Orlando Vacation Homes for Sale
Orlando Vacation Homes for Sale

ORLANDO VACATION HOMES FOR SALE

Everything you need to know about buying and managing a holiday home in Orlando, Florida.

VACATION HOMES FOR SALE NEAR DISNEY WORLD

FIND THE IDEAL ORLANDO VACATION HOME

Custom Property Search

Our team will create a list of Orlando vacation homes for sale according to your exact specified criteria.
It’s the easiest way to find the best properties, in the best locations – that are ideal for you.


Houses for sale near Disney World $650k & $900+k

FEATURED RESORTS

The “Featured” more modern resort homes, built between 2012 and today. These resorts have large clubhouses with restaurants, bars, water-parks and outstanding amenities. All include 24-hour manned security.
Most properties are sold fully furnished with some level of short term rental program already in place. As a buyer you can choose to convey the property, the contents and the business

CLASSIC RESORTS

The “Classic Resorts“, built between 1998 and 2012. These resorts have very good amenities and 24-hour security. The well established nature of these resorts makes them popular with buyers and guests. Most properties are sold as fully furnished with some level of short term rental program already in place.
As a buyer you can choose to convey the property, the contents and the business.

Houses for sale near Disney World $350k to $650k
Community Houses for sale $350k to $650k

SHORT TERM RENTAL COMMUNITIES

Non Resort Options. STR Communities
These communities allow short term rental but don’t have the amenity packages or offer the 24 hour gated security of the main resorts.
They are very popular for buyers looking for second homes or homes with less annual running costs.
We’ve picked out some of the best for you in the Short Term Rental Community section.

DISNEY AREA CONDOS FOR SALE

Our dedicated CONDOS FOR SALE CLOSE TO DISNEY selection is for condos in the main Orlando & Kissimmee resorts and includes hands free turn-key condo hotel options. We’ve reviewed all the best short term rental option locations so you can decide which works best for you.

Short term rental Condos for Sale in Kissimmee and Orlando
TOWNHOUSES for Sale 3 ,4 and 5 Bedroom

RESORT TOWNHOUSES

You will find awesome 3-5 Bedroom Townhouses in the main Featured Resorts or in a Townhouse Only Resort.
Most are stunning, fully furnished and rental ready properties with a smaller private “splash pool”.

Townhouses offer an excellent alternative to a house but at a lower price point and many families find them to be an exceptional alternative – especially those with a big deck and large pool like those at Windsor Island Townhouses.

Check out the Video Tour of the 5-bedroom Castaway Model

NEW VACATION HOMES FOR SALE NEAR DISNEY

Brand New Vacation Villa Holiday Homes
Get creative and build a brand new vacation villa. We’ll help with all the best vendors to help you design and get it just the way your family wants it.

Windsor Cay Resort offers the best overall options for a new home but if you want to GO BIG, then you may not find any homes that are more unique or can deliver more ROI than a Reunion Custom Home.
Find all New Orlando Vacation Homes on this page.

FEATURED RESORTS

Houses for sale near Disney World $650k & $900+k

The “Featured” more modern resort homes, built between 2012 and today. These resorts have large clubhouses with restaurants, bars, water-parks and outstanding amenities. All include 24-hour manned security.
Most properties are sold fully furnished with some level of short term rental program already in place. As a buyer you can choose to convey the property, the contents and the business

CLASSIC RESORTS

Houses for sale near Disney World $350k to $650k

The “Classic Resorts“, built between 1998 and 2012. These resorts have very good amenities and 24-hour security. The well established nature of these resorts makes them popular with buyers and guests. Most properties are sold as fully furnished with some level of short term rental program already in place.
As a buyer you can choose to convey the property, the contents and the business.

STR COMMUNITIES

Community Houses for sale $350k to $650k

Non Resort Options. STR Communities
These communities allow short term rental but don’t have the amenity packages or offer the 24 hour gated security of the main resorts.
They are very popular for buyers looking for second homes or homes with less annual running costs.
We’ve picked out some of the best for you in the Short Term Rental Community section.

Short term rental Condos for Sale in Kissimmee and Orlando

Our dedicated CONDOS FOR SALE CLOSE TO DISNEY selection is for condos in the main Orlando & Kissimmee resorts and includes hands free turn-key condo hotel options. We’ve reviewed all the best short term rental option locations so you can decide which works best for you.

TOWNHOUSES FOR SALE

TOWNHOUSES for Sale 3 ,4 and 5 Bedroom

Townhouses For Sale
You can also find some awesome 3-5 Bedroom Townhouses in the main Featured Resorts or in a Townhouse Only Resort.
Most are stunning, fully furnished and rental ready properties with a smaller private “splash pool”.
Townhouses offer an excellent alternative to a house but at a lower price point and many families find them to be an exceptional alternative – especially those with a big deck and large pool like those at Windsor Island Townhouses.
Check out the Video Tour of the 5-bedroom Castaway Model

NEW VACATION HOMES FOR SALE NEAR DISNEY

Windsor Cay Resort

Brand New Vacation Villa Holiday Homes
Get creative and build a brand new vacation villa. We’ll help with all the best vendors to help you design and get it just the way your family wants it.

Windsor Cay Resort offers the best overall options for a new home but if you want to GO BIG, then you may not find any homes that are more unique or can deliver more ROI than a Reunion Custom Home.
Find all New Orlando Vacation Homes on this page.

Understanding the Buying Process

THE BUYING PROCESS
Learn about the offer process and what to expect during the purchase

Understanding Property Management

PROPERTY MANAGEMENT
Learn about the different options for marketing and management of a property

Understanding the Financials

FINANCIAL OVERVIEW
Learn about financing, buying costs, ownership costs and ROI

Out-of-State and Foreign National Buyers

OUT-OF-STATE BUYERS
Understand the process of remote purchases and ownership

FREQUENTLY ASKED QUESTIONS

What does the Jerry Barker Group do?
We assist out-of-state and international buyers identify and purchase Orlando vacation holiday homes, condos and villas for sale in the Orlando short-term rental market.
Our team can assist in the creation and implementation of a marketing and management strategy for each client to fit their unique investment goals.
We can also assist the sellers of Orlando vacation homes for sale with listing services and help sell their properties through our unique listing road map.

What is your area location of specialty?
We specialize in the Four Corners / Kissimmee area in Orlando Florida and the short term rental zone close to Disney World and the theme parks. It comprises mainly of Orlando, Kissimmee, Davenport, Reunion, Championsgate and Clermont.

Why buy a vacation home in Orlando?
The short-term vacation home market is a multi-billion dollar industry catering to the 75+ million visitors to Orlando every year.
Consistent annual returns, appreciating real estate in what most experts acknowledge is one of the top real estate markets in the US.
Combine that with the wonderful “lifestyle investment” and personal use of a vacation home for family and friends make Orlando’s vacation homes one of the most trending options in today’s property market.
Real Wealth positions Orlando #1 in their 10 Best Places To Buy Vacation Rental Property.

Where can I find the best Orlando vacation homes for sale?
It depends, each buyer and their personal, financial, and family needs differ. As a starting point, check out the Featured Resort section for houses and the Condos Section for smaller bed count and price point. The great news is that we can find something that fits perfectly for almost everyone, just ask us and we can advise on the best options for you.

What is the Most Important Piece of Advice You Give Buyers?
The purchase of a vacation home is a substantial investment of time and money.  You do not need to accept inexperienced or substandard representation.
Reach out to us for an informal chat, we promise you’ll find it educational and that we will exceed your expectations with our knowledge and honesty.
Please review our Client Testimonials from the many hundreds of buyers who have used our services.

Many more questions are answered in our FAQ Section

For more information on buying, management and rental potential, please contact us directly online via our support page or call us directly at 407.286.8170

Orlando Resort Guide for Buyers

RESORT & LOCATION GUIDE
Over 40 Location Reviews

Research Vacation Home Buying in Orlando

RESEARCH DIRECTORY
Buying, Managing & ROI Explained

Orlando Vacation Home Buyer Reviews

READ BUYER REVIEWS
Hear From Experienced Buyers

Contact Jerry Barker

CONTACT JERRY BARKER
Get advice directly