofa and a large wall-mounted TV. The open kitchen showcases modern appliances and a dining table for six. Natural light floods the space through sliding glass doors that lead to the backyard.

4.97 out of 5 average rating, 146 reviews

Beautiful House Completely Remodeled

4.93 out of 5 average rating, 145 reviews

The cozy sleeping area features a spacious bed adorned with luxurious cotton sheets and coordinating pillows. A rattan headboard complements the tropical-themed wallpaper. A small seating area with a brown couch and decorative pillows is visible, adding to the inviting atmosphere.

Home in College Park

The Boho Jungalow - Private | HotTub I Downtown

4.94 out of 5 average rating, 106 reviews

A spacious bedroom is shown, featuring a large bed with neutral bedding and pillows. Two bedside lamps provide soft lighting. A chair with a throw blanket sits in the corner beside a tall plant. Artwork hangs on the walls, and a window with sheer curtains allows natural light.

Home in Sanford

Bright & Airy in DowntownSanford

4.87 out of 5 average rating, 159 reviews

The exterior of a two-story Spanish Mission-style home is depicted in soft twilight. The structure features arched entryways with large windows, surrounded by lush landscaping. A decorative lantern illuminates the front entrance, enhancing the inviting charm of the property.

Home in Lake Cherokee

3,000 Sqft Historic Home With Pool Near Everything

A spacious living area features a comfortable brown leather couch and a matching armchair, positioned on a colorful geometric area rug. A wooden coffee table sits in front, and a large flat-screen TV is mounted on the accent wall, complemented by a ceiling fan above.

4.9 out of 5 average rating, 183 reviews

SODO Mid Century Modern Cottage

A spacious living area features light-colored wooden flooring and large windows allowing natural light to fill the space. Two comfortable sofas are arranged around a glass coffee table, and a potted plant adds a touch of greenery. A dining table is visible in the background.

5 out of 5 average rating, 132 reviews

Stay in the best neighborhood in downtown Orlando!

4.97 out of 5 average rating, 113 reviews

A living area features a modern television displaying a virtual fireplace, paired with elegant wall art and a decorative plant. Below, a pool area is illuminated with soft purple lighting against a backdrop of warm string lights, creating a relaxed atmosphere.

Home in Kissimmee

Modern House with Private Pool Getaway Kissimmee

Pet-friendly home rentals with a pool

4.98 out of 5 average rating, 453 reviews

A fenced oasis-style backyard features a heated in-ground pool surrounded by lounge chairs and tropical plants. A sunshade provides comfort over the pool area, while an outdoor seating area with a gazebo can be seen in the background beneath the bright blue sky.

Guest suite in Orlando

Sunny Resort Style - Pool & central location ☀️

4.89 out of 5 average rating, 166 reviews

A serene pool area features clear water with a gentle wave design along the edge. Lush palm trees surround the space, providing a tropical feel. Sunlight reflects off the water, while a floating yellow duck adds a playful touch.

Apartment in Orlando

Apartment, 7 Min to Orlando Airport/ Lake Nona

4.94 out of 5 average rating, 148 reviews

A cozy living area features comfortable seating and a flat-screen TV, complemented by light streaming in through white blinds. A well-equipped kitchen is visible in the background, and an inviting bedroom with a king bed is seen alongside a detached private sauna, surrounded by lush greenery.

Cottage in Orlando

Mills Lakeside

4.88 out of 5 average rating, 77 reviews

Home in Casselberry

Moxy Luxe Vacation / Heated Pool/ King Bed Ste

4.87 out of 5 average rating, 118 reviews

The exterior of the house is showcased, illuminated by soft lighting. Lush palm trees are positioned nearby, enhancing the tropical atmosphere. A spacious patio area is seen, featuring a custom in-ground pool surrounded by comfortable lounge furniture, ideal for relaxation.

Home in Longwood

Tropical Oasis - Heated Luxury Pool - Game Room

Guesthouse in Southern Oaks

A bright living area is presented with vaulted ceilings and hardwood floors. Comfortable seating is arranged around a central coffee table, with soft lighting provided by table lamps. Natural light filters through the windows, illuminating the decor and creating a welcoming atmosphere.

4.84 out of 5 average rating, 109 reviews

Historic lakefront guesthouse

Guest suite in Lake Underhill

A private outdoor area is showcased, featuring a sparkling pool accompanied by a hot tub. Lush greenery and colorful plants surround the space, while comfortable seating options, including bright blue chairs, invite relaxation. A pergola provides shade, enhancing the tranquil atmosphere.

4.92 out of 5 average rating, 383 reviews

Downtown Orlando Garden Retreat

4.98 out of 5 average rating, 211 reviews

A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.

Condo in Orlando

Lakefront Resort Condo near Disney & Universal

Private, pet-friendly home rentals

5 out of 5 average rating, 6 reviews

A refreshing pool is surrounded by a stone patio, featuring a spa and tiled accents. Sunlight creates a shimmering pattern on the water's surface, while shadows from trees add depth to the serene outdoor setting.

Home in Winter Park

Gem Vacation Winter Park

The exterior of the home features a light green facade complemented by a stone pathway. Neatly arranged planters with greenery and colorful flowers add charm. A well-maintained lawn surrounds the house, with trees and landscaping visible in the background, contributing to a peaceful environment.

5 out of 5 average rating, 11 reviews

Magic City Escape

5 out of 5 average rating, 8 reviews

The living room features a high, sloped ceiling with skylights, allowing natural light to fill the space. A light-colored sectional sofa is paired with gold-accented side tables. A piano sits in a corner, with a decorative fireplace and a television mounted above it.

Home in Maitland

Casa Feliz

Shipping container in St. Cloud

A modern kitchen is featured with sleek black cabinetry and stainless steel appliances. Soft drapes frame a large window, allowing natural light to brighten the space. A dining area with a woven rug includes decorative elements like plants and fruits, adding warmth to the overall design.

4.93 out of 5 average rating, 42 reviews

Beautiful casita 100% off-grid

Home in Altamonte Springs

5 out of 5 average rating, 66 reviews

Joe's Bar and Grill

4.81 out of 5 average rating, 27 reviews

The entrance area is shown, featuring a welcoming front door framed by two lantern-style lights. A pumpkin sits on the ground next to a small garden bed with plants. A mat lies in front of the door, creating a cozy entryway.

Home in Winter Park

New built Private Studio Orlando/Winter Park area

4.86 out of 5 average rating, 22 reviews

A modern living area features a spacious sectional sofa, a round coffee table, and a dining table with high-backed chairs. Natural light fills the space, highlighting the open kitchen with stainless steel appliances and stylish pendant lighting.

Home in Winter Park

3BD in Winter Park, 10 min Park Ave/Rollins, Pets