Pet-friendly holiday rentals in Casselberry

The inviting pool area is framed by a wooden deck, featuring two lounge chairs and a large umbrella for shade. The clear water reflects the blue sky and surrounding greenery, creating a serene atmosphere for relaxation.

4.95 out of 5 average rating, 112 reviews

Orlando Poolside Oasis

Welcome to the Orlando Poolside Oasis!! This property is located in a quiet suburb of Orlando, with easy access to both theme parks and the beaches. This 3 bedroom 2 bathroom pool home will allow you to vacation in comfort and style. We have recently completed many upgrades to the property, including a newly renovated kitchen and bathrooms. We hope you love this property as much as we do! The home is also very baby friendly (crib upon request, stroller, baby bath,etc)!We can’t wait to host you!😊

WalkabilityOutdoor spacesHospitality

4.96 out of 5 average rating, 102 reviews

Modern Escape in a Quiet Cul~De~Sac

Step into a warm, design-forward Florida retreat curated by a Kitchen & Bath Designer. This single-story ranch home sits quietly across from a charming neighborhood park that evokes a storybook-like nostalgia that’s right out of a Norman Rockwell painting. The home blends eclectic with modern. Your private wing includes 2 serene bedrooms, a dedicated dressing area and a spotless bathroom. The kitchen-the heart-features a coffee bar stocked with bottled water and snacks. *House shared with host

Outdoor spacesWalkabilityBackyard

The pool area is enclosed with a protective screen, featuring a spacious heated pool surrounded by a wooden deck. A green umbrella provides shade over a small table and chairs, while a bright yellow building is visible in the background.

4.98 out of 5 average rating, 120 reviews

Tropical Pool/Spa Home-Disney-Theme Parks-Beaches

Your Tropical Paradise is ready and fully furnished from top to bottom! The Pool area has a hot tub. Near all attractions. Top of the line furnishings. Split plan--Master Bedroom is a king suite, pvt bathroom, 2 seperate bdrms on the other side of house. Heated pool/ hot tub has an small add'l fee Moments from I-4 & 20-25 minutes to Disney, Sea World, Universal, Famous Names discount malls, 35 minutes to Daytona & New Symerna Beach. Cranes Roost Park, Altamonte Uptown/Mall, 5 min

WalkabilityPetsHospitality

4.9 out of 5 average rating, 299 reviews

A spacious pool area is surrounded by tropical landscaping, featuring tall palm trees and flourishing plants. The pool includes a spa with cascading water features. A bright red umbrella provides shade over a seating area, creating an inviting outdoor space for relaxation.

Home in Lake Mary

Gated community XL pool Home 2500sq/f

Need one night stay , reach out 4 special pricing. home rest between 2 most famous places central Florida has to offer, Disney World & Daytona beach and everything else in between. This property sits on 1/2acre of land, tropical landscaped backyard making your stay with us the true Floridian experience . Total privacy with quiet nights for a full rest. ! My home is in a Gated community.1 mile to Dtwn Lake Mary. POOL NOT heated, the hot tub only CAN be headed at an additional cost. NO TRAILERS!!!

Outdoor spacesDecorHot tub

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.

Cozy King Studio • Massage Chair • Private

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!

Outdoor spacesWalkabilityLong stay

4.97 out of 5 average rating, 144 reviews

5.0 out of 5 average rating, 107 reviews

Home in Apopka

Lakefront Home•screened deck, dock•Long Stays OK

Water-ski, swim, boat, and fish in the pristine, spring-fed waters of the 310-acre Bear Lake beside this expansive home. Canoe and paddle boards provided! Enjoy the sunset from the swing on the boat dock, watch the sunrise from the screened deck while lounging in the hammock, or spend a lazy afternoon with the family playing board games. The guest suite is the private half of a duplex, completely separated from the owner's side with no shared areas. (2 kings, 2 queens, 2 futons, 3.5 baths)

Outdoor spacesPetsLaundry

4.95 out of 5 average rating, 176 reviews

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

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

Outdoor spacesPetsCondition

Guesthouse in Winter Park

Cozy RV Stay Hot Tub•Pool• FirePit •Private Patio

Ever wanted to go camping without owning an RV or booking a campsite? Nook Haven makes it easy. Enjoy a cozy backyard glamping retreat beneath beautiful oak trees with your very own private patio with access to our backyard oasis featuring a pool, hot tub, fire pit, outdoor TV, and peaceful water feature .Wake up to birds singing and unwind surrounded by nature. A perfect central location away from the tourist crowds, yet minutes from shopping, dining, and Orlando’s top attractions. ✨

Outdoor spacesValuePool

4.94 out of 5 average rating, 100 reviews

A modern kitchen area is visible, featuring white cabinetry and a dark granite countertop. A large flat-screen TV is mounted above a fireplace, while a geometric design adorns the wall. Stainless steel appliances are included, providing a stylish and functional cooking space.

4.86 out of 5 average rating, 129 reviews

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

PetsOutdoor spacesCheck-in

4.83 out of 5 average rating, 127 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.

Outdoor spacesWalkabilityKitchen

4.88 out of 5 average rating, 158 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 in the heart of Casselberry/Orlando! Featuring 2 king beds, 1 queen, a bunk room (2 doubles & 2 twins), and an 8' farmhouse table seating 8, it's perfect for families and groups. Relax in the hot tub, cool off in the private above-ground pool, enjoy the Marvel Arcade, spacious walk-in shower, and patio with pergola, grill, and seating. Plus, a larger neighborhood pool & playground are just around the corner!

WalkabilityOutdoor spacesLaundry

4.86 out of 5 average rating, 253 reviews

The spacious kitchen features a large island with a granite countertop, white cabinetry, and modern appliances. A comfortable seating area with two couches is visible in the background, complemented by wood flooring that enhances the home’s open layout.

Home in Lake Mary

RemodeledHouse w/king beds near Downtown Lake Mary

Newly remodeled house located in beautiful Lake Mary, Florida. If the dates don't work for you, see our other nearby listing here: airbnb.com/h/gm-vacation-rentals-2 With the Central Florida theme parks, the surrounding restaurants, Florida's beautiful beaches, and dozens of other nearby attractions, you'll never run out of things to do. We look forward to being able to give you an amazing guest experience at our house.

Outdoor spacesWalkabilityGetting around

Popular amenities for Casselberry pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.95 out of 5 average rating, 115 reviews

A contemporary house is framed by lush greenery, featuring a striking dark exterior with large windows. The front entrance is highlighted by a vibrant green door. A paved walkway leads to the entrance, complemented by a spacious lawn area.

Home in Sanford

Modern house with sauna and fenced yard

Outdoor spacesWalkabilityAmenities

4.99 out of 5 average rating, 135 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!

Outdoor spacesWalkabilitySolo travel

An outdoor space features a heated pool and a hot tub, surrounded by stone masonry. A custom bar, crafted from wood, is visible alongside tropical plants. Two built-in TVs are fitted above the bar area, enhancing the outdoor living experience.

4.92 out of 5 average rating, 181 reviews

Stunning Orlando Getaway w/Spa & Heated Pool

PetsWalkabilityHot tub

4.93 out of 5 average rating, 130 reviews

A private dock extends over the tranquil waters at night, illuminated by soft blue lights. Reflections of distant city lights shimmer on the lake's surface, creating a serene atmosphere. The structure features seating areas for relaxation overlooking the water.

Home in Sanford

Alder wood Lake house near SFB Airport Boombah

Outdoor spacesParkingCondition

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, 368 reviews

A Home Where Eclectic Luxury Meets Affordability

WalkabilityOutdoor spacesCleanliness

A tranquil backyard features a sparkling pool surrounded by lush greenery and palm trees. Sunlight reflects off the water, creating a serene atmosphere. A covered seating area adds to the comfort, enhancing the outdoor space that overlooks a picturesque view of Lake Gandy.

4.88 out of 5 average rating, 112 reviews

Recharging Lakeview Oasis w/Pool centrally located

Outdoor spacesPetsLocation

4.99 out of 5 average rating, 148 reviews

Home in Apopka

5 Springs Close Goats Chicken Free Eggs Memories

WalkabilityOutdoor spacesRiver

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.

4.96 out of 5 average rating, 173 reviews

Spacious Home with Pool & Hot Tub near Downtown

PetsWalkabilityComfort

Pet-friendly home rentals with a pool

4.79 out of 5 average rating, 393 reviews

A private indoor pool area features large windows that overlook greenery, allowing natural light to illuminate the space. Comfortable lounge chairs are positioned beside the water. A stone accent wall adds a natural touch, while ceiling fans contribute to a refreshing atmosphere.

Guest suite in Maitland

Guesthouse w/Private Indoor Pool

PetsWalkabilityQuiet

A serene pool area is featured, reflecting the clear blue sky and surrounding greenery. The pool is bordered by a tiled edge, with colorful plant life adding vibrancy. A covered patio with a picnic table sits in the background, offering a shaded relaxation area.

4.92 out of 5 average rating, 182 reviews

Modern Tropical House Heated Salt Pool

WalkabilityPetsBathroom

4.84 out of 5 average rating, 128 reviews

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 Heathrow

Markham Woods 4BR Pool Retreat near Attractions

Outdoor spacesPetsBathroom

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.

4.96 out of 5 average rating, 185 reviews

Private pool home near Downtown

WalkabilityOutdoor spacesKitchen

4.95 out of 5 average rating, 188 reviews

A private pool area is surrounded by lush tropical landscaping, featuring tall palm trees and vibrant greenery. The sparkling blue water of the pool reflects the sky, while a paved pathway leads to the entrance. A serene atmosphere is created by the nearby plants and outdoor decor.

Home in Maitland

Orlando area pool home in Maitland

WalkabilityPetsLaundry

This spacious backyard features a uniquely-shaped pool surrounded by loungers and umbrellas, perfect for soaking up the sun. Lush greenery and palm trees provide a tropical retreat, while soft evening lighting adds to the serene atmosphere, making it an inviting spot for relaxation.

4.95 out of 5 average rating, 113 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

Outdoor spacesPetsView

4.98 out of 5 average rating, 163 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

WalkabilityPetsLocation

4.95 out of 5 average rating, 150 reviews

A serene lakeside view is presented, featuring calm waters reflecting a gradient of soft colors during sunset. A wooden dock extends into the water, framed by lush greenery and grasses. The landscape conveys a tranquil setting, inviting moments of reflection in nature.

Home in Winter Garden

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn

Outdoor spacesWalkabilityCleanliness

Private, pet-friendly home rentals

4.99 out of 5 average rating, 206 reviews

Guest suite in Orlando

Lakefront Hot Tub Retreat | Sunset View | Near UCF

PetsOutdoor spacesAir conditioning

Townhouse in Winter Springs

The Springs -Townhouse in the Winter Springs

ConditionLayoutBathroom

4.94 out of 5 average rating, 51 reviews

4.87 out of 5 average rating, 69 reviews

Guesthouse in Longwood

The Perfect Escape • Orlando Access/Private Patio

WalkabilityOutdoor spacesDecor

4.87 out of 5 average rating, 53 reviews

The living area features a spacious gray sectional sofa accented with bright yellow throw pillows. A decorative gold coffee table sits on a plush area rug. Natural light fills the room through large windows, complemented by art pieces adorning the walls.

Home in Casselberry

Home away from home in Orlando!

PetsOutdoor spacesComfort

4.91 out of 5 average rating, 34 reviews

Home in Winter Park

3BR House minutes walk to Park Ave and golf course

WalkabilityNearbyAccuracy

4.82 out of 5 average rating, 289 reviews

Guest House near attractions

PetsOutdoor spacesValue

4.86 out of 5 average rating, 37 reviews

Home in Winter Park

Modern Winter Park House

WalkabilityPetsIndoor spaces

A well-maintained, two-story home is set on a lush green lawn, surrounded by trees. The front porch features two chairs, inviting relaxation. A clear walkway leads to the entrance, offering a welcoming view of the neighborhood.