Pet-friendly holiday rentals in Casselberry

4.94 out of 5 average rating, 251 reviews

A spacious room showcases a comfortable bed dressed in quality linens, complemented by decorative pillows. Two bedside lamps provide soft illumination. A dining table for two is visible, alongside a mirrored accent wall that reflects the room's minimalist design and elegant decor.

Guest suite in Orlando

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.

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, 114 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.

4.93 out of 5 average rating, 290 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

4.89 out of 5 average rating, 127 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.

4.97 out of 5 average rating, 262 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, 344 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.

4.89 out of 5 average rating, 106 reviews

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

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!

4.84 out of 5 average rating, 113 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.

4.97 out of 5 average rating, 203 reviews

The pool area is illuminated at night, showcasing a crystal-clear water pool surrounded by comfortable lounge chairs. Vibrant bougainvillea lines the back wall, adding a pop of color to the tranquil setting. Soft lighting enhances the modern architecture of the adjacent building.

Apartment in Winter Park

Just 3 Blocks to Shops/Restaurants on Park Ave!

Modern, clean and unique. Fast internet speed: 263 MBPS download and 21.5 MBPS upload. Second floor penthouse unit overlooking the pool area. Gorgeous acacia wood floors, quartz countertops, high-end cabinetry and fixtures, great new furnishings and mattresses, 8' solid core interior doors, high ceilings, spacious open layout with a balcony offering fantastic sunset views and more! If you haven't explored Winter Park's Park Avenue, then you must!

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.

4.82 out of 5 average rating, 109 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

Home in Altamonte Springs

A modern living room is presented, featuring a deep blue sectional sofa and a coordinating armchair. A circular glass coffee table sits at the center, complemented by a decorative vase with flowers. Natural light enters through a large window, enriching the neutral tones of the space.

4.87 out of 5 average rating, 199 reviews

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.

4.88 out of 5 average rating, 426 reviews

Guesthouse in Maitland

Chez Bienvenu

Close proximity to Park Avenue in Winter Park! Sunny and Adorable Vintage Guest House ...entire spacious guest house; with private entrance and driveway* Just a couple of blocks off Park Avenue to enjoy Shopping! Cafes! Museums! Nestled in quiet family community* •Smart TV •Stackable washer and dryer included in the unit. •Grill, Beach Chairs, Fishing Poles available •750 square feet of living space

Popular amenities for Casselberry pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.79 out of 5 average rating, 123 reviews

The bedroom is equipped with a spacious wooden bed and a light-colored quilt. Two bedside tables with lamps are placed on either side. A ceiling fan provides air circulation, and a large window allows natural light to enter, complemented by white curtains. A chair is situated near the TV.

Home in Longwood

Cozy Getaway | Game Garage + Fenced Backyard +more

Home in Colonialtown South

A spacious private pool is enclosed by a screened structure, featuring a basketball hoop at one end. The crystal-clear water is surrounded by a concrete deck, while colorful flags decorate the fencing, adding a friendly vibe to the outdoor space.

4.97 out of 5 average rating, 163 reviews

Private pool home near Downtown

4.93 out of 5 average rating, 116 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

4.97 out of 5 average rating, 143 reviews

A heated pool surrounded by lush greenery features a stone ledge and a small waterfall. Hammocks are placed for relaxation. The screened patio allows for unobstructed views of the sunset, creating a tranquil setting. Warm lighting highlights the natural textures of the landscape.

Home in Lake Formosa

Spacious Home with Pool & Hot Tub near Downtown

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, 196 reviews

SODO Mid Century Modern Cottage

4.98 out of 5 average rating, 124 reviews

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

Private 4-Bedroom home with pool!

4.85 out of 5 average rating, 277 reviews

Cozy Milk District Home | Downtown + Parking

4.94 out of 5 average rating, 118 reviews

Home in Winter Park

Cheerful 3 bedroom with a spacious shaded yard

Pet-friendly home rentals with a pool

A serene pool area is surrounded by lush landscaping and tall palm trees, with sunlight glistening on the clear water. The pool features a gentle curve, and a white fence encloses the backyard, providing privacy and a sense of tranquility.

4.86 out of 5 average rating, 160 reviews

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

4.97 out of 5 average rating, 473 reviews

Guest suite in Orlando

Sunny Heated Pool Suite • Prime Resort Area

4.85 out of 5 average rating, 116 reviews

A warm living space features a dark wooden ceiling and an accent wall with textured concrete. Comfortable seating faces a mounted television, while wooden shelves are adorned with books and decorative plants. Natural light enters through large windows, enhancing the inviting atmosphere.

Condo in Orlando

5 mins Universal 10 mins Epic park | Rustic LOFT

4.89 out of 5 average rating, 180 reviews

Apartment in Orlando

Apartment, 7 Min to Orlando Airport/ Lake Nona

4.94 out of 5 average rating, 157 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

4.79 out of 5 average rating, 415 reviews

A spacious studio room features a king bed with decorative bedding and a leather sofa. Natural light filters through the sheer balcony curtains, and a wooden desk with a chair is positioned near the window. The warm-toned walls complement the patterned carpet.

Apartment in Orlando

Westgate Lakes+Spa Studio Sleeps 4

5 out of 5 average rating, 3 reviews

A modern dining area features a round glass table surrounded by four black chairs with wooden legs. A minimalist floral artwork hangs on the wall, and sunlight filters through vertical blinds, creating a bright and open atmosphere. A soft area rug adds texture to the floor.

Apartment in Winter Park

Kick off your shoes and Unwind

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.

4.85 out of 5 average rating, 113 reviews

Historic lakefront guesthouse

Private, pet-friendly home rentals

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.

4.96 out of 5 average rating, 26 reviews

Magic City Escape

4.95 out of 5 average rating, 21 reviews

Bungalow in Longwood

Pet friendly Apartment

Guest suite in Altamonte Springs

A comfortable seating area features a soft blue chaise lounge beside a side table with a lamp. A large mirror leans against the wall, reflecting natural light from a nearby window. Framed artwork adorns the walls, enhancing the space's aesthetic.

4.87 out of 5 average rating, 98 reviews

Abe and su villa

4.88 out of 5 average rating, 25 reviews

Home in Longwood

2BR Home in Heart of Longwood

4.99 out of 5 average rating, 71 reviews

Guest suite in Sanford

Cozy Countryside Studio Near Sanford | 1 BR, 1BA

Home in Altamonte Springs

An aerial view showcases the modern home with a welcoming gray and white facade. A golf cart sits on the paved driveway, ready for use. Lush greenery is present around the property, indicating a serene outdoor environment.

4.76 out of 5 average rating, 21 reviews

Golf Car Fun ,Spring & Swing Retreat

4.94 out of 5 average rating, 64 reviews

A welcoming patio area features a brick pathway leading to a charming guesthouse with a covered porch. Two Adirondack chairs are positioned nearby, complemented by potted plants. A well-defined fence provides privacy, surrounded by trees and natural landscaping.

Guesthouse in Orlando

The Cozy Cabin

A modern living space is centered around a large gray sofa accented with bright orange pillows. A sleek wooden console holds a flat-screen TV, while a decorative plant and a small potted arrangement provide a touch of greenery. Large windows allow natural light to fill the room.