Pet-friendly holiday rentals in Longwood

Home in Altamonte Springs

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.

4.99 out of 5 average rating, 101 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

Place to stay in Mount Dora

The exterior of the waterfront residence is illuminated with colorful string lights, creating a festive ambiance. A spacious patio area is visible, featuring a dining table and seating. Large glass windows allow for views of the living space inside, enhancing the open-air feel.

4.98 out of 5 average rating, 265 reviews

The Boat House on Lake Dora - Downtown Waterfront

WATERFRONT! The Boat House is an 800sf private residence built directly over Lake Dora offering panoramic lakefront views. Located on Mount Dora's Famous Boat House Row, right in the heart of downtown Mount Dora, where you can roll out of bed and walk a few steps to one of the quaint coffee shops. The Boat House was once a tin boat shed with floors open to the water and housed two boats. Today, you will find warm, cozy furnishings, comfortable beds, a quiet location and sunsets every evening!

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, 118 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!

4.87 out of 5 average rating, 137 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, Local 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!

4.94 out of 5 average rating, 159 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

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.

4.86 out of 5 average rating, 102 reviews

Abe and su villa

Enjoy your stay in our cozy 2 bedroom 1 bath guest suite. Newly renovated space in the heart of Central Florida with easy access to shopping at the Altamonte Mall. 35 minute drive to the east coast beaches will bring you to a beautiful lake, and you are 10 minutes from Downtown Orlando. The Coveted Winter Park is close by with the best restaurants, boutiques, shopping, smoky coffee shops. You are also 20 mins away from Universal Studios, including the additional theme parks for some fun!

4.79 out of 5 average rating, 126 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

Unwind in a comfortable and well-equipped home! Play pool, fusball, darts, and basketball in the game garage. Conveniently located near Orlando/Sanford Airport, Wekiwa Springs, and a variety of attractions. Enjoy the fully equipped kitchen for all your culinary needs, sleep soundly in comfortable beds, and relax on the spacious back deck with a privacy fence. We have an old school Nintendo 64 and retro Galaga game on the wall to play. Perfect for work, family, or vacation getaway!

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, 351 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.

A dining table is set with a tray of assorted cheeses, fruits, and spreads, while glasses sit ready for drinks. Large glass doors reveal views of Bear Lake and a deck with seating, enhancing the inviting ambiance.

5 out of 5 average rating, 105 reviews

Magnificent Lakefront Home•Swim&Relax•Long Stay 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 rental is the private half of a duplex, completely separated from the owner's side, with no shared areas. (2 kings, 2 queens, 3.5 baths)

A covered swing hangs from a sturdy wooden frame, positioned near a fire pit surrounded by a circular stone border. Red chairs are arranged nearby, with trees and a rustic fence in the background, creating a serene outdoor setting.

4.99 out of 5 average rating, 138 reviews

5 Springs Close Goats Chicken Free Eggs Memories

5 natural springs 4 to 10 minutes away Fur Babies WELCOME FREE Farm Fresh Eggs Pet the goats Feed the Chickens NO ROOSTERS! Fire pit (we set up the wood daily) Tree swing/bench swing Cornhole Grills Picnic pavilion 5 Acres 2 King 1 Twin pull-out 1 queen inflatable bed The kitchen is fully stocked. Disney 40 min Rock Springs 3 min Kings Landing, Kelly Park, Wekiwa Springs, Barrel Springs, and Wekiva Springs are all less than 5 MILES away. Wekiva Island is a Must VISIT!

4.98 out of 5 average rating, 130 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!

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!

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, 113 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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A sectional sofa with black upholstery is positioned in a bright living area. Red decorative pillows are placed on the sofa, adding a touch of color. A large mirror hangs above a wall-mounted shelf, reflecting natural light from the windows. A green plant sits on a nearby table.

4.85 out of 5 average rating, 78 reviews

Retreat at Court

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.

4.96 out of 5 average rating, 171 reviews

Beautiful House Completely Remodeled

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.

4.93 out of 5 average rating, 122 reviews

Bright & Airy in DowntownSanford

4.98 out of 5 average rating, 44 reviews

Cozy, Clean 4BR Family Home Near Sanford Airport

A spacious backyard is highlighted by a heated saltwater pool with illuminated edges, reflecting the vibrant colors of the sunset. String lights are draped overhead, enhancing the serene ambiance. Comfortable lounge chairs are positioned nearby, creating an inviting space for relaxation.

4.85 out of 5 average rating, 41 reviews

Heated Pool•Gated Yard•Movie Theater•Extra Parking

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, 151 reviews

Stay in the best neighborhood in downtown Orlando!

Home in Altamonte Springs

The pool area is shown with clear blue water reflecting sunlight, surrounded by lush palm trees. String lights hang above the pool, creating a vibrant outdoor atmosphere. A scenic view of the lake is visible in the background, enhancing the inviting environment.

4.89 out of 5 average rating, 81 reviews

Lakefront House ~ Pool ~ 5 Star Location

A well-lit bedroom features a dark wood bed with a detailed white patterned blanket. Nightstands with lamps sit on either side, and light filters through two windows with horizontal blinds. A decorative wall piece is positioned above the bed.

4.87 out of 5 average rating, 123 reviews

Beautiful & sweet house ready for your vacation!!!

Pet-friendly home rentals with a pool

4.85 out of 5 average rating, 117 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.

Apartment in Winter Park

Lovely Winter Park Home close to Hospitals !

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, 165 reviews

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

4.85 out of 5 average rating, 173 reviews

Huge pool & Lakeview home | 5 Min Universal

4.99 out of 5 average rating, 152 reviews

A charming blue cottage is set within a lush green landscape, surrounded by a white privacy fence. Mature trees provide shade in the background, and a well-maintained pathway leads to the entrance, inviting exploration of the property.

Home in Mount Dora

Mount Dora, FL Private Corner Home w/pool

4.96 out of 5 average rating, 112 reviews

The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.

Villa in Catalina

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

4.94 out of 5 average rating, 159 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

4.85 out of 5 average rating, 117 reviews

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.

Guest house in Orlando

Historic lakefront guesthouse

4.96 out of 5 average rating, 151 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

Private, pet-friendly home rentals

4.88 out of 5 average rating, 26 reviews

Guest suite in Apopka

Mother-in-law suite. Separate unit, shared wall.

4.96 out of 5 average rating, 25 reviews

An open-plan studio layout is displayed, featuring a full kitchen with stainless steel appliances, a dining area with a small table, and a comfortable living space with a dark sofa. A spacious bed is positioned against the far wall, with ample natural light streaming in from multiple windows.

Flat in Apopka

Comfy Farm Studio Stay

4.8 out of 5 average rating, 10 reviews

A spacious living area features contemporary furnishings, including a black leather sofa and an accent chair in yellow. A large TV is mounted above a stone fireplace, and natural light enters through large windows. A stylish rug enhances the overall ambiance.

Home in Casselberry

Moxy Luxe House / Heated pool/ King Bed ste

5 out of 5 average rating, 24 reviews

A spacious living area is presented with a plush sectional sofa and a sleek coffee table. Large sliding doors provide access to a covered patio, revealing tranquil pond views. A wall-mounted TV and decorative wall art enhance the room's modern aesthetic.

Home in DeBary

Luxury Escape on the Water

5 out of 5 average rating, 14 reviews

A three-story lakefront home is nestled among lush greenery. Multiple outdoor patios are visible, with seating and a hot tub on the lower level. The upper levels feature blue chairs on the balcony. The serene landscape provides a peaceful backdrop, enhancing the tranquil ambiance.

Home in Mount Dora

"The Skinny" on Lake Gertrude! HOT TUB Lakefront!

4.96 out of 5 average rating, 28 reviews

Guest house in Orlando

The Villa Stay

A spacious gazebo provides a stylish outdoor seating area, featuring comfortable chairs and two small tables. A propane fire pit is centrally located, with a grill visible nearby. The backyard is fully fenced, showcasing a lush green lawn and decorative string lights overhead.

4.99 out of 5 average rating, 82 reviews

NO FEES~Movie Night~FirePit~Hammock~Game~Movie Bar

A spacious patio area is present, featuring multiple lounge chairs positioned beside a private outdoor pool. The view is framed by a screened enclosure, with lush greenery and blue skies visible beyond. The image captures a serene atmosphere perfect for relaxation.