Pet-friendly holiday rentals in Haines City

4.9 out of 5 average rating, 318 reviews

The living room features a comfortable sofa and two accent chairs, complemented by a wooden coffee table. A flat-screen TV is mounted on the wall, and natural light fills the space from sliding glass doors that lead to a private outdoor area.

Apartment in Davenport

Amazing 2 Bed, 2 Bath condo only 10 min to Disney

Tuscana Resort Orlando is a Mediterranean-style villa resort minutes from DisneyWorld. Universal, Sea World ,LEGOLAND are close as well. A family friendly villa resort the amenities are top notch with a beautiful swimming complex that includes pool, hot tub, cabanas, kiddie pool, fitness centre. The very spacious 2-bed/2-bath condo is 1200sqft! Recently painted with fully equipped kitchen and washer and dryer! The unit has 1 King size bed in Master room and two twin beds in the spare bedroom.

Holiday home in Haines City

A private pool is set within a screened enclosure, providing a view of the surrounding greenery and golf course. Lounge chairs with blue cushions are positioned nearby, inviting relaxation. The pool water appears clear and inviting under the natural light filtering through the enclosure.

4.86 out of 5 average rating, 166 reviews

Modern Southern Dunes Pool House on Golf Course

We invite you to Stay at our Updated 3 Bedroom Southern Dunes Pool home with a Golf View located in the award winning Southern Dunes Golf & Country Club. Of all Orlando golf courses in the Central Florida area, Southern Dunes may be the most unique. Located between Disney and Legoland, and Central Florida attractions. So whether it's the theme parks, golfing, beaches, shopping, water sports, fishing, relaxing or all of these, you'll find yourself perfectly placed for a great Florida vacation.

4.99 out of 5 average rating, 112 reviews

A charming white cottage is framed by a well-kept lawn, with a brick chimney visible on one side. Lush green shrubs and trees provide shade around the property, and a pathway leads to the entrance, suggesting easy access to the home.

Cottage in Davenport

Classic Cottage in country setting

Relax with the family in this peaceful setting. Short drive to the parks, shopping, restaurants. 10 minutes from Interstate 4. Walmart and Posner Park Shopping Center nearby. Patio area with fire pit and gas grill and lawn chairs. 2 car carport parking on premise. 2 bedroom w/HDTV's, 2 bath, fully furnished kitchen, dishwasher, breakfast nook, dining room, living room w/HDTV. Washer/dryer. Fully fenced 3/4 acre yard with plenty of room for kids to play. Self check in with keypad.

A light-filled living area features a wall-mounted television displaying a vibrant scene. Two blue chairs are positioned around a wooden coffee table, which is topped with a small plant. Greenery adds a touch of nature, and a patterned rug enhances the space's comfort.

4.78 out of 5 average rating, 131 reviews

Highly Rated: Pool, Golf Views, Disney, Legoland

Welcome to your ultimate 3BR/2BA getaway—where every day feels like a highlight reel! 🏡💫 💦 Dive, splash, repeat in your private pool ⛳ Sip, savor & soak in those dreamy golf views 🎢 Disney, Universal & Legoland? Just minutes away! Perfect for family fun or golf-lover escapes, this stylish retreat brings modern vibes, a chef-ready kitchen 🍳, and oh-so-comfy chill zones 🛋️. ✨ Like a resort, but all yours! Book now & let the good times roll! 🌴🎉 🌟 Let the memories begin! 😎

The image presents a collage featuring a private pool area with a screened enclosure under a blue sky, a cozy bedroom with green accents and a whimsical theme, and an elegant living space with modern furnishings. Natural light brightens each area, showcasing inviting design elements.

4.94 out of 5 average rating, 109 reviews

Great Location | Heated Pool | Awesome Design

Welcome to Casa Bahama, an inviting and attractive vacation home situated in a peaceful, centrally located gated community. Our spacious property is designed to provide you with a comfortable and memorable stay, allowing you to unwind and appreciate all that the surrounding area has to offer! Our prime location puts you just minutes from a range of popular attractions, including all of the Disney Attractions. • 12 Miles to Old Town • 21 Miles to Universal Studios

4.92 out of 5 average rating, 191 reviews

An inviting swimming pool is surrounded by a spacious patio area, featuring lounge chairs and a shaded table with an umbrella. The serene view of Little Lake Otis and lush greenery is visible in the background under a partly cloudy sky.

Home in Winter Haven

Legoland Lakeside Splash Retreat

Relax in style in this 100 year old custom built home.Tall ceilings,large rooms and wood floors throughout.With an extra large swimming pool overlooking Little Lake Otis this outdoor area is second to none.Less than 2 miles from Legoland,Chain of Lakes Fieldhouse,and Downtown Winter Haven. It is possible that days may be available and not listed on the calendar. This is to give ample time for cleaning. Feel free to ask for additional availability and shorter stays.

4.89 out of 5 average rating, 106 reviews

The living room features a modern sofa bed with colorful accent pillows, complemented by a stylish geometric accent wall. Natural light streams through the windows, illuminating a cozy area with a patterned rug and a compact coffee table, creating a relaxing space for guests.

Flat in Bay Lake

Sleek Modern Gateway 10 Min to Parks Pets Allowed

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Place to stay in Davenport

A modern dining area features a white marble island surrounded by wooden chairs. The room is accented by a floral wallpaper and a decorative mirror. Natural light streams in through the window, illuminating the cozy seating area with a dark sofa and decorative pillows.

4.86 out of 5 average rating, 115 reviews

2 BM/French Country Style DPLX

Unique two bedroom duplex. Tastefully redesigned property that allows guest to feel relax in its unique French Country and sophisticated vibe. This property is centrally located from all the mayor theme parks in Florida. 18 miles from Legoland, 25 Miles from Disney, 23 miles from Sea World and 27 miles from Universals. Extremely close to hundreds of shops and Restaurants, yet far enough to get away to relax and recharge.

4.85 out of 5 average rating, 119 reviews

A spacious living room features a comfortable sofa and reclining armchair, complemented by a wooden coffee table. A large television is positioned on a dark wood cabinet. Glass doors lead to an outdoor deck, allowing natural light to fill the space.

Cottage in Winter Haven

7 - Country Cottage 2bed/1bath - Unit 9

3- Smart TVs w/ YouTube TV + Free WiFi | Covered Front Porch | Living Room with Sofabed Very close to Legoland, Advent Field House and Conference Center, Restaurants, Grocery, and direct canal access to Lake Eloise Perfect for a small family vacation or a fisherman’s retreat, this cozy, well-decorated modular home is part of Cypress Inlet Vacation Homes and Marina located on the beautiful Winter Haven Chain of Lakes.

4.95 out of 5 average rating, 151 reviews

A spacious living area features a large sectional sofa arranged around a round coffee table. Bright lights illuminate a modern kitchen equipped with white cabinetry and an island with seating. A ceiling fan is suspended above, enhancing the airy ambiance.

Townhouse in Davenport

Stylish Stay in Davenport

Welcome to 1749 Sanibel Dr, Davenport, Florida! Enjoy nearby dining options like Millers Ale house, Red Robbins, and more great options. Attractions include Walt Disney World (20 min), Universal Studios (35 min). Shop at the Orlando Outlets or visit Old Town Kissimmee for classic car shows and rides. Essentials are close by with Publix and Walmart. Your stay promises convenience, great food, and fantastic entertainment!

Campervan/Motorhome in Lake Wales

A wooden barrel sauna is situated in a serene garden space surrounded by bamboo. The sauna features two benches and a wooden door, with soft lighting highlighting its natural texture and the tranquil atmosphere of the area.

4.86 out of 5 average rating, 101 reviews

Bamboo Bus -Sauna/ Pool/Fire pit/Grill

Take it easy at this unique, romantic and tranquil spa like getaway. Come and enjoy a piece of heaven with friends and family. Take a soak on the pool, Relax at the barrel sauna, fire up the grill, make some smores on the fire, sit back and relax. Close to lakes and state parks. Bring your kayaks to have a great day at Lake Pierce less than a mile away. Drive 45Mins to Disney and 20mins to Legoland. We'll see you soon!

An inviting outdoor space features a gently curving pool with a built-in hot tub, surrounded by a screened enclosure. Comfortable lounge chairs are arranged nearby, with two patterned hammocks and a dining area visible in the background. Soft evening colors fill the sky above.

4.78 out of 5 average rating, 119 reviews

There is no other place you want to be than here.

✨ Experience Orlando in style! This 4BR, 3,100 sq. ft. retreat is just 10 min from Disney. Enjoy your own private pool, hot tub, and full sun all day in a quiet upscale community. Bright open living, chef’s kitchen, and spa-inspired relaxation make it the perfect escape after the parks. Pets welcome at no extra charge. Close to shops, dining, and attractions—book your luxury getaway today!

Popular amenities for Haines City pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 123 reviews

Spacious Family Retreat Near Disney Just~ 8 Miles

5 out of 5 average rating, 10 reviews

The Storybook Stay

The entrance of a charming house is framed by landscaped greenery and a neatly trimmed lawn. A tall palm tree stands beside the front door, which is accented by light fixtures and a welcoming blue hue. The clear sky adds to the inviting ambiance.

4.73 out of 5 average rating, 11 reviews

Spacious 4BR Retreat with Heated Pool! Near Parks!

5 out of 5 average rating, 44 reviews

A modern living area features a sectional sofa adorned with blue and white decorative pillows. A round coffee table with a marble top sits on a textured area rug. Natural light fills the space through sheer curtains, complemented by a stylish console table and a round mirror.

Home in Winter Haven

Cozy 3 bedrooms 2 bathrooms

A screened pool area showcases a clear, inviting pool surrounded by a sun deck. Lush greenery and landscaping are visible beyond the pool. The bright blue sky and fluffy clouds create a relaxing atmosphere.

4.89 out of 5 average rating, 132 reviews

Camille's Family Guest Home.

A large outdoor pool is surrounded by palm trees and lounge areas. The water is clear, reflecting the sky and clouds above. Paved pathways border the pool, providing access to seating and sunbathing spots.

4.85 out of 5 average rating, 240 reviews

⭐⭐⭐⭐⭐ 20 MINUTES FROM DISNEY WORLD/UNIVERSAL PARK

4.86 out of 5 average rating, 193 reviews

A resort-style pool area features a winding lazy river surrounded by palm trees and lounge chairs. A slide is visible, leading into the refreshing water, which has a depth marker of 3 feet. The vibrant blue inner tubes are arranged alongside the pool for guest use.

Home in Four Corners

Luxury 4 Bdr~Private Pool at Champions Gate

A heated pool is illuminated by subtle string lights within a screened enclosure. The serene water appears inviting against the night sky, with silhouette views of trees in the background. Comfortable seating is arranged nearby, providing a relaxed space for guests to unwind.

4.81 out of 5 average rating, 27 reviews

PaRaDiSe HoMe iN OrLaNdO+HeAtEd POOL+Lake View!

Pet-friendly home rentals with a pool

Apartment in Champions Gate

An aerial view of a resort pool area showcases a winding pool surrounded by lush palm trees and tropical landscaping. Lounge chairs are arranged along the poolside, with shaded cabanas nearby. The resort features a terracotta roof and is set against a backdrop of greenery.

4.85 out of 5 average rating, 286 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

4.93 out of 5 average rating, 28 reviews

Cozy Calm Cottage

4.89 out of 5 average rating, 91 reviews

Apartment in Davenport

Luxurious Living 15 minutes from Disney

The spacious living area is characterized by a neutral color palette, featuring a sectional sofa and armchairs arranged around a coffee table. Two large abstract paintings adorn the wall, while soft lighting and ceiling fans enhance comfort. The kitchen is visible in the background.

4.88 out of 5 average rating, 43 reviews

LUXURY HOME!! 4BEDS/3B. PRIVATE POOL!

4.97 out of 5 average rating, 402 reviews

A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

Apartment in Orlando

Waterfront Resort Condo near Disney and Universal

5 out of 5 average rating, 35 reviews

An aerial view showcases a spacious yard bordering a peaceful canal, leading to a large lake. The well-maintained property features lush greenery and a swimming pool, inviting relaxation. The surrounding homes reflect a tranquil community atmosphere, enhancing the serene waterfront setting.

Home in Auburndale

Little Castle on the canal on lake Arietta

4.97 out of 5 average rating, 30 reviews

Residencia a estrenar, Davenport

An inviting pool area features a pink inflatable float and a shaded lounge space with a green umbrella. The exterior of the home appears well-maintained, showcasing a landscaped yard with palm trees and a warm evening glow.

4.92 out of 5 average rating, 66 reviews

Fam-Pet Friendly. Disney & Legoland Heated Pool

Private, pet-friendly home rentals

4.69 out of 5 average rating, 71 reviews

A light-filled living area features a comfortable seating arrangement with a gray sofa and a coffee table. A flat-screen television is positioned against the wall, beside a simple desk with a laptop. Sliding glass doors provide access to an outdoor space.

Flat in Winter Haven

*Value Stay* Private and Cozy Waterfront 1b1b Apt

A refreshing pool area is enclosed by a screen, featuring a turquoise pool and a hot tub in the background. A bottle of white wine is placed next to two crystal glasses on a woven tray, complemented by a small potted plant.

4.93 out of 5 average rating, 91 reviews

Family Paradise with Pool Spa, Games near Disney

4.82 out of 5 average rating, 34 reviews

Serene Retreat | 3BR 2.5BA Cozy Escape Near Disney

4.82 out of 5 average rating, 33 reviews

A cozy bedroom features a spacious bed dressed in a light blue quilt. Natural light enters through a window covered by dark curtains. A standing lamp and a bedside table accent the room, while decorative wall art adds a touch of style.

Home in Kissimmee

Lux Vacation Villa w/ Free Prkg | Pool | Sleeps 6

4.8 out of 5 average rating, 5 reviews

Spacious 4BR Family Home w/ Backyard

4.91 out of 5 average rating, 22 reviews

A comfortable living area is displayed, featuring a light gray sofa accented with colorful cushions. Glass side tables are positioned beside the sofa, and a large mirror enhances the space. A cozy throw blanket is draped over an ottoman, with a coffee table showcasing books and decorative items.

Home in Lake Alfred

Central Florida Bungalow! 2 Bedroom 1 Bath

4.94 out of 5 average rating, 34 reviews

A vibrant children's bedroom displays a sturdy bunk bed with bright bedding, complemented by a playful wall mural featuring a popular character. Natural light streams through the window, enhancing the cheerful atmosphere.

Townhouse in Davenport

NEW House Magic Orlando close to Disney