Doctor Phillips holiday rentals

We found 11,914 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Doctor Phillips to find one that's perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Doctor Phillips

Showing deals for:1 Jan - 8 Jan

Seamless integration of dining, living, and kitchen spaces.
Pool
Interior
Enjoy the flow of our interconnected spaces.
Exceptional
(23 reviews)

Spacious Home w/ Pvt Pool, Summer Kitchen, Game room, Themed Rooms & Club access

Orlando

8% off
AU$9,948
for 7 nights, 1 home
AU$1,421 per night
includes taxes & fees
Spacious Home w/ Pvt Pool, Summer Kitchen, Game room, Themed Rooms & Club access
Pool
Pool
Exterior
Exterior
Exceptional
(128 reviews)

Last-minute special, NEW beds/AC/pool heater/laminate floor, park view!

Kissimmee

7% off
AU$2,045
for 7 nights, 1 villa
AU$292 per night
includes taxes & fees
Last-minute special, NEW beds/AC/pool heater/laminate floor, park view!
Living room
Clubhouse and Pool
Dining
Sparkling pool with all day full sun
Exceptional
(124 reviews)

SUNSHINE 🌞 and SMILES😎 - 5 mi to Disney, 4 bdrm / 3 bath, Private Pool

Kissimmee

8% off
AU$3,017
for 7 nights, 1 home
AU$431 per night
includes taxes & fees
SUNSHINE 🌞 and SMILES😎 - 5 mi to Disney, 4 bdrm / 3 bath, Private Pool
Master suite with a king size bed
Open space
open kitchen
Large granite countertop
Exceptional
(312 reviews)

Vista Cay 3 Bedroom, in front of new Epic Universe and conv Center - Sunset

Orlando

7% off
AU$2,851
for 7 nights, 1 apartment
AU$407 per night
includes taxes & fees
Vista Cay 3 Bedroom, in front of new Epic Universe and conv Center - Sunset
No Quarters Needed!
Professional Arcade Room
Brand New in 2024
All Games Set to "Free-Play"
Exceptional
(26 reviews)

Welcome to The Windsor Treasure with Professional Arcade Room! Brand New 2024!

Kissimmee

10% off
AU$6,220
for 7 nights, 1 villa
AU$889 per night
includes taxes & fees
Welcome to The Windsor Treasure with Professional Arcade Room! Brand New 2024!
Exterior
Exterior detail
Dining
Pool
Exceptional
(90 reviews)

Refreshing south pool and spa, Near Disney, Quiet, Clean, Private, New Villa

Kissimmee

6% off
AU$2,545
for 7 nights, 1 home
AU$364 per night
includes taxes & fees
Refreshing south pool and spa, Near Disney, Quiet, Clean, Private, New Villa
Immersive Luigi's Mansion
Brand New Professional Arcade Room
Skee-Ball and Basketball (All Free-Play)
Professional Air Hockey
Exceptional
(203 reviews)

Welcome to The Windsor Magic with Professional Arcade Room! Brand New 2024!

Kissimmee

10% off
AU$6,369
for 7 nights, 1 home
AU$910 per night
includes taxes & fees
Welcome to The Windsor Magic with Professional Arcade Room! Brand New 2024!
Living area
Pool
Property grounds
Exterior
Exceptional
(19 reviews)

Luxary villa close to disney

Kissimmee

7% off
AU$2,571
for 7 nights, 1 villa
AU$367 per night
includes taxes & fees
Luxary villa close to disney
We would be honored if you would join us.
Access to the community pool and waterslide are included free of charge with your rental. The community pool is a 5 minute walk from the house and has free onsite parking.
The Marketplace at Windsor Hills is a great place for snacks, drinks and souvenirs!
Front of house.
Exceptional
(124 reviews)

Star Wars Villa - 10 Mins to Disney

Kissimmee

8% off
AU$4,647
for 7 nights, 1 villa
AU$664 per night
includes taxes & fees
Star Wars Villa - 10 Mins to Disney
Windsor Hills Christmas Time
Overhead pool and Slide View
Windsor Hills Christmas Time
Kids Play Area
Exceptional
(218 reviews)

3 BR Condo with Beautiful Pool & Water Park Minutes to Disney Worlds Front Gate

Kissimmee

7% off
AU$2,168
for 7 nights, 1 apartment
AU$310 per night
includes taxes & fees
3 BR Condo with Beautiful Pool & Water Park Minutes to Disney Worlds Front Gate
Exterior
Pool
Lobby
Bar (on property)
Exceptional
(12 reviews)

Epic Universe theme park & OCC 3 Bedroom suite townhome with garage Vista Cay

Orlando

7% off
AU$3,499
for 7 nights, 1 home
AU$500 per night
includes taxes & fees
Epic Universe theme park & OCC 3 Bedroom suite townhome with garage Vista Cay
Tiki room
community pool/splashpad/waterslide
Front view of house
Back yard lanai with patio furniture
Exceptional
(91 reviews)

😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞

Kissimmee

8% off
AU$3,529
for 7 nights, 1 home
AU$504 per night
includes taxes & fees
😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞
Pool
Pool
Fitness facility
Lobby
Exceptional
(16 reviews)

New Epic Universe& Convention Center, Disney, SeaWorld 3BD/4BA@Vista Cay home

Orlando

7% off
AU$3,194
for 7 nights, 1 home
AU$456 per night
includes taxes & fees
New Epic Universe& Convention Center, Disney, SeaWorld 3BD/4BA@Vista Cay home
Lots of space
Open concept
Dinning area
Open Kitchen
Exceptional
(195 reviews)

Vista Cay Reserve 3 Bed 2 Bath - close Universal/Epic /Conv Center-ALLURE

Orlando

7% off
AU$2,606
for 7 nights, 1 apartment
AU$372 per night
includes taxes & fees
Vista Cay Reserve 3 Bed 2 Bath - close Universal/Epic /Conv Center-ALLURE
open kitchen
Living area
lots of space
LIVING ROOM
Exceptional
(172 reviews)

IN FRONT OF THEME PARKS - CLOSE TO POOL , CONV CENTER , INT'L DRIVE - SUNSHINE

Orlando

7% off
AU$2,860
for 7 nights, 1 apartment
AU$409 per night
includes taxes & fees
IN FRONT OF THEME PARKS - CLOSE TO POOL , CONV CENTER , INT'L DRIVE - SUNSHINE
Designer Kitchen
Community Waterpark, pool, & hot tub
Now this is a VACATION home!
Marketplace & Grill
Exceptional
(104 reviews)

Monorail Silver | Near Disney & ESPN | Private Pool | No Rear Neighbors

Kissimmee

7% off
AU$3,084
for 7 nights, 1 home
AU$441 per night
includes taxes & fees
Monorail Silver | Near Disney & ESPN | Private Pool | No Rear Neighbors
Interior
Living area
Room
Exterior
Exceptional
(18 reviews)

Treehouse Lake Davis - 1BR Private Modern Home with Balcony Downtown

Orlando

8% off
AU$2,147
for 7 nights, 1 apartment
AU$307 per night
includes taxes & fees
Treehouse Lake Davis - 1BR Private Modern Home with Balcony Downtown
Splash pool
Living area
Living room
Kitchen remodeled 9/28/2026
Exceptional
(134 reviews)

Steps from clubhouse. "Be Our Guest" in Windsor Hills-pool heat included

Kissimmee

8% off
AU$3,203
for 7 nights, 1 home
AU$458 per night
includes taxes & fees
Steps from clubhouse. "Be Our Guest" in Windsor Hills-pool heat included
Master suite
open kitchen with a huge granite counter top
open kitchen
living room
Exceptional
(285 reviews)

Vista Cay 3 Bedroom, In front of new Epic Universe and Convention Center, Island

Orlando

7% off
AU$2,940
for 7 nights, 1 apartment
AU$420 per night
includes taxes & fees
Vista Cay 3 Bedroom, In front of new Epic Universe and Convention Center, Island
Dinning space
modern and comfort
Open kitchen and dinning area
Living room
Exceptional
(168 reviews)

New Vista Cay 3 Bedroom 2 bath - Next to Epic Universal / Conv. Center - Ocean

Orlando

7% off
AU$2,931
for 7 nights, 1 apartment
AU$419 per night
includes taxes & fees
New Vista Cay 3 Bedroom 2 bath - Next to Epic Universal / Conv. Center - Ocean
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

When is the best time to visit Doctor Phillips for a holiday rental?
The best time to visit Doctor Phillips for a holiday rental is during the peak season from February to April, with March being especially popular. This vibrant period welcomes travellers seeking a mix of relaxation and adventure, as the pleasant weather invites visitors to explore the area's attractions and enjoy outdoor activities. Expect average temperatures ranging from 15 to 25 degrees Celsius, ideal for everything from leisurely strolls in local parks to indulging in the culinary delights of the renowned restaurant scene.During these months, travellers flock to the region, particularly to experience the thrill of nearby theme parks and outdoor adventures, all while soaking in the sunny Florida vibes. Doctor Phillips offers a convenient base to enjoy the excitement of Orlando, with attractions just a short drive away, ensuring that your days are filled with fun and exploration.If you're looking for a more cost-effective time to visit, consider October. This month boasts milder weather and fewer crowds, making it a superb opportunity to enjoy the area's charm at a more leisurely pace. You can still relish outdoor activities and local eateries without the hustle and bustle of peak season.
What are the top attractions in Doctor Phillips, Florida, United States of America?
In Doctor Phillips, visitors can enjoy a variety of attractions that cater to different interests. The area is renowned for its upscale dining options, particularly along Sand Lake Road, often referred to as the "Restaurant Row," where a diverse range of cuisines can be found.For those who enjoy outdoor activities, the nearby Tibet-Butler Nature Preserve offers scenic trails for hiking and opportunities for birdwatching amidst lush natural surroundings.Additionally, the community is close to the bustling theme parks of Orlando, such as Universal Orlando Resort and Walt Disney World®, making it an ideal base for families seeking both relaxation and adventure.For shopping enthusiasts, the Mall at Millenia is just a short drive away, featuring a variety of luxury boutiques and popular retail stores.
Are all fees included in the Doctor Phillips holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Doctor Phillips holiday homes with parking?
Stayz offers a wide selection of holiday homes in Doctor Phillips with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Doctor Phillips holiday homes?
You can find great discounts on holiday homes in Doctor Phillips on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Doctor Phillips holiday home booking on Stayz?
To find Doctor Phillips holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Doctor Phillips?
A long-stay holiday home in Doctor Phillips is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Doctor Phillips holiday home?
Book your Doctor Phillips holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Doctor Phillips?
Prices for holiday homes in Doctor Phillips vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Doctor Phillips to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.