Wellington holiday homes

We found 1,574 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Wellington to find one that's perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll have the amenities that you expect and more, which might include a fireplace and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Wellington

Showing deals for:22 Jan - 29 Jan

Living Area 3 and 2 seater sofa plus table
Waterslide - don't you wish you were here!
Kitchen with new kitchen appliances
Outdoor patio area near the resort shop (and before the pool entry gates)
Exceptional
(166 reviews)

4BR/3BA townhouse - Regal Palms, Lazy River - Recommended by Our Son. Nr Disney

Davenport

7% off
NZ$2,122
for 7 nights, 1 home
NZ$303 per night
includes taxes & fees
4BR/3BA townhouse - Regal Palms, Lazy River - Recommended by Our Son. Nr Disney
Frankie Farrell’s on site restaurant patio
Bar (on property)
Water slide at the pool
Open concept living and dining area
Exceptional
(10 reviews)

Perfect family vacation spot - beautiful townhouse, resort amenities

Davenport

8% off
NZ$14,068
for 7 nights, 1 home
NZ$2,010 per night
includes taxes & fees
Perfect family vacation spot - beautiful townhouse, resort amenities
Front lounge and entrance hall. Very light and airy!
Pool
Space for 2 cars to park.
Hall through to kitchen-diner and second lounge. Loft balcony above.
Exceptional
(121 reviews)

Ideal family villa/large private pool/not overlooked/near Disney/on golf course

Davenport

7% off
NZ$5,619
for 7 nights, 1 villa
NZ$803 per night
includes taxes & fees
Ideal family villa/large private pool/not overlooked/near Disney/on golf course
Dining
Pool
Exterior
Living area
Exceptional
(63 reviews)

Centrally located Townhome on Regal Palms Resort, 15 mins to Disney

Davenport

7% off
NZ$1,946
for 7 nights, 1 home
NZ$278 per night
includes taxes & fees
Centrally located Townhome on Regal Palms Resort, 15 mins to Disney
Dining
Pool
Outdoor dining
Exterior
Excellent
(9 reviews)

4 Bedrm 3.5 Bath Home in Resort Community sleeps 10 Close to Theme Parks

Davenport

16% off
NZ$5,424
for 7 nights, 1 home
NZ$775 per night
includes taxes & fees
4 Bedrm 3.5 Bath Home in Resort Community sleeps 10 Close to Theme Parks
Lobby
Pool
Main Floor Master - King Bed
207 Verona
Exceptional
(94 reviews)

Luxury / Elite End Unit - 4bd 3.5ba - Super Quiet & Close to Everything!

Davenport

15% off
NZ$2,456
for 7 nights, 1 home
NZ$351 per night
includes taxes & fees
Luxury / Elite End Unit - 4bd 3.5ba - Super Quiet & Close to Everything!
"the house is amazing . So clean , spacious , and my kids loved the game room" - Samantha, Dec 2022
🧜‍♀️ Step Into Ariel’s World – An Immersive Little Mermaid Bedroom with Custom Bunk Beds & Under-the-Sea Magic
"The game room was super cool and the kids lived in it!!" - Colleen, May 2026
🌅 Private, south-facing screened pool with stunning sunset views
Exceptional
(20 reviews)

Immersive Themed Disney 5BR, Game Room, South Facing Private Pool & Water Park

Davenport

7% off
NZ$4,198
for 7 nights, 1 villa
NZ$600 per night
includes taxes & fees
Immersive Themed Disney 5BR, Game Room, South Facing Private Pool & Water Park
Living area
Pool
Living area
Interior
Exceptional
(19 reviews)

Brand New 10BR at Windsor Island/Pool/Spa/Firework View

Davenport

7% off
NZ$6,704
for 7 nights, 1 villa
NZ$958 per night
includes taxes & fees
Brand New 10BR at Windsor Island/Pool/Spa/Firework View
Clubhouse
Room
Outdoor dining
Dining
Wonderful
(5 reviews)

Brand New Windsor Island 10BR Mansion/Pool/Spa

Davenport

7% off
NZ$6,649
for 7 nights, 1 home
NZ$950 per night
includes taxes & fees
Brand New Windsor Island 10BR Mansion/Pool/Spa
Private kitchen
Pool
Front of home.
Living area
Exceptional
(28 reviews)

Disney 10 miles away, Davenport Family Home with FREE pool/spa heat

Davenport

9% off
NZ$2,803
for 7 nights, 1 home
NZ$400 per night
includes taxes & fees
Disney 10 miles away, Davenport Family Home with FREE pool/spa heat
Room
Games room
Pool
Interior
Exceptional
(8 reviews)

5-BR Luxury Villa with Pool - Disney Delight - Windsor Island - 3312 LW

Davenport

11% off
NZ$2,319
for 7 nights, 1 home
NZ$331 per night
includes taxes & fees
5-BR Luxury Villa with Pool - Disney Delight - Windsor Island - 3312 LW
Ample space to prepare your own meals.
Enjoy the Florida Sun with a pool, lounge chair and Smart TV.
Property grounds
55” - TCL RLiving room with 55” - TCL Roku Smart
Exceptional
(22 reviews)

Family Paradise w/ Game Loft, PS5, Themed Rooms & Pool – Near Disney

Davenport

7% off
NZ$4,049
for 7 nights, 1 home
NZ$578 per night
includes taxes & fees
Family Paradise w/ Game Loft, PS5, Themed Rooms & Pool – Near Disney
Exterior
Pool
Property grounds
Interior
Wonderful
(38 reviews)

10BR/8BA Pool/Game Villa w 6 Ensuites@ Windsor Island

Davenport

15% off
NZ$5,687
for 7 nights, 1 home
NZ$812 per night
includes taxes & fees
10BR/8BA Pool/Game Villa w 6 Ensuites@ Windsor Island
Living area
Interior
Room
Room
Wonderful
(9 reviews)

Brand New 7BR Luxury Villa: Ultimate Oasis - 4446 KR

Davenport

12% off
NZ$3,619
for 7 nights, 1 home
NZ$517 per night
includes taxes & fees
Brand New 7BR Luxury Villa: Ultimate Oasis - 4446 KR
  • 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 Wellington for a holiday rental?
July is the most popular time to visit Wellington, Florida, when the vibrant summer atmosphere attracts numerous holidaymakers seeking sun-soaked adventures. This peak season, which extends from July to September, offers an array of outdoor activities, from relaxing on the beautiful beaches to enjoying water sports on the Intracoastal Waterway. With average temperatures hovering around 30°C, the warm weather is great for those who thrive on the lively energy of summer.During this bustling period, visitors can enjoy various activities such as paddleboarding, fishing, and exploring local parks, all while soaking in the stunning Floridian sunshine. The lively scene is complemented by numerous events and festivals, making it an ideal time for families and friends to gather and create lasting memories.For those looking for a more affordable holiday experience, consider booking your stay in October. This month offers a fantastic opportunity to enjoy the pleasant weather while avoiding the summer crowds. With temperatures still in the comfortable range of 25-28°C, you can explore Wellington's parks and nature trails or partake in local dining experiences at a more leisurely pace.Ultimately, whether you prefer the excitement of peak season or the tranquillity of the shoulder month, Wellington offers a variety of experiences tailored to your preferences.
What are the top attractions in Wellington, Florida, United States of America?
In Wellington, Florida, visitors can enjoy a variety of attractions that reflect the area's equestrian culture and natural beauty. The Wellington Equestrian Festival is a major highlight, attracting horse lovers from around the world with its competitive events held at the Palm Beach International Equestrian Centre. This vibrant setting is complemented by nearby amenities, making it a great place for holiday rentals.For those interested in outdoor activities, the Wellington Green Park offers scenic walking trails, playgrounds, and picnic areas, superb for families and those looking to enjoy the Florida sunshine. The nearby Wellington Mall provides shopping, dining, and entertainment options, suiting a range of tastes and preferences.Nature enthusiasts can explore the beautiful Wellington Nature Preserve, which features trails for walking and biking, along with opportunities for birdwatching and appreciating local wildlife. The area also boasts several golf courses, such as the Wellington National Golf Club, which can appeal to golf aficionados seeking a leisurely holiday experience.
Are all fees included in the Wellington holiday homes prices shown on Bookabach?
Bookabach 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 Wellington holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Wellington 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 Wellington holiday homes?
You can find great discounts on holiday homes in Wellington on Bookabach, 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 Wellington holiday home booking on Bookabach?
To find Wellington holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Wellington?
A long-stay holiday home in Wellington 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 Bookabach?
Bookabach'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 Wellington holiday home?
Book your Wellington 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Wellington?
Prices for holiday homes in Wellington 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. Bookabach offers something for every taste and budget, from affordable homes in Wellington to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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